Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:08:04 UTC

Update Date

2022-03-07 02:55:55 UTC

HMDB ID

HMDB0038789

Secondary Accession Numbers

HMDB38789

Metabolite Identification

Common Name

Torvanol A

Description

Torvanol A belongs to the class of organic compounds known as 6-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C6 atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one. Torvanol A has been detected, but not quantified in, fruits. This could make torvanol a a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on Torvanol A.

Structure

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


  Mrv0541 05061310392D          

 31 33  0  0  0  0            999 V2000
   -0.7145    2.0625    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
    5.0013    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    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
    4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    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
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    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
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    2.9980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    4.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  3  2  0  0  0  0
 11  3  1  0  0  0  0
 11  7  2  0  0  0  0
 11  8  1  0  0  0  0
 12  4  1  0  0  0  0
 12  9  2  0  0  0  0
 13  7  1  0  0  0  0
 14  9  1  0  0  0  0
 15 10  1  0  0  0  0
 15 13  1  0  0  0  0
 16  5  1  0  0  0  0
 16 14  2  0  0  0  0
 17  8  2  0  0  0  0
 18  6  1  0  0  0  0
 19 13  2  0  0  0  0
 19 17  1  0  0  0  0
 20 14  1  0  0  0  0
 20 15  1  0  0  0  0
 21 18  2  0  0  0  0
 22 18  1  0  0  0  0
 23 19  1  0  0  0  0
 27  1  1  0  0  0  0
 27 12  1  0  0  0  0
 28  2  1  0  0  0  0
 28 17  1  0  0  0  0
 29 10  1  0  0  0  0
 29 16  1  0  0  0  0
 30 20  1  0  0  0  0
 31 24  1  0  0  0  0
 31 25  2  0  0  0  0
 31 26  2  0  0  0  0
 31 30  1  0  0  0  0
M  END

HMDB0038789
     RDKit          3D
Torvanol A
 51 53  0  0  0  0  0  0  0  0999 V2000
   -5.7969    3.7301    0.3342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8854    2.9397   -0.3486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1199    1.9843    0.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2637    1.8074    1.6503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5086    0.8622    2.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5840    0.0664    1.5967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4486    0.2529    0.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2063    1.1926   -0.3844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4172   -0.5586   -0.5367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9885   -1.7799   -0.8434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7216   -2.1006   -2.2337 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.2946   -3.5360   -2.1221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8266   -1.1545   -2.6450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6348   -2.1583   -3.5137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3025   -0.7296    0.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0455   -0.8633    0.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9435    0.2063    0.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2854    0.1121   -0.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2639    1.1782    0.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9711    2.2586    0.8019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9442    3.3284    1.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1138    3.2936    0.5769 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5734    4.4097    1.7968 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7494   -1.1751   -0.4771 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9118   -2.2569   -0.5478 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3586   -3.5148   -0.8975 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7435   -3.6512   -1.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5697   -2.1189   -0.2743 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7610   -3.1314   -0.3265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7383   -1.5207    1.6634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8578   -0.8633    2.2733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5895    3.1957    0.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3211    4.4350    1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3347    4.3464   -0.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9726    2.4335    2.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6121    0.7319    3.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1355    1.3668   -1.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1312    0.0604   -1.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6607   -3.0468   -3.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3345    0.3924    0.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5856    1.2175    0.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2656    1.0962   -0.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9781    2.3499    1.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1962    5.2117    1.9332 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7983   -1.2498   -0.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0891   -2.9409   -1.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3674   -3.4497   -0.2946 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9795   -4.7183   -1.4691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1928   -3.8297   -0.3607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0727   -2.5565    1.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0727   -1.5552    2.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  2  0
 11 14  1  0
  9 15  1  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
 18 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  2  0
 28 29  1  0
 15 30  1  0
 30 31  1  0
  8  3  1  0
 28 16  1  0
 31  6  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  5 36  1  0
  8 37  1  0
  9 38  1  0
 14 39  1  0
 15 40  1  0
 17 41  1  0
 19 42  1  0
 20 43  1  0
 23 44  1  0
 24 45  1  0
 27 46  1  0
 27 47  1  0
 27 48  1  0
 29 49  1  0
 30 50  1  0
 30 51  1  0
M  END


