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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:29:24 UTC
Update Date2022-03-07 02:55:15 UTC
HMDB IDHMDB0037250
Secondary Accession Numbers
  • HMDB37250
Metabolite Identification
Common NameMuscomin
DescriptionMuscomin belongs to the class of organic compounds known as homoisoflavanones. These are homoisoflavonoids with a structure based on the chromanone system. Chromanone is a bicyclic compound consisting of a 3,4-dihydro-1-benzopyran, which bears a ketone group at the 4-position. Muscomin has been detected, but not quantified in, herbs and spices. This could make muscomin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Muscomin.
Structure
Data?1563863000
Synonyms
ValueSource
MuscominMeSH
Chemical FormulaC18H18O7
Average Molecular Weight346.3313
Monoisotopic Molecular Weight346.10525293
IUPAC Name5,8-dihydroxy-3-[(4-hydroxyphenyl)methyl]-6,7-dimethoxy-3,4-dihydro-2H-1-benzopyran-4-one
Traditional Name5,8-dihydroxy-3-[(4-hydroxyphenyl)methyl]-6,7-dimethoxy-2,3-dihydro-1-benzopyran-4-one
CAS Registry Number96910-98-4
SMILES
COC1=C(O)C2=C(C(=O)C(CC3=CC=C(O)C=C3)CO2)C(O)=C1OC
InChI Identifier
InChI=1S/C18H18O7/c1-23-17-14(21)12-13(20)10(7-9-3-5-11(19)6-4-9)8-25-16(12)15(22)18(17)24-2/h3-6,10,19,21-22H,7-8H2,1-2H3
InChI KeyPGCPWPPPMWXCMG-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as homoisoflavanones. These are homoisoflavonoids with a structure based on the chromanone system. Chromanone is a bicyclic compound consisting of a 3,4-dihydro-1-benzopyran, which bears a ketone group at the 4-position.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassHomoisoflavonoids
Sub ClassHomoisoflavans
Direct ParentHomoisoflavanones
Alternative Parents
Substituents
  • Homoisoflavanone
  • Chromone
  • Chromane
  • Benzopyran
  • 1-benzopyran
  • Anisole
  • Aryl ketone
  • Aryl alkyl ketone
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Vinylogous acid
  • Ketone
  • Oxacycle
  • Ether
  • Organoheterocyclic compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen 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 Point144.7 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility304.7 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.085 g/LALOGPS
logP2.51ALOGPS
logP2.86ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)9.15ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area105.45 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity89.2 m³·mol⁻¹ChemAxon
Polarizability34.31 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]+178.61531661259
DarkChem[M-H]-179.97831661259
DeepCCS[M+H]+182.91330932474
DeepCCS[M-H]-180.55530932474
DeepCCS[M-2H]-214.62230932474
DeepCCS[M+Na]+189.8530932474
AllCCS[M+H]+181.432859911
AllCCS[M+H-H2O]+178.232859911
AllCCS[M+NH4]+184.432859911
AllCCS[M+Na]+185.332859911
AllCCS[M-H]-183.032859911
AllCCS[M+Na-2H]-182.832859911
AllCCS[M+HCOO]-182.732859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
MuscominCOC1=C(O)C2=C(C(=O)C(CC3=CC=C(O)C=C3)CO2)C(O)=C1OC4485.9Standard polar33892256
MuscominCOC1=C(O)C2=C(C(=O)C(CC3=CC=C(O)C=C3)CO2)C(O)=C1OC3142.8Standard non polar33892256
MuscominCOC1=C(O)C2=C(C(=O)C(CC3=CC=C(O)C=C3)CO2)C(O)=C1OC3125.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Muscomin,1TMS,isomer #1COC1=C(O)C2=C(OCC(CC3=CC=C(O)C=C3)C2=O)C(O[Si](C)(C)C)=C1OC3030.6Semi standard non polar33892256
Muscomin,1TMS,isomer #2COC1=C(O)C2=C(C(=O)C(CC3=CC=C(O[Si](C)(C)C)C=C3)CO2)C(O)=C1OC3021.8Semi standard non polar33892256
Muscomin,1TMS,isomer #3COC1=C(O)C2=C(C(=O)C(CC3=CC=C(O)C=C3)CO2)C(O[Si](C)(C)C)=C1OC3049.9Semi standard non polar33892256
Muscomin,2TMS,isomer #1COC1=C(O[Si](C)(C)C)C2=C(C(=O)C(CC3=CC=C(O)C=C3)CO2)C(O[Si](C)(C)C)=C1OC2978.6Semi standard non polar33892256
Muscomin,2TMS,isomer #2COC1=C(O)C2=C(OCC(CC3=CC=C(O[Si](C)(C)C)C=C3)C2=O)C(O[Si](C)(C)C)=C1OC2993.6Semi standard non polar33892256
Muscomin,2TMS,isomer #3COC1=C(O)C2=C(C(=O)C(CC3=CC=C(O[Si](C)(C)C)C=C3)CO2)C(O[Si](C)(C)C)=C1OC2988.6Semi standard non polar33892256
Muscomin,3TMS,isomer #1COC1=C(O[Si](C)(C)C)C2=C(C(=O)C(CC3=CC=C(O[Si](C)(C)C)C=C3)CO2)C(O[Si](C)(C)C)=C1OC2963.0Semi standard non polar33892256
Muscomin,1TBDMS,isomer #1COC1=C(O)C2=C(OCC(CC3=CC=C(O)C=C3)C2=O)C(O[Si](C)(C)C(C)(C)C)=C1OC3251.2Semi standard non polar33892256
Muscomin,1TBDMS,isomer #2COC1=C(O)C2=C(C(=O)C(CC3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)CO2)C(O)=C1OC3253.9Semi standard non polar33892256
Muscomin,1TBDMS,isomer #3COC1=C(O)C2=C(C(=O)C(CC3=CC=C(O)C=C3)CO2)C(O[Si](C)(C)C(C)(C)C)=C1OC3276.1Semi standard non polar33892256
Muscomin,2TBDMS,isomer #1COC1=C(O[Si](C)(C)C(C)(C)C)C2=C(C(=O)C(CC3=CC=C(O)C=C3)CO2)C(O[Si](C)(C)C(C)(C)C)=C1OC3381.0Semi standard non polar33892256
Muscomin,2TBDMS,isomer #2COC1=C(O)C2=C(OCC(CC3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)C2=O)C(O[Si](C)(C)C(C)(C)C)=C1OC3436.2Semi standard non polar33892256
Muscomin,2TBDMS,isomer #3COC1=C(O)C2=C(C(=O)C(CC3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)CO2)C(O[Si](C)(C)C(C)(C)C)=C1OC3456.1Semi standard non polar33892256
Muscomin,3TBDMS,isomer #1COC1=C(O[Si](C)(C)C(C)(C)C)C2=C(C(=O)C(CC3=CC=C(O[Si](C)(C)C(C)(C)C)C=C3)CO2)C(O[Si](C)(C)C(C)(C)C)=C1OC3567.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Muscomin GC-MS (Non-derivatized) - 70eV, Positivesplash10-066r-1719000000-696c99a82deed5a4c9b62017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Muscomin GC-MS (3 TMS) - 70eV, Positivesplash10-0002-1500490000-97863b172aa5cf88375c2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Muscomin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Muscomin 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 - Muscomin 10V, Positive-QTOFsplash10-0002-0449000000-0f03b1491ccc3c176aaa2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Muscomin 20V, Positive-QTOFsplash10-03di-0953000000-6d190886418596f8b8352016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Muscomin 40V, Positive-QTOFsplash10-0a59-1910000000-d6f4f3979c46b7d7cddc2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Muscomin 10V, Negative-QTOFsplash10-0002-0339000000-261a61e3e18a0b5353792016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Muscomin 20V, Negative-QTOFsplash10-00u2-0988000000-06203c7365476f42f4762016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Muscomin 40V, Negative-QTOFsplash10-00di-9750000000-4886631f80dc356973c92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Muscomin 10V, Positive-QTOFsplash10-0002-0009000000-5d0dc1e8f83ab8aba6a32021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Muscomin 20V, Positive-QTOFsplash10-0002-0119000000-055e801cd04f6afde5b02021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Muscomin 40V, Positive-QTOFsplash10-0pbj-1891000000-0825f258f1f3dc6a0b382021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Muscomin 10V, Negative-QTOFsplash10-0002-0009000000-331fdd57db13a1e47ca22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Muscomin 20V, Negative-QTOFsplash10-0002-0369000000-4a074447b215f1ab4bd82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Muscomin 40V, Negative-QTOFsplash10-00dj-5962000000-72e02f42b69125803c0c2021-09-22Wishart 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 IDFDB016261
KNApSAcK IDC00057710
Chemspider ID10254757
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14427389
PDB IDNot Available
ChEBI ID168876
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1859541
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.. .