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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:52:53 UTC
Update Date2022-03-07 02:53:31 UTC
HMDB IDHMDB0032953
Secondary Accession Numbers
  • HMDB32953
Metabolite Identification
Common Name7-Methoxy-5-prenyloxycoumarin
Description7-Methoxy-5-prenyloxycoumarin belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). 7-Methoxy-5-prenyloxycoumarin has been detected, but not quantified in, citrus. This could make 7-methoxy-5-prenyloxycoumarin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 7-Methoxy-5-prenyloxycoumarin.
Structure
Data?1563862331
SynonymsNot Available
Chemical FormulaC15H16O4
Average Molecular Weight260.2851
Monoisotopic Molecular Weight260.104859
IUPAC Name7-methoxy-5-[(3-methylbut-2-en-1-yl)oxy]-2H-chromen-2-one
Traditional Name7-methoxy-5-[(3-methylbut-2-en-1-yl)oxy]chromen-2-one
CAS Registry Number35590-41-1
SMILES
COC1=CC(OCC=C(C)C)=C2C=CC(=O)OC2=C1
InChI Identifier
InChI=1S/C15H16O4/c1-10(2)6-7-18-13-8-11(17-3)9-14-12(13)4-5-15(16)19-14/h4-6,8-9H,7H2,1-3H3
InChI KeyHSJZJYCOXHKDBJ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCoumarins and derivatives
Sub ClassNot Available
Direct ParentCoumarins and derivatives
Alternative Parents
Substituents
  • Coumarin
  • Benzopyran
  • 1-benzopyran
  • Anisole
  • Alkyl aryl ether
  • Pyranone
  • Pyran
  • Benzenoid
  • Heteroaromatic compound
  • Lactone
  • Oxacycle
  • Ether
  • Organoheterocyclic compound
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • 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 Point90 - 92 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility22.1 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.018 g/LALOGPS
logP3.05ALOGPS
logP2.83ChemAxon
logS-4.2ALOGPS
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area44.76 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity73.59 m³·mol⁻¹ChemAxon
Polarizability27.75 ųChemAxon
Number of Rings2ChemAxon
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]+161.36531661259
DarkChem[M-H]-161.22331661259
DeepCCS[M+H]+161.99230932474
DeepCCS[M-H]-159.63430932474
DeepCCS[M-2H]-192.5230932474
DeepCCS[M+Na]+168.08530932474
AllCCS[M+H]+157.532859911
AllCCS[M+H-H2O]+153.732859911
AllCCS[M+NH4]+161.032859911
AllCCS[M+Na]+162.032859911
AllCCS[M-H]-163.332859911
AllCCS[M+Na-2H]-162.932859911
AllCCS[M+HCOO]-162.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
7-Methoxy-5-prenyloxycoumarinCOC1=CC(OCC=C(C)C)=C2C=CC(=O)OC2=C13161.7Standard polar33892256
7-Methoxy-5-prenyloxycoumarinCOC1=CC(OCC=C(C)C)=C2C=CC(=O)OC2=C12223.1Standard non polar33892256
7-Methoxy-5-prenyloxycoumarinCOC1=CC(OCC=C(C)C)=C2C=CC(=O)OC2=C12339.3Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 7-Methoxy-5-prenyloxycoumarin GC-MS (Non-derivatized) - 70eV, Positivesplash10-00l6-2490000000-8ee1df0bff44f29aae162017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 7-Methoxy-5-prenyloxycoumarin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 7-Methoxy-5-prenyloxycoumarin 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-Methoxy-5-prenyloxycoumarin 10V, Positive-QTOFsplash10-03di-1090000000-9b60f286421029a9b0942016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Methoxy-5-prenyloxycoumarin 20V, Positive-QTOFsplash10-014l-9260000000-9e2f39c70b974eaefe732016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Methoxy-5-prenyloxycoumarin 40V, Positive-QTOFsplash10-0gbc-9710000000-fcee006d66040bc9bee72016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Methoxy-5-prenyloxycoumarin 10V, Negative-QTOFsplash10-0a4i-0390000000-d538dd99492342eb35462016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Methoxy-5-prenyloxycoumarin 20V, Negative-QTOFsplash10-0006-0940000000-a15beb30ae4f362aa8832016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Methoxy-5-prenyloxycoumarin 40V, Negative-QTOFsplash10-0002-0900000000-83735f29997d4a65ddb22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Methoxy-5-prenyloxycoumarin 10V, Negative-QTOFsplash10-0006-0920000000-61b137de4fbb87e9f6142021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Methoxy-5-prenyloxycoumarin 20V, Negative-QTOFsplash10-0006-0910000000-e7137ea31c4f811400f72021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Methoxy-5-prenyloxycoumarin 40V, Negative-QTOFsplash10-03ds-1900000000-1fbd3ccd420ee284f9492021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Methoxy-5-prenyloxycoumarin 10V, Positive-QTOFsplash10-01ox-0960000000-a510731fc159dc5159902021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Methoxy-5-prenyloxycoumarin 20V, Positive-QTOFsplash10-0006-5910000000-47f0ad41808816206eb82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 7-Methoxy-5-prenyloxycoumarin 40V, Positive-QTOFsplash10-0006-9400000000-65430fcf1c16208eb6a12021-09-22Wishart 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 IDFDB010939
KNApSAcK IDC00045592
Chemspider ID23327630
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound15108314
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1637271
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.. .