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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 02:05:34 UTC
Update Date2022-03-07 02:56:37 UTC
HMDB IDHMDB0040534
Secondary Accession Numbers
  • HMDB40534
Metabolite Identification
Common Name5'-Hydroxy-3',4',7-trimethoxyflavan
Description5'-Hydroxy-3',4',7-trimethoxyflavan 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. 5'-Hydroxy-3',4',7-trimethoxyflavan has been detected, but not quantified in, fruits. This could make 5'-hydroxy-3',4',7-trimethoxyflavan a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 5'-Hydroxy-3',4',7-trimethoxyflavan.
Structure
Data?1563863560
SynonymsNot Available
Chemical FormulaC18H20O5
Average Molecular Weight316.3484
Monoisotopic Molecular Weight316.13107375
IUPAC Name2,3-dimethoxy-5-(7-methoxy-3,4-dihydro-2H-1-benzopyran-2-yl)phenol
Traditional Name2,3-dimethoxy-5-(7-methoxy-3,4-dihydro-2H-1-benzopyran-2-yl)phenol
CAS Registry Number133342-90-2
SMILES
COC1=CC2=C(CCC(O2)C2=CC(O)=C(OC)C(OC)=C2)C=C1
InChI Identifier
InChI=1S/C18H20O5/c1-20-13-6-4-11-5-7-15(23-16(11)10-13)12-8-14(19)18(22-3)17(9-12)21-2/h4,6,8-10,15,19H,5,7H2,1-3H3
InChI KeyNOBIKWFGKRXGGQ-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
  • 4p-methoxyflavonoid-skeleton
  • 3p-methoxyflavonoid-skeleton
  • Hydroxyflavonoid
  • Monohydroxyflavonoid
  • 3'-hydroxyflavonoid
  • Flavan
  • O-dimethoxybenzene
  • Dimethoxybenzene
  • 1-benzopyran
  • Chromane
  • Methoxyphenol
  • Benzopyran
  • Methoxybenzene
  • Phenoxy compound
  • Phenol ether
  • Anisole
  • Alkyl aryl ether
  • Phenol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Benzenoid
  • Monocyclic benzene moiety
  • Organoheterocyclic compound
  • Oxacycle
  • Ether
  • Organooxygen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
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 Solubility0.014 g/LALOGPS
logP3ALOGPS
logP3.31ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)9.83ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area57.15 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity86.09 m³·mol⁻¹ChemAxon
Polarizability34.29 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]+175.78331661259
DarkChem[M-H]-173.60531661259
DeepCCS[M+H]+179.35330932474
DeepCCS[M-H]-176.99530932474
DeepCCS[M-2H]-211.12430932474
DeepCCS[M+Na]+187.24930932474
AllCCS[M+H]+176.432859911
AllCCS[M+H-H2O]+173.032859911
AllCCS[M+NH4]+179.732859911
AllCCS[M+Na]+180.632859911
AllCCS[M-H]-180.132859911
AllCCS[M+Na-2H]-179.932859911
AllCCS[M+HCOO]-179.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
5'-Hydroxy-3',4',7-trimethoxyflavanCOC1=CC2=C(CCC(O2)C2=CC(O)=C(OC)C(OC)=C2)C=C13833.1Standard polar33892256
5'-Hydroxy-3',4',7-trimethoxyflavanCOC1=CC2=C(CCC(O2)C2=CC(O)=C(OC)C(OC)=C2)C=C12631.2Standard non polar33892256
5'-Hydroxy-3',4',7-trimethoxyflavanCOC1=CC2=C(CCC(O2)C2=CC(O)=C(OC)C(OC)=C2)C=C12700.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
5'-Hydroxy-3',4',7-trimethoxyflavan,1TMS,isomer #1COC1=CC=C2CCC(C3=CC(OC)=C(OC)C(O[Si](C)(C)C)=C3)OC2=C12654.4Semi standard non polar33892256
5'-Hydroxy-3',4',7-trimethoxyflavan,1TBDMS,isomer #1COC1=CC=C2CCC(C3=CC(OC)=C(OC)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C12900.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 5'-Hydroxy-3',4',7-trimethoxyflavan GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udr-0697000000-bf83417163c43e6de3e82017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5'-Hydroxy-3',4',7-trimethoxyflavan GC-MS (1 TMS) - 70eV, Positivesplash10-00di-1129000000-c61d4716baa3b9526b5c2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5'-Hydroxy-3',4',7-trimethoxyflavan 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 - 5'-Hydroxy-3',4',7-trimethoxyflavan 10V, Positive-QTOFsplash10-014i-0519000000-1c68560f3796409df1a72017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5'-Hydroxy-3',4',7-trimethoxyflavan 20V, Positive-QTOFsplash10-000i-0910000000-6536bb0deb22868c6a1f2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5'-Hydroxy-3',4',7-trimethoxyflavan 40V, Positive-QTOFsplash10-0kg9-1900000000-74d10383b88b4154699b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5'-Hydroxy-3',4',7-trimethoxyflavan 10V, Negative-QTOFsplash10-014i-0009000000-6151ab705aae36945fdb2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5'-Hydroxy-3',4',7-trimethoxyflavan 20V, Negative-QTOFsplash10-014r-0494000000-0cdb1dac92e4a4a28bf22017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5'-Hydroxy-3',4',7-trimethoxyflavan 40V, Negative-QTOFsplash10-00kf-1490000000-9fa085178f60c115b6be2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5'-Hydroxy-3',4',7-trimethoxyflavan 10V, Negative-QTOFsplash10-014i-0009000000-3b16009d11412b060ccb2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5'-Hydroxy-3',4',7-trimethoxyflavan 20V, Negative-QTOFsplash10-014i-0295000000-2a2c7f0e65f8de4d34472021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5'-Hydroxy-3',4',7-trimethoxyflavan 40V, Negative-QTOFsplash10-00to-4690000000-78dd33f3b7fb809075f52021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5'-Hydroxy-3',4',7-trimethoxyflavan 10V, Positive-QTOFsplash10-014i-0009000000-bda7e390f408759eadf32021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5'-Hydroxy-3',4',7-trimethoxyflavan 20V, Positive-QTOFsplash10-014i-0319000000-2e1e79e2d99d030f195c2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5'-Hydroxy-3',4',7-trimethoxyflavan 40V, Positive-QTOFsplash10-0udi-0941000000-64e825e24592cb20c26c2021-09-25Wishart 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 IDFDB020302
KNApSAcK IDNot Available
Chemspider ID35014958
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound75072279
PDB IDNot Available
ChEBI ID175070
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.. .