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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:24:44 UTC

Update Date

2022-03-07 02:56:03 UTC

HMDB ID

HMDB0039059

Secondary Accession Numbers

HMDB39059

Metabolite Identification

Common Name

(R)-Heraclenol 2'-(3-methylbutanoate)

Description

(R)-Heraclenol 2'-(3-methylbutanoate) belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one (R)-Heraclenol 2'-(3-methylbutanoate) has been detected, but not quantified in, a few different foods, such as fats and oils, green vegetables, and herbs and spices. This could make (R)-heraclenol 2'-(3-methylbutanoate) a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (R)-Heraclenol 2'-(3-methylbutanoate).

Structure

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


  Mrv0541 02241210172D          

 28 30  0  0  0  0            999 V2000
   -0.7133   -1.7041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7146   -0.0550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7146    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7834    2.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2685    1.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7834    0.9276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4279   -0.4672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4279   -1.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1412   -1.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425    0.7696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292    1.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292    2.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7146    2.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425    2.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571    2.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571    1.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5704    0.7696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292   -2.1164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7146   -1.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3023   -2.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1268   -0.9895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8558   -1.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5704   -1.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8558   -0.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 12  1  0  0  0  0
  2  3  1  0  0  0  0
  2 23  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 15  2  0  0  0  0
  6  7  2  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
  7 17  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 26  1  0  0  0  0
 14 15  1  0  0  0  0
 14 20  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
M  END

HMDB0039059
     RDKit          3D
(R)-Heraclenol 2'-(3-methylbutanoate)
 52 54  0  0  0  0  0  0  0  0999 V2000
    5.1849    0.7133   -0.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2795    0.2191   -1.4442 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7491   -1.1970   -1.5077 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9255    0.4126   -2.1274 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8506   -0.3309   -1.4495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7012   -1.5485   -1.6665 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9675    0.2421   -0.5617 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9455   -0.4706    0.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4314   -0.0063   -0.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4729   -0.7182    0.3164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7773   -0.3239   -0.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4580   -0.9030   -1.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0990   -1.8501   -1.9386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0872   -2.0834   -2.7962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1514   -1.2607   -2.5063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7387   -0.5207   -1.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3635    0.4635   -0.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7340    1.0757    0.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3549    2.0586    1.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6567    2.6109    2.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3843    2.1804    2.4408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6794    2.6396    3.3824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8219    1.2256    1.7007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4340    0.6553    0.6895 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1424   -0.5611    1.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0577    0.7196    2.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1211   -1.5173    2.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3899   -1.2144    1.7366 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5299    1.6230   -0.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7304   -0.0165    0.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1902    1.0565    0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0078    0.8695   -1.9698 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3610   -1.7521   -2.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8721   -1.2569   -1.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4058   -1.8092   -0.6255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0016    0.1496   -3.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7084    1.5116   -2.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0403   -1.5126   -0.2920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6167   -0.0435   -1.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5050    1.0669    0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9796   -2.8242   -3.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0833   -1.2445   -3.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3660    0.7917   -0.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3422    2.3919    0.9034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1028    3.3792    2.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7557    0.6552    3.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0366    0.8875    2.7483 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3228    1.6176    1.7562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7923   -0.9865    2.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2136   -2.2943    1.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5700   -2.0089    3.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983   -0.9612    2.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
  8 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 24 11  1  0
 16 12  1  0
 24 18  2  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 14 41  1  0
 15 42  1  0
 17 43  1  0
 19 44  1  0
 20 45  1  0
 26 46  1  0
 26 47  1  0
 26 48  1  0
 27 49  1  0
 27 50  1  0
 27 51  1  0
 28 52  1  0
M  END


  Mrv0541 02241210172D          

 28 30  0  0  0  0            999 V2000
   -0.7133   -1.7041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7146   -0.0550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7146    0.7696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7834    2.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2685    1.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7834    0.9276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4279   -0.4672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4279   -1.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1412   -1.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425    0.7696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292    1.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292    2.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7146    2.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425    2.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571    2.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571    1.1818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5704    0.7696    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292   -2.1164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7146   -1.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3023   -2.4187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1268   -0.9895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8558   -1.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5704   -1.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8558   -0.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 12  1  0  0  0  0
  2  3  1  0  0  0  0
  2 23  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 15  2  0  0  0  0
  6  7  2  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
  7 17  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 26  1  0  0  0  0
 14 15  1  0  0  0  0
 14 20  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039059

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CC(=O)OC(COC1=C2OC(=O)C=CC2=CC2=C1OC=C2)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C21H24O7/c1-12(2)9-17(23)27-15(21(3,4)24)11-26-20-18-14(7-8-25-18)10-13-5-6-16(22)28-19(13)20/h5-8,10,12,15,24H,9,11H2,1-4H3

> <INCHI_KEY>
AEXJMQYVIPHZDJ-UHFFFAOYSA-N

> <FORMULA>
C21H24O7

> <MOLECULAR_WEIGHT>
388.4111

> <EXACT_MASS>
388.152203122

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
40.512311779360274

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxy-3-methyl-1-({7-oxo-7H-furo[3,2-g]chromen-9-yl}oxy)butan-2-yl 3-methylbutanoate

> <ALOGPS_LOGP>
3.47

> <JCHEM_LOGP>
3.034775508

> <ALOGPS_LOGS>
-4.07

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.227479657882423

> <JCHEM_PKA_STRONGEST_BASIC>
-3.136700397642228

> <JCHEM_POLAR_SURFACE_AREA>
95.2

> <JCHEM_REFRACTIVITY>
101.09270000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.34e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-3-methyl-1-({7-oxofuro[3,2-g]chromen-9-yl}oxy)butan-2-yl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039059
     RDKit          3D
(R)-Heraclenol 2'-(3-methylbutanoate)
 52 54  0  0  0  0  0  0  0  0999 V2000
    5.1849    0.7133   -0.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2795    0.2191   -1.4442 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7491   -1.1970   -1.5077 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9255    0.4126   -2.1274 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8506   -0.3309   -1.4495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7012   -1.5485   -1.6665 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9675    0.2421   -0.5617 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9455   -0.4706    0.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4314   -0.0063   -0.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4729   -0.7182    0.3164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7773   -0.3239   -0.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4580   -0.9030   -1.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0990   -1.8501   -1.9386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0872   -2.0834   -2.7962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1514   -1.2607   -2.5063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7387   -0.5207   -1.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3635    0.4635   -0.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7340    1.0757    0.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3549    2.0586    1.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6567    2.6109    2.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3843    2.1804    2.4408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6794    2.6396    3.3824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8219    1.2256    1.7007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4340    0.6553    0.6895 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1424   -0.5611    1.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0577    0.7196    2.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1211   -1.5173    2.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3899   -1.2144    1.7366 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5299    1.6230   -0.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7304   -0.0165    0.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1902    1.0565    0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0078    0.8695   -1.9698 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3610   -1.7521   -2.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8721   -1.2569   -1.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4058   -1.8092   -0.6255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0016    0.1496   -3.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7084    1.5116   -2.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0403   -1.5126   -0.2920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6167   -0.0435   -1.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5050    1.0669    0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9796   -2.8242   -3.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0833   -1.2445   -3.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3660    0.7917   -0.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3422    2.3919    0.9034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1028    3.3792    2.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7557    0.6552    3.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0366    0.8875    2.7483 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3228    1.6176    1.7562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7923   -0.9865    2.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2136   -2.2943    1.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5700   -2.0089    3.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983   -0.9612    2.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
  8 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 24 11  1  0
 16 12  1  0
 24 18  2  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 14 41  1  0
 15 42  1  0
 17 43  1  0
 19 44  1  0
 20 45  1  0
 26 46  1  0
 26 47  1  0
 26 48  1  0
 27 49  1  0
 27 50  1  0
 27 51  1  0
 28 52  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  O   UNK     0      -1.331  -3.181   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.000  -2.411   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -0.872   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.334  -0.103   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.334   1.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   2.206   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   3.745   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.462   4.220   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.368   2.976   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.462   1.732   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -2.665  -0.872   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.665  -2.411   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.997  -3.181   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.999   1.437   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.668   2.206   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.668   3.745   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334   4.515   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.999   4.515   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.333   3.745   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.333   2.206   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       6.665   1.437   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.668  -3.951   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.334  -3.181   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.564  -4.515   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.103  -1.847   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -5.331  -2.411   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -6.665  -3.181   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.331  -0.872   0.000  0.00  0.00           C+0
CONECT    1    2   12                                                       
CONECT    2    1    3   23                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   15                                                  
CONECT    6    5    7   10                                                  
CONECT    7    6    8   17                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    6    9                                                       
CONECT   11   12                                                            
CONECT   12    1   11   13                                                  
CONECT   13   12   26                                                       
CONECT   14   15   20                                                       
CONECT   15    5   14   16                                                  
CONECT   16   15   17   18                                                  
CONECT   17    7   16                                                       
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   14   19   21                                                  
CONECT   21   20                                                            
CONECT   22   23                                                            
CONECT   23    2   22   24   25                                             
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   13   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

COMPND    HMDB0039059
HETATM    1  C1  UNL     1       5.185   0.713  -0.015  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.280   0.219  -1.444  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.749  -1.197  -1.508  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.925   0.413  -2.127  1.00  0.00           C  
HETATM    5  C5  UNL     1       2.851  -0.331  -1.450  1.00  0.00           C  
HETATM    6  O1  UNL     1       2.701  -1.549  -1.666  1.00  0.00           O  
HETATM    7  O2  UNL     1       1.967   0.242  -0.562  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.945  -0.471   0.080  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.431  -0.006  -0.319  1.00  0.00           C  
HETATM   10  O3  UNL     1      -1.473  -0.718   0.316  1.00  0.00           O  
HETATM   11  C8  UNL     1      -2.777  -0.324  -0.022  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.458  -0.903  -1.084  1.00  0.00           C  
HETATM   13  O4  UNL     1      -3.099  -1.850  -1.939  1.00  0.00           O  
HETATM   14  C10 UNL     1      -4.087  -2.083  -2.796  1.00  0.00           C  
HETATM   15  C11 UNL     1      -5.151  -1.261  -2.506  1.00  0.00           C  
HETATM   16  C12 UNL     1      -4.739  -0.521  -1.422  1.00  0.00           C  
HETATM   17  C13 UNL     1      -5.364   0.463  -0.686  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.734   1.076   0.383  1.00  0.00           C  
HETATM   19  C15 UNL     1      -5.355   2.059   1.120  1.00  0.00           C  
HETATM   20  C16 UNL     1      -4.657   2.611   2.163  1.00  0.00           C  
HETATM   21  C17 UNL     1      -3.384   2.180   2.441  1.00  0.00           C  
HETATM   22  O5  UNL     1      -2.679   2.640   3.382  1.00  0.00           O  
HETATM   23  O6  UNL     1      -2.822   1.226   1.701  1.00  0.00           O  
HETATM   24  C18 UNL     1      -3.434   0.655   0.690  1.00  0.00           C  
HETATM   25  C19 UNL     1       1.142  -0.561   1.567  1.00  0.00           C  
HETATM   26  C20 UNL     1       1.058   0.720   2.298  1.00  0.00           C  
HETATM   27  C21 UNL     1       0.121  -1.517   2.177  1.00  0.00           C  
HETATM   28  O7  UNL     1       2.390  -1.214   1.737  1.00  0.00           O  
HETATM   29  H1  UNL     1       4.530   1.623  -0.043  1.00  0.00           H  
HETATM   30  H2  UNL     1       4.730  -0.016   0.664  1.00  0.00           H  
HETATM   31  H3  UNL     1       6.190   1.057   0.281  1.00  0.00           H  
HETATM   32  H4  UNL     1       6.008   0.870  -1.970  1.00  0.00           H  
HETATM   33  H5  UNL     1       5.361  -1.752  -2.401  1.00  0.00           H  
HETATM   34  H6  UNL     1       6.872  -1.257  -1.573  1.00  0.00           H  
HETATM   35  H7  UNL     1       5.406  -1.809  -0.625  1.00  0.00           H  
HETATM   36  H8  UNL     1       4.002   0.150  -3.202  1.00  0.00           H  
HETATM   37  H9  UNL     1       3.708   1.512  -2.092  1.00  0.00           H  
HETATM   38  H10 UNL     1       1.040  -1.513  -0.292  1.00  0.00           H  
HETATM   39  H11 UNL     1      -0.617  -0.044  -1.389  1.00  0.00           H  
HETATM   40  H12 UNL     1      -0.505   1.067   0.016  1.00  0.00           H  
HETATM   41  H13 UNL     1      -3.980  -2.824  -3.568  1.00  0.00           H  
HETATM   42  H14 UNL     1      -6.083  -1.244  -3.048  1.00  0.00           H  
HETATM   43  H15 UNL     1      -6.366   0.792  -0.918  1.00  0.00           H  
HETATM   44  H16 UNL     1      -6.342   2.392   0.903  1.00  0.00           H  
HETATM   45  H17 UNL     1      -5.103   3.379   2.762  1.00  0.00           H  
HETATM   46  H18 UNL     1       1.756   0.655   3.184  1.00  0.00           H  
HETATM   47  H19 UNL     1       0.037   0.887   2.748  1.00  0.00           H  
HETATM   48  H20 UNL     1       1.323   1.618   1.756  1.00  0.00           H  
HETATM   49  H21 UNL     1      -0.792  -0.987   2.522  1.00  0.00           H  
HETATM   50  H22 UNL     1      -0.214  -2.294   1.464  1.00  0.00           H  
HETATM   51  H23 UNL     1       0.570  -2.009   3.084  1.00  0.00           H  
HETATM   52  H24 UNL     1       2.798  -0.961   2.595  1.00  0.00           H  
CONECT    1    2   29   30   31
CONECT    2    3    4   32
CONECT    3   33   34   35
CONECT    4    5   36   37
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   25   38
CONECT    9   10   39   40
CONECT   10   11
CONECT   11   12   12   24
CONECT   12   13   16
CONECT   13   14
CONECT   14   15   15   41
CONECT   15   16   42
CONECT   16   17   17
CONECT   17   18   43
CONECT   18   19   24   24
CONECT   19   20   20   44
CONECT   20   21   45
CONECT   21   22   22   23
CONECT   23   24
CONECT   25   26   27   28
CONECT   26   46   47   48
CONECT   27   49   50   51
CONECT   28   52
END

HMDB0039059
     RDKit          3D
(R)-Heraclenol 2'-(3-methylbutanoate)
 52 54  0  0  0  0  0  0  0  0999 V2000
    5.1849    0.7133   -0.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2795    0.2191   -1.4442 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7491   -1.1970   -1.5077 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9255    0.4126   -2.1274 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8506   -0.3309   -1.4495 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7012   -1.5485   -1.6665 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9675    0.2421   -0.5617 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9455   -0.4706    0.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4314   -0.0063   -0.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4729   -0.7182    0.3164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7773   -0.3239   -0.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4580   -0.9030   -1.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0990   -1.8501   -1.9386 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0872   -2.0834   -2.7962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1514   -1.2607   -2.5063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7387   -0.5207   -1.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3635    0.4635   -0.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7340    1.0757    0.3834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3549    2.0586    1.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6567    2.6109    2.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3843    2.1804    2.4408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6794    2.6396    3.3824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8219    1.2256    1.7007 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4340    0.6553    0.6895 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1424   -0.5611    1.5669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0577    0.7196    2.2980 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1211   -1.5173    2.1765 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3899   -1.2144    1.7366 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5299    1.6230   -0.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7304   -0.0165    0.6639 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1902    1.0565    0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0078    0.8695   -1.9698 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3610   -1.7521   -2.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8721   -1.2569   -1.5733 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4058   -1.8092   -0.6255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0016    0.1496   -3.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7084    1.5116   -2.0920 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0403   -1.5126   -0.2920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6167   -0.0435   -1.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5050    1.0669    0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9796   -2.8242   -3.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0833   -1.2445   -3.0478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3660    0.7917   -0.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3422    2.3919    0.9034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1028    3.3792    2.7616 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7557    0.6552    3.1839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0366    0.8875    2.7483 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3228    1.6176    1.7562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7923   -0.9865    2.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2136   -2.2943    1.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5700   -2.0089    3.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7983   -0.9612    2.5952 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
  8 25  1  0
 25 26  1  0
 25 27  1  0
 25 28  1  0
 24 11  1  0
 16 12  1  0
 24 18  2  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  4 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 14 41  1  0
 15 42  1  0
 17 43  1  0
 19 44  1  0
 20 45  1  0
 26 46  1  0
 26 47  1  0
 26 48  1  0
 27 49  1  0
 27 50  1  0
 27 51  1  0
 28 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(R)-Heraclenol 2'-(3-methylbutanoic acid)	Generator
3-Hydroxy-3-methyl-1-({7-oxo-7H-furo[3,2-g]chromen-9-yl}oxy)butan-2-yl 3-methylbutanoic acid	Generator

Chemical Formula

C₂₁H₂₄O₇

Average Molecular Weight

388.4111

Monoisotopic Molecular Weight

388.152203122

IUPAC Name

3-hydroxy-3-methyl-1-({7-oxo-7H-furo[3,2-g]chromen-9-yl}oxy)butan-2-yl 3-methylbutanoate

Traditional Name

3-hydroxy-3-methyl-1-({7-oxofuro[3,2-g]chromen-9-yl}oxy)butan-2-yl 3-methylbutanoate

CAS Registry Number

Not Available

SMILES

CC(C)CC(=O)OC(COC1=C2OC(=O)C=CC2=CC2=C1OC=C2)C(C)(C)O

InChI Identifier

InChI=1S/C21H24O7/c1-12(2)9-17(23)27-15(21(3,4)24)11-26-20-18-14(7-8-25-18)10-13-5-6-16(22)28-19(13)20/h5-8,10,12,15,24H,9,11H2,1-4H3

InChI Key

AEXJMQYVIPHZDJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as psoralens. These are organic compounds containing a psoralen moiety, which consists of a furan fused to a chromenone to for 7H-furo[3,2-g]chromen-7-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Furanocoumarins

Direct Parent

Psoralens

Alternative Parents

Substituents

Psoralen
Benzopyran
1-benzopyran
Benzofuran
Alkyl aryl ether
Fatty acid ester
Pyranone
Fatty acyl
Benzenoid
Pyran
Heteroaromatic compound
Tertiary alcohol
Furan
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Ether
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Alcohol
Carbonyl group
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: HMDB0039059)
Cell membrane (HMDB: HMDB0039059)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039059)

Source

Exogenous

Exogenous (HMDB: HMDB0039059)

Food

Food (HMDB: HMDB0039059)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Endogenous

Plant

Plant (HMDB: HMDB0039059)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0039059)

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	0.033 g/L	ALOGPS
logP	3.47	ALOGPS
logP	3.03	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	14.23	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	95.2 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	101.09 m³·mol⁻¹	ChemAxon
Polarizability	40.51 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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
DarkChem	[M+H]+	188.209	31661259
DarkChem	[M-H]-	186.584	31661259
DeepCCS	[M+H]+	201.226	30932474
DeepCCS	[M-H]-	198.434	30932474
DeepCCS	[M-2H]-	233.239	30932474
DeepCCS	[M+Na]+	209.405	30932474
AllCCS	[M+H]+	190.4	32859911
AllCCS	[M+H-H2O]+	187.8	32859911
AllCCS	[M+NH4]+	192.7	32859911
AllCCS	[M+Na]+	193.4	32859911
AllCCS	[M-H]-	195.2	32859911
AllCCS	[M+Na-2H]-	195.4	32859911
AllCCS	[M+HCOO]-	195.7	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.	6.65 minutes	32390414
Predicted by Siyang on May 30, 2022	15.5618 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.83 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	27.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2465.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	347.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	210.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	187.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	120.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	730.7 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	792.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	77.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1171.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	519.8 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	1727.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	448.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	429.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	266.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	393.2 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	8.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(R)-Heraclenol 2'-(3-methylbutanoate)	CC(C)CC(=O)OC(COC1=C2OC(=O)C=CC2=CC2=C1OC=C2)C(C)(C)O	3972.2	Standard polar	33892256
(R)-Heraclenol 2'-(3-methylbutanoate)	CC(C)CC(=O)OC(COC1=C2OC(=O)C=CC2=CC2=C1OC=C2)C(C)(C)O	2777.1	Standard non polar	33892256
(R)-Heraclenol 2'-(3-methylbutanoate)	CC(C)CC(=O)OC(COC1=C2OC(=O)C=CC2=CC2=C1OC=C2)C(C)(C)O	2933.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(R)-Heraclenol 2'-(3-methylbutanoate),1TMS,isomer #1	CC(C)CC(=O)OC(COC1=C2OC=CC2=CC2=C1OC(=O)C=C2)C(C)(C)O[Si](C)(C)C	3009.9	Semi standard non polar	33892256
(R)-Heraclenol 2'-(3-methylbutanoate),1TBDMS,isomer #1	CC(C)CC(=O)OC(COC1=C2OC=CC2=CC2=C1OC(=O)C=C2)C(C)(C)O[Si](C)(C)C(C)(C)C	3257.2	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 - (R)-Heraclenol 2'-(3-methylbutanoate) GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9101000000-554ca61cf49f50d940f9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-Heraclenol 2'-(3-methylbutanoate) GC-MS (1 TMS) - 70eV, Positive	splash10-001r-9601100000-8d8c7c8d67ec167b2c92	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (R)-Heraclenol 2'-(3-methylbutanoate) 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - (R)-Heraclenol 2'-(3-methylbutanoate) , positive-QTOF	splash10-0uxr-0790000000-3f6467fa8f1affee0d7d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (R)-Heraclenol 2'-(3-methylbutanoate) , positive-QTOF	splash10-0uk9-0980000000-33638028526ae4f978ed	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - (R)-Heraclenol 2'-(3-methylbutanoate) , positive-QTOF	splash10-0uxr-0490000000-f778d5f079cfdef2b3ca	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Heraclenol 2'-(3-methylbutanoate) 10V, Positive-QTOF	splash10-000i-4049000000-0785754b34277c4f15d8	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Heraclenol 2'-(3-methylbutanoate) 20V, Positive-QTOF	splash10-052o-9133000000-401298932f55813ef626	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Heraclenol 2'-(3-methylbutanoate) 40V, Positive-QTOF	splash10-0zg3-9380000000-524170145ef2563ac4f4	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Heraclenol 2'-(3-methylbutanoate) 10V, Negative-QTOF	splash10-0udr-1149000000-9707f9fa0bca16528789	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Heraclenol 2'-(3-methylbutanoate) 20V, Negative-QTOF	splash10-0udi-1491000000-e91d80385dce3fb4376c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Heraclenol 2'-(3-methylbutanoate) 40V, Negative-QTOF	splash10-0a4i-3930000000-c0a7b3e66d44731706e0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Heraclenol 2'-(3-methylbutanoate) 10V, Positive-QTOF	splash10-000i-1097000000-6b54644babd6ebbd1f67	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Heraclenol 2'-(3-methylbutanoate) 20V, Positive-QTOF	splash10-0f6x-9140000000-07d77732e6f7b1fa0cda	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Heraclenol 2'-(3-methylbutanoate) 40V, Positive-QTOF	splash10-052f-9430000000-cac6c9002ac0917595bc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Heraclenol 2'-(3-methylbutanoate) 10V, Negative-QTOF	splash10-000i-0094000000-3a9c86ead5670fd990ee	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Heraclenol 2'-(3-methylbutanoate) 20V, Negative-QTOF	splash10-0udi-2690000000-5623af19ba567ada604f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (R)-Heraclenol 2'-(3-methylbutanoate) 40V, Negative-QTOF	splash10-0udi-1590000000-1954c175edffad39994d	2021-09-23	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

FDB018557

KNApSAcK ID

Not Available

Chemspider ID

29814597

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

56776191

PDB ID

Not Available

ChEBI ID

175937

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 (R)-Heraclenol 2'-(3-methylbutanoate) (HMDB0039059)

MOL for HMDB0039059 ((R)-Heraclenol 2'-(3-methylbutanoate))

3D MOL for HMDB0039059 ((R)-Heraclenol 2'-(3-methylbutanoate))

3D SDF for HMDB0039059 ((R)-Heraclenol 2'-(3-methylbutanoate))

3D-SDF for HMDB0039059 ((R)-Heraclenol 2'-(3-methylbutanoate))

PDB for HMDB0039059 ((R)-Heraclenol 2'-(3-methylbutanoate))

3D PDB for HMDB0039059 ((R)-Heraclenol 2'-(3-methylbutanoate))

SMILES for HMDB0039059 ((R)-Heraclenol 2'-(3-methylbutanoate))

INCHI for HMDB0039059 ((R)-Heraclenol 2'-(3-methylbutanoate))

Structure for HMDB0039059 ((R)-Heraclenol 2'-(3-methylbutanoate))

3D Structure for HMDB0039059 ((R)-Heraclenol 2'-(3-methylbutanoate))

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra