Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 00:15:04 UTC
Update Date2022-03-07 02:55:59 UTC
HMDB IDHMDB0038903
Secondary Accession Numbers
  • HMDB38903
Metabolite Identification
Common NameGancaonin M
DescriptionGancaonin M belongs to the class of organic compounds known as 4'-o-methylisoflavones. These are isoflavones with methoxy groups attached to the C4' atom of the isoflavone backbone. Thus, gancaonin m is considered to be a flavonoid. Gancaonin M has been detected, but not quantified in, herbs and spices. This could make gancaonin m a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Gancaonin M.
Structure
Data?1563863278
Synonyms
ValueSource
5,7-Dihydroxy-4'-methoxy-8-prenylisoflavoneHMDB
Gancanin mHMDB
Chemical FormulaC21H20O5
Average Molecular Weight352.3805
Monoisotopic Molecular Weight352.13107375
IUPAC Name5,7-dihydroxy-3-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-4H-chromen-4-one
Traditional Namegancanin M
CAS Registry Number129145-51-3
SMILES
COC1=CC=C(C=C1)C1=COC2=C(CC=C(C)C)C(O)=CC(O)=C2C1=O
InChI Identifier
InChI=1S/C21H20O5/c1-12(2)4-9-15-17(22)10-18(23)19-20(24)16(11-26-21(15)19)13-5-7-14(25-3)8-6-13/h4-8,10-11,22-23H,9H2,1-3H3
InChI KeyDDLPIQXHEKZHQX-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 4'-o-methylisoflavones. These are isoflavones with methoxy groups attached to the C4' atom of the isoflavone backbone.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassO-methylated isoflavonoids
Direct Parent4'-O-methylisoflavones
Alternative Parents
Substituents
  • 4p-o-methylisoflavone
  • Isoflavone
  • Hydroxyisoflavonoid
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • Anisole
  • Phenoxy compound
  • Phenol ether
  • Methoxybenzene
  • Alkyl aryl ether
  • Pyranone
  • 1-hydroxy-2-unsubstituted benzenoid
  • Benzenoid
  • Pyran
  • Monocyclic benzene moiety
  • Vinylogous acid
  • Heteroaromatic compound
  • Ether
  • Organoheterocyclic compound
  • Oxacycle
  • Organic oxide
  • Organooxygen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • 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 Point139 - 141 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.28 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.0077 g/LALOGPS
logP4.26ALOGPS
logP4.95ChemAxon
logS-4.7ALOGPS
pKa (Strongest Acidic)6.42ChemAxon
pKa (Strongest Basic)-4.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area75.99 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity100.41 m³·mol⁻¹ChemAxon
Polarizability38.24 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
DeepCCS[M+H]+184.30130932474
DeepCCS[M-H]-181.94330932474
DeepCCS[M-2H]-216.14630932474
DeepCCS[M+Na]+192.06630932474
AllCCS[M+H]+185.732859911
AllCCS[M+H-H2O]+182.532859911
AllCCS[M+NH4]+188.732859911
AllCCS[M+Na]+189.632859911
AllCCS[M-H]-184.632859911
AllCCS[M+Na-2H]-184.132859911
AllCCS[M+HCOO]-183.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Gancaonin MCOC1=CC=C(C=C1)C1=COC2=C(CC=C(C)C)C(O)=CC(O)=C2C1=O4670.7Standard polar33892256
Gancaonin MCOC1=CC=C(C=C1)C1=COC2=C(CC=C(C)C)C(O)=CC(O)=C2C1=O3171.5Standard non polar33892256
Gancaonin MCOC1=CC=C(C=C1)C1=COC2=C(CC=C(C)C)C(O)=CC(O)=C2C1=O3243.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Gancaonin M,1TMS,isomer #1COC1=CC=C(C2=COC3=C(CC=C(C)C)C(O[Si](C)(C)C)=CC(O)=C3C2=O)C=C13278.6Semi standard non polar33892256
Gancaonin M,1TMS,isomer #2COC1=CC=C(C2=COC3=C(CC=C(C)C)C(O)=CC(O[Si](C)(C)C)=C3C2=O)C=C13286.2Semi standard non polar33892256
Gancaonin M,2TMS,isomer #1COC1=CC=C(C2=COC3=C(CC=C(C)C)C(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C2=O)C=C13159.6Semi standard non polar33892256
Gancaonin M,1TBDMS,isomer #1COC1=CC=C(C2=COC3=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C2=O)C=C13535.3Semi standard non polar33892256
Gancaonin M,1TBDMS,isomer #2COC1=CC=C(C2=COC3=C(CC=C(C)C)C(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C13533.5Semi standard non polar33892256
Gancaonin M,2TBDMS,isomer #1COC1=CC=C(C2=COC3=C(CC=C(C)C)C(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C2=O)C=C13654.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Gancaonin M GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dr-1119000000-7c1ecd2d7c4ee947fa0a2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Gancaonin M GC-MS (2 TMS) - 70eV, Positivesplash10-001i-1001900000-9a66ff2229aded95639f2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Gancaonin M GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Gancaonin M 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 - Gancaonin M 10V, Positive-QTOFsplash10-0udi-0009000000-096d527bd47d10cd5c7a2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gancaonin M 20V, Positive-QTOFsplash10-0fr2-3049000000-96eaca6c82e81ea82f222016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gancaonin M 40V, Positive-QTOFsplash10-0gb9-9463000000-3e1a955437c055d1bba12016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gancaonin M 10V, Negative-QTOFsplash10-0udi-0009000000-640f10348af0e3c5b33b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gancaonin M 20V, Negative-QTOFsplash10-0udi-0019000000-9a03caedf8b06588727b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gancaonin M 40V, Negative-QTOFsplash10-0a6r-4988000000-9a92ab6fbd3218d30d692016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gancaonin M 10V, Positive-QTOFsplash10-0udi-0029000000-488e4c27eacd654b3bc12021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gancaonin M 20V, Positive-QTOFsplash10-0002-0091000000-de6862f8c02a9db649572021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gancaonin M 40V, Positive-QTOFsplash10-0gc0-0391000000-5185da686417094f16512021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gancaonin M 10V, Negative-QTOFsplash10-0udi-0009000000-05df88930ebcf3252a3c2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gancaonin M 20V, Negative-QTOFsplash10-0udi-0009000000-a90a383bbe6eaf8f8f3e2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Gancaonin M 40V, Negative-QTOFsplash10-0gkc-1393000000-1a48ee247e97d98d82ef2021-09-25Wishart 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 IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB018367
KNApSAcK IDC00009897
Chemspider ID10211354
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14604078
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1872571
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.. .