Record Information
Version1.0
Creation date2010-04-08 22:15:00 UTC
Update date2019-11-26 03:18:53 UTC
Primary IDFDB020403
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name4-Acetyl-2(3H)-benzoxazolone
Description4-Acetyl-2(3H)-benzoxazolone 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. 4-Acetyl-2(3H)-benzoxazolone is found, on average, in the highest concentration within corns (Zea mays). 4-Acetyl-2(3H)-benzoxazolone has also been detected, but not quantified in, a few different foods, such as breakfast cereal, cereals and cereal products, and fats and oils. This could make 4-acetyl-2(3H)-benzoxazolone a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 4-Acetyl-2(3H)-benzoxazolone.
CAS Number70735-79-4
Structure
Thumb
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility2.2 g/LALOGPS
logP1.02ALOGPS
logP0.89ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)9.09ChemAxon
pKa (Strongest Basic)-2.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area55.4 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity46.67 m³·mol⁻¹ChemAxon
Polarizability16.79 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC9H7NO3
IUPAC name4-acetyl-2,3-dihydro-1,3-benzoxazol-2-one
InChI IdentifierInChI=1S/C9H7NO3/c1-5(11)6-3-2-4-7-8(6)10-9(12)13-7/h2-4H,1H3,(H,10,12)
InChI KeyFZAQRVWPQCXSPC-UHFFFAOYSA-N
Isomeric SMILESCC(=O)C1=C2NC(=O)OC2=CC=C1
Average Molecular Weight177.1568
Monoisotopic Molecular Weight177.042593095
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
  • Acetophenone
  • Aryl alkyl ketone
  • Aryl ketone
  • Benzenoid
  • Azole
  • Oxazole
  • Heteroaromatic compound
  • Vinylogous amide
  • Ketone
  • Oxacycle
  • Azacycle
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS4-Acetyl-2(3H)-benzoxazolone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-03gi-2900000000-c2e3d7ec94f486a4ca64Spectrum
Predicted GC-MS4-Acetyl-2(3H)-benzoxazolone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS4-Acetyl-2(3H)-benzoxazolone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-0ufr-0900000000-5202a5379e9ca936690d2021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-e4da8963e4cf5324f0782017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0900000000-756537f4ff75c2cb6bc32017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03xu-1900000000-fbcf931425554c2864d92017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-faab935ec5f31e381b562017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0059-0900000000-a1436c4ec8d3d2fb309c2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-1900000000-808b5c6ce7d271edcf152017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-4441fde08ad1a50e1f592021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0900000000-852d088d603a47a2d7332021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05mo-5900000000-9dbe039a4255693a5f4e2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004j-0900000000-a4f24ec9f9880e1e900b2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004j-0900000000-7a4b54387bc05f6a6cbb2021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4j-2900000000-3ef3eeb26ad3ab1d43b52021-09-22View Spectrum
NMRNot Available
ChemSpider ID8165361
ChEMBL IDCHEMBL1075970
KEGG Compound IDNot Available
Pubchem Compound ID9989779
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB40612
CRC / DFC (Dictionary of Food Compounds) IDMSG95-F:MSG95-F
EAFUS IDNot Available
Dr. Duke ID4-ACETYL-BENZOXAZOLIN-2-ONE
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
Breakfast cerealExpected but not quantifiedNot AvailableDFC CODES
Corn2.700 - 2.700 mg/100 g2.700 mg/100 gDUKE
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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— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).