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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:27:58 UTC

Update Date

2022-03-07 02:54:52 UTC

HMDB ID

HMDB0036334

Secondary Accession Numbers

HMDB36334

Metabolite Identification

Common Name

(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside]

Description

(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside] belongs to the class of organic compounds known as cyanogenic glycosides. These are glycosides in which the aglycone moiety contains a cyanide group (S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside] has been detected, but not quantified in, fruits. This could make (S)-2-hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside] a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on (S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside].

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 02241208112D          

 30 32  0  0  0  0            999 V2000
   -2.8700    0.7640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8700   -0.0611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1562   -0.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4440   -0.0611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4440    0.7640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1562    1.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7289    1.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0138    0.7640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7289    2.0016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7289    2.8267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6999    1.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4164    0.7640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1301    1.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1301    2.0016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4164    2.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6999    2.0016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4178    3.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7040    3.6504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8439    2.4155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8451    0.7640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4164   -0.0611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4164   -0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7508   -1.3744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0080   -2.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8317   -2.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0848   -1.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8700   -1.1200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3171   -2.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3171   -3.6504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6185   -2.9559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 11  1  0  0  0  0
  9 10  3  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 12 21  1  0  0  0  0
 13 14  1  0  0  0  0
 13 20  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 26  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 28  1  0  0  0  0
 25 30  1  0  0  0  0
 26 27  1  0  0  0  0
 28 29  1  0  0  0  0
M  END

HMDB0036334
     RDKit          3D
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside]
 55 57  0  0  0  0  0  0  0  0999 V2000
   -0.5158   -3.2381    1.2661 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1423   -2.2779    1.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9652   -1.0665    0.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5712   -0.5262   -0.3491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.7944   -0.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9145    1.5623   -0.9920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4450    2.8010   -1.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3501    3.6813   -0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8792    4.9561   -0.4370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1940    2.7583   -2.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6912    3.7746   -1.9052 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5390    1.4341   -2.0351 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1018    0.5521   -3.0147 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3816    0.8776   -0.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9661   -0.3390   -0.4715 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0272   -0.3641    0.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9513   -1.3013    1.4107 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2281   -1.1848    2.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1486   -1.3039    0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4659   -2.6396    0.6569 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3903   -0.4523    1.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2335   -0.5742   -0.0962 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2931   -0.7654   -0.3180 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0136   -1.7744   -1.2521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3713   -1.5597    0.7457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3602   -0.8052    0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6610   -1.2992    0.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0180   -2.5303    0.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0309   -3.2835    1.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7427   -2.8009    1.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8298   -0.3950    1.7110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1495    1.0225    0.8673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2644    3.2534   -1.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6821    3.2604    0.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3345    3.8235    0.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1734    5.5935    0.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4490    2.8363   -3.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0619    3.7423   -0.9888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6094    1.6380   -2.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5730   -0.0848   -2.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9340    1.6008    0.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2222    0.6568    0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3190   -0.1606    2.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4056   -1.9239    2.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4655   -3.0573    1.5542 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9458   -0.8194    1.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0822    0.5839    1.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1395   -1.5090   -0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7694    0.1089   -0.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1822   -2.2277   -0.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1440    0.1559   -0.2520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3935   -0.6585   -0.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0443   -2.8728    0.4919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3103   -4.2552    1.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9871   -3.4177    1.7188 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 19 23  1  0
 23 24  1  0
  3 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 14  5  1  0
 23 16  1  0
 30 25  1  0
  3 31  1  0
  5 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 14 41  1  0
 16 42  1  0
 18 43  1  0
 18 44  1  0
 20 45  1  0
 21 46  1  0
 21 47  1  0
 22 48  1  0
 23 49  1  0
 24 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
 29 54  1  0
 30 55  1  0
M  END


  Mrv0541 02241208112D          

 30 32  0  0  0  0            999 V2000
   -2.8700    0.7640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8700   -0.0611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1562   -0.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4440   -0.0611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4440    0.7640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1562    1.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7289    1.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0138    0.7640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7289    2.0016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7289    2.8267    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6999    1.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4164    0.7640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1301    1.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1301    2.0016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4164    2.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6999    2.0016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4178    3.2364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7040    3.6504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8439    2.4155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8451    0.7640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4164   -0.0611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4164   -0.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7508   -1.3744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0080   -2.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8317   -2.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0848   -1.3744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8700   -1.1200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3171   -2.8252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3171   -3.6504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6185   -2.9559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 11  1  0  0  0  0
  9 10  3  0  0  0  0
 11 12  1  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 12 21  1  0  0  0  0
 13 14  1  0  0  0  0
 13 20  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 26  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 28  1  0  0  0  0
 25 30  1  0  0  0  0
 26 27  1  0  0  0  0
 28 29  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036334

> <DATABASE_NAME>
hmdb

> <SMILES>
OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C19H25NO10/c20-6-11(10-4-2-1-3-5-10)28-17-15(14(24)13(23)12(7-21)29-17)30-18-16(25)19(26,8-22)9-27-18/h1-5,11-18,21-26H,7-9H2

> <INCHI_KEY>
UXSSAGLYQCOTML-UHFFFAOYSA-N

> <FORMULA>
C19H25NO10

> <MOLECULAR_WEIGHT>
427.4025

> <EXACT_MASS>
427.147846025

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
41.335585666942194

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(3-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]-2-phenylacetonitrile

> <ALOGPS_LOGP>
-1.11

> <JCHEM_LOGP>
-2.0935501943333334

> <ALOGPS_LOGS>
-1.00

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.65069545250297

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.807334112803282

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810844904201037

> <JCHEM_POLAR_SURFACE_AREA>
182.09

> <JCHEM_REFRACTIVITY>
96.7666

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.29e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(3-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]-2-phenylacetonitrile

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036334
     RDKit          3D
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside]
 55 57  0  0  0  0  0  0  0  0999 V2000
   -0.5158   -3.2381    1.2661 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1423   -2.2779    1.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9652   -1.0665    0.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5712   -0.5262   -0.3491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.7944   -0.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9145    1.5623   -0.9920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4450    2.8010   -1.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3501    3.6813   -0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8792    4.9561   -0.4370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1940    2.7583   -2.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6912    3.7746   -1.9052 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5390    1.4341   -2.0351 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1018    0.5521   -3.0147 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3816    0.8776   -0.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9661   -0.3390   -0.4715 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0272   -0.3641    0.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9513   -1.3013    1.4107 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2281   -1.1848    2.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1486   -1.3039    0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4659   -2.6396    0.6569 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3903   -0.4523    1.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2335   -0.5742   -0.0962 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2931   -0.7654   -0.3180 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0136   -1.7744   -1.2521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3713   -1.5597    0.7457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3602   -0.8052    0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6610   -1.2992    0.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0180   -2.5303    0.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0309   -3.2835    1.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7427   -2.8009    1.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8298   -0.3950    1.7110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1495    1.0225    0.8673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2644    3.2534   -1.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6821    3.2604    0.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3345    3.8235    0.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1734    5.5935    0.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4490    2.8363   -3.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0619    3.7423   -0.9888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6094    1.6380   -2.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5730   -0.0848   -2.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9340    1.6008    0.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2222    0.6568    0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3190   -0.1606    2.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4056   -1.9239    2.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4655   -3.0573    1.5542 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9458   -0.8194    1.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0822    0.5839    1.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1395   -1.5090   -0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7694    0.1089   -0.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1822   -2.2277   -0.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1440    0.1559   -0.2520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3935   -0.6585   -0.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0443   -2.8728    0.4919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3103   -4.2552    1.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9871   -3.4177    1.7188 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 19 23  1  0
 23 24  1  0
  3 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 14  5  1  0
 23 16  1  0
 30 25  1  0
  3 31  1  0
  5 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 14 41  1  0
 16 42  1  0
 18 43  1  0
 18 44  1  0
 20 45  1  0
 21 46  1  0
 21 47  1  0
 22 48  1  0
 23 49  1  0
 24 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
 29 54  1  0
 30 55  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -5.357   1.426   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.357  -0.114   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.025  -0.884   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.695  -0.114   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.695   1.426   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.025   2.194   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.361   2.196   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.026   1.426   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.361   3.736   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -1.361   5.277   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       1.306   2.196   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.644   1.426   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.976   2.196   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.976   3.736   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.644   4.501   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.306   3.736   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.647   6.041   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.314   6.814   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.309   4.509   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.311   1.426   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.644  -0.114   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.644  -1.654   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.401  -2.566   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.882  -4.029   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.419  -4.029   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.892  -2.566   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.357  -2.091   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       4.325  -5.274   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       4.325  -6.814   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       3.021  -5.518   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    1    5                                                       
CONECT    7    5    8    9                                                  
CONECT    8    7   11                                                       
CONECT    9    7   10                                                       
CONECT   10    9                                                            
CONECT   11    8   12   16                                                  
CONECT   12   11   13   21                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16   17                                                  
CONECT   16   11   15                                                       
CONECT   17   15   18                                                       
CONECT   18   17                                                            
CONECT   19   14                                                            
CONECT   20   13                                                            
CONECT   21   12   22                                                       
CONECT   22   21   23   26                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   28   30                                             
CONECT   26   22   25   27                                                  
CONECT   27   26                                                            
CONECT   28   25   29                                                       
CONECT   29   28                                                            
CONECT   30   25                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

