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Showing Compound Osthenol (FDB012404)

Record Information
Version1.0
Creation date2010-04-08 22:10:09 UTC
Update date2019-11-26 03:06:43 UTC
Primary IDFDB012404
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameOsthenol
DescriptionOsthenol belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton. Osthenol is an extremely weak basic (essentially neutral) compound (based on its pKa). Osthenol has been detected, but not quantified in, several different foods, such as angelica, fennels, green vegetables, and wild celeries. This could make osthenol a potential biomarker for the consumption of these foods.
CAS Number484-14-0
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
7-Hydroxy-8-(3-methyl-but-2-enyl)coumarinChEBI
7-Hydroxy-8-prenylcoumarinChEBI
8-(3-Methylbut-2-en-1-yl)umbelliferoneChEBI
8-PrenylumbelliferoneChEBI
7-Hydroxy-8-(3-methyl-2-butenyl)-2H-1-benzopyran-2-oneHMDB
7-Hydroxy-8-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one, 9ciHMDB
2H-1-Benzopyran-2-one, 7-hydroxy-8-(3-methyl-2-butenyl)-biospider
7-Hydroxy-8-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one, 9CIdb_source
Predicted Properties
PropertyValueSource
Water Solubility0.054 g/LALOGPS
logP3.24ALOGPS
logP3.21ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)7.64ChemAxon
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity67.77 m³·mol⁻¹ChemAxon
Polarizability24.63 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC14H14O3
IUPAC name7-hydroxy-8-(3-methylbut-2-en-1-yl)-2H-chromen-2-one
InChI IdentifierInChI=1S/C14H14O3/c1-9(2)3-6-11-12(15)7-4-10-5-8-13(16)17-14(10)11/h3-5,7-8,15H,6H2,1-2H3
InChI KeyRAKJVIPCCGXHHS-UHFFFAOYSA-N
Isomeric SMILESCC(C)=CCC1=C(O)C=CC2=C1OC(=O)C=C2
Average Molecular Weight230.2592
Monoisotopic Molecular Weight230.094294314
Classification
Description belongs to the class of organic compounds known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassCoumarins and derivatives
Sub ClassHydroxycoumarins
Direct Parent7-hydroxycoumarins
Alternative Parents
Substituents
  • 7-hydroxycoumarin
  • Benzopyran
  • 1-benzopyran
  • 1-hydroxy-2-unsubstituted benzenoid
  • Pyranone
  • Benzenoid
  • Pyran
  • Heteroaromatic compound
  • Lactone
  • Oxacycle
  • Organoheterocyclic compound
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 73.03%; H 6.13%; O 20.84%DFC
Melting PointMp 124-125°DFC
Boiling PointBp0.1 160-169°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udu-3970000000-cbf063b17a9b1ff28fdfJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0abl-4090000000-75a6447476e3afd4a43fJSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-004i-1900000000-13a982a68db0b067c3adJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0290000000-fe23cb680c0e7dd31c49JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00o0-3950000000-265a49635935bcc77eb5JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01e9-5900000000-3c86d1a1a031d6b9fd55JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0290000000-0129cc47e1148c003a70JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0690000000-5e2cd8fffc743828ac3aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014r-2910000000-24094198ef8b3c6f54f3JSpectraViewer
ChemSpider ID4478430
ChEMBL IDCHEMBL350475
KEGG Compound IDC18080
Pubchem Compound ID5320318
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB34130
CRC / DFC (Dictionary of Food Compounds) IDHGS93-C:HGS93-C
EAFUS IDNot Available
Dr. Duke IDOSTHENOL
BIGG IDNot Available
KNApSAcK IDC00030900
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.
— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).