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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:48:07 UTC
Update Date2022-03-07 02:53:57 UTC
HMDB IDHMDB0034027
Secondary Accession Numbers
  • HMDB34027
Metabolite Identification
Common NameSojagol
DescriptionSojagol 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
Data?1563862497
Synonyms
ValueSource
2,3-dihydro-10-Hydroxy-3,3-dimethyl-1H,7H-furo[2,3-c:5,4-f']bis[1]benzopyran-7-one, 9ciHMDB
SoyagolHMDB
Chemical FormulaC20H16O5
Average Molecular Weight336.338
Monoisotopic Molecular Weight336.099773622
IUPAC Name7-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 Namesojagol
CAS Registry Number18979-00-5
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 KeyGSAVLDZAGYKJSO-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.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassCoumestans
Direct ParentCoumestans
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 FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point284 - 286 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.97 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.028 g/LALOGPS
logP4.36ALOGPS
logP3.72ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)7.14ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area68.9 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity91.07 m³·mol⁻¹ChemAxon
Polarizability35.95 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+175.76331661259
DarkChem[M-H]-177.19731661259
DeepCCS[M+H]+185.1230932474
DeepCCS[M-H]-182.72530932474
DeepCCS[M-2H]-217.05430932474
DeepCCS[M+Na]+193.24830932474
AllCCS[M+H]+180.732859911
AllCCS[M+H-H2O]+177.332859911
AllCCS[M+NH4]+183.832859911
AllCCS[M+Na]+184.732859911
AllCCS[M-H]-184.032859911
AllCCS[M+Na-2H]-183.132859911
AllCCS[M+HCOO]-182.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
SojagolCC1(C)CCC2=C(O1)C=CC1=C2OC2=C1C(=O)OC1=C2C=CC(O)=C14024.6Standard polar33892256
SojagolCC1(C)CCC2=C(O1)C=CC1=C2OC2=C1C(=O)OC1=C2C=CC(O)=C13263.5Standard non polar33892256
SojagolCC1(C)CCC2=C(O1)C=CC1=C2OC2=C1C(=O)OC1=C2C=CC(O)=C13445.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Sojagol,1TMS,isomer #1CC1(C)CCC2=C(C=CC3=C2OC2=C3C(=O)OC3=CC(O[Si](C)(C)C)=CC=C32)O13296.4Semi standard non polar33892256
Sojagol,1TBDMS,isomer #1CC1(C)CCC2=C(C=CC3=C2OC2=C3C(=O)OC3=CC(O[Si](C)(C)C(C)(C)C)=CC=C32)O13467.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Sojagol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0900-0549000000-afbefc777d5ab448bd982017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Sojagol GC-MS (1 TMS) - 70eV, Positivesplash10-00si-2829000000-a3ef848ae19b257efddf2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Sojagol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sojagol 10V, Positive-QTOFsplash10-000i-0039000000-a6525f39924e86d1ff812016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sojagol 20V, Positive-QTOFsplash10-001i-0092000000-50252ddb18d6c9ad7f672016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sojagol 40V, Positive-QTOFsplash10-0fw9-3090000000-95ac880ded5f0e1215ad2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sojagol 10V, Negative-QTOFsplash10-000i-0029000000-5dbdf05f7782e5c08cbf2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sojagol 20V, Negative-QTOFsplash10-002r-0079000000-664e2004252a98b2efef2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sojagol 40V, Negative-QTOFsplash10-0fb9-0091000000-81d8dc830a14c516f7f82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sojagol 10V, Negative-QTOFsplash10-000i-0009000000-dc81427ba733f47873d12021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sojagol 20V, Negative-QTOFsplash10-000i-0019000000-89866b1b47e79942844f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sojagol 40V, Negative-QTOFsplash10-05mo-1193000000-e9195a241a6324eee1512021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sojagol 10V, Positive-QTOFsplash10-000i-0009000000-515a0c5934a26e5d5bd92021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sojagol 20V, Positive-QTOFsplash10-000i-0039000000-7ba66184d01cdec3238b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Sojagol 40V, Positive-QTOFsplash10-0fc4-0091000000-d8d8a666a33dcf7c98332021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB012265
KNApSAcK IDC00002572
Chemspider ID4445120
KEGG Compound IDC10529
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5281809
PDB IDNot Available
ChEBI ID9183
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1839931
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .