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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:50:16 UTC

Update Date

2022-03-07 02:56:33 UTC

HMDB ID

HMDB0040305

Secondary Accession Numbers

HMDB40305

Metabolite Identification

Common Name

(S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone

Description

(S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone belongs to the class of organic compounds known as 2'-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 2'-position (S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone has been detected, but not quantified in, fruits. This could make (S)-(e)-2'-(3,6-dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone.

Structure

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


  Mrv0541 05061311442D          

 29 31  0  0  0  0            999 V2000
    9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 11 10  2  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  4  1  0  0  0  0
 15  3  1  0  0  0  0
 15  5  1  0  0  0  0
 15  6  2  0  0  0  0
 16  7  1  0  0  0  0
 16 12  2  0  0  0  0
 17 10  1  0  0  0  0
 18  8  1  0  0  0  0
 18 17  2  0  0  0  0
 19  9  1  0  0  0  0
 20 11  1  0  0  0  0
 21 13  1  0  0  0  0
 21 19  1  0  0  0  0
 22 12  1  0  0  0  0
 22 19  2  0  0  0  0
 23 13  1  0  0  0  0
 23 17  1  0  0  0  0
 24 18  1  0  0  0  0
 24 20  2  0  0  0  0
 25 16  1  0  0  0  0
 26 20  1  0  0  0  0
 27 21  2  0  0  0  0
 28 24  1  0  0  0  0
 29 22  1  0  0  0  0
 29 23  1  0  0  0  0
M  END

HMDB0040305
     RDKit          3D
(S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone
 57 59  0  0  0  0  0  0  0  0999 V2000
   -0.4888    1.3858    1.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2959    0.3190    0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8645   -0.9115    0.6589 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3807   -1.5129    1.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8832   -2.4260    0.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6360   -1.9929   -0.9096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3166   -0.7391   -1.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6927   -0.2206   -2.3869 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7620    0.7960   -2.1932 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6436    1.0134   -3.0757 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8697    1.6050   -0.9901 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8159    2.5937   -0.8310 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8562    3.3178    0.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9616    3.0800    1.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0598    3.8426    2.5075 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0231    2.0881    1.1915 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9454    1.3304    0.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0125    0.3210   -0.1916 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8966   -2.9596   -1.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4323   -4.2290   -1.8811 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6685   -4.6523   -0.8348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1763   -5.9486   -0.7582 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3854   -3.7566    0.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3873   -4.1224    1.2614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6399    0.6737    0.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5717    1.2883    1.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9009    1.6079    0.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5486    0.3615   -0.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8249    2.2393    1.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0418    2.0220    0.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2106    0.9389    2.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2112    2.0294    1.8786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5723   -1.6231    0.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0541   -0.7198    1.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0696   -2.1440    2.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4121   -1.0337   -0.6581 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8503    0.3869   -2.8446 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1070   -0.9398   -3.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5106    2.7772   -1.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6100    4.0983    0.4473 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4068    3.6707    3.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3409    1.9005    1.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4946   -2.6901   -2.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6473   -4.9550   -2.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3911   -6.5974   -1.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7397   -5.0564    1.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3846    1.3955   -0.7949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0324   -0.2157   -0.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1486    2.2592    1.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7693    0.5942    1.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7497    2.3296   -0.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6225    0.2919    0.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4803    0.2711   -1.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0880   -0.5381    0.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2089    1.4563    2.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7125    2.6816    0.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3222    3.0174    1.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
  6 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
  2 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 23  5  1  0
 18  7  1  0
 17 11  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
 12 39  1  0
 13 40  1  0
 15 41  1  0
 16 42  1  0
 19 43  1  0
 20 44  1  0
 22 45  1  0
 24 46  1  0
 25 47  1  0
 25 48  1  0
 26 49  1  0
 26 50  1  0
 27 51  1  0
 28 52  1  0
 28 53  1  0
 28 54  1  0
 29 55  1  0
 29 56  1  0
 29 57  1  0
M  END


  Mrv0541 05061311442D          

 29 31  0  0  0  0            999 V2000
    9.2881    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 11 10  2  0  0  0  0
 14  1  1  0  0  0  0
 14  2  1  0  0  0  0
 14  4  1  0  0  0  0
 15  3  1  0  0  0  0
 15  5  1  0  0  0  0
 15  6  2  0  0  0  0
 16  7  1  0  0  0  0
 16 12  2  0  0  0  0
 17 10  1  0  0  0  0
 18  8  1  0  0  0  0
 18 17  2  0  0  0  0
 19  9  1  0  0  0  0
 20 11  1  0  0  0  0
 21 13  1  0  0  0  0
 21 19  1  0  0  0  0
 22 12  1  0  0  0  0
 22 19  2  0  0  0  0
 23 13  1  0  0  0  0
 23 17  1  0  0  0  0
 24 18  1  0  0  0  0
 24 20  2  0  0  0  0
 25 16  1  0  0  0  0
 26 20  1  0  0  0  0
 27 21  2  0  0  0  0
 28 24  1  0  0  0  0
 29 22  1  0  0  0  0
 29 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0040305

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CC\C(C)=C\CC1=C(C=CC(O)=C1O)C1CC(=O)C2=C(O1)C=C(O)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C24H28O5/c1-14(2)4-5-15(3)6-8-18-17(10-11-20(26)24(18)28)23-13-21(27)19-9-7-16(25)12-22(19)29-23/h6-7,9-12,14,23,25-26,28H,4-5,8,13H2,1-3H3/b15-6+

> <INCHI_KEY>
XCUBCLPUFODHKK-GIDUJCDVSA-N

> <FORMULA>
C24H28O5

> <MOLECULAR_WEIGHT>
396.4761

> <EXACT_MASS>
396.193674006

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
44.04515404273301

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{2-[(2E)-3,6-dimethylhept-2-en-1-yl]-3,4-dihydroxyphenyl}-7-hydroxy-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
4.86

> <JCHEM_LOGP>
5.534400141

> <ALOGPS_LOGS>
-4.96

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.09109730837063

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.775265495640464

> <JCHEM_PKA_STRONGEST_BASIC>
-4.940006615293782

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
113.88419999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.37e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{2-[(2E)-3,6-dimethylhept-2-en-1-yl]-3,4-dihydroxyphenyl}-7-hydroxy-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0040305
     RDKit          3D
(S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone
 57 59  0  0  0  0  0  0  0  0999 V2000
   -0.4888    1.3858    1.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2959    0.3190    0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8645   -0.9115    0.6589 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3807   -1.5129    1.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8832   -2.4260    0.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6360   -1.9929   -0.9096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3166   -0.7391   -1.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6927   -0.2206   -2.3869 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7620    0.7960   -2.1932 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6436    1.0134   -3.0757 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8697    1.6050   -0.9901 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8159    2.5937   -0.8310 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8562    3.3178    0.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9616    3.0800    1.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0598    3.8426    2.5075 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0231    2.0881    1.1915 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9454    1.3304    0.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0125    0.3210   -0.1916 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8966   -2.9596   -1.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4323   -4.2290   -1.8811 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6685   -4.6523   -0.8348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1763   -5.9486   -0.7582 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3854   -3.7566    0.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3873   -4.1224    1.2614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6399    0.6737    0.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5717    1.2883    1.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9009    1.6079    0.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5486    0.3615   -0.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8249    2.2393    1.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0418    2.0220    0.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2106    0.9389    2.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2112    2.0294    1.8786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5723   -1.6231    0.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0541   -0.7198    1.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0696   -2.1440    2.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4121   -1.0337   -0.6581 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8503    0.3869   -2.8446 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1070   -0.9398   -3.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5106    2.7772   -1.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6100    4.0983    0.4473 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4068    3.6707    3.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3409    1.9005    1.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4946   -2.6901   -2.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6473   -4.9550   -2.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3911   -6.5974   -1.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7397   -5.0564    1.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3846    1.3955   -0.7949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0324   -0.2157   -0.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1486    2.2592    1.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7693    0.5942    1.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7497    2.3296   -0.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6225    0.2919    0.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4803    0.2711   -1.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0880   -0.5381    0.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2089    1.4563    2.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7125    2.6816    0.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3222    3.0174    1.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
  6 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
  2 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 23  5  1  0
 18  7  1  0
 17 11  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
 12 39  1  0
 13 40  1  0
 15 41  1  0
 16 42  1  0
 19 43  1  0
 20 44  1  0
 22 45  1  0
 24 46  1  0
 25 47  1  0
 25 48  1  0
 26 49  1  0
 26 50  1  0
 27 51  1  0
 28 52  1  0
 28 53  1  0
 28 54  1  0
 29 55  1  0
 29 56  1  0
 29 57  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      17.338   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.004   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.671   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.004   4.620   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      13.337   0.000   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1   14                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4    5   14                                                       
CONECT    5    4   15                                                       
CONECT    6    8   15                                                       
CONECT    7    9   16                                                       
CONECT    8    6   18                                                       
CONECT    9    7   19                                                       
CONECT   10   11   17                                                       
CONECT   11   10   20                                                       
CONECT   12   16   22                                                       
CONECT   13   21   23                                                       
CONECT   14    1    2    4                                                  
CONECT   15    3    5    6                                                  
CONECT   16    7   12   25                                                  
CONECT   17   10   18   23                                                  
CONECT   18    8   17   24                                                  
CONECT   19    9   21   22                                                  
CONECT   20   11   24   26                                                  
CONECT   21   13   19   27                                                  
CONECT   22   12   19   29                                                  
CONECT   23   13   17   29                                                  
CONECT   24   18   20   28                                                  
CONECT   25   16                                                            
CONECT   26   20                                                            
CONECT   27   21                                                            
CONECT   28   24                                                            
CONECT   29   22   23                                                       
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

COMPND    HMDB0040305
HETATM    1  C1  UNL     1      -0.489   1.386   1.289  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.296   0.319   0.667  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.865  -0.912   0.659  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.381  -1.513   1.186  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.883  -2.426   0.103  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.636  -1.993  -0.910  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.317  -0.739  -1.032  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.693  -0.221  -2.387  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.762   0.796  -2.193  1.00  0.00           C  
HETATM   10  O1  UNL     1       4.644   1.013  -3.076  1.00  0.00           O  
HETATM   11  C10 UNL     1       3.870   1.605  -0.990  1.00  0.00           C  
HETATM   12  C11 UNL     1       4.816   2.594  -0.831  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.856   3.318   0.335  1.00  0.00           C  
HETATM   14  C13 UNL     1       3.962   3.080   1.369  1.00  0.00           C  
HETATM   15  O2  UNL     1       4.060   3.843   2.508  1.00  0.00           O  
HETATM   16  C14 UNL     1       3.023   2.088   1.192  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.945   1.330   0.028  1.00  0.00           C  
HETATM   18  O3  UNL     1       2.013   0.321  -0.192  1.00  0.00           O  
HETATM   19  C16 UNL     1       1.897  -2.960  -1.923  1.00  0.00           C  
HETATM   20  C17 UNL     1       1.432  -4.229  -1.881  1.00  0.00           C  
HETATM   21  C18 UNL     1       0.669  -4.652  -0.835  1.00  0.00           C  
HETATM   22  O4  UNL     1       0.176  -5.949  -0.758  1.00  0.00           O  
HETATM   23  C19 UNL     1       0.385  -3.757   0.168  1.00  0.00           C  
HETATM   24  O5  UNL     1      -0.387  -4.122   1.261  1.00  0.00           O  
HETATM   25  C20 UNL     1      -2.640   0.674   0.034  1.00  0.00           C  
HETATM   26  C21 UNL     1      -3.572   1.288   1.016  1.00  0.00           C  
HETATM   27  C22 UNL     1      -4.901   1.608   0.342  1.00  0.00           C  
HETATM   28  C23 UNL     1      -5.549   0.361  -0.196  1.00  0.00           C  
HETATM   29  C24 UNL     1      -5.825   2.239   1.346  1.00  0.00           C  
HETATM   30  H1  UNL     1       0.042   2.022   0.562  1.00  0.00           H  
HETATM   31  H2  UNL     1       0.211   0.939   2.002  1.00  0.00           H  
HETATM   32  H3  UNL     1      -1.211   2.029   1.879  1.00  0.00           H  
HETATM   33  H4  UNL     1      -1.572  -1.623   0.160  1.00  0.00           H  
HETATM   34  H5  UNL     1       1.054  -0.720   1.458  1.00  0.00           H  
HETATM   35  H6  UNL     1       0.070  -2.144   2.056  1.00  0.00           H  
HETATM   36  H7  UNL     1       3.412  -1.034  -0.658  1.00  0.00           H  
HETATM   37  H8  UNL     1       1.850   0.387  -2.845  1.00  0.00           H  
HETATM   38  H9  UNL     1       3.107  -0.940  -3.087  1.00  0.00           H  
HETATM   39  H10 UNL     1       5.511   2.777  -1.635  1.00  0.00           H  
HETATM   40  H11 UNL     1       5.610   4.098   0.447  1.00  0.00           H  
HETATM   41  H12 UNL     1       3.407   3.671   3.267  1.00  0.00           H  
HETATM   42  H13 UNL     1       2.341   1.901   1.994  1.00  0.00           H  
HETATM   43  H14 UNL     1       2.495  -2.690  -2.777  1.00  0.00           H  
HETATM   44  H15 UNL     1       1.647  -4.955  -2.670  1.00  0.00           H  
HETATM   45  H16 UNL     1       0.391  -6.597  -1.504  1.00  0.00           H  
HETATM   46  H17 UNL     1      -0.740  -5.056   1.303  1.00  0.00           H  
HETATM   47  H18 UNL     1      -2.385   1.396  -0.795  1.00  0.00           H  
HETATM   48  H19 UNL     1      -3.032  -0.216  -0.460  1.00  0.00           H  
HETATM   49  H20 UNL     1      -3.149   2.259   1.329  1.00  0.00           H  
HETATM   50  H21 UNL     1      -3.769   0.594   1.832  1.00  0.00           H  
HETATM   51  H22 UNL     1      -4.750   2.330  -0.508  1.00  0.00           H  
HETATM   52  H23 UNL     1      -6.623   0.292   0.042  1.00  0.00           H  
HETATM   53  H24 UNL     1      -5.480   0.271  -1.299  1.00  0.00           H  
HETATM   54  H25 UNL     1      -5.088  -0.538   0.274  1.00  0.00           H  
HETATM   55  H26 UNL     1      -6.209   1.456   2.011  1.00  0.00           H  
HETATM   56  H27 UNL     1      -6.713   2.682   0.823  1.00  0.00           H  
HETATM   57  H28 UNL     1      -5.322   3.017   1.950  1.00  0.00           H  
CONECT    1    2   30   31   32
CONECT    2    3    3   25
CONECT    3    4   33
CONECT    4    5   34   35
CONECT    5    6    6   23
CONECT    6    7   19
CONECT    7    8   18   36
CONECT    8    9   37   38
CONECT    9   10   10   11
CONECT   11   12   12   17
CONECT   12   13   39
CONECT   13   14   14   40
CONECT   14   15   16
CONECT   15   41
CONECT   16   17   17   42
CONECT   17   18
CONECT   19   20   20   43
CONECT   20   21   44
CONECT   21   22   23   23
CONECT   22   45
CONECT   23   24
CONECT   24   46
CONECT   25   26   47   48
CONECT   26   27   49   50
CONECT   27   28   29   51
CONECT   28   52   53   54
CONECT   29   55   56   57
END

HMDB0040305
     RDKit          3D
(S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone
 57 59  0  0  0  0  0  0  0  0999 V2000
   -0.4888    1.3858    1.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2959    0.3190    0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8645   -0.9115    0.6589 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3807   -1.5129    1.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8832   -2.4260    0.1032 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6360   -1.9929   -0.9096 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3166   -0.7391   -1.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6927   -0.2206   -2.3869 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7620    0.7960   -2.1932 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6436    1.0134   -3.0757 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8697    1.6050   -0.9901 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8159    2.5937   -0.8310 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8562    3.3178    0.3353 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9616    3.0800    1.3686 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0598    3.8426    2.5075 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0231    2.0881    1.1915 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9454    1.3304    0.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0125    0.3210   -0.1916 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8966   -2.9596   -1.9230 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4323   -4.2290   -1.8811 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6685   -4.6523   -0.8348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1763   -5.9486   -0.7582 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3854   -3.7566    0.1680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3873   -4.1224    1.2614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6399    0.6737    0.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5717    1.2883    1.0163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9009    1.6079    0.3417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5486    0.3615   -0.1956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8249    2.2393    1.3459 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0418    2.0220    0.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2106    0.9389    2.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2112    2.0294    1.8786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5723   -1.6231    0.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0541   -0.7198    1.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0696   -2.1440    2.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4121   -1.0337   -0.6581 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8503    0.3869   -2.8446 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1070   -0.9398   -3.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5106    2.7772   -1.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6100    4.0983    0.4473 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4068    3.6707    3.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3409    1.9005    1.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4946   -2.6901   -2.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6473   -4.9550   -2.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3911   -6.5974   -1.5044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7397   -5.0564    1.3026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3846    1.3955   -0.7949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0324   -0.2157   -0.4604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1486    2.2592    1.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7693    0.5942    1.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7497    2.3296   -0.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6225    0.2919    0.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4803    0.2711   -1.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0880   -0.5381    0.2742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2089    1.4563    2.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7125    2.6816    0.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3222    3.0174    1.9497 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
  6 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
  2 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 23  5  1  0
 18  7  1  0
 17 11  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
 12 39  1  0
 13 40  1  0
 15 41  1  0
 16 42  1  0
 19 43  1  0
 20 44  1  0
 22 45  1  0
 24 46  1  0
 25 47  1  0
 25 48  1  0
 26 49  1  0
 26 50  1  0
 27 51  1  0
 28 52  1  0
 28 53  1  0
 28 54  1  0
 29 55  1  0
 29 56  1  0
 29 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₄H₂₈O₅

Average Molecular Weight

396.4761

Monoisotopic Molecular Weight

396.193674006

IUPAC Name

2-{2-[(2E)-3,6-dimethylhept-2-en-1-yl]-3,4-dihydroxyphenyl}-7-hydroxy-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

2-{2-[(2E)-3,6-dimethylhept-2-en-1-yl]-3,4-dihydroxyphenyl}-7-hydroxy-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

116207-28-4

SMILES

CC(C)CC\C(C)=C\CC1=C(C=CC(O)=C1O)C1CC(=O)C2=C(O1)C=C(O)C=C2

InChI Identifier

InChI=1S/C24H28O5/c1-14(2)4-5-15(3)6-8-18-17(10-11-20(26)24(18)28)23-13-21(27)19-9-7-16(25)12-22(19)29-23/h6-7,9-12,14,23,25-26,28H,4-5,8,13H2,1-3H3/b15-6+

InChI Key

XCUBCLPUFODHKK-GIDUJCDVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2'-prenylated flavanones. These are flavanones that features a C5-isoprenoid substituent at the 2'-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

2'-prenylated flavanones

Alternative Parents

Substituents

2'-prenylated flavanone
Flavanone
Hydroxyflavonoid
3'-hydroxyflavonoid
4'-hydroxyflavonoid
7-hydroxyflavonoid
Chromone
Benzopyran
Chromane
1-benzopyran
Catechol
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Ketone
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0040305)
Cell membrane (HMDB: HMDB0040305)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040305)

Source

Exogenous

Exogenous (HMDB: HMDB0040305)

Food

Food (HMDB: HMDB0040305)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0040305)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040305)

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	0.0044 g/L	ALOGPS
logP	4.86	ALOGPS
logP	5.53	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	7.78	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	113.88 m³·mol⁻¹	ChemAxon
Polarizability	44.05 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	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
DeepCCS	[M+H]+	203.657	30932474
DeepCCS	[M-H]-	201.299	30932474
DeepCCS	[M-2H]-	235.401	30932474
DeepCCS	[M+Na]+	211.283	30932474
AllCCS	[M+H]+	201.2	32859911
AllCCS	[M+H-H2O]+	198.5	32859911
AllCCS	[M+NH4]+	203.8	32859911
AllCCS	[M+Na]+	204.5	32859911
AllCCS	[M-H]-	200.8	32859911
AllCCS	[M+Na-2H]-	201.2	32859911
AllCCS	[M+HCOO]-	201.9	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.	9.43 minutes	32390414
Predicted by Siyang on May 30, 2022	18.99 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.08 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	30.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2972.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	431.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	238.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	208.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	389.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	969.8 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	880.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	79.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1699.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	712.0 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	1770.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	577.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	555.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	288.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	262.8 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	9.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone	CC(C)CC\C(C)=C\CC1=C(C=CC(O)=C1O)C1CC(=O)C2=C(O1)C=C(O)C=C2	4729.0	Standard polar	33892256
(S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone	CC(C)CC\C(C)=C\CC1=C(C=CC(O)=C1O)C1CC(=O)C2=C(O1)C=C(O)C=C2	3448.7	Standard non polar	33892256
(S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone	CC(C)CC\C(C)=C\CC1=C(C=CC(O)=C1O)C1CC(=O)C2=C(O1)C=C(O)C=C2	3625.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone,1TMS,isomer #1	C/C(=C\CC1=C(C2CC(=O)C3=CC=C(O)C=C3O2)C=CC(O[Si](C)(C)C)=C1O)CCC(C)C	3542.0	Semi standard non polar	33892256
(S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone,1TMS,isomer #2	C/C(=C\CC1=C(C2CC(=O)C3=CC=C(O)C=C3O2)C=CC(O)=C1O[Si](C)(C)C)CCC(C)C	3491.8	Semi standard non polar	33892256
(S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone,1TMS,isomer #3	C/C(=C\CC1=C(C2CC(=O)C3=CC=C(O[Si](C)(C)C)C=C3O2)C=CC(O)=C1O)CCC(C)C	3518.3	Semi standard non polar	33892256
(S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone,2TMS,isomer #1	C/C(=C\CC1=C(C2CC(=O)C3=CC=C(O[Si](C)(C)C)C=C3O2)C=CC(O[Si](C)(C)C)=C1O)CCC(C)C	3494.6	Semi standard non polar	33892256
(S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone,2TMS,isomer #2	C/C(=C\CC1=C(C2CC(=O)C3=CC=C(O)C=C3O2)C=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C)CCC(C)C	3470.2	Semi standard non polar	33892256
(S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone,2TMS,isomer #3	C/C(=C\CC1=C(C2CC(=O)C3=CC=C(O[Si](C)(C)C)C=C3O2)C=CC(O)=C1O[Si](C)(C)C)CCC(C)C	3433.5	Semi standard non polar	33892256
(S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone,3TMS,isomer #1	C/C(=C\CC1=C(C2CC(=O)C3=CC=C(O[Si](C)(C)C)C=C3O2)C=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C)CCC(C)C	3452.1	Semi standard non polar	33892256
(S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone,1TBDMS,isomer #1	C/C(=C\CC1=C(C2CC(=O)C3=CC=C(O)C=C3O2)C=CC(O[Si](C)(C)C(C)(C)C)=C1O)CCC(C)C	3812.6	Semi standard non polar	33892256
(S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone,1TBDMS,isomer #2	C/C(=C\CC1=C(C2CC(=O)C3=CC=C(O)C=C3O2)C=CC(O)=C1O[Si](C)(C)C(C)(C)C)CCC(C)C	3742.2	Semi standard non polar	33892256
(S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone,1TBDMS,isomer #3	C/C(=C\CC1=C(C2CC(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=CC(O)=C1O)CCC(C)C	3776.5	Semi standard non polar	33892256
(S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone,2TBDMS,isomer #1	C/C(=C\CC1=C(C2CC(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=CC(O[Si](C)(C)C(C)(C)C)=C1O)CCC(C)C	3936.4	Semi standard non polar	33892256
(S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone,2TBDMS,isomer #2	C/C(=C\CC1=C(C2CC(=O)C3=CC=C(O)C=C3O2)C=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C)CCC(C)C	3920.9	Semi standard non polar	33892256
(S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone,2TBDMS,isomer #3	C/C(=C\CC1=C(C2CC(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=CC(O)=C1O[Si](C)(C)C(C)(C)C)CCC(C)C	3864.5	Semi standard non polar	33892256
(S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone,3TBDMS,isomer #1	C/C(=C\CC1=C(C2CC(=O)C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C)CCC(C)C	4028.5	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)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-055f-7239000000-798a5bc891b1053d7ce1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone GC-MS (3 TMS) - 70eV, Positive	splash10-0002-2000090000-00df538a808db9e648ab	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone 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)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone 10V, Positive-QTOF	splash10-0002-1229000000-0dbdb510b2f6fb79a4ea	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone 20V, Positive-QTOF	splash10-06ri-7955000000-fb15bc340e6e066c9224	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone 40V, Positive-QTOF	splash10-0a4i-9722000000-412c904ddfe516ba84da	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone 10V, Negative-QTOF	splash10-0002-0009000000-588e4c9800fbaef73ebd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone 20V, Negative-QTOF	splash10-0002-0219000000-6ade35ab9426197ee5c7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone 40V, Negative-QTOF	splash10-05p9-3946000000-a60907ead9c3352a1318	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone 10V, Positive-QTOF	splash10-0002-0009000000-b4d912e6c767a3f77b44	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone 20V, Positive-QTOF	splash10-000b-0904000000-f3e7f17bc6a3b825817b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone 40V, Positive-QTOF	splash10-000i-0920000000-2840c09f24bd03340a37	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone 10V, Negative-QTOF	splash10-0002-0009000000-2a27c1dbd7df98e74610	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone 20V, Negative-QTOF	splash10-000b-0709000000-a2d03dad15ef39564fe6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone 40V, Negative-QTOF	splash10-0a4i-0190000000-6cc79fa94c0e5a7ac1d4	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB020028

KNApSAcK ID

Not Available

Chemspider ID

35014922

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752788

PDB ID

Not Available

ChEBI ID

175169

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)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone (HMDB0040305)

MOL for HMDB0040305 ((S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone)

3D MOL for HMDB0040305 ((S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone)

3D SDF for HMDB0040305 ((S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone)

3D-SDF for HMDB0040305 ((S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone)

PDB for HMDB0040305 ((S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone)

3D PDB for HMDB0040305 ((S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone)

SMILES for HMDB0040305 ((S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone)

INCHI for HMDB0040305 ((S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone)

Structure for HMDB0040305 ((S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone)

3D Structure for HMDB0040305 ((S)-(E)-2'-(3,6-Dimethyl-2-heptenyl)-3',4',7-trihydroxyflavanone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra