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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:41:58 UTC
Update Date2019-07-23 06:14:42 UTC
HMDB IDHMDB0033925
Secondary Accession Numbers
  • HMDB33925
Metabolite Identification
Common NameOroselone
DescriptionOroselone, also known as kvannin, belongs to the class of organic compounds known as angular furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin. Oroselone is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Oroselone has been detected, but not quantified in, a few different foods, such as fats and oils, green vegetables, and herbs and spices. This could make oroselone a potential biomarker for the consumption of these foods.
Structure
Data?1563862482
Synonyms
ValueSource
8-(1-Methylethenyl)-2H-furo(2,3-H)-1-benzopyran-2-oneHMDB
8-(1-Methylethenyl)-2H-furo[2,3-H]-1-benzopyran-2-oneHMDB
8-(1-Methylethenyl)-2H-furo[2,3-H]-1-benzopyran-2-one, 9ciHMDB
8-Isopropenyl-2H-furo[2,3-H]-1-benzopyran-2-oneHMDB
KvanninHMDB
Chemical FormulaC14H10O3
Average Molecular Weight226.2274
Monoisotopic Molecular Weight226.062994186
IUPAC Name8-(prop-1-en-2-yl)-2H-furo[2,3-h]chromen-2-one
Traditional Name8-(prop-1-en-2-yl)furo[2,3-h]chromen-2-one
CAS Registry Number1760-27-6
SMILES
CC(=C)C1=CC2=C(O1)C=CC1=C2OC(=O)C=C1
InChI Identifier
InChI=1S/C14H10O3/c1-8(2)12-7-10-11(16-12)5-3-9-4-6-13(15)17-14(9)10/h3-7H,1H2,2H3
InChI KeyFQCPXIJRWHRHIP-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as angular furanocoumarins. These are furanocoumarins, with a structure characterized by a furan ring angularly fused to a coumarin.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCoumarins and derivatives
Sub ClassFuranocoumarins
Direct ParentAngular furanocoumarins
Alternative Parents
Substituents
  • Angular furanocoumarin
  • Benzopyran
  • 1-benzopyran
  • Benzofuran
  • Pyranone
  • Pyran
  • Benzenoid
  • Furan
  • Heteroaromatic compound
  • Lactone
  • Oxacycle
  • Organoheterocyclic compound
  • Organooxygen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point188 - 189 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.046 g/LALOGPS
logP3.03ALOGPS
logP2.9ChemAxon
logS-3.7ALOGPS
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area39.44 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity64.24 m³·mol⁻¹ChemAxon
Polarizability23.77 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-1930000000-d6eba9b1402a5b0d1c8cSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-044j-0920000000-79bae7dd10afc3ff53e1Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-004i-0900000000-aa75a40270ceb8223de8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0090000000-48d0c1ca72aa57e56bb5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0190000000-317976988d69d14e98ceSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01qc-2950000000-dd9f4b93a026b36eb187Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0190000000-d926c74b3c1b81648a3fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0390000000-c0822bfa6ca696e6ae8fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05o0-0930000000-a9900d4b944f85033e63Spectrum
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 IDFDB012125
KNApSAcK IDNot Available
Chemspider ID67063
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound74477
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH 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.. .