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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:38:37 UTC
Update Date2022-03-07 02:52:40 UTC
HMDB IDHMDB0030717
Secondary Accession Numbers
  • HMDB30717
Metabolite Identification
Common Name(R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan
Description(R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan belongs to the class of organic compounds known as 3'-hydroxy,4'-methoxyisoflavonoids. These are isoflavonoids carrying a methoxy group attached to the C4' atom, as well as a hydroxyl group at the C3'-position of the isoflavonoid backbone (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan has been detected, but not quantified in, a few different foods, such as common beans (Phaseolus vulgaris), green beans (Phaseolus vulgaris), and yellow wax beans (Phaseolus vulgaris). This could make (R)-3',7-dihydroxy-2',4'-dimethoxyisoflavan a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan.
Structure
Data?1563862027
Synonyms
ValueSource
(+/-)-mucronulatolChEMBL, HMDB
(+)-MucronulatolHMDB
(R)-MucronulatolHMDB
3',7-Dihydroxy-2',4'-dimethoxyisoflavanMeSH, HMDB
MucronulatolMeSH
Chemical FormulaC17H18O5
Average Molecular Weight302.3218
Monoisotopic Molecular Weight302.115423686
IUPAC Name3-(3-hydroxy-2,4-dimethoxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol
Traditional Name3-(3-hydroxy-2,4-dimethoxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol
CAS Registry Number57128-11-7
SMILES
COC1=C(O)C(OC)=C(C=C1)C1COC2=CC(O)=CC=C2C1
InChI Identifier
InChI=1S/C17H18O5/c1-20-14-6-5-13(17(21-2)16(14)19)11-7-10-3-4-12(18)8-15(10)22-9-11/h3-6,8,11,18-19H,7,9H2,1-2H3
InChI KeyNUNFZNIXYWTZMW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 3'-hydroxy,4'-methoxyisoflavonoids. These are isoflavonoids carrying a methoxy group attached to the C4' atom, as well as a hydroxyl group at the C3'-position of the isoflavonoid backbone.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassO-methylated isoflavonoids
Direct Parent3'-hydroxy,4'-methoxyisoflavonoids
Alternative Parents
Substituents
  • 3'-hydroxy,4'-methoxyisoflavonoid
  • 2p-methoxyisoflavonoid-skeleton
  • Isoflavanol
  • Hydroxyisoflavonoid
  • Isoflavan
  • Benzopyran
  • M-dimethoxybenzene
  • Dimethoxybenzene
  • Methoxyphenol
  • Chromane
  • 1-benzopyran
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Alkyl aryl ether
  • Benzenoid
  • Monocyclic benzene moiety
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point147 - 149 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.058 g/LALOGPS
logP2.76ALOGPS
logP2.88ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)9.25ChemAxon
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area68.15 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity81.89 m³·mol⁻¹ChemAxon
Polarizability31.74 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]+170.4231661259
DarkChem[M-H]-170.5631661259
DeepCCS[M+H]+168.64330932474
DeepCCS[M-H]-166.28530932474
DeepCCS[M-2H]-199.95330932474
DeepCCS[M+Na]+175.1830932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavanCOC1=C(O)C(OC)=C(C=C1)C1COC2=CC(O)=CC=C2C13853.4Standard polar33892256
(R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavanCOC1=C(O)C(OC)=C(C=C1)C1COC2=CC(O)=CC=C2C12664.4Standard non polar33892256
(R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavanCOC1=C(O)C(OC)=C(C=C1)C1COC2=CC(O)=CC=C2C12905.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan,1TMS,isomer #1COC1=CC=C(C2COC3=CC(O)=CC=C3C2)C(OC)=C1O[Si](C)(C)C2738.9Semi standard non polar33892256
(R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan,1TMS,isomer #2COC1=CC=C(C2COC3=CC(O[Si](C)(C)C)=CC=C3C2)C(OC)=C1O2695.4Semi standard non polar33892256
(R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan,2TMS,isomer #1COC1=CC=C(C2COC3=CC(O[Si](C)(C)C)=CC=C3C2)C(OC)=C1O[Si](C)(C)C2630.2Semi standard non polar33892256
(R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan,1TBDMS,isomer #1COC1=CC=C(C2COC3=CC(O)=CC=C3C2)C(OC)=C1O[Si](C)(C)C(C)(C)C3005.6Semi standard non polar33892256
(R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan,1TBDMS,isomer #2COC1=CC=C(C2COC3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3C2)C(OC)=C1O2958.7Semi standard non polar33892256
(R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan,2TBDMS,isomer #1COC1=CC=C(C2COC3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3C2)C(OC)=C1O[Si](C)(C)C(C)(C)C3074.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dr-0792000000-45287359a30832a00bf42017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan GC-MS (2 TMS) - 70eV, Positivesplash10-0089-3223900000-1d8c1817a182ade16a802017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan 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 - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan 10V, Positive-QTOFsplash10-0uk9-0918000000-8fff6673a2556321d6ae2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan 20V, Positive-QTOFsplash10-00di-0951000000-a5b30f6265793cc880442015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan 40V, Positive-QTOFsplash10-05fr-1910000000-0a6f205c78f9fb160c3e2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan 10V, Negative-QTOFsplash10-0udi-0319000000-9124c07fc707d1cac3932015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan 20V, Negative-QTOFsplash10-0udi-0974000000-a61ab342c30210b24c472015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan 40V, Negative-QTOFsplash10-00di-2930000000-5cffb04e464eaa08989a2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan 10V, Positive-QTOFsplash10-0udj-0918000000-2fdcaa21ae60fc2090a42021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan 20V, Positive-QTOFsplash10-0f6t-0911000000-403150e58ae5ea81bb1d2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan 40V, Positive-QTOFsplash10-00yi-0910000000-3fbd93eeb7de3c410e4e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan 10V, Negative-QTOFsplash10-0udi-0009000000-c1d1ac47665b26293f562021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan 20V, Negative-QTOFsplash10-0ukj-0392000000-ad40b960e43bcabf51b22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (R)-3',7-Dihydroxy-2',4'-dimethoxyisoflavan 40V, Negative-QTOFsplash10-000b-1790000000-d1c0755a72db13dbb5bf2021-09-22Wishart 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 IDFDB002640
KNApSAcK IDC00009715
Chemspider ID3682776
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound4484949
PDB IDNot Available
ChEBI ID605421
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.. .