Record Information
Version1.0
Creation date2010-04-08 22:10:05 UTC
Update date2019-11-26 03:06:32 UTC
Primary IDFDB012293
Secondary Accession NumbersNot Available
Chemical Information
FooDB NamePachyrrhizin
DescriptionPachyrrhizin belongs to the class of organic compounds known as isoflav-3-enones. These are flavonoids with a structure based on an isoflav-3-ene skeleton bearing an oxo-group at position C2. Thus, pachyrrhizin is considered to be a flavonoid. Pachyrrhizin has been detected, but not quantified in, jicamas (Pachyrhizus erosus) and pulses. This could make pachyrrhizin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Pachyrrhizin.
CAS Number10091-01-7
Structure
Thumb
Synonyms
SynonymSource
6-(2-Methoxy-4,5-methylenedioxyphenyl)furocoumarinHMDB
6-(6-Methoxy-1,3-benzodioxol-5-yl)-7H-furo[3,2-g][1]benzopyran-7-one, 9ciHMDB
NeorautoneHMDB
PachyrhizinHMDB
6-(6-Methoxy-1,3-benzodioxol-5-yl)-7H-furo[3,2-g][1]benzopyran-7-one, 9CIdb_source
Predicted Properties
PropertyValueSource
Water Solubility0.057 g/LALOGPS
logP3.15ALOGPS
logP3.08ChemAxon
logS-3.8ALOGPS
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area67.13 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity87.07 m³·mol⁻¹ChemAxon
Polarizability33.91 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC19H12O6
IUPAC name6-(6-methoxy-2H-1,3-benzodioxol-5-yl)-7H-furo[3,2-g]chromen-7-one
InChI IdentifierInChI=1S/C19H12O6/c1-21-16-8-18-17(23-9-24-18)6-12(16)13-5-11-4-10-2-3-22-14(10)7-15(11)25-19(13)20/h2-8H,9H2,1H3
InChI KeyPENSQRMNZZWMGV-UHFFFAOYSA-N
Isomeric SMILESCOC1=CC2=C(OCO2)C=C1C1=CC2=C(OC1=O)C=C1OC=CC1=C2
Average Molecular Weight336.295
Monoisotopic Molecular Weight336.063388116
Classification
Description Belongs to the class of organic compounds known as isoflav-3-enones. These are flavonoids with a structure based on an isoflav-3-ene skeleton bearing an oxo-group at position C2.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassIsoflav-3-enes
Direct ParentIsoflav-3-enones
Alternative Parents
Substituents
  • Furanoisoflavonoid skeleton
  • Isoflav-3-enone skeleton
  • Furanocoumarin
  • Linear furanocoumarin
  • Psoralen
  • Coumarin
  • Benzopyran
  • 1-benzopyran
  • Benzodioxole
  • Benzofuran
  • Anisole
  • Pyranone
  • Alkyl aryl ether
  • Pyran
  • Benzenoid
  • Heteroaromatic compound
  • Furan
  • Lactone
  • Ether
  • Acetal
  • Organoheterocyclic compound
  • Oxacycle
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 67.86%; H 3.60%; O 28.54%DFC
Melting PointMp 207-209°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSPachyrrhizin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0a4l-1169000000-374550ff8e39af1c9c85Spectrum
Predicted GC-MSPachyrrhizin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-00rj-0390000000-1710b32ae753b46b8813Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-000i-0119000000-4f0ad9ad0587fe29383bSpectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-0adr-0269000000-879536834d24c29c7d06Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0009000000-b2c4c976a55d762d0385Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0019000000-9061fae0bde6db8ff762Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-06rl-1092000000-0b627b170378b487616aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0019000000-e530bf3b45770445ae2dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0039000000-6c73fd50a072b2977831Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01rf-1091000000-377bf81d2f33da78938aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0009000000-cf75db3fcf76086bc0a2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0009000000-cf75db3fcf76086bc0a2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-0093000000-1794bdf37da1acff5953Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0009000000-a487dc1a344a66353635Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0009000000-1ef859e68262f16ed033Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-0096000000-ff36862384daa809ffbdSpectrum
NMRNot Available
ChemSpider ID91510
ChEMBL IDCHEMBL479689
KEGG Compound IDNot Available
Pubchem Compound ID101277
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB34049
CRC / DFC (Dictionary of Food Compounds) IDHFR57-I:HFR57-I
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00009783
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.