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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:46:11 UTC
Update Date2022-03-07 02:53:56 UTC
HMDB IDHMDB0033994
Secondary Accession Numbers
  • HMDB33994
Metabolite Identification
Common NameIsoformononetin
DescriptionIsoformononetin belongs to the class of organic compounds known as 7-o-methylisoflavones. These are isoflavones with methoxy groups attached to the C7 atom of the isoflavone backbone. Thus, isoformononetin is considered to be a flavonoid. Isoformononetin has been detected, but not quantified in, pulses and soy beans (Glycine max). This could make isoformononetin a potential biomarker for the consumption of these foods. Isoformononetin is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Isoformononetin.
Structure
Data?1563862492
Synonyms
ValueSource
4'-Hydroxy-7-methoxyisoflavoneChEBI
7-O-MethyldaidzeinChEBI
Chemical FormulaC16H12O4
Average Molecular Weight268.2641
Monoisotopic Molecular Weight268.073558872
IUPAC Name3-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one
Traditional Nameisoformononetin
CAS Registry Number486-63-5
SMILES
COC1=CC=C2C(=O)C(=COC2=C1)C1=CC=C(O)C=C1
InChI Identifier
InChI=1S/C16H12O4/c1-19-12-6-7-13-15(8-12)20-9-14(16(13)18)10-2-4-11(17)5-3-10/h2-9,17H,1H3
InChI KeyLNIQZRIHAMVRJA-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 7-o-methylisoflavones. These are isoflavones with methoxy groups attached to the C7 atom of the isoflavone backbone.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassO-methylated isoflavonoids
Direct Parent7-O-methylisoflavones
Alternative Parents
Substituents
  • 7-o-methylisoflavone
  • Isoflavone
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • Anisole
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Phenol
  • Pyranone
  • Monocyclic benzene moiety
  • Pyran
  • Benzenoid
  • Heteroaromatic compound
  • Ether
  • Oxacycle
  • Organoheterocyclic compound
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • 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 Point218 - 220 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.04 g/LALOGPS
logP3.53ALOGPS
logP2.88ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)8.96ChemAxon
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area55.76 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity74.18 m³·mol⁻¹ChemAxon
Polarizability27.89 ųChemAxon
Number of Rings3ChemAxon
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]+163.92931661259
DarkChem[M-H]-162.80231661259
DeepCCS[M+H]+163.85130932474
DeepCCS[M-H]-161.4930932474
DeepCCS[M-2H]-194.37630932474
DeepCCS[M+Na]+169.94230932474
AllCCS[M+H]+161.532859911
AllCCS[M+H-H2O]+157.632859911
AllCCS[M+NH4]+165.232859911
AllCCS[M+Na]+166.232859911
AllCCS[M-H]-164.332859911
AllCCS[M+Na-2H]-163.632859911
AllCCS[M+HCOO]-162.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
IsoformononetinCOC1=CC=C2C(=O)C(=COC2=C1)C1=CC=C(O)C=C13593.2Standard polar33892256
IsoformononetinCOC1=CC=C2C(=O)C(=COC2=C1)C1=CC=C(O)C=C12610.5Standard non polar33892256
IsoformononetinCOC1=CC=C2C(=O)C(=COC2=C1)C1=CC=C(O)C=C12837.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Isoformononetin,1TMS,isomer #1COC1=CC=C2C(=O)C(C3=CC=C(O[Si](C)(C)C)C=C3)=COC2=C12968.1Semi standard non polar33892256
Isoformononetin,1TBDMS,isomer #1COC1=CC=C2C(=O)C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)=COC2=C13161.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Isoformononetin GC-MS (Non-derivatized) - 70eV, Positivesplash10-00ku-0590000000-8943acc79b51c379ae522017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoformononetin GC-MS (1 TMS) - 70eV, Positivesplash10-00g1-3897000000-5d8baf291909476a703f2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoformononetin 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 - Isoformononetin 10V, Positive-QTOFsplash10-014i-0090000000-93ea0ff4edcf015827a62016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoformononetin 20V, Positive-QTOFsplash10-014i-0090000000-917f82cee237a0ffb9382016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoformononetin 40V, Positive-QTOFsplash10-0wmr-4890000000-f399232f207fd2f686552016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoformononetin 10V, Negative-QTOFsplash10-014i-0090000000-7db2de417f2af41f939e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoformononetin 20V, Negative-QTOFsplash10-014i-0090000000-9b1e14feba0894a02c792016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoformononetin 40V, Negative-QTOFsplash10-014r-4890000000-280dfafc8254994f10dc2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoformononetin 10V, Negative-QTOFsplash10-014i-0090000000-40ddcbafe3b3d64857882021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoformononetin 20V, Negative-QTOFsplash10-014i-0090000000-2501b4d31d98c3b83c0a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoformononetin 40V, Negative-QTOFsplash10-0910-0590000000-e9ab86e92f02a4ad9ce92021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoformononetin 10V, Positive-QTOFsplash10-014i-0090000000-30b0502b3411ee2af0fa2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoformononetin 20V, Positive-QTOFsplash10-014i-0090000000-30b0502b3411ee2af0fa2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoformononetin 40V, Positive-QTOFsplash10-07g0-1590000000-421e5ac2a020e966e28f2021-09-25Wishart 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 IDDB04202
Phenol Explorer Compound IDNot Available
FooDB IDFDB012228
KNApSAcK IDC00009382
Chemspider ID3632
KEGG Compound IDC12125
BioCyc IDCPD-3343
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound3764
PDB IDHMO
ChEBI ID29608
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.. .