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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 02:31:22 UTC
Update Date2022-03-07 02:56:47 UTC
HMDB IDHMDB0040910
Secondary Accession Numbers
  • HMDB40910
Metabolite Identification
Common NameHeteroflavanone A
DescriptionHeteroflavanone A belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone. Thus, heteroflavanone a is considered to be a flavonoid. Heteroflavanone A has been detected, but not quantified in, fruits and jackfruits (Artocarpus heterophyllus). This could make heteroflavanone a a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Heteroflavanone A.
Structure
Data?1563863602
Synonyms
ValueSource
5-Hydroxy-2',4',6',7-tetramethoxyflavoneHMDB
Chemical FormulaC19H20O7
Average Molecular Weight360.3579
Monoisotopic Molecular Weight360.120902994
IUPAC Name5-hydroxy-7-methoxy-2-(2,4,6-trimethoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
Traditional Nameheteroflavanone A
CAS Registry Number151171-28-7
SMILES
COC1=CC(O)=C2C(=O)CC(OC2=C1)C1=C(OC)C=C(OC)C=C1OC
InChI Identifier
InChI=1S/C19H20O7/c1-22-10-5-12(20)18-13(21)9-17(26-16(18)8-10)19-14(24-3)6-11(23-2)7-15(19)25-4/h5-8,17,20H,9H2,1-4H3
InChI KeyJEXUYOSYJIRTIF-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassO-methylated flavonoids
Direct Parent7-O-methylated flavonoids
Alternative Parents
Substituents
  • 2p-methoxyflavonoid-skeleton
  • 4p-methoxyflavonoid-skeleton
  • 7-methoxyflavonoid-skeleton
  • 5-hydroxyflavonoid
  • Flavanone
  • Hydroxyflavonoid
  • Flavan
  • Chromone
  • Chromane
  • Benzopyran
  • 1-benzopyran
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • Aryl alkyl ketone
  • Aryl ketone
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • 1-hydroxy-4-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Benzenoid
  • Vinylogous acid
  • Ketone
  • Organoheterocyclic compound
  • Ether
  • Oxacycle
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organic oxygen 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 Point184 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility9.58 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.059 g/LALOGPS
logP2.07ALOGPS
logP2.81ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)9.89ChemAxon
pKa (Strongest Basic)-3.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area83.45 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity93.18 m³·mol⁻¹ChemAxon
Polarizability37.04 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]+187.03831661259
DarkChem[M-H]-184.83431661259
DeepCCS[M+H]+183.3830932474
DeepCCS[M-H]-181.02230932474
DeepCCS[M-2H]-215.26930932474
DeepCCS[M+Na]+190.49730932474
AllCCS[M+H]+185.632859911
AllCCS[M+H-H2O]+182.432859911
AllCCS[M+NH4]+188.532859911
AllCCS[M+Na]+189.332859911
AllCCS[M-H]-188.632859911
AllCCS[M+Na-2H]-188.532859911
AllCCS[M+HCOO]-188.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Heteroflavanone ACOC1=CC(O)=C2C(=O)CC(OC2=C1)C1=C(OC)C=C(OC)C=C1OC4429.9Standard polar33892256
Heteroflavanone ACOC1=CC(O)=C2C(=O)CC(OC2=C1)C1=C(OC)C=C(OC)C=C1OC3065.3Standard non polar33892256
Heteroflavanone ACOC1=CC(O)=C2C(=O)CC(OC2=C1)C1=C(OC)C=C(OC)C=C1OC3027.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Heteroflavanone A,1TMS,isomer #1COC1=CC2=C(C(=O)CC(C3=C(OC)C=C(OC)C=C3OC)O2)C(O[Si](C)(C)C)=C12907.0Semi standard non polar33892256
Heteroflavanone A,1TBDMS,isomer #1COC1=CC2=C(C(=O)CC(C3=C(OC)C=C(OC)C=C3OC)O2)C(O[Si](C)(C)C(C)(C)C)=C13133.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Heteroflavanone A GC-MS (Non-derivatized) - 70eV, Positivesplash10-001j-0309000000-8f7c5049aed63e3d7b3c2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Heteroflavanone A GC-MS (1 TMS) - 70eV, Positivesplash10-01b9-5125900000-55c0f76e07a4f09d1e8b2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Heteroflavanone A 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 - Heteroflavanone A 10V, Positive-QTOFsplash10-03di-0309000000-9a8f7310de345a3124c82017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Heteroflavanone A 20V, Positive-QTOFsplash10-0i0u-0905000000-f8841011ab56ddfc4e822017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Heteroflavanone A 40V, Positive-QTOFsplash10-03y3-0900000000-f4d5601b33359ff2286b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Heteroflavanone A 10V, Negative-QTOFsplash10-0a4i-0009000000-b2b92f8f8ffbf9e92bb72017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Heteroflavanone A 20V, Negative-QTOFsplash10-0a4i-0109000000-8cc8ca94987f54779f832017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Heteroflavanone A 40V, Negative-QTOFsplash10-03xr-1926000000-5424c9ff578a82790a972017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Heteroflavanone A 10V, Positive-QTOFsplash10-03di-0409000000-962326cd9658f28527e62021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Heteroflavanone A 20V, Positive-QTOFsplash10-014i-0900000000-624d2a58d63badb48ffd2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Heteroflavanone A 40V, Positive-QTOFsplash10-014i-0900000000-ff30aa4d3f57671329de2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDFDB020749
KNApSAcK IDC00008535
Chemspider ID24846542
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound42608055
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1887651
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.. .