  Mrv0541 05061310392D          

 31 33  0  0  0  0            999 V2000
   -0.7145    2.0625    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
    5.0013    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    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
    4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    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
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    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
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    2.9980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5559    4.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  3  2  0  0  0  0
 11  3  1  0  0  0  0
 11  7  2  0  0  0  0
 11  8  1  0  0  0  0
 12  4  1  0  0  0  0
 12  9  2  0  0  0  0
 13  7  1  0  0  0  0
 14  9  1  0  0  0  0
 15 10  1  0  0  0  0
 15 13  1  0  0  0  0
 16  5  1  0  0  0  0
 16 14  2  0  0  0  0
 17  8  2  0  0  0  0
 18  6  1  0  0  0  0
 19 13  2  0  0  0  0
 19 17  1  0  0  0  0
 20 14  1  0  0  0  0
 20 15  1  0  0  0  0
 21 18  2  0  0  0  0
 22 18  1  0  0  0  0
 23 19  1  0  0  0  0
 27  1  1  0  0  0  0
 27 12  1  0  0  0  0
 28  2  1  0  0  0  0
 28 17  1  0  0  0  0
 29 10  1  0  0  0  0
 29 16  1  0  0  0  0
 30 20  1  0  0  0  0
 31 24  1  0  0  0  0
 31 25  2  0  0  0  0
 31 26  2  0  0  0  0
 31 30  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038789

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(OCC(C2OS(O)(=O)=O)C2=C(O)C(OC)=CC(\C=C\C(O)=O)=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O10S/c1-27-12-4-5-16-14(9-12)20(30-31(24,25)26)15(10-29-16)13-7-11(3-6-18(21)22)8-17(28-2)19(13)23/h3-9,15,20,23H,10H2,1-2H3,(H,21,22)(H,24,25,26)/b6-3+

> <INCHI_KEY>
XKGLTSPFQHSIDD-ZZXKWVIFSA-N

> <FORMULA>
C20H20O10S

> <MOLECULAR_WEIGHT>
452.432

> <EXACT_MASS>
452.07771755

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
43.43941070628324

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-3-{4-hydroxy-3-methoxy-5-[6-methoxy-4-(sulfooxy)-3,4-dihydro-2H-1-benzopyran-3-yl]phenyl}prop-2-enoic acid