COMPND    HMDB0036334
HETATM    1  N1  UNL     1      -0.516  -3.238   1.266  1.00  0.00           N  
HETATM    2  C1  UNL     1      -1.142  -2.278   1.083  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.965  -1.066   0.848  1.00  0.00           C  
HETATM    4  O1  UNL     1      -1.571  -0.526  -0.349  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.072   0.794  -0.230  1.00  0.00           C  
HETATM    6  O2  UNL     1      -1.915   1.562  -0.992  1.00  0.00           O  
HETATM    7  C4  UNL     1      -1.445   2.801  -1.362  1.00  0.00           C  
HETATM    8  C5  UNL     1      -1.350   3.681  -0.146  1.00  0.00           C  
HETATM    9  O3  UNL     1      -0.879   4.956  -0.437  1.00  0.00           O  
HETATM   10  C6  UNL     1      -0.194   2.758  -2.178  1.00  0.00           C  
HETATM   11  O4  UNL     1       0.691   3.775  -1.905  1.00  0.00           O  
HETATM   12  C7  UNL     1       0.539   1.434  -2.035  1.00  0.00           C  
HETATM   13  O5  UNL     1       0.102   0.552  -3.015  1.00  0.00           O  
HETATM   14  C8  UNL     1       0.382   0.878  -0.637  1.00  0.00           C  
HETATM   15  O6  UNL     1       0.966  -0.339  -0.471  1.00  0.00           O  
HETATM   16  C9  UNL     1       2.027  -0.364   0.411  1.00  0.00           C  
HETATM   17  O7  UNL     1       1.951  -1.301   1.411  1.00  0.00           O  
HETATM   18  C10 UNL     1       3.228  -1.185   2.000  1.00  0.00           C  
HETATM   19  C11 UNL     1       4.149  -1.304   0.808  1.00  0.00           C  
HETATM   20  O8  UNL     1       4.466  -2.640   0.657  1.00  0.00           O  
HETATM   21  C12 UNL     1       5.390  -0.452   1.006  1.00  0.00           C  
HETATM   22  O9  UNL     1       6.234  -0.574  -0.096  1.00  0.00           O  
HETATM   23  C13 UNL     1       3.293  -0.765  -0.318  1.00  0.00           C  
HETATM   24  O10 UNL     1       3.014  -1.774  -1.252  1.00  0.00           O  
HETATM   25  C14 UNL     1      -3.371  -1.560   0.746  1.00  0.00           C  
HETATM   26  C15 UNL     1      -4.360  -0.805   0.152  1.00  0.00           C  
HETATM   27  C16 UNL     1      -5.661  -1.299   0.076  1.00  0.00           C  
HETATM   28  C17 UNL     1      -6.018  -2.530   0.574  1.00  0.00           C  
HETATM   29  C18 UNL     1      -5.031  -3.283   1.167  1.00  0.00           C  
HETATM   30  C19 UNL     1      -3.743  -2.801   1.246  1.00  0.00           C  
HETATM   31  H1  UNL     1      -1.830  -0.395   1.711  1.00  0.00           H  
HETATM   32  H2  UNL     1      -1.150   1.023   0.867  1.00  0.00           H  
HETATM   33  H3  UNL     1      -2.264   3.253  -1.999  1.00  0.00           H  
HETATM   34  H4  UNL     1      -0.682   3.260   0.633  1.00  0.00           H  
HETATM   35  H5  UNL     1      -2.334   3.823   0.347  1.00  0.00           H  
HETATM   36  H6  UNL     1      -1.173   5.594   0.263  1.00  0.00           H  
HETATM   37  H7  UNL     1      -0.449   2.836  -3.269  1.00  0.00           H  
HETATM   38  H8  UNL     1       1.062   3.742  -0.989  1.00  0.00           H  
HETATM   39  H9  UNL     1       1.609   1.638  -2.231  1.00  0.00           H  
HETATM   40  H10 UNL     1      -0.573  -0.085  -2.669  1.00  0.00           H  
HETATM   41  H11 UNL     1       0.934   1.601   0.030  1.00  0.00           H  
HETATM   42  H12 UNL     1       2.222   0.657   0.846  1.00  0.00           H  
HETATM   43  H13 UNL     1       3.319  -0.161   2.464  1.00  0.00           H  
HETATM   44  H14 UNL     1       3.406  -1.924   2.775  1.00  0.00           H  
HETATM   45  H15 UNL     1       4.466  -3.057   1.554  1.00  0.00           H  
HETATM   46  H16 UNL     1       5.946  -0.819   1.893  1.00  0.00           H  
HETATM   47  H17 UNL     1       5.082   0.584   1.208  1.00  0.00           H  
HETATM   48  H18 UNL     1       6.139  -1.509  -0.425  1.00  0.00           H  
HETATM   49  H19 UNL     1       3.769   0.109  -0.805  1.00  0.00           H  
HETATM   50  H20 UNL     1       2.182  -2.228  -0.979  1.00  0.00           H  
HETATM   51  H21 UNL     1      -4.144   0.156  -0.252  1.00  0.00           H  
HETATM   52  H22 UNL     1      -6.393  -0.658  -0.403  1.00  0.00           H  
HETATM   53  H23 UNL     1      -7.044  -2.873   0.492  1.00  0.00           H  
HETATM   54  H24 UNL     1      -5.310  -4.255   1.562  1.00  0.00           H  
HETATM   55  H25 UNL     1      -2.987  -3.418   1.719  1.00  0.00           H  
CONECT    1    2    2    2
CONECT    2    3
CONECT    3    4   25   31
CONECT    4    5
CONECT    5    6   14   32
CONECT    6    7
CONECT    7    8   10   33
CONECT    8    9   34   35
CONECT    9   36
CONECT   10   11   12   37
CONECT   11   38
CONECT   12   13   14   39
CONECT   13   40
CONECT   14   15   41
CONECT   15   16
CONECT   16   17   23   42
CONECT   17   18
CONECT   18   19   43   44
CONECT   19   20   21   23
CONECT   20   45
CONECT   21   22   46   47
CONECT   22   48
CONECT   23   24   49
CONECT   24   50
CONECT   25   26   26   30
CONECT   26   27   51
CONECT   27   28   28   52
CONECT   28   29   53
CONECT   29   30   30   54
CONECT   30   55
END

