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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:29:16 UTC
Update Date2022-03-07 02:52:05 UTC
HMDB IDHMDB0029263
Secondary Accession Numbers
  • HMDB29263
Metabolite Identification
Common Name3,7-Dimethylquercetin
Description3,7-Dimethylquercetin 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, 3,7-dimethylquercetin is considered to be a flavonoid. 3,7-Dimethylquercetin exists in all living organisms, ranging from bacteria to humans. 3,7-Dimethylquercetin is found, on average, in the highest concentration within grape wine and beer. This could make 3,7-dimethylquercetin a potential biomarker for the consumption of these foods. 3,7-Dimethylquercetin 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 small amount of articles have been published on 3,7-Dimethylquercetin.
Structure
Data?1582753394
Synonyms
ValueSource
2-(3,4-Dihydroxyphenyl)-5-hydroxy-3,7-dimethoxy-4-benzopyroneChEBI
3,7-Di-O-methylquercetinChEBI
3,7-O-DimethylquercetinChEBI
3',4',5-Trihydroxy-3,7-dimethoxyflavoneKegg
5,3',4'-Trihydroxy-3,7-dimethoxyflavoneHMDB
DTHFMeSH, HMDB
Quercetin 3,7-dimethyl etherMeSH, HMDB
3,7-Dimethoxy-5,3',4'-trihydroxyflavoneMeSH, HMDB
Chemical FormulaC17H14O7
Average Molecular Weight330.2889
Monoisotopic Molecular Weight330.073952802
IUPAC Name2-(3,4-dihydroxyphenyl)-5-hydroxy-3,7-dimethoxy-4H-chromen-4-one
Traditional NameDTHF
CAS Registry Number2068-02-2
SMILES
COC1=CC2=C(C(O)=C1)C(=O)C(OC)=C(O2)C1=CC(O)=C(O)C=C1
InChI Identifier
InChI=1S/C17H14O7/c1-22-9-6-12(20)14-13(7-9)24-16(17(23-2)15(14)21)8-3-4-10(18)11(19)5-8/h3-7,18-20H,1-2H3
InChI KeyLUJAXSNNYBCFEE-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
  • 7-methoxyflavonoid-skeleton
  • 3-methoxyflavonoid-skeleton
  • 3'-hydroxyflavonoid
  • Hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • Flavone
  • 5-hydroxyflavonoid
  • 3-methoxychromone
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • Anisole
  • Catechol
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Pyranone
  • Phenol
  • 1-hydroxy-4-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Benzenoid
  • Pyran
  • Vinylogous acid
  • Heteroaromatic compound
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.063 g/LALOGPS
logP3ALOGPS
logP2.42ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)8.14ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area105.45 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity86.1 m³·mol⁻¹ChemAxon
Polarizability32.5 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]+177.92831661259
DarkChem[M-H]-179.44131661259
DeepCCS[M+H]+179.85530932474
DeepCCS[M-H]-177.49730932474
DeepCCS[M-2H]-211.5330932474
DeepCCS[M+Na]+186.75830932474
AllCCS[M+H]+175.732859911
AllCCS[M+H-H2O]+172.232859911
AllCCS[M+NH4]+178.932859911
AllCCS[M+Na]+179.832859911
AllCCS[M-H]-176.532859911
AllCCS[M+Na-2H]-176.032859911
AllCCS[M+HCOO]-175.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3,7-DimethylquercetinCOC1=CC2=C(C(O)=C1)C(=O)C(OC)=C(O2)C1=CC(O)=C(O)C=C14955.1Standard polar33892256
3,7-DimethylquercetinCOC1=CC2=C(C(O)=C1)C(=O)C(OC)=C(O2)C1=CC(O)=C(O)C=C13207.2Standard non polar33892256
3,7-DimethylquercetinCOC1=CC2=C(C(O)=C1)C(=O)C(OC)=C(O2)C1=CC(O)=C(O)C=C13116.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3,7-Dimethylquercetin,1TMS,isomer #1COC1=CC(O[Si](C)(C)C)=C2C(=O)C(OC)=C(C3=CC=C(O)C(O)=C3)OC2=C13182.7Semi standard non polar33892256
3,7-Dimethylquercetin,1TMS,isomer #2COC1=CC(O)=C2C(=O)C(OC)=C(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC2=C13213.7Semi standard non polar33892256
3,7-Dimethylquercetin,1TMS,isomer #3COC1=CC(O)=C2C(=O)C(OC)=C(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC2=C13240.2Semi standard non polar33892256
3,7-Dimethylquercetin,2TMS,isomer #1COC1=CC(O[Si](C)(C)C)=C2C(=O)C(OC)=C(C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC2=C13177.2Semi standard non polar33892256
3,7-Dimethylquercetin,2TMS,isomer #2COC1=CC(O[Si](C)(C)C)=C2C(=O)C(OC)=C(C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC2=C13135.7Semi standard non polar33892256
3,7-Dimethylquercetin,2TMS,isomer #3COC1=CC(O)=C2C(=O)C(OC)=C(C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC2=C13082.1Semi standard non polar33892256
3,7-Dimethylquercetin,3TMS,isomer #1COC1=CC(O[Si](C)(C)C)=C2C(=O)C(OC)=C(C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC2=C13076.3Semi standard non polar33892256
3,7-Dimethylquercetin,1TBDMS,isomer #1COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(OC)=C(C3=CC=C(O)C(O)=C3)OC2=C13462.6Semi standard non polar33892256
3,7-Dimethylquercetin,1TBDMS,isomer #2COC1=CC(O)=C2C(=O)C(OC)=C(C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C13463.1Semi standard non polar33892256
3,7-Dimethylquercetin,1TBDMS,isomer #3COC1=CC(O)=C2C(=O)C(OC)=C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)OC2=C13503.7Semi standard non polar33892256
3,7-Dimethylquercetin,2TBDMS,isomer #1COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(OC)=C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)OC2=C13698.3Semi standard non polar33892256
3,7-Dimethylquercetin,2TBDMS,isomer #2COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(OC)=C(C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C13648.6Semi standard non polar33892256
3,7-Dimethylquercetin,2TBDMS,isomer #3COC1=CC(O)=C2C(=O)C(OC)=C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C13590.5Semi standard non polar33892256
3,7-Dimethylquercetin,3TBDMS,isomer #1COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C(OC)=C(C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C13774.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3,7-Dimethylquercetin GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-0978000000-eeeff56fb07662694cef2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3,7-Dimethylquercetin GC-MS (3 TMS) - 70eV, Positivesplash10-00e9-1190860000-e381be0098428c86c7952017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3,7-Dimethylquercetin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3,7-Dimethylquercetin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,7-Dimethylquercetin DI-ESI-qTof , Positive-QTOFsplash10-014i-0049000000-ee6942808d682ae1f3f42017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3,7-Dimethylquercetin DI-ESI-qTof , Negative-QTOFsplash10-022m-0091000000-0d430711ff8041f6baf42017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,7-Dimethylquercetin 10V, Positive-QTOFsplash10-001i-0009000000-b1b9025659457ed1c2c02015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,7-Dimethylquercetin 20V, Positive-QTOFsplash10-001i-0129000000-faaeae6327674303ed202015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,7-Dimethylquercetin 40V, Positive-QTOFsplash10-0a59-6891000000-4f270f5e3fc12be0a7ac2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,7-Dimethylquercetin 10V, Negative-QTOFsplash10-004i-0009000000-8cd703229266c3a33f652015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,7-Dimethylquercetin 20V, Negative-QTOFsplash10-004i-0039000000-1977dde9a80a0de7ba302015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,7-Dimethylquercetin 40V, Negative-QTOFsplash10-03di-4952000000-b4428d310259a1a060262015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,7-Dimethylquercetin 10V, Negative-QTOFsplash10-004i-0009000000-94df14feb4c3b9732e122021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,7-Dimethylquercetin 20V, Negative-QTOFsplash10-004i-0319000000-9cda16d3aabdabf66a2a2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,7-Dimethylquercetin 40V, Negative-QTOFsplash10-014l-1931000000-741486570aa31ac08c1f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,7-Dimethylquercetin 10V, Positive-QTOFsplash10-001i-0009000000-6e7c1f722f7f2751ab682021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,7-Dimethylquercetin 20V, Positive-QTOFsplash10-001i-0009000000-3e4ce50ed30364f443a32021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3,7-Dimethylquercetin 40V, Positive-QTOFsplash10-014i-1904000000-359a272df31c1dee1bd32021-09-24Wishart 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 ID337
FooDB IDFDB000176
KNApSAcK IDC00004638
Chemspider ID4444090
KEGG Compound IDC01265
BioCyc ID345-TRIHYDROXY-37-DIMETHOXYFLAVONE
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5280417
PDB IDNot Available
ChEBI ID18010
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 ReferencesNot Available