> <ALOGPS_LOGP>
0.71

> <JCHEM_LOGP>
2.208472539666666

> <ALOGPS_LOGS>
-3.18

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.3208566700699635

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.893714457863637

> <JCHEM_PKA_STRONGEST_BASIC>
-4.376171689138406

> <JCHEM_POLAR_SURFACE_AREA>
148.82

> <JCHEM_REFRACTIVITY>
108.31609999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.00e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-3-{4-hydroxy-3-methoxy-5-[6-methoxy-4-(sulfooxy)-3,4-dihydro-2H-1-benzopyran-3-yl]phenyl}prop-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038789
     RDKit          3D
Torvanol A
 51 53  0  0  0  0  0  0  0  0999 V2000
   -5.7969    3.7301    0.3342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8854    2.9397   -0.3486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1199    1.9843    0.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2637    1.8074    1.6503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5086    0.8622    2.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5840    0.0664    1.5967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4486    0.2529    0.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2063    1.1926   -0.3844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4172   -0.5586   -0.5367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9885   -1.7799   -0.8434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7216   -2.1006   -2.2337 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.2946   -3.5360   -2.1221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8266   -1.1545   -2.6450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6348   -2.1583   -3.5137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3025   -0.7296    0.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0455   -0.8633    0.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9435    0.2063    0.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2854    0.1121   -0.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2639    1.1782    0.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9711    2.2586    0.8019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9442    3.3284    1.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1138    3.2936    0.5769 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5734    4.4097    1.7968 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7494   -1.1751   -0.4771 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9118   -2.2569   -0.5478 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3586   -3.5148   -0.8975 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7435   -3.6512   -1.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5697   -2.1189   -0.2743 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7610   -3.1314   -0.3265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7383   -1.5207    1.6634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8578   -0.8633    2.2733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5895    3.1957    0.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3211    4.4350    1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3347    4.3464   -0.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9726    2.4335    2.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6121    0.7319    3.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1355    1.3668   -1.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1312    0.0604   -1.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6607   -3.0468   -3.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3345    0.3924    0.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5856    1.2175    0.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2656    1.0962   -0.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9781    2.3499    1.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1962    5.2117    1.9332 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7983   -1.2498   -0.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0891   -2.9409   -1.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3674   -3.4497   -0.2946 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9795   -4.7183   -1.4691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1928   -3.8297   -0.3607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0727   -2.5565    1.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0727   -1.5552    2.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  2  0
 11 14  1  0
  9 15  1  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
 18 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  2  0
 28 29  1  0
 15 30  1  0
 30 31  1  0
  8  3  1  0
 28 16  1  0
 31  6  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  5 36  1  0
  8 37  1  0
  9 38  1  0
 14 39  1  0
 15 40  1  0
 17 41  1  0
 19 42  1  0
 20 43  1  0
 23 44  1  0
 24 45  1  0
 27 46  1  0
 27 47  1  0
 27 48  1  0
 29 49  1  0
 30 50  1  0
 30 51  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      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336   8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002  10.780   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       9.336  11.550   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       6.668  11.550   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       3.231   5.596   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       2.667   7.700   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       4.771   8.264   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      12.003   3.850   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   31  S   UNK     0       4.001   6.930   0.000  0.00  0.00           S+0
CONECT    1   27                                                            
CONECT    2   28                                                            
CONECT    3    6   11                                                       
CONECT    4    5   12                                                       
CONECT    5    4   16                                                       
CONECT    6    3   18                                                       
CONECT    7   11   13                                                       
CONECT    8   11   17                                                       
CONECT    9   12   14                                                       
CONECT   10   15   29                                                       
CONECT   11    3    7    8                                                  
CONECT   12    4    9   27                                                  
CONECT   13    7   15   19                                                  
CONECT   14    9   16   20                                                  
CONECT   15   10   13   20                                                  
CONECT   16    5   14   29                                                  
CONECT   17    8   19   28                                                  
CONECT   18    6   21   22                                                  
CONECT   19   13   17   23                                                  
CONECT   20   14   15   30                                                  
CONECT   21   18                                                            
CONECT   22   18                                                            
CONECT   23   19                                                            
CONECT   24   31                                                            
CONECT   25   31                                                            
CONECT   26   31                                                            
CONECT   27    1   12                                                       
CONECT   28    2   17                                                       
CONECT   29   10   16                                                       
CONECT   30   20   31                                                       
CONECT   31   24   25   26   30                                             
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