HMDB0036334
     RDKit          3D
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside]
 55 57  0  0  0  0  0  0  0  0999 V2000
   -0.5158   -3.2381    1.2661 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1423   -2.2779    1.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9652   -1.0665    0.8476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5712   -0.5262   -0.3491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.7944   -0.2305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9145    1.5623   -0.9920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4450    2.8010   -1.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3501    3.6813   -0.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8792    4.9561   -0.4370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1940    2.7583   -2.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6912    3.7746   -1.9052 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5390    1.4341   -2.0351 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1018    0.5521   -3.0147 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3816    0.8776   -0.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9661   -0.3390   -0.4715 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0272   -0.3641    0.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9513   -1.3013    1.4107 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2281   -1.1848    2.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1486   -1.3039    0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4659   -2.6396    0.6569 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3903   -0.4523    1.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2335   -0.5742   -0.0962 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2931   -0.7654   -0.3180 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0136   -1.7744   -1.2521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3713   -1.5597    0.7457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3602   -0.8052    0.1518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6610   -1.2992    0.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0180   -2.5303    0.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0309   -3.2835    1.1673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7427   -2.8009    1.2458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8298   -0.3950    1.7110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1495    1.0225    0.8673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2644    3.2534   -1.9985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6821    3.2604    0.6335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3345    3.8235    0.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1734    5.5935    0.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4490    2.8363   -3.2691 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0619    3.7423   -0.9888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6094    1.6380   -2.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5730   -0.0848   -2.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9340    1.6008    0.0302 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2222    0.6568    0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3190   -0.1606    2.4639 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4056   -1.9239    2.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4655   -3.0573    1.5542 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9458   -0.8194    1.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0822    0.5839    1.2077 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1395   -1.5090   -0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7694    0.1089   -0.8047 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1822   -2.2277   -0.9789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1440    0.1559   -0.2520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3935   -0.6585   -0.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0443   -2.8728    0.4919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3103   -4.2552    1.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9871   -3.4177    1.7188 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  3  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  7 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 19 23  1  0
 23 24  1  0
  3 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 14  5  1  0
 23 16  1  0
 30 25  1  0
  3 31  1  0
  5 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 14 41  1  0
 16 42  1  0
 18 43  1  0
 18 44  1  0
 20 45  1  0
 21 46  1  0
 21 47  1  0
 22 48  1  0
 23 49  1  0
 24 50  1  0
 26 51  1  0
 27 52  1  0
 28 53  1  0
 29 54  1  0
 30 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₉H₂₅NO₁₀

Average Molecular Weight

427.4025

Monoisotopic Molecular Weight

427.147846025

IUPAC Name

2-[(3-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]-2-phenylacetonitrile

Traditional Name

2-[(3-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy]-2-phenylacetonitrile

CAS Registry Number

Not Available

SMILES

OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O)C(O)C1O

InChI Identifier

InChI=1S/C19H25NO10/c20-6-11(10-4-2-1-3-5-10)28-17-15(14(24)13(23)12(7-21)29-17)30-18-16(25)19(26,8-22)9-27-18/h1-5,11-18,21-26H,7-9H2

InChI Key

UXSSAGLYQCOTML-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyanogenic glycosides. These are glycosides in which the aglycone moiety contains a cyanide group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Cyanogenic glycosides

Alternative Parents

Substituents

Cyanogenic glycoside
Disaccharide
O-glycosyl compound
Monocyclic benzene moiety
Oxane
Benzenoid
Tetrahydrofuran
Tertiary alcohol
Secondary alcohol
Nitrile
Carbonitrile
Acetal
Organoheterocyclic compound
Oxacycle
Primary alcohol
Alcohol
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0036334)
Cytoplasm (HMDB: HMDB0036334)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036334)

Source

Exogenous

Exogenous (HMDB: HMDB0036334)

Food

Food (HMDB: HMDB0036334)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0036334)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0036334)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	42.9 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-2.1	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	11.81	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	182.09 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	96.77 m³·mol⁻¹	ChemAxon
Polarizability	41.34 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	195.455	31661259
DarkChem	[M-H]-	189.515	31661259
DeepCCS	[M+H]+	188.234	30932474
DeepCCS	[M-H]-	185.64	30932474
DeepCCS	[M-2H]-	220.168	30932474
DeepCCS	[M+Na]+	195.396	30932474
AllCCS	[M+H]+	197.1	32859911
AllCCS	[M+H-H2O]+	194.9	32859911
AllCCS	[M+NH4]+	199.2	32859911
AllCCS	[M+Na]+	199.8	32859911
AllCCS	[M-H]-	193.0	32859911
AllCCS	[M+Na-2H]-	193.3	32859911
AllCCS	[M+HCOO]-	193.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.59 minutes	32390414
Predicted by Siyang on May 30, 2022	10.3728 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.42 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	244.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1123.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	212.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	86.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	185.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	61.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	279.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	349.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	580.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	659.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	101.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	841.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	214.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	238.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	369.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	311.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	173.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside]	OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O)C(O)C1O	3145.7	Standard polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside]	OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O)C(O)C1O	3574.8	Standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside]	OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O)C(O)C1O	3578.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],1TMS,isomer #1	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O)C(O)C1O	3302.0	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],1TMS,isomer #2	C[Si](C)(C)OC1(CO)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O)C2O)C1O	3352.5	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],1TMS,isomer #3	C[Si](C)(C)OCC1(O)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O)C2O)C1O	3299.3	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],1TMS,isomer #4	C[Si](C)(C)OC1C(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O)C2O)OCC1(O)CO	3302.9	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],1TMS,isomer #5	C[Si](C)(C)OC1C(O)C(CO)OC(OC(C#N)C2=CC=CC=C2)C1OC1OCC(O)(CO)C1O	3265.4	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],1TMS,isomer #6	C[Si](C)(C)OC1C(CO)OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O)C1O	3279.9	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TMS,isomer #1	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO)(O[Si](C)(C)C)C2O)C(O)C1O	3266.2	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TMS,isomer #10	C[Si](C)(C)OCC1(O)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O[Si](C)(C)C)C2O)C1O	3203.2	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TMS,isomer #11	C[Si](C)(C)OCC1(O)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O)C2O[Si](C)(C)C)C1O	3186.9	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TMS,isomer #12	C[Si](C)(C)OCC1(O)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O)C2O)C1O[Si](C)(C)C	3222.8	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TMS,isomer #13	C[Si](C)(C)OC1C(CO)OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O[Si](C)(C)C)C1O	3209.4	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TMS,isomer #14	C[Si](C)(C)OC1C(O)C(CO)OC(OC(C#N)C2=CC=CC=C2)C1OC1OCC(O)(CO)C1O[Si](C)(C)C	3198.5	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TMS,isomer #15	C[Si](C)(C)OC1C(CO)OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O)C1O[Si](C)(C)C	3181.3	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TMS,isomer #2	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO[Si](C)(C)C)C2O)C(O)C1O	3209.2	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TMS,isomer #3	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O[Si](C)(C)C)C(O)C1O	3225.9	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TMS,isomer #4	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O)C(O[Si](C)(C)C)C1O	3193.1	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TMS,isomer #5	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O)C(O)C1O[Si](C)(C)C	3210.5	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TMS,isomer #6	C[Si](C)(C)OCC1(O[Si](C)(C)C)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O)C2O)C1O	3237.6	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TMS,isomer #7	C[Si](C)(C)OC1C(CO)OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO)(O[Si](C)(C)C)C2O)C1O	3265.5	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TMS,isomer #8	C[Si](C)(C)OC1C(O)C(CO)OC(OC(C#N)C2=CC=CC=C2)C1OC1OCC(CO)(O[Si](C)(C)C)C1O	3254.5	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TMS,isomer #9	C[Si](C)(C)OC1C(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O)C2O)OCC1(CO)O[Si](C)(C)C	3267.4	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TMS,isomer #1	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO[Si](C)(C)C)(O[Si](C)(C)C)C2O)C(O)C1O	3154.4	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TMS,isomer #10	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3107.6	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TMS,isomer #11	C[Si](C)(C)OCC1(O[Si](C)(C)C)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O[Si](C)(C)C)C2O)C1O	3155.1	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TMS,isomer #12	C[Si](C)(C)OCC1(O[Si](C)(C)C)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O)C2O[Si](C)(C)C)C1O	3139.3	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TMS,isomer #13	C[Si](C)(C)OCC1(O[Si](C)(C)C)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O)C2O)C1O[Si](C)(C)C	3171.7	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TMS,isomer #14	C[Si](C)(C)OC1C(CO)OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO)(O[Si](C)(C)C)C2O[Si](C)(C)C)C1O	3185.2	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TMS,isomer #15	C[Si](C)(C)OC1C(CO)OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO)(O[Si](C)(C)C)C2O)C1O[Si](C)(C)C	3160.6	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TMS,isomer #16	C[Si](C)(C)OC1C(O)C(CO)OC(OC(C#N)C2=CC=CC=C2)C1OC1OCC(CO)(O[Si](C)(C)C)C1O[Si](C)(C)C	3171.4	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TMS,isomer #17	C[Si](C)(C)OCC1(O)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C1O	3092.2	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TMS,isomer #18	C[Si](C)(C)OCC1(O)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O[Si](C)(C)C)C2O)C1O[Si](C)(C)C	3126.6	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TMS,isomer #19	C[Si](C)(C)OCC1(O)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O)C2O[Si](C)(C)C)C1O[Si](C)(C)C	3113.7	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TMS,isomer #2	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO)(O[Si](C)(C)C)C2O[Si](C)(C)C)C(O)C1O	3181.1	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TMS,isomer #20	C[Si](C)(C)OC1C(CO)OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O[Si](C)(C)C)C1O[Si](C)(C)C	3098.7	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TMS,isomer #3	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO)(O[Si](C)(C)C)C2O)C(O[Si](C)(C)C)C1O	3166.3	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TMS,isomer #4	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO)(O[Si](C)(C)C)C2O)C(O)C1O[Si](C)(C)C	3187.3	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TMS,isomer #5	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO[Si](C)(C)C)C2O[Si](C)(C)C)C(O)C1O	3121.3	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TMS,isomer #6	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO[Si](C)(C)C)C2O)C(O[Si](C)(C)C)C1O	3107.0	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TMS,isomer #7	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO[Si](C)(C)C)C2O)C(O)C1O[Si](C)(C)C	3123.7	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TMS,isomer #8	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	3112.1	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TMS,isomer #9	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	3126.7	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TMS,isomer #1	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO[Si](C)(C)C)(O[Si](C)(C)C)C2O[Si](C)(C)C)C(O)C1O	3095.3	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TMS,isomer #10	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3005.4	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TMS,isomer #11	C[Si](C)(C)OCC1(O[Si](C)(C)C)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C1O	3027.3	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TMS,isomer #12	C[Si](C)(C)OCC1(O[Si](C)(C)C)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O[Si](C)(C)C)C2O)C1O[Si](C)(C)C	3083.7	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TMS,isomer #13	C[Si](C)(C)OCC1(O[Si](C)(C)C)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O)C2O[Si](C)(C)C)C1O[Si](C)(C)C	3067.5	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TMS,isomer #14	C[Si](C)(C)OC1C(CO)OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO)(O[Si](C)(C)C)C2O[Si](C)(C)C)C1O[Si](C)(C)C	3059.8	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TMS,isomer #15	C[Si](C)(C)OCC1(O)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C1O[Si](C)(C)C	2988.1	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TMS,isomer #2	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO[Si](C)(C)C)(O[Si](C)(C)C)C2O)C(O[Si](C)(C)C)C1O	3057.5	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TMS,isomer #3	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO[Si](C)(C)C)(O[Si](C)(C)C)C2O)C(O)C1O[Si](C)(C)C	3066.2	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TMS,isomer #4	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO)(O[Si](C)(C)C)C2O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	3082.8	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TMS,isomer #5	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO)(O[Si](C)(C)C)C2O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	3099.5	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TMS,isomer #6	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO)(O[Si](C)(C)C)C2O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3060.6	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TMS,isomer #7	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO[Si](C)(C)C)C2O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	3009.8	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TMS,isomer #8	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO[Si](C)(C)C)C2O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	3022.1	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TMS,isomer #9	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO[Si](C)(C)C)C2O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2997.4	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],5TMS,isomer #1	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO[Si](C)(C)C)(O[Si](C)(C)C)C2O[Si](C)(C)C)C(O[Si](C)(C)C)C1O	3023.5	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],5TMS,isomer #2	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO[Si](C)(C)C)(O[Si](C)(C)C)C2O[Si](C)(C)C)C(O)C1O[Si](C)(C)C	3031.9	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],5TMS,isomer #3	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO[Si](C)(C)C)(O[Si](C)(C)C)C2O)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2990.6	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],5TMS,isomer #4	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO)(O[Si](C)(C)C)C2O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	3004.0	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],5TMS,isomer #5	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO[Si](C)(C)C)C2O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2942.0	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],5TMS,isomer #6	C[Si](C)(C)OCC1(O[Si](C)(C)C)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O[Si](C)(C)C)C2O[Si](C)(C)C)C1O[Si](C)(C)C	2998.2	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],6TMS,isomer #1	C[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO[Si](C)(C)C)(O[Si](C)(C)C)C2O[Si](C)(C)C)C(O[Si](C)(C)C)C1O[Si](C)(C)C	2988.7	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O)C(O)C1O	3499.6	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1(CO)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O)C2O)C1O	3559.8	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1(O)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O)C2O)C1O	3514.5	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1C(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O)C2O)OCC1(O)CO	3534.3	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],1TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1C(O)C(CO)OC(OC(C#N)C2=CC=CC=C2)C1OC1OCC(O)(CO)C1O	3510.1	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],1TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O)C1O	3511.3	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO)(O[Si](C)(C)C(C)(C)C)C2O)C(O)C1O	3642.0	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OCC1(O)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O[Si](C)(C)C(C)(C)C)C2O)C1O	3625.1	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OCC1(O)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O)C2O[Si](C)(C)C(C)(C)C)C1O	3630.0	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OCC1(O)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O)C2O)C1O[Si](C)(C)C(C)(C)C	3632.3	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O[Si](C)(C)C(C)(C)C)C1O	3627.0	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC1C(O)C(CO)OC(OC(C#N)C2=CC=CC=C2)C1OC1OCC(O)(CO)C1O[Si](C)(C)C(C)(C)C	3629.5	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O)C1O[Si](C)(C)C(C)(C)C	3595.3	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO[Si](C)(C)C(C)(C)C)C2O)C(O)C1O	3608.7	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O[Si](C)(C)C(C)(C)C)C(O)C1O	3610.2	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O)C(O[Si](C)(C)C(C)(C)C)C1O	3608.0	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O)C(O)C1O[Si](C)(C)C(C)(C)C	3605.1	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OCC1(O[Si](C)(C)C(C)(C)C)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O)C2O)C1O	3641.4	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO)(O[Si](C)(C)C(C)(C)C)C2O)C1O	3666.3	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OC1C(O)C(CO)OC(OC(C#N)C2=CC=CC=C2)C1OC1OCC(CO)(O[Si](C)(C)C(C)(C)C)C1O	3668.4	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],2TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OC1C(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O)C2O)OCC1(CO)O[Si](C)(C)C(C)(C)C	3680.0	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO[Si](C)(C)C(C)(C)C)(O[Si](C)(C)C(C)(C)C)C2O)C(O)C1O	3745.0	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3683.5	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OCC1(O[Si](C)(C)C(C)(C)C)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O[Si](C)(C)C(C)(C)C)C2O)C1O	3755.9	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OCC1(O[Si](C)(C)C(C)(C)C)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O)C2O[Si](C)(C)C(C)(C)C)C1O	3759.7	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OCC1(O[Si](C)(C)C(C)(C)C)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O)C2O)C1O[Si](C)(C)C(C)(C)C	3768.5	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO)(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C1O	3775.1	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO)(O[Si](C)(C)C(C)(C)C)C2O)C1O[Si](C)(C)C(C)(C)C	3743.3	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TBDMS,isomer #16	CC(C)(C)[Si](C)(C)OC1C(O)C(CO)OC(OC(C#N)C2=CC=CC=C2)C1OC1OCC(CO)(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3775.9	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TBDMS,isomer #17	CC(C)(C)[Si](C)(C)OCC1(O)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C1O	3705.3	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TBDMS,isomer #18	CC(C)(C)[Si](C)(C)OCC1(O)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O[Si](C)(C)C(C)(C)C)C2O)C1O[Si](C)(C)C(C)(C)C	3738.4	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TBDMS,isomer #19	CC(C)(C)[Si](C)(C)OCC1(O)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O)C2O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3744.4	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO)(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C(O)C1O	3762.8	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TBDMS,isomer #20	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3698.7	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO)(O[Si](C)(C)C(C)(C)C)C2O)C(O[Si](C)(C)C(C)(C)C)C1O	3761.9	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO)(O[Si](C)(C)C(C)(C)C)C2O)C(O)C1O[Si](C)(C)C(C)(C)C	3757.6	