Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:32:57 UTC
Update Date2022-03-07 02:53:51 UTC
HMDB IDHMDB0033787
Secondary Accession Numbers
  • HMDB33787
Metabolite Identification
Common Name2,3,9-Trimethoxypterocarpan
Description2,3,9-Trimethoxypterocarpan, also known as 2-methoxyhomopterocarpin, belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids. Thus, 2,3,9-trimethoxypterocarpan is considered to be a flavonoid lipid molecule. 2,3,9-Trimethoxypterocarpan is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, 2,3,9-trimethoxypterocarpan has been detected, but not quantified in, common pea and pulses. This could make 2,3,9-trimethoxypterocarpan a potential biomarker for the consumption of these foods.
Structure
Data?1563862460
Synonyms
ValueSource
239-TrimethoxypterocarpanHMDB
2-MethoxyhomopterocarpinHMDB
Chemical FormulaC18H18O5
Average Molecular Weight314.3325
Monoisotopic Molecular Weight314.115423686
IUPAC Name4,5,14-trimethoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,4,6,11(16),12,14-hexaene
Traditional Name4,5,14-trimethoxy-8,17-dioxatetracyclo[8.7.0.0²,⁷.0¹¹,¹⁶]heptadeca-2,4,6,11(16),12,14-hexaene
CAS Registry Number56782-49-1
SMILES
COC1=CC2=C(C=C1)C1COC3=CC(OC)=C(OC)C=C3C1O2
InChI Identifier
InChI=1S/C18H18O5/c1-19-10-4-5-11-13-9-22-14-8-17(21-3)16(20-2)7-12(14)18(13)23-15(11)6-10/h4-8,13,18H,9H2,1-3H3
InChI KeyXCRBPIBUMBLGCZ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pterocarpans. These are benzo-pyrano-furano-benzene compounds, containing the 6H-[1]benzofuro[3,2-c]chromene skeleton. They are derivatives of isoflavonoids.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassFuranoisoflavonoids
Direct ParentPterocarpans
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point122 - 124 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.012 g/LALOGPS
logP3.28ALOGPS
logP2.5ChemAxon
logS-4.4ALOGPS
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area46.15 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity84.01 m³·mol⁻¹ChemAxon
Polarizability33.46 ųChemAxon
Number of Rings4ChemAxon
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]+175.51631661259
DarkChem[M-H]-176.33331661259
DeepCCS[M+H]+175.98530932474
DeepCCS[M-H]-173.62730932474
DeepCCS[M-2H]-207.40830932474
DeepCCS[M+Na]+182.63530932474
AllCCS[M+H]+174.632859911
AllCCS[M+H-H2O]+171.232859911
AllCCS[M+NH4]+177.832859911
AllCCS[M+Na]+178.832859911
AllCCS[M-H]-180.132859911
AllCCS[M+Na-2H]-179.632859911
AllCCS[M+HCOO]-179.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2,3,9-TrimethoxypterocarpanCOC1=CC2=C(C=C1)C1COC3=CC(OC)=C(OC)C=C3C1O23803.3Standard polar33892256
2,3,9-TrimethoxypterocarpanCOC1=CC2=C(C=C1)C1COC3=CC(OC)=C(OC)C=C3C1O22542.8Standard non polar33892256
2,3,9-TrimethoxypterocarpanCOC1=CC2=C(C=C1)C1COC3=CC(OC)=C(OC)C=C3C1O22676.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2,3,9-Trimethoxypterocarpan GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-0590000000-18e8921c1fa9a3e1a71e2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2,3,9-Trimethoxypterocarpan 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 - 2,3,9-Trimethoxypterocarpan 10V, Positive-QTOFsplash10-014i-0019000000-87f6a98d295e7ef7aad32015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3,9-Trimethoxypterocarpan 20V, Positive-QTOFsplash10-014i-0159000000-bdd42558b14b5fa0fcfc2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3,9-Trimethoxypterocarpan 40V, Positive-QTOFsplash10-0zn9-5890000000-0c1d2921fe8ebfae2fb72015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3,9-Trimethoxypterocarpan 10V, Negative-QTOFsplash10-03di-0009000000-174c8dbc6a9bc5e0e1ed2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3,9-Trimethoxypterocarpan 20V, Negative-QTOFsplash10-03dj-0096000000-c40f4e10ba106dbadf982015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3,9-Trimethoxypterocarpan 40V, Negative-QTOFsplash10-0693-1190000000-0ac411a52fc42d8d93482015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3,9-Trimethoxypterocarpan 10V, Positive-QTOFsplash10-014i-0009000000-5e49f1f8344e41b79cea2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3,9-Trimethoxypterocarpan 20V, Positive-QTOFsplash10-014i-0109000000-f8d8269b229f0a7bf3eb2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3,9-Trimethoxypterocarpan 40V, Positive-QTOFsplash10-03di-0961000000-757b119e9cb9526c1c5f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3,9-Trimethoxypterocarpan 10V, Negative-QTOFsplash10-03di-0009000000-21ce881a8371cb38d0d12021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3,9-Trimethoxypterocarpan 20V, Negative-QTOFsplash10-03di-0069000000-99b53dd9d9fa303d5efc2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2,3,9-Trimethoxypterocarpan 40V, Negative-QTOFsplash10-014i-0190000000-0e6060ea4a1ff447a4832021-09-23Wishart 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 IDFDB011946
KNApSAcK IDC00009622
Chemspider ID9326267
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11151159
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
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.. .