COMPND    HMDB0038789
HETATM    1  C1  UNL     1      -5.797   3.730   0.334  1.00  0.00           C  
HETATM    2  O1  UNL     1      -4.885   2.940  -0.349  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.120   1.984   0.292  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.264   1.807   1.650  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.509   0.862   2.308  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.584   0.066   1.597  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.449   0.253   0.249  1.00  0.00           C  
HETATM    8  C7  UNL     1      -3.206   1.193  -0.384  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.417  -0.559  -0.537  1.00  0.00           C  
HETATM   10  O2  UNL     1      -1.988  -1.780  -0.843  1.00  0.00           O  
HETATM   11  S1  UNL     1      -2.722  -2.101  -2.234  1.00  0.00           S  
HETATM   12  O3  UNL     1      -3.295  -3.536  -2.122  1.00  0.00           O  
HETATM   13  O4  UNL     1      -3.827  -1.154  -2.645  1.00  0.00           O  
HETATM   14  O5  UNL     1      -1.635  -2.158  -3.514  1.00  0.00           O  
HETATM   15  C9  UNL     1      -0.303  -0.730   0.466  1.00  0.00           C  
HETATM   16  C10 UNL     1       1.045  -0.863   0.076  1.00  0.00           C  
HETATM   17  C11 UNL     1       1.944   0.206   0.132  1.00  0.00           C  
HETATM   18  C12 UNL     1       3.285   0.112  -0.127  1.00  0.00           C  
HETATM   19  C13 UNL     1       4.264   1.178   0.108  1.00  0.00           C  
HETATM   20  C14 UNL     1       3.971   2.259   0.802  1.00  0.00           C  
HETATM   21  C15 UNL     1       4.944   3.328   1.038  1.00  0.00           C  
HETATM   22  O6  UNL     1       6.114   3.294   0.577  1.00  0.00           O  
HETATM   23  O7  UNL     1       4.573   4.410   1.797  1.00  0.00           O  
HETATM   24  C16 UNL     1       3.749  -1.175  -0.477  1.00  0.00           C  
HETATM   25  C17 UNL     1       2.912  -2.257  -0.548  1.00  0.00           C  
HETATM   26  O8  UNL     1       3.359  -3.515  -0.897  1.00  0.00           O  
HETATM   27  C18 UNL     1       4.744  -3.651  -1.190  1.00  0.00           C  
HETATM   28  C19 UNL     1       1.570  -2.119  -0.274  1.00  0.00           C  
HETATM   29  O9  UNL     1       0.761  -3.131  -0.327  1.00  0.00           O  
HETATM   30  C20 UNL     1      -0.738  -1.521   1.663  1.00  0.00           C  
HETATM   31  O10 UNL     1      -1.858  -0.863   2.273  1.00  0.00           O  
HETATM   32  H1  UNL     1      -6.590   3.196   0.868  1.00  0.00           H  
HETATM   33  H2  UNL     1      -5.321   4.435   1.051  1.00  0.00           H  
HETATM   34  H3  UNL     1      -6.335   4.346  -0.447  1.00  0.00           H  
HETATM   35  H4  UNL     1      -4.973   2.433   2.184  1.00  0.00           H  
HETATM   36  H5  UNL     1      -3.612   0.732   3.366  1.00  0.00           H  
HETATM   37  H6  UNL     1      -3.135   1.367  -1.474  1.00  0.00           H  
HETATM   38  H7  UNL     1      -1.131   0.060  -1.358  1.00  0.00           H  
HETATM   39  H8  UNL     1      -1.661  -3.047  -3.981  1.00  0.00           H  
HETATM   40  H9  UNL     1      -0.335   0.392   0.964  1.00  0.00           H  
HETATM   41  H10 UNL     1       1.586   1.218   0.398  1.00  0.00           H  
HETATM   42  H11 UNL     1       5.266   1.096  -0.298  1.00  0.00           H  
HETATM   43  H12 UNL     1       2.978   2.350   1.210  1.00  0.00           H  
HETATM   44  H13 UNL     1       5.196   5.212   1.933  1.00  0.00           H  
HETATM   45  H14 UNL     1       4.798  -1.250  -0.706  1.00  0.00           H  
HETATM   46  H15 UNL     1       5.089  -2.941  -1.974  1.00  0.00           H  
HETATM   47  H16 UNL     1       5.367  -3.450  -0.295  1.00  0.00           H  
HETATM   48  H17 UNL     1       4.979  -4.718  -1.469  1.00  0.00           H  
HETATM   49  H18 UNL     1       0.193  -3.830  -0.361  1.00  0.00           H  
HETATM   50  H19 UNL     1      -1.073  -2.556   1.416  1.00  0.00           H  
HETATM   51  H20 UNL     1       0.073  -1.555   2.412  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   35
CONECT    5    6    6   36
CONECT    6    7   31
CONECT    7    8    8    9
CONECT    8   37
CONECT    9   10   15   38
CONECT   10   11
CONECT   11   12   12   13   13
CONECT   11   14
CONECT   14   39
CONECT   15   16   30   40
CONECT   16   17   17   28
CONECT   17   18   41
CONECT   18   19   24   24
CONECT   19   20   20   42
CONECT   20   21   43
CONECT   21   22   22   23
CONECT   23   44
CONECT   24   25   45
CONECT   25   26   28   28
CONECT   26   27
CONECT   27   46   47   48
CONECT   28   29
CONECT   29   49
CONECT   30   31   50   51
END

HMDB0038789
     RDKit          3D
Torvanol A
 51 53  0  0  0  0  0  0  0  0999 V2000
   -5.7969    3.7301    0.3342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8854    2.9397   -0.3486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1199    1.9843    0.2918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2637    1.8074    1.6503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5086    0.8622    2.3079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5840    0.0664    1.5967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4486    0.2529    0.2491 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2063    1.1926   -0.3844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4172   -0.5586   -0.5367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9885   -1.7799   -0.8434 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7216   -2.1006   -2.2337 S   0  0  0  0  0  6  0  0  0  0  0  0
   -3.2946   -3.5360   -2.1221 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8266   -1.1545   -2.6450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6348   -2.1583   -3.5137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3025   -0.7296    0.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0455   -0.8633    0.0756 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9435    0.2063    0.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2854    0.1121   -0.1269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2639    1.1782    0.1083 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9711    2.2586    0.8019 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9442    3.3284    1.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1138    3.2936    0.5769 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5734    4.4097    1.7968 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7494   -1.1751   -0.4771 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9118   -2.2569   -0.5478 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3586   -3.5148   -0.8975 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7435   -3.6512   -1.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5697   -2.1189   -0.2743 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7610   -3.1314   -0.3265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7383   -1.5207    1.6634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8578   -0.8633    2.2733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5895    3.1957    0.8683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3211    4.4350    1.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3347    4.3464   -0.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9726    2.4335    2.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6121    0.7319    3.3661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1355    1.3668   -1.4743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1312    0.0604   -1.3583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6607   -3.0468   -3.9806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3345    0.3924    0.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5856    1.2175    0.3976 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2656    1.0962   -0.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9781    2.3499    1.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1962    5.2117    1.9332 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7983   -1.2498   -0.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0891   -2.9409   -1.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3674   -3.4497   -0.2946 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9795   -4.7183   -1.4691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1928   -3.8297   -0.3607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0727   -2.5565    1.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0727   -1.5552    2.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  2  0
 11 14  1  0
  9 15  1  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
 18 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  2  0
 28 29  1  0
 15 30  1  0
 30 31  1  0
  8  3  1  0
 28 16  1  0
 31  6  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  4 35  1  0
  5 36  1  0
  8 37  1  0
  9 38  1  0
 14 39  1  0
 15 40  1  0
 17 41  1  0
 19 42  1  0
 20 43  1  0
 23 44  1  0
 24 45  1  0
 27 46  1  0
 27 47  1  0
 27 48  1  0
 29 49  1  0
 30 50  1  0
 30 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Sulfate-2'-hydroxy-6,3'-dimethoxy-5'-(2-propenoic acid)isoflavone	HMDB
(2E)-3-{4-hydroxy-3-methoxy-5-[6-methoxy-4-(sulfooxy)-3,4-dihydro-2H-1-benzopyran-3-yl]phenyl}prop-2-enoate	Generator
(2E)-3-{4-hydroxy-3-methoxy-5-[6-methoxy-4-(sulphooxy)-3,4-dihydro-2H-1-benzopyran-3-yl]phenyl}prop-2-enoate	Generator
(2E)-3-{4-hydroxy-3-methoxy-5-[6-methoxy-4-(sulphooxy)-3,4-dihydro-2H-1-benzopyran-3-yl]phenyl}prop-2-enoic acid	Generator
Torvanol a	MeSH

Chemical Formula

C₂₀H₂₀O₁₀S

Average Molecular Weight

452.432

Monoisotopic Molecular Weight

452.07771755

IUPAC Name

(2E)-3-{4-hydroxy-3-methoxy-5-[6-methoxy-4-(sulfooxy)-3,4-dihydro-2H-1-benzopyran-3-yl]phenyl}prop-2-enoic acid

Traditional Name

(2E)-3-{4-hydroxy-3-methoxy-5-[6-methoxy-4-(sulfooxy)-3,4-dihydro-2H-1-benzopyran-3-yl]phenyl}prop-2-enoic acid

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(OCC(C2OS(O)(=O)=O)C2=C(O)C(OC)=CC(\C=C\C(O)=O)=C2)C=C1

InChI Identifier

InChI=1S/C20H20O10S/c1-27-12-4-5-16-14(9-12)20(30-31(24,25)26)15(10-29-16)13-7-11(3-6-18(21)22)8-17(28-2)19(13)23/h3-9,15,20,23H,10H2,1-2H3,(H,21,22)(H,24,25,26)/b6-3+

InChI Key

XKGLTSPFQHSIDD-ZZXKWVIFSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C6 atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

O-methylated isoflavonoids

Direct Parent

6-O-methylated isoflavonoids

Alternative Parents

Substituents

3p-methoxyisoflavonoid-skeleton
6-methoxyisoflavonoid-skeleton
Hydroxyisoflavonoid
Isoflavanol
Isoflavan
Cinnamic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid
Hydroxycinnamic acid
Hydroxycinnamic acid or derivatives
Methoxyphenol
1-benzopyran
Benzopyran
Chromane
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Styrene
Alkyl aryl ether
Phenol
Sulfate-ester
Alkyl sulfate
Sulfuric acid ester
Benzenoid
Sulfuric acid monoester
Monocyclic benzene moiety
Organic sulfuric acid or derivatives
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Ether
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0038789)
Cytoplasm (HMDB: HMDB0038789)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038789)

Source

Exogenous

Food

Food (HMDB: HMDB0038789)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB0038789)

Not Available

Nutrient (HMDB: HMDB0038789)

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	0.3 g/L	ALOGPS
logP	0.71	ALOGPS
logP	2.21	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	-1.9	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	148.82 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	108.32 m³·mol⁻¹	ChemAxon
Polarizability	43.44 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
DeepCCS	[M+H]+	204.571	30932474
DeepCCS	[M-H]-	202.176	30932474
DeepCCS	[M-2H]-	235.059	30932474
DeepCCS	[M+Na]+	210.496	30932474
AllCCS	[M+H]+	204.0	32859911
AllCCS	[M+H-H2O]+	201.5	32859911
AllCCS	[M+NH4]+	206.3	32859911
AllCCS	[M+Na]+	207.0	32859911
AllCCS	[M-H]-	200.9	32859911
AllCCS	[M+Na-2H]-	201.4	32859911
AllCCS	[M+HCOO]-	202.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Torvanol A	COC1=CC2=C(OCC(C2OS(O)(=O)=O)C2=C(O)C(OC)=CC(\C=C\C(O)=O)=C2)C=C1	6607.7	Standard polar	33892256
Torvanol A	COC1=CC2=C(OCC(C2OS(O)(=O)=O)C2=C(O)C(OC)=CC(\C=C\C(O)=O)=C2)C=C1	3506.9	Standard non polar	33892256
Torvanol A	COC1=CC2=C(OCC(C2OS(O)(=O)=O)C2=C(O)C(OC)=CC(\C=C\C(O)=O)=C2)C=C1	3908.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Torvanol A,1TMS,isomer #1	COC1=CC=C2OCC(C3=CC(/C=C/C(=O)O)=CC(OC)=C3O[Si](C)(C)C)C(OS(=O)(=O)O)C2=C1	3831.7	Semi standard non polar	33892256
Torvanol A,1TMS,isomer #2	COC1=CC=C2OCC(C3=CC(/C=C/C(=O)O[Si](C)(C)C)=CC(OC)=C3O)C(OS(=O)(=O)O)C2=C1	3908.5	Semi standard non polar	33892256
Torvanol A,1TMS,isomer #3	COC1=CC=C2OCC(C3=CC(/C=C/C(=O)O)=CC(OC)=C3O)C(OS(=O)(=O)O[Si](C)(C)C)C2=C1	3924.6	Semi standard non polar	33892256
Torvanol A,2TMS,isomer #1	COC1=CC=C2OCC(C3=CC(/C=C/C(=O)O[Si](C)(C)C)=CC(OC)=C3O[Si](C)(C)C)C(OS(=O)(=O)O)C2=C1	3741.4	Semi standard non polar	33892256
Torvanol A,2TMS,isomer #2	COC1=CC=C2OCC(C3=CC(/C=C/C(=O)O)=CC(OC)=C3O[Si](C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C)C2=C1	3765.1	Semi standard non polar	33892256
Torvanol A,2TMS,isomer #3	COC1=CC=C2OCC(C3=CC(/C=C/C(=O)O[Si](C)(C)C)=CC(OC)=C3O)C(OS(=O)(=O)O[Si](C)(C)C)C2=C1	3774.3	Semi standard non polar	33892256
Torvanol A,3TMS,isomer #1	COC1=CC=C2OCC(C3=CC(/C=C/C(=O)O[Si](C)(C)C)=CC(OC)=C3O[Si](C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C)C2=C1	3647.6	Semi standard non polar	33892256
Torvanol A,3TMS,isomer #1	COC1=CC=C2OCC(C3=CC(/C=C/C(=O)O[Si](C)(C)C)=CC(OC)=C3O[Si](C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C)C2=C1	3853.3	Standard non polar	33892256
Torvanol A,1TBDMS,isomer #1	COC1=CC=C2OCC(C3=CC(/C=C/C(=O)O)=CC(OC)=C3O[Si](C)(C)C(C)(C)C)C(OS(=O)(=O)O)C2=C1	4128.7	Semi standard non polar	33892256
Torvanol A,1TBDMS,isomer #2	COC1=CC=C2OCC(C3=CC(/C=C/C(=O)O[Si](C)(C)C(C)(C)C)=CC(OC)=C3O)C(OS(=O)(=O)O)C2=C1	4212.7	Semi standard non polar	33892256
Torvanol A,1TBDMS,isomer #3	COC1=CC=C2OCC(C3=CC(/C=C/C(=O)O)=CC(OC)=C3O)C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C2=C1	4169.8	Semi standard non polar	33892256
Torvanol A,2TBDMS,isomer #1	COC1=CC=C2OCC(C3=CC(/C=C/C(=O)O[Si](C)(C)C(C)(C)C)=CC(OC)=C3O[Si](C)(C)C(C)(C)C)C(OS(=O)(=O)O)C2=C1	4297.8	Semi standard non polar	33892256
Torvanol A,2TBDMS,isomer #2	COC1=CC=C2OCC(C3=CC(/C=C/C(=O)O)=CC(OC)=C3O[Si](C)(C)C(C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C2=C1	4270.0	Semi standard non polar	33892256
Torvanol A,2TBDMS,isomer #3	COC1=CC=C2OCC(C3=CC(/C=C/C(=O)O[Si](C)(C)C(C)(C)C)=CC(OC)=C3O)C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C2=C1	4317.8	Semi standard non polar	33892256
Torvanol A,3TBDMS,isomer #1	COC1=CC=C2OCC(C3=CC(/C=C/C(=O)O[Si](C)(C)C(C)(C)C)=CC(OC)=C3O[Si](C)(C)C(C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C2=C1	4388.9	Semi standard non polar	33892256
Torvanol A,3TBDMS,isomer #1	COC1=CC=C2OCC(C3=CC(/C=C/C(=O)O[Si](C)(C)C(C)(C)C)=CC(OC)=C3O[Si](C)(C)C(C)(C)C)C(OS(=O)(=O)O[Si](C)(C)C(C)(C)C)C2=C1	4653.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Torvanol A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0abi-3027900000-baf45560c65975951c12	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Torvanol A GC-MS (2 TMS) - 70eV, Positive	splash10-001r-3003290000-f34674c633daafd43c66	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Torvanol A GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Torvanol A 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 - Torvanol A 10V, Positive-QTOF	splash10-0udr-0032900000-27242b6806ac9814dc41	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Torvanol A 20V, Positive-QTOF	splash10-001i-1289600000-cf272207a7973c01be65	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Torvanol A 40V, Positive-QTOF	splash10-053s-2972000000-5c8cb6f82407dc55bd65	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Torvanol A 10V, Negative-QTOF	splash10-0udi-0011900000-2a140fa1fc4cf0c2b2c6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Torvanol A 20V, Negative-QTOF	splash10-0abc-0349400000-36c4587d222bc11038ad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Torvanol A 40V, Negative-QTOF	splash10-055f-4905100000-1c053ba47c661f6df5c4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Torvanol A 10V, Negative-QTOF	splash10-0udi-0001900000-0e067ff09b04caacd194	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Torvanol A 20V, Negative-QTOF	splash10-004i-0009300000-29f537d22516fb434cb2	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Torvanol A 40V, Negative-QTOF	splash10-004i-1019100000-72be5ece49a101b4cc40	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Torvanol A 10V, Positive-QTOF	splash10-000i-0001900000-bc60c5bf0f4ab6e7b8b6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Torvanol A 20V, Positive-QTOF	splash10-0a4i-0209200000-f61bb6650ff689b75f0e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Torvanol A 40V, Positive-QTOF	splash10-0a6r-0209100000-f512a90e7a2ec6b335f6	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB018213

KNApSAcK ID

C00019212

Chemspider ID

4479588

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5321987

PDB ID

Not Available

ChEBI ID

Not Available

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 Torvanol A (HMDB0038789)

MOL for HMDB0038789 (Torvanol A)

3D MOL for HMDB0038789 (Torvanol A)

3D SDF for HMDB0038789 (Torvanol A)

3D-SDF for HMDB0038789 (Torvanol A)

PDB for HMDB0038789 (Torvanol A)

3D PDB for HMDB0038789 (Torvanol A)

SMILES for HMDB0038789 (Torvanol A)

INCHI for HMDB0038789 (Torvanol A)

Structure for HMDB0038789 (Torvanol A)

3D Structure for HMDB0038789 (Torvanol A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra