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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:33:57 UTC
Update Date2022-03-07 02:52:23 UTC
HMDB IDHMDB0029979
Secondary Accession Numbers
  • HMDB29979
Metabolite Identification
Common Name2'-Hydroxy-3,4',5',7,8-pentamethoxyflavone
Description2'-Hydroxy-3,4',5',7,8-pentamethoxyflavone belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone. 2'-Hydroxy-3,4',5',7,8-pentamethoxyflavone is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on 2'-Hydroxy-3,4',5',7,8-pentamethoxyflavone.
Structure
Data?1563861919
SynonymsNot Available
Chemical FormulaC20H20O8
Average Molecular Weight388.368
Monoisotopic Molecular Weight388.115817616
IUPAC Name2-(2-hydroxy-4,5-dimethoxyphenyl)-3,7,8-trimethoxy-4H-chromen-4-one
Traditional Name2-(2-hydroxy-4,5-dimethoxyphenyl)-3,7,8-trimethoxychromen-4-one
CAS Registry NumberNot Available
SMILES
COC1=C(OC)C2=C(C=C1)C(=O)C(OC)=C(O2)C1=CC(OC)=C(OC)C=C1O
InChI Identifier
InChI=1S/C20H20O8/c1-23-13-7-6-10-16(22)20(27-5)18(28-17(10)19(13)26-4)11-8-14(24-2)15(25-3)9-12(11)21/h6-9,21H,1-5H3
InChI KeyILFIBHRYVRDHNZ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassO-methylated flavonoids
Direct Parent8-O-methylated flavonoids
Alternative Parents
Substituents
  • 8-methoxyflavonoid-skeleton
  • 3p-methoxyflavonoid-skeleton
  • 3-methoxyflavonoid-skeleton
  • 4p-methoxyflavonoid-skeleton
  • 7-methoxyflavonoid-skeleton
  • Flavone
  • 3-methoxychromone
  • Chromone
  • Methoxyphenol
  • Benzopyran
  • 1-benzopyran
  • Dimethoxybenzene
  • O-dimethoxybenzene
  • 4-alkoxyphenol
  • Anisole
  • Phenoxy compound
  • Phenol ether
  • Methoxybenzene
  • 1-hydroxy-2-unsubstituted benzenoid
  • Pyranone
  • Alkyl aryl ether
  • Phenol
  • Benzenoid
  • Monocyclic benzene moiety
  • Pyran
  • Heteroaromatic compound
  • Organoheterocyclic compound
  • Oxacycle
  • Ether
  • Organic oxide
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point183.5 - 184 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.024 g/LALOGPS
logP2.92ALOGPS
logP1.9ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)8.45ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area92.68 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity101.52 m³·mol⁻¹ChemAxon
Polarizability39.32 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+190.65931661259
DarkChem[M-H]-190.18831661259
DeepCCS[M+H]+186.41330932474
DeepCCS[M-H]-184.05530932474
DeepCCS[M-2H]-217.90130932474
DeepCCS[M+Na]+193.130932474
AllCCS[M+H]+190.332859911
AllCCS[M+H-H2O]+187.332859911
AllCCS[M+NH4]+193.132859911
AllCCS[M+Na]+193.932859911
AllCCS[M-H]-194.332859911
AllCCS[M+Na-2H]-194.232859911
AllCCS[M+HCOO]-194.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2'-Hydroxy-3,4',5',7,8-pentamethoxyflavoneCOC1=C(OC)C2=C(C=C1)C(=O)C(OC)=C(O2)C1=CC(OC)=C(OC)C=C1O4771.8Standard polar33892256
2'-Hydroxy-3,4',5',7,8-pentamethoxyflavoneCOC1=C(OC)C2=C(C=C1)C(=O)C(OC)=C(O2)C1=CC(OC)=C(OC)C=C1O3268.3Standard non polar33892256
2'-Hydroxy-3,4',5',7,8-pentamethoxyflavoneCOC1=C(OC)C2=C(C=C1)C(=O)C(OC)=C(O2)C1=CC(OC)=C(OC)C=C1O3218.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2'-Hydroxy-3,4',5',7,8-pentamethoxyflavone,1TMS,isomer #1COC1=CC(O[Si](C)(C)C)=C(C2=C(OC)C(=O)C3=CC=C(OC)C(OC)=C3O2)C=C1OC3150.5Semi standard non polar33892256
2'-Hydroxy-3,4',5',7,8-pentamethoxyflavone,1TBDMS,isomer #1COC1=CC(O[Si](C)(C)C(C)(C)C)=C(C2=C(OC)C(=O)C3=CC=C(OC)C(OC)=C3O2)C=C1OC3368.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2'-Hydroxy-3,4',5',7,8-pentamethoxyflavone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0bt9-0209000000-f1171c37f400e57cf3442017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2'-Hydroxy-3,4',5',7,8-pentamethoxyflavone GC-MS (1 TMS) - 70eV, Positivesplash10-006t-1201900000-b7a1647ffc6f12ccb7982017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2'-Hydroxy-3,4',5',7,8-pentamethoxyflavone 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 - 2'-Hydroxy-3,4',5',7,8-pentamethoxyflavone 10V, Positive-QTOFsplash10-000i-0009000000-9cc860f3acb870cbb3bd2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2'-Hydroxy-3,4',5',7,8-pentamethoxyflavone 20V, Positive-QTOFsplash10-000i-0009000000-3ba65997bb9df7f1dff12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2'-Hydroxy-3,4',5',7,8-pentamethoxyflavone 40V, Positive-QTOFsplash10-0uec-1329000000-bd16a075ec3e4a2d9e7f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2'-Hydroxy-3,4',5',7,8-pentamethoxyflavone 10V, Negative-QTOFsplash10-000i-0009000000-e0a14c84460de6a6825e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2'-Hydroxy-3,4',5',7,8-pentamethoxyflavone 20V, Negative-QTOFsplash10-000i-0009000000-0a95246b9b5c9d0579812016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2'-Hydroxy-3,4',5',7,8-pentamethoxyflavone 40V, Negative-QTOFsplash10-000l-1494000000-e6f14201252a0d5a63a32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2'-Hydroxy-3,4',5',7,8-pentamethoxyflavone 10V, Negative-QTOFsplash10-000i-0009000000-dedcd256409ec9978a4b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2'-Hydroxy-3,4',5',7,8-pentamethoxyflavone 20V, Negative-QTOFsplash10-000i-0209000000-b16f05dab48c4b00fca92021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2'-Hydroxy-3,4',5',7,8-pentamethoxyflavone 40V, Negative-QTOFsplash10-02vr-1903000000-02eb4e159a1570d01f1b2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2'-Hydroxy-3,4',5',7,8-pentamethoxyflavone 10V, Positive-QTOFsplash10-000i-0009000000-ede85f82b500aeed4a152021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2'-Hydroxy-3,4',5',7,8-pentamethoxyflavone 20V, Positive-QTOFsplash10-000i-0009000000-a5ca7b48da71a42d74b82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2'-Hydroxy-3,4',5',7,8-pentamethoxyflavone 40V, Positive-QTOFsplash10-00m0-2915000000-e8b7c3483a95881ca91d2021-09-22Wishart 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 IDFDB001266
KNApSAcK IDNot Available
Chemspider ID8723691
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound10548300
PDB IDNot Available
ChEBI ID69453
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.. .