Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:41:58 UTC
Update Date2022-03-07 02:53:54 UTC
HMDB IDHMDB0033925
Secondary Accession Numbers
  • HMDB33925
Metabolite Identification
Common NameOroselone
DescriptionOroselone 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 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. Based on a literature review very few articles have been published on Oroselone.
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
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point188 - 189 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility32.2 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular 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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+153.1631661259
DarkChem[M-H]-153.01431661259
DeepCCS[M+H]+155.74730932474
DeepCCS[M-H]-153.35130932474
DeepCCS[M-2H]-186.35230932474
DeepCCS[M+Na]+161.79330932474
AllCCS[M+H]+147.632859911
AllCCS[M+H-H2O]+143.332859911
AllCCS[M+NH4]+151.632859911
AllCCS[M+Na]+152.832859911
AllCCS[M-H]-150.432859911
AllCCS[M+Na-2H]-149.732859911
AllCCS[M+HCOO]-149.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
OroseloneCC(=C)C1=CC2=C(O1)C=CC1=C2OC(=O)C=C12988.0Standard polar33892256
OroseloneCC(=C)C1=CC2=C(O1)C=CC1=C2OC(=O)C=C12136.2Standard non polar33892256
OroseloneCC(=C)C1=CC2=C(O1)C=CC1=C2OC(=O)C=C12136.8Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Oroselone GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-1930000000-d6eba9b1402a5b0d1c8c2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Oroselone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Oroselone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Oroselone LC-ESI-qTof , Positive-QTOFsplash10-044j-0920000000-79bae7dd10afc3ff53e12017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Oroselone , positive-QTOFsplash10-004i-0900000000-aa75a40270ceb8223de82017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oroselone 10V, Positive-QTOFsplash10-004i-0090000000-48d0c1ca72aa57e56bb52016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oroselone 20V, Positive-QTOFsplash10-004i-0190000000-317976988d69d14e98ce2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oroselone 40V, Positive-QTOFsplash10-01qc-2950000000-dd9f4b93a026b36eb1872016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oroselone 10V, Negative-QTOFsplash10-004i-0190000000-d926c74b3c1b81648a3f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oroselone 20V, Negative-QTOFsplash10-004i-0390000000-c0822bfa6ca696e6ae8f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oroselone 40V, Negative-QTOFsplash10-05o0-0930000000-a9900d4b944f85033e632016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oroselone 10V, Negative-QTOFsplash10-004i-0090000000-6929adb4eb50cc47a2972021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oroselone 20V, Negative-QTOFsplash10-004r-0590000000-7a7c4a2f6e90d6f650fe2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oroselone 40V, Negative-QTOFsplash10-0a4r-0920000000-98895bc4c2acdeb7e08c2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oroselone 10V, Positive-QTOFsplash10-004i-0090000000-1158eb6b952d47f228592021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oroselone 20V, Positive-QTOFsplash10-004j-0890000000-fca1e9d03b20ba965adb2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Oroselone 40V, Positive-QTOFsplash10-001i-1910000000-5f7ce41c262268ce292e2021-09-25Wishart 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 IDFDB012125
KNApSAcK IDC00057149
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
MarkerDB IDNot Available
Good Scents IDrw1839291
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.. .