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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:56:53 UTC
Update Date2022-03-07 02:55:27 UTC
HMDB IDHMDB0037686
Secondary Accession Numbers
  • HMDB37686
Metabolite Identification
Common Name7-Hydroxy-5-methoxyflavan
Description7-Hydroxy-5-methoxyflavan belongs to the class of organic compounds known as 5-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C5 atom of the flavonoid backbone. Based on a literature review very few articles have been published on 7-Hydroxy-5-methoxyflavan.
Structure
Data?1563863072
Synonyms
ValueSource
(2S)-5-Methoxy flavan-7-olHMDB
3,4-dihydro-5-Methoxy-2-phenyl-2H-1-benzopyran-7-olHMDB
Chemical FormulaC16H16O3
Average Molecular Weight256.2964
Monoisotopic Molecular Weight256.109944378
IUPAC Name5-methoxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-7-ol
Traditional Name5-methoxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-7-ol
CAS Registry Number35290-20-1
SMILES
COC1=C2CCC(OC2=CC(O)=C1)C1=CC=CC=C1
InChI Identifier
InChI=1S/C16H16O3/c1-18-15-9-12(17)10-16-13(15)7-8-14(19-16)11-5-3-2-4-6-11/h2-6,9-10,14,17H,7-8H2,1H3
InChI KeyUNCVBXFEZHBZKN-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 5-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C5 atom of the flavonoid backbone.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassO-methylated flavonoids
Direct Parent5-O-methylated flavonoids
Alternative Parents
Substituents
  • 5-methoxyflavonoid-skeleton
  • 7-hydroxyflavonoid
  • Hydroxyflavonoid
  • Flavan
  • Chromane
  • 1-benzopyran
  • Benzopyran
  • Anisole
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Benzenoid
  • Organoheterocyclic compound
  • Oxacycle
  • Ether
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point96 - 97 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.025 g/LALOGPS
logP3.47ALOGPS
logP3.62ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)9.85ChemAxon
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area38.69 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity73.16 m³·mol⁻¹ChemAxon
Polarizability28.22 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+160.34131661259
DarkChem[M-H]-162.41231661259
DeepCCS[M+H]+161.64330932474
DeepCCS[M-H]-159.28530932474
DeepCCS[M-2H]-192.21730932474
DeepCCS[M+Na]+167.73730932474
AllCCS[M+H]+160.932859911
AllCCS[M+H-H2O]+156.932859911
AllCCS[M+NH4]+164.632859911
AllCCS[M+Na]+165.632859911
AllCCS[M-H]-164.632859911
AllCCS[M+Na-2H]-164.132859911
AllCCS[M+HCOO]-163.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
7-Hydroxy-5-methoxyflavanCOC1=C2CCC(OC2=CC(O)=C1)C1=CC=CC=C13054.4Standard polar33892256
7-Hydroxy-5-methoxyflavanCOC1=C2CCC(OC2=CC(O)=C1)C1=CC=CC=C12280.6Standard non polar33892256
7-Hydroxy-5-methoxyflavanCOC1=C2CCC(OC2=CC(O)=C1)C1=CC=CC=C12441.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
7-Hydroxy-5-methoxyflavan,1TMS,isomer #1COC1=CC(O[Si](C)(C)C)=CC2=C1CCC(C1=CC=CC=C1)O22352.2Semi standard non polar33892256
7-Hydroxy-5-methoxyflavan,1TBDMS,isomer #1COC1=CC(O[Si](C)(C)C(C)(C)C)=CC2=C1CCC(C1=CC=CC=C1)O22630.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 7-Hydroxy-5-methoxyflavan GC-MS (Non-derivatized) - 70eV, Positivesplash10-002f-1390000000-09548eab422135c63a512017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 7-Hydroxy-5-methoxyflavan GC-MS (1 TMS) - 70eV, Positivesplash10-03k9-5196000000-04bfff5a3eec66056be52017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 7-Hydroxy-5-methoxyflavan 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 - 7-Hydroxy-5-methoxyflavan 10V, Positive-QTOFsplash10-0a4i-0590000000-198e1d97180febb31f5a2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxy-5-methoxyflavan 20V, Positive-QTOFsplash10-0udi-0910000000-7ba32e2e03d34f6dbcec2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxy-5-methoxyflavan 40V, Positive-QTOFsplash10-00kr-2900000000-6159628675051d7d5c0a2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxy-5-methoxyflavan 10V, Negative-QTOFsplash10-0a4i-0090000000-7eb0c67dec09e48fad842016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxy-5-methoxyflavan 20V, Negative-QTOFsplash10-0pb9-1590000000-19b577607591f1c7234e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxy-5-methoxyflavan 40V, Negative-QTOFsplash10-056r-8920000000-29e8306ebf7a7e0cc2222016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxy-5-methoxyflavan 10V, Positive-QTOFsplash10-0a4i-0090000000-1764cfa47ef5606fd8492021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxy-5-methoxyflavan 20V, Positive-QTOFsplash10-0a4i-0290000000-3efac985f0b9f9b057682021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxy-5-methoxyflavan 40V, Positive-QTOFsplash10-052f-4930000000-3fb9dee0698d95017f112021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxy-5-methoxyflavan 10V, Negative-QTOFsplash10-0a4i-0090000000-e382f8a0b4d1e3b6f4082021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxy-5-methoxyflavan 20V, Negative-QTOFsplash10-0pb9-0190000000-2fde94cf84223e8a9ab92021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Hydroxy-5-methoxyflavan 40V, Negative-QTOFsplash10-0umi-2980000000-aeb2bdb8f250e81a17d12021-09-24Wishart 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 IDNot Available
FooDB IDFDB016813
KNApSAcK IDC00008750
Chemspider ID303396
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound342294
PDB IDNot Available
ChEBI IDNot Available
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.. .