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Showing Compound 2-Benzoxazolone (FDB010916)

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 has been detected, but not quantified in, several different foods, such as millets (Panicum miliaceum), hard wheats (Triticum durum), breakfast cereal, spelts (Triticum spelta), and triticales (X Triticosecale rimpaui). This could make 2-benzoxazolol a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 2-Benzoxazolol.
CAS Number59-49-4
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(3H)-1,3-Benzoxazol-2-oneChEBI
2(3H)-BenzoxazoloneChEBI
2,3-Dihydro-2-oxo-1,3-benzoxazoleChEBI
Benzoxazolin-2(3H)-oneChEBI
Benzoxazolin-2-oneChEBI
BenzoxazolinoneChEBI
BenzoxazoloneChEBI
benzo[D]Oxazol-2(3H)-oneChEMBL, HMDB
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
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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
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
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
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS2-Benzoxazolone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-000i-2900000000-53a6e6944c216f2ff450Spectrum
Predicted GC-MS2-Benzoxazolone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-28cb5d5dabfbd4444d162016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-1900000000-68360d67f7e58d4e47ce2016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-3ef23435b09f8a06712b2016-08-02View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-6470f4530d4a76a20c872016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0900000000-2b15491c747ad923c14b2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-47c3f0d3c33c155d00d92016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-dfaff11718b97e70ed952021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-053r-0900000000-efbd7e2e5f22a71e7a7e2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a59-1900000000-92ff3f1b4473100dd6bb2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-052r-0900000000-5745440511be52fb47fa2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-2a9c164d4c68d91f91332021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-053r-9300000000-7116d2292c1e693cf11b2021-09-22View Spectrum
NMRNot Available
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