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C(O)C1O	3720.7	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO[Si](C)(C)C(C)(C)C)C2O)C(O[Si](C)(C)C(C)(C)C)C1O	3732.9	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO[Si](C)(C)C(C)(C)C)C2O)C(O)C1O[Si](C)(C)C(C)(C)C	3727.4	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	3716.2	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],3TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	3713.5	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO[Si](C)(C)C(C)(C)C)(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C(O)C1O	3879.5	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TBDMS,isomer #10	CC(C)(C)[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO)C2O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3816.6	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TBDMS,isomer #11	CC(C)(C)[Si](C)(C)OCC1(O[Si](C)(C)C(C)(C)C)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C1O	3856.1	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TBDMS,isomer #12	CC(C)(C)[Si](C)(C)OCC1(O[Si](C)(C)C(C)(C)C)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O[Si](C)(C)C(C)(C)C)C2O)C1O[Si](C)(C)C(C)(C)C	3892.6	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TBDMS,isomer #13	CC(C)(C)[Si](C)(C)OCC1(O[Si](C)(C)C(C)(C)C)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O)C2O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3896.1	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TBDMS,isomer #14	CC(C)(C)[Si](C)(C)OC1C(CO)OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO)(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3877.1	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TBDMS,isomer #15	CC(C)(C)[Si](C)(C)OCC1(O)COC(OC2C(OC(C#N)C3=CC=CC=C3)OC(CO)C(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3847.2	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO[Si](C)(C)C(C)(C)C)(O[Si](C)(C)C(C)(C)C)C2O)C(O[Si](C)(C)C(C)(C)C)C1O	3882.8	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO[Si](C)(C)C(C)(C)C)(O[Si](C)(C)C(C)(C)C)C2O)C(O)C1O[Si](C)(C)C(C)(C)C	3879.8	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO)(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	3892.0	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO)(O[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	3889.2	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(CO)(O[Si](C)(C)C(C)(C)C)C2O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3865.5	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TBDMS,isomer #7	CC(C)(C)[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)C1O	3866.9	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TBDMS,isomer #8	CC(C)(C)[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO[Si](C)(C)C(C)(C)C)C2O[Si](C)(C)C(C)(C)C)C(O)C1O[Si](C)(C)C(C)(C)C	3862.1	Semi standard non polar	33892256
(S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside],4TBDMS,isomer #9	CC(C)(C)[Si](C)(C)OCC1OC(OC(C#N)C2=CC=CC=C2)C(OC2OCC(O)(CO[Si](C)(C)C(C)(C)C)C2O)C(O[Si](C)(C)C(C)(C)C)C1O[Si](C)(C)C(C)(C)C	3838.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside] GC-MS (Non-derivatized) - 70eV, Positive	splash10-006t-7449300000-baa934ba1a859fc6161e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside] GC-MS (3 TMS) - 70eV, Positive	splash10-00or-3962058000-105308cb0bf8ac0544bb	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside] GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside] 10V, Positive-QTOF	splash10-003r-0951300000-81c6e8ba98bafcfcdb9d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside] 20V, Positive-QTOF	splash10-00lr-0920000000-3ca1b711535b81b7675d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside] 40V, Positive-QTOF	splash10-001i-1910000000-50606c898009b5ea9c95	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside] 10V, Negative-QTOF	splash10-005a-0944400000-deeeec1a5d57d231f503	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside] 20V, Negative-QTOF	splash10-001i-1920000000-a25126dbb28d38b29b06	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside] 40V, Negative-QTOF	splash10-001i-3900000000-6633d453a66a5d06abff	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside] 10V, Positive-QTOF	splash10-00or-0950700000-296fea85a2946602be67	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside] 20V, Positive-QTOF	splash10-016r-2921400000-334e132c49243cebdf93	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside] 40V, Positive-QTOF	splash10-00kf-9601000000-5f9b81e387e4b05bdd73	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside] 10V, Negative-QTOF	splash10-004i-0531900000-b2f597575c0ef314e8fb	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside] 20V, Negative-QTOF	splash10-05x0-2911100000-789a6dc747f1b83c69ba	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside] 40V, Negative-QTOF	splash10-001i-3900000000-e204b940dfe312b33069	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB015205

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751961

PDB ID

Not Available

ChEBI ID

168516

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for (S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside] (HMDB0036334)

MOL for HMDB0036334 ((S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside])

3D MOL for HMDB0036334 ((S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside])

3D SDF for HMDB0036334 ((S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside])

3D-SDF for HMDB0036334 ((S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside])

PDB for HMDB0036334 ((S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside])

3D PDB for HMDB0036334 ((S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside])

SMILES for HMDB0036334 ((S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside])

INCHI for HMDB0036334 ((S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside])

Structure for HMDB0036334 ((S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside])

3D Structure for HMDB0036334 ((S)-2-Hydroxy-2-phenylacetonitrile O-[b-D-apiosyl-(1->2)-b-D-glucoside])

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra