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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:54:16 UTC
Update Date2022-03-07 02:53:37 UTC
HMDB IDHMDB0033189
Secondary Accession Numbers
  • HMDB33189
Metabolite Identification
Common NameIsomucronulatol
DescriptionIsomucronulatol belongs to the class of organic compounds known as 4'-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C4' atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one. Thus, isomucronulatol is considered to be a flavonoid. Isomucronulatol has been detected, but not quantified in, several different foods, such as yellow wax beans (Phaseolus vulgaris), common beans (Phaseolus vulgaris), green beans (Phaseolus vulgaris), herbs and spices, and black tea. This could make isomucronulatol a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Isomucronulatol.
Structure
Data?1563862365
Synonyms
ValueSource
2',7-Dihydroxy-3',4'-dimethoxyisoflavanHMDB
7,2'-Dihydroxy-3',4'-dimethoxyisoflavanHMDB
AstraisoflavanHMDB
Chemical FormulaC17H18O5
Average Molecular Weight302.3218
Monoisotopic Molecular Weight302.115423686
IUPAC Name3-(2-hydroxy-3,4-dimethoxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol
Traditional Nameisomucronulatol
CAS Registry Number64474-51-7
SMILES
COC1=C(OC)C(O)=C(C=C1)C1COC2=C(C1)C=CC(O)=C2
InChI Identifier
InChI=1S/C17H18O5/c1-20-14-6-5-13(16(19)17(14)21-2)11-7-10-3-4-12(18)8-15(10)22-9-11/h3-6,8,11,18-19H,7,9H2,1-2H3
InChI KeyNQRBAPDEZYMKFL-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 4'-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C4' atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassIsoflavonoids
Sub ClassO-methylated isoflavonoids
Direct Parent4'-O-methylated isoflavonoids
Alternative Parents
Substituents
  • 3p-methoxyisoflavonoid-skeleton
  • 4p-methoxyisoflavonoid
  • Hydroxyisoflavonoid
  • Isoflavanol
  • Isoflavan
  • Chromane
  • Benzopyran
  • O-dimethoxybenzene
  • Dimethoxybenzene
  • 1-benzopyran
  • Methoxyphenol
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Ether
  • Oxacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point152 - 153 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility109.6 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.062 g/LALOGPS
logP2.76ALOGPS
logP2.88ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)9.67ChemAxon
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
Polarizability32.18 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]+170.08931661259
DarkChem[M-H]-171.21731661259
DeepCCS[M+H]+172.73230932474
DeepCCS[M-H]-170.37530932474
DeepCCS[M-2H]-203.61630932474
DeepCCS[M+Na]+178.84330932474
AllCCS[M+H]+171.332859911
AllCCS[M+H-H2O]+167.732859911
AllCCS[M+NH4]+174.632859911
AllCCS[M+Na]+175.532859911
AllCCS[M-H]-175.132859911
AllCCS[M+Na-2H]-174.732859911
AllCCS[M+HCOO]-174.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
IsomucronulatolCOC1=C(OC)C(O)=C(C=C1)C1COC2=C(C1)C=CC(O)=C23756.8Standard polar33892256
IsomucronulatolCOC1=C(OC)C(O)=C(C=C1)C1COC2=C(C1)C=CC(O)=C22680.9Standard non polar33892256
IsomucronulatolCOC1=C(OC)C(O)=C(C=C1)C1COC2=C(C1)C=CC(O)=C22862.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Isomucronulatol,1TMS,isomer #1COC1=CC=C(C2COC3=CC(O)=CC=C3C2)C(O[Si](C)(C)C)=C1OC2746.6Semi standard non polar33892256
Isomucronulatol,1TMS,isomer #2COC1=CC=C(C2COC3=CC(O[Si](C)(C)C)=CC=C3C2)C(O)=C1OC2665.8Semi standard non polar33892256
Isomucronulatol,2TMS,isomer #1COC1=CC=C(C2COC3=CC(O[Si](C)(C)C)=CC=C3C2)C(O[Si](C)(C)C)=C1OC2628.2Semi standard non polar33892256
Isomucronulatol,1TBDMS,isomer #1COC1=CC=C(C2COC3=CC(O)=CC=C3C2)C(O[Si](C)(C)C(C)(C)C)=C1OC3017.4Semi standard non polar33892256
Isomucronulatol,1TBDMS,isomer #2COC1=CC=C(C2COC3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3C2)C(O)=C1OC2921.6Semi standard non polar33892256
Isomucronulatol,2TBDMS,isomer #1COC1=CC=C(C2COC3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3C2)C(O[Si](C)(C)C(C)(C)C)=C1OC3076.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Isomucronulatol GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dr-0791000000-5ff88a8106517a42971a2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isomucronulatol GC-MS (2 TMS) - 70eV, Positivesplash10-00e9-2135900000-bf7fe61d0e04f751666e2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isomucronulatol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isomucronulatol 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 - Isomucronulatol 10V, Positive-QTOFsplash10-0uk9-0918000000-426f44d8938cf414c3662015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isomucronulatol 20V, Positive-QTOFsplash10-00di-0941000000-cef9696906689745a0a92015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isomucronulatol 40V, Positive-QTOFsplash10-05fs-2900000000-099783dc1136acd0bb862015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isomucronulatol 10V, Negative-QTOFsplash10-0udi-0319000000-335940c32db176b8ef472015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isomucronulatol 20V, Negative-QTOFsplash10-0uk9-0964000000-20ee6eee5fc0674818da2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isomucronulatol 40V, Negative-QTOFsplash10-00di-3930000000-2ace14f2ec5d255932c62015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isomucronulatol 10V, Negative-QTOFsplash10-0udi-0309000000-6ddf0f3461533ff0812f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isomucronulatol 20V, Negative-QTOFsplash10-0zfs-0393000000-e7fb8b5aa46ab9c990c22021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isomucronulatol 40V, Negative-QTOFsplash10-0012-1790000000-79343714bf31e8495e042021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isomucronulatol 10V, Positive-QTOFsplash10-0udi-0709000000-04f7c784dba0645a7b912021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isomucronulatol 20V, Positive-QTOFsplash10-0udj-0902000000-d3c308f3a2724a4f78862021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isomucronulatol 40V, Positive-QTOFsplash10-00yj-1920000000-6557b7f36bc6f5941c912021-09-24Wishart 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 IDFDB011201
KNApSAcK IDC00009714
Chemspider ID523468
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound602152
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1833681
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.. .