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

2012-09-11 18:48:07 UTC

Update Date

2022-03-07 02:53:57 UTC

HMDB ID

HMDB0034027

Secondary Accession Numbers

HMDB34027

Metabolite Identification

Common Name

Sojagol

Description

Sojagol belongs to the class of organic compounds known as coumestans. These are polycyclic aromatic compounds containing a coumestan moiety, which consists of a benzoxole fused to a chromen-2-one to form 1-Benzoxolo[3,2-c]chromen-6-one. They are oxidation products of pterocarpan. Thus, sojagol is considered to be a flavonoid. Sojagol has been detected, but not quantified in, pulses and soy beans (Glycine max). This could make sojagol a potential biomarker for the consumption of these foods. Sojagol is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on Sojagol.

Structure

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

  Mrv0541 05061307302D          

 25 29  0  0  0  0            999 V2000
    5.8777   -0.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0982   -1.0408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549   -0.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5520   -0.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2459   -2.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0529   -2.3942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0107   -0.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8177   -0.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5520   -1.4381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8070   -0.6535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8070   -0.9965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7558   -0.9965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6939   -1.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3078   -1.6096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2549   -1.6096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8689   -1.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9488   -1.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6139   -1.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3168   -2.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3697   -0.6535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6139   -0.4819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5718   -3.3504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5099   -2.3942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2814   -0.6831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1148   -1.4381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  6  5  2  0  0  0  0
  8  7  1  0  0  0  0
 10  3  1  0  0  0  0
 10  9  2  0  0  0  0
 11  4  1  0  0  0  0
 12  7  1  0  0  0  0
 13  5  1  0  0  0  0
 14  6  1  0  0  0  0
 14 12  2  0  0  0  0
 15  9  1  0  0  0  0
 15 11  2  0  0  0  0
 16 13  1  0  0  0  0
 17 12  1  0  0  0  0
 17 13  2  0  0  0  0
 18 11  1  0  0  0  0
 18 16  2  0  0  0  0
 19 16  1  0  0  0  0
 20  1  1  0  0  0  0
 20  2  1  0  0  0  0
 20  8  1  0  0  0  0
 21 10  1  0  0  0  0
 22 19  2  0  0  0  0
 23 15  1  0  0  0  0
 23 19  1  0  0  0  0
 24 17  1  0  0  0  0
 24 18  1  0  0  0  0
 25 14  1  0  0  0  0
 25 20  1  0  0  0  0
M  END

HMDB0034027
     RDKit          3D
Sojagol
 41 45  0  0  0  0  0  0  0  0999 V2000
   -5.1026   -0.0335   -0.8608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2319   -0.0364    0.4016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1264    0.1639    1.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2902    1.1340    0.3654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0789    0.8949   -0.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3981   -0.3206    0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1482   -1.3512    0.5000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4999   -2.4793    0.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1291   -2.5595    0.9438 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6012   -1.5058    0.4482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0314   -0.3756   -0.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9028    0.4874   -0.4423 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0986   -0.0040   -0.2782 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3571    0.5133   -0.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5520    1.7574   -1.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8423    2.2304   -1.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9342    1.4442   -1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2449    1.8914   -1.3369 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7125    0.2041   -0.5274 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4374   -0.2874   -0.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2708   -1.4843    0.2786 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0831   -1.9850    0.5508 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9283   -3.1219    1.0579 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9505   -1.2571    0.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5615   -1.2775    0.5293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9584    0.6670   -0.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5163    0.2581   -1.7493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5033   -1.0526   -1.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0136   -0.4771    1.6057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3894    1.2446    1.6467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4675   -0.0293    2.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9712    1.3195    1.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8695    2.0223    0.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4384    1.7963   -0.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4093    0.7865   -1.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1280   -3.2770    1.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3637   -3.4401    1.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6799    2.3502   -1.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9903    3.2112   -1.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7528    2.4088   -0.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5610   -0.4301   -0.2853 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  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  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
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
  7 25  1  0
 25  2  1  0
 11  6  1  0
 24 13  2  0
 24 10  1  0
 20 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  8 36  1  0
  9 37  1  0
 15 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
M  END

  Mrv0541 05061307302D          

 25 29  0  0  0  0            999 V2000
    5.8777   -0.0034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0982   -1.0408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549   -0.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5520   -0.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2459   -2.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0529   -2.3942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0107   -0.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8177   -0.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5520   -1.4381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8070   -0.6535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8070   -0.9965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7558   -0.9965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6939   -1.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3078   -1.6096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2549   -1.6096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8689   -1.9527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9488   -1.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6139   -1.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3168   -2.5658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3697   -0.6535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6139   -0.4819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5718   -3.3504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5099   -2.3942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2814   -0.6831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1148   -1.4381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  6  5  2  0  0  0  0
  8  7  1  0  0  0  0
 10  3  1  0  0  0  0
 10  9  2  0  0  0  0
 11  4  1  0  0  0  0
 12  7  1  0  0  0  0
 13  5  1  0  0  0  0
 14  6  1  0  0  0  0
 14 12  2  0  0  0  0
 15  9  1  0  0  0  0
 15 11  2  0  0  0  0
 16 13  1  0  0  0  0
 17 12  1  0  0  0  0
 17 13  2  0  0  0  0
 18 11  1  0  0  0  0
 18 16  2  0  0  0  0
 19 16  1  0  0  0  0
 20  1  1  0  0  0  0
 20  2  1  0  0  0  0
 20  8  1  0  0  0  0
 21 10  1  0  0  0  0
 22 19  2  0  0  0  0
 23 15  1  0  0  0  0
 23 19  1  0  0  0  0
 24 17  1  0  0  0  0
 24 18  1  0  0  0  0
 25 14  1  0  0  0  0
 25 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034027

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)CCC2=C(O1)C=CC1=C2OC2=C1C(=O)OC1=C2C=CC(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H16O5/c1-20(2)8-7-12-14(25-20)6-5-13-16-18(24-17(12)13)11-4-3-10(21)9-15(11)23-19(16)22/h3-6,9,21H,7-8H2,1-2H3

> <INCHI_KEY>
GSAVLDZAGYKJSO-UHFFFAOYSA-N

> <FORMULA>
C20H16O5

> <MOLECULAR_WEIGHT>
336.338

> <EXACT_MASS>
336.099773622

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
35.951293439874036

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-hydroxy-17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(13),2(11),5(10),6,8,14(19),20-heptaen-3-one

> <ALOGPS_LOGP>
4.36

> <JCHEM_LOGP>
3.724824242666666

> <ALOGPS_LOGS>
-4.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.1439871949647245

> <JCHEM_PKA_STRONGEST_BASIC>
-4.25300019636183

> <JCHEM_POLAR_SURFACE_AREA>
68.9

> <JCHEM_REFRACTIVITY>
91.0694

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.84e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sojagol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034027
     RDKit          3D
Sojagol
 41 45  0  0  0  0  0  0  0  0999 V2000
   -5.1026   -0.0335   -0.8608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2319   -0.0364    0.4016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1264    0.1639    1.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2902    1.1340    0.3654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0789    0.8949   -0.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3981   -0.3206    0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1482   -1.3512    0.5000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4999   -2.4793    0.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1291   -2.5595    0.9438 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6012   -1.5058    0.4482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0314   -0.3756   -0.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9028    0.4874   -0.4423 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0986   -0.0040   -0.2782 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3571    0.5133   -0.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5520    1.7574   -1.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8423    2.2304   -1.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9342    1.4442   -1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2449    1.8914   -1.3369 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7125    0.2041   -0.5274 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4374   -0.2874   -0.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2708   -1.4843    0.2786 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0831   -1.9850    0.5508 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9283   -3.1219    1.0579 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9505   -1.2571    0.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5615   -1.2775    0.5293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9584    0.6670   -0.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5163    0.2581   -1.7493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5033   -1.0526   -1.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0136   -0.4771    1.6057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3894    1.2446    1.6467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4675   -0.0293    2.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9712    1.3195    1.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8695    2.0223    0.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4384    1.7963   -0.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4093    0.7865   -1.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1280   -3.2770    1.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3637   -3.4401    1.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6799    2.3502   -1.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9903    3.2112   -1.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7528    2.4088   -0.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5610   -0.4301   -0.2853 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  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  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
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
  7 25  1  0
 25  2  1  0
 11  6  1  0
 24 13  2  0
 24 10  1  0
 20 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  8 36  1  0
  9 37  1  0
 15 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  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      10.972  -0.006   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.383  -1.943   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.476  -0.075   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.030  -0.396   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.059  -4.789   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.565  -4.469   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.487  -0.396   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.993  -0.075   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.030  -2.684   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.506  -1.220   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.506  -1.860   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.011  -1.860   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.029  -3.645   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.041  -3.005   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.476  -3.005   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.489  -3.645   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.504  -2.180   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.013  -2.180   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.458  -4.789   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.023  -1.220   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.013  -0.900   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       2.934  -6.254   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.952  -4.469   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       4.259  -1.275   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       9.548  -2.684   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2   20                                                            
CONECT    3    4   10                                                       
CONECT    4    3   11                                                       
CONECT    5    6   13                                                       
CONECT    6    5   14                                                       
CONECT    7    8   12                                                       
CONECT    8    7   20                                                       
CONECT    9   10   15                                                       
CONECT   10    3    9   21                                                  
CONECT   11    4   15   18                                                  
CONECT   12    7   14   17                                                  
CONECT   13    5   16   17                                                  
CONECT   14    6   12   25                                                  
CONECT   15    9   11   23                                                  
CONECT   16   13   18   19                                                  
CONECT   17   12   13   24                                                  
CONECT   18   11   16   24                                                  
CONECT   19   16   22   23                                                  
CONECT   20    1    2    8   25                                             
CONECT   21   10                                                            
CONECT   22   19                                                            
CONECT   23   15   19                                                       
CONECT   24   17   18                                                       
CONECT   25   14   20                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

COMPND    HMDB0034027
HETATM    1  C1  UNL     1      -5.103  -0.034  -0.861  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.232  -0.036   0.402  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.126   0.164   1.632  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.290   1.134   0.365  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.079   0.895  -0.492  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.398  -0.321   0.014  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.148  -1.351   0.500  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.500  -2.479   0.968  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.129  -2.559   0.944  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.601  -1.506   0.448  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.031  -0.376  -0.022  1.00  0.00           C  
HETATM   12  O1  UNL     1       0.903   0.487  -0.442  1.00  0.00           O  
HETATM   13  C12 UNL     1       2.099  -0.004  -0.278  1.00  0.00           C  
HETATM   14  C13 UNL     1       3.357   0.513  -0.561  1.00  0.00           C  
HETATM   15  C14 UNL     1       3.552   1.757  -1.117  1.00  0.00           C  
HETATM   16  C15 UNL     1       4.842   2.230  -1.381  1.00  0.00           C  
HETATM   17  C16 UNL     1       5.934   1.444  -1.083  1.00  0.00           C  
HETATM   18  O2  UNL     1       7.245   1.891  -1.337  1.00  0.00           O  
HETATM   19  C17 UNL     1       5.712   0.204  -0.527  1.00  0.00           C  
HETATM   20  C18 UNL     1       4.437  -0.287  -0.255  1.00  0.00           C  
HETATM   21  O3  UNL     1       4.271  -1.484   0.279  1.00  0.00           O  
HETATM   22  C19 UNL     1       3.083  -1.985   0.551  1.00  0.00           C  
HETATM   23  O4  UNL     1       2.928  -3.122   1.058  1.00  0.00           O  
HETATM   24  C20 UNL     1       1.950  -1.257   0.280  1.00  0.00           C  
HETATM   25  O5  UNL     1      -3.561  -1.278   0.529  1.00  0.00           O  
HETATM   26  H1  UNL     1      -5.958   0.667  -0.682  1.00  0.00           H  
HETATM   27  H2  UNL     1      -4.516   0.258  -1.749  1.00  0.00           H  
HETATM   28  H3  UNL     1      -5.503  -1.053  -1.053  1.00  0.00           H  
HETATM   29  H4  UNL     1      -6.014  -0.477   1.606  1.00  0.00           H  
HETATM   30  H5  UNL     1      -5.389   1.245   1.647  1.00  0.00           H  
HETATM   31  H6  UNL     1      -4.467  -0.029   2.505  1.00  0.00           H  
HETATM   32  H7  UNL     1      -2.971   1.319   1.432  1.00  0.00           H  
HETATM   33  H8  UNL     1      -3.869   2.022   0.044  1.00  0.00           H  
HETATM   34  H9  UNL     1      -1.438   1.796  -0.413  1.00  0.00           H  
HETATM   35  H10 UNL     1      -2.409   0.786  -1.542  1.00  0.00           H  
HETATM   36  H11 UNL     1      -2.128  -3.277   1.347  1.00  0.00           H  
HETATM   37  H12 UNL     1       0.364  -3.440   1.310  1.00  0.00           H  
HETATM   38  H13 UNL     1       2.680   2.350  -1.340  1.00  0.00           H  
HETATM   39  H14 UNL     1       4.990   3.211  -1.819  1.00  0.00           H  
HETATM   40  H15 UNL     1       7.753   2.409  -0.619  1.00  0.00           H  
HETATM   41  H16 UNL     1       6.561  -0.430  -0.285  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3    4   25
CONECT    3   29   30   31
CONECT    4    5   32   33
CONECT    5    6   34   35
CONECT    6    7    7   11
CONECT    7    8   25
CONECT    8    9    9   36
CONECT    9   10   37
CONECT   10   11   11   24
CONECT   11   12
CONECT   12   13
CONECT   13   14   24   24
CONECT   14   15   15   20
CONECT   15   16   38
CONECT   16   17   17   39
CONECT   17   18   19
CONECT   18   40
CONECT   19   20   20   41
CONECT   20   21
CONECT   21   22
CONECT   22   23   23   24
END

HMDB0034027
     RDKit          3D
Sojagol
 41 45  0  0  0  0  0  0  0  0999 V2000
   -5.1026   -0.0335   -0.8608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2319   -0.0364    0.4016 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1264    0.1639    1.6323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2902    1.1340    0.3654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0789    0.8949   -0.4915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3981   -0.3206    0.0137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1482   -1.3512    0.5000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4999   -2.4793    0.9683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1291   -2.5595    0.9438 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6012   -1.5058    0.4482 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0314   -0.3756   -0.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9028    0.4874   -0.4423 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0986   -0.0040   -0.2782 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3571    0.5133   -0.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5520    1.7574   -1.1168 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8423    2.2304   -1.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9342    1.4442   -1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2449    1.8914   -1.3369 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7125    0.2041   -0.5274 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4374   -0.2874   -0.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2708   -1.4843    0.2786 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0831   -1.9850    0.5508 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9283   -3.1219    1.0579 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9505   -1.2571    0.2798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5615   -1.2775    0.5293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9584    0.6670   -0.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5163    0.2581   -1.7493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5033   -1.0526   -1.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0136   -0.4771    1.6057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3894    1.2446    1.6467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4675   -0.0293    2.5045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9712    1.3195    1.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8695    2.0223    0.0435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4384    1.7963   -0.4130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4093    0.7865   -1.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1280   -3.2770    1.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3637   -3.4401    1.3098 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6799    2.3502   -1.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9903    3.2112   -1.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7528    2.4088   -0.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5610   -0.4301   -0.2853 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  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  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
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
  7 25  1  0
 25  2  1  0
 11  6  1  0
 24 13  2  0
 24 10  1  0
 20 14  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  3 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  8 36  1  0
  9 37  1  0
 15 38  1  0
 16 39  1  0
 18 40  1  0
 19 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,3-dihydro-10-Hydroxy-3,3-dimethyl-1H,7H-furo[2,3-c:5,4-f']bis[1]benzopyran-7-one, 9ci	HMDB
Soyagol	HMDB

Chemical Formula

C₂₀H₁₆O₅

Average Molecular Weight

336.338

Monoisotopic Molecular Weight

336.099773622

IUPAC Name

7-hydroxy-17,17-dimethyl-4,12,18-trioxapentacyclo[11.8.0.0²,¹¹.0⁵,¹⁰.0¹⁴,¹⁹]henicosa-1(13),2(11),5(10),6,8,14(19),20-heptaen-3-one

Traditional Name

sojagol

CAS Registry Number

18979-00-5

SMILES

CC1(C)CCC2=C(O1)C=CC1=C2OC2=C1C(=O)OC1=C2C=CC(O)=C1

InChI Identifier

InChI=1S/C20H16O5/c1-20(2)8-7-12-14(25-20)6-5-13-16-18(24-17(12)13)11-4-3-10(21)9-15(11)23-19(16)22/h3-6,9,21H,7-8H2,1-2H3

InChI Key

GSAVLDZAGYKJSO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumestans. These are polycyclic aromatic compounds containing a coumestan moiety, which consists of a benzoxole fused to a chromen-2-one to form 1-Benzoxolo[3,2-c]chromen-6-one. They are oxidation products of pterocarpan.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Coumestans

Direct Parent

Coumestans

Alternative Parents

Substituents

Coumestan
Angular furanocoumarin
Furanocoumarin
2,2-dimethyl-1-benzopyran
Coumarin
Chromane
Benzopyran
1-benzopyran
Benzofuran
Furopyran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Furan
Lactone
Oxacycle
Organoheterocyclic compound
Ether
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

phenols (CHEBI:9183 )
delta-lactone (CHEBI:9183 )
coumestans (CHEBI:9183 )
Coumestan flavonoids (C10529 )
Coumestanes (C10529 )
Coumestan flavonoids (LMPK12090012 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0034027)
Cell membrane (HMDB: HMDB0034027)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034027)

Source

Exogenous

Exogenous (HMDB: HMDB0034027)

Food

Food (HMDB: HMDB0034027)

Soy

Soy bean (FooDB: FOOD00085)

Pulse

Pulses (FooDB: FOOD00867)

Not Available

Nutrient (HMDB: HMDB0034027)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	284 - 286 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.97 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.028 g/L	ALOGPS
logP	4.36	ALOGPS
logP	3.72	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	7.14	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	68.9 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	91.07 m³·mol⁻¹	ChemAxon
Polarizability	35.95 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	175.763	31661259
DarkChem	[M-H]-	177.197	31661259
DeepCCS	[M+H]+	185.12	30932474
DeepCCS	[M-H]-	182.725	30932474
DeepCCS	[M-2H]-	217.054	30932474
DeepCCS	[M+Na]+	193.248	30932474
AllCCS	[M+H]+	180.7	32859911
AllCCS	[M+H-H2O]+	177.3	32859911
AllCCS	[M+NH4]+	183.8	32859911
AllCCS	[M+Na]+	184.7	32859911
AllCCS	[M-H]-	184.0	32859911
AllCCS	[M+Na-2H]-	183.1	32859911
AllCCS	[M+HCOO]-	182.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Sojagol	CC1(C)CCC2=C(O1)C=CC1=C2OC2=C1C(=O)OC1=C2C=CC(O)=C1	4024.6	Standard polar	33892256
Sojagol	CC1(C)CCC2=C(O1)C=CC1=C2OC2=C1C(=O)OC1=C2C=CC(O)=C1	3263.5	Standard non polar	33892256
Sojagol	CC1(C)CCC2=C(O1)C=CC1=C2OC2=C1C(=O)OC1=C2C=CC(O)=C1	3445.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Sojagol,1TMS,isomer #1	CC1(C)CCC2=C(C=CC3=C2OC2=C3C(=O)OC3=CC(O[Si](C)(C)C)=CC=C32)O1	3296.4	Semi standard non polar	33892256
Sojagol,1TBDMS,isomer #1	CC1(C)CCC2=C(C=CC3=C2OC2=C3C(=O)OC3=CC(O[Si](C)(C)C(C)(C)C)=CC=C32)O1	3467.1	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 - Sojagol GC-MS (Non-derivatized) - 70eV, Positive	splash10-0900-0549000000-afbefc777d5ab448bd98	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sojagol GC-MS (1 TMS) - 70eV, Positive	splash10-00si-2829000000-a3ef848ae19b257efddf	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sojagol 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 - Sojagol 10V, Positive-QTOF	splash10-000i-0039000000-a6525f39924e86d1ff81	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sojagol 20V, Positive-QTOF	splash10-001i-0092000000-50252ddb18d6c9ad7f67	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sojagol 40V, Positive-QTOF	splash10-0fw9-3090000000-95ac880ded5f0e1215ad	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sojagol 10V, Negative-QTOF	splash10-000i-0029000000-5dbdf05f7782e5c08cbf	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sojagol 20V, Negative-QTOF	splash10-002r-0079000000-664e2004252a98b2efef	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sojagol 40V, Negative-QTOF	splash10-0fb9-0091000000-81d8dc830a14c516f7f8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sojagol 10V, Negative-QTOF	splash10-000i-0009000000-dc81427ba733f47873d1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sojagol 20V, Negative-QTOF	splash10-000i-0019000000-89866b1b47e79942844f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sojagol 40V, Negative-QTOF	splash10-05mo-1193000000-e9195a241a6324eee151	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sojagol 10V, Positive-QTOF	splash10-000i-0009000000-515a0c5934a26e5d5bd9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sojagol 20V, Positive-QTOF	splash10-000i-0039000000-7ba66184d01cdec3238b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sojagol 40V, Positive-QTOF	splash10-0fc4-0091000000-d8d8a666a33dcf7c9833	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5281809

PDB ID

Not Available

ChEBI ID

9183

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1839931

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 Sojagol (HMDB0034027)

MOL for HMDB0034027 (Sojagol)

3D MOL for HMDB0034027 (Sojagol)

3D SDF for HMDB0034027 (Sojagol)

3D-SDF for HMDB0034027 (Sojagol)

PDB for HMDB0034027 (Sojagol)

3D PDB for HMDB0034027 (Sojagol)

SMILES for HMDB0034027 (Sojagol)

INCHI for HMDB0034027 (Sojagol)

Structure for HMDB0034027 (Sojagol)

3D Structure for HMDB0034027 (Sojagol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra