Record Information
Version1.0
Creation date2010-04-08 22:09:22 UTC
Update date2019-11-26 03:04:17 UTC
Primary IDFDB010916
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2-Benzoxazolone
Description2-Benzoxazolol, also known as benzoxazolinone, belongs to the class of organic compounds known as benzoxazolones. These are organic compounds containing a benzene fused to an oxazole ring (a five-member aliphatic ring with three carbon atoms, one oxygen atom, and one nitrogen atom) bearing a ketone group. 2-Benzoxazolol is an extremely weak basic (essentially neutral) compound (based on its pKa). 2-Benzoxazolol has been detected, but not quantified in, cereals and cereal products. This could make 2-benzoxazolol a potential biomarker for the consumption of these foods.
CAS Number59-49-4
Structure
Thumb
Synonyms
SynonymSource
Benzo[D]oxazol-2(3H)-oneHMDB
1,3-Benzoxazol-2(3H)-oneHMDB
2(3H)-BenzoxazolinoneHMDB
2(3H)-Benzoxazolone, 9ciHMDB
2-BenzoxaxololHMDB
2-Benzoxazolinone, 8ciHMDB
2-BenzoxazoloneHMDB
2-Hydroxy-benzoxazoleHMDB
2-HydroxybenzoxazoleHMDB
3H-Benzooxazol-2-oneHMDB
Benzoxazolin-2(3H)-oneHMDB
Benzoxazolin-2-oneHMDB
BenzoxazolinoneHMDB
BenzoxazoloneHMDB
Carbamic acid, (2-hydroxyphenyl)-, gamma-lactoneHMDB
BenzoxalinoneMeSH
Benzoxazolone-2MeSH
2-BenzoxazolinoneMeSH
Benzoxazolone zinc saltMeSH
2-Benzoxazolinone, 8CIdb_source
2(3H)-Benzoxazolone, 9CIdb_source
Predicted Properties
PropertyValueSource
Water Solubility16.2 g/LALOGPS
logP0.95ALOGPS
logP1.33ChemAxon
logS-0.92ALOGPS
pKa (Strongest Acidic)9.48ChemAxon
pKa (Strongest Basic)-2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area38.33 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity36.26 m³·mol⁻¹ChemAxon
Polarizability12.64 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC7H5NO2
IUPAC name2,3-dihydro-1,3-benzoxazol-2-one
InChI IdentifierInChI=1S/C7H5NO2/c9-7-8-5-3-1-2-4-6(5)10-7/h1-4H,(H,8,9)
InChI KeyASSKVPFEZFQQNQ-UHFFFAOYSA-N
Isomeric SMILESO=C1NC2=CC=CC=C2O1
Average Molecular Weight135.1201
Monoisotopic Molecular Weight135.032028409
Classification
Description belongs to the class of organic compounds known as benzoxazolones. These are organic compounds containing a benzene fused to an oxazole ring (a five-member aliphatic ring with three carbon atoms, one oxygen atom, and one nitrogen atom) bearing a ketone group.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzoxazoles
Sub ClassBenzoxazolones
Direct ParentBenzoxazolones
Alternative Parents
Substituents
  • Benzoxazolone
  • Benzenoid
  • Heteroaromatic compound
  • Oxazole
  • Azole
  • Oxacycle
  • Azacycle
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Foods

Grains:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 62.22%; H 3.73%; N 10.37%; O 23.68%DFC
Melting PointMp 141-142°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logP1.16HANSCH,C ET AL. (1995)
Experimental pKapKa1 8.9 (23°)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data[neutral] lmax 275 () (EtOH) (Berdy)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-2900000000-53a6e6944c216f2ff450JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-28cb5d5dabfbd4444d16JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-1900000000-68360d67f7e58d4e47ceJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-3ef23435b09f8a06712bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-6470f4530d4a76a20c87JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0900000000-2b15491c747ad923c14bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-47c3f0d3c33c155d00d9JSpectraViewer
ChemSpider ID5820
ChEMBL IDCHEMBL280323
KEGG Compound IDNot Available
Pubchem Compound ID6043
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB32931
CRC / DFC (Dictionary of Food Compounds) IDFVK67-O:FVK67-O
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
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