Record Information
Version1.0
Creation date2010-04-08 22:11:52 UTC
Update date2019-11-27 17:29:25 UTC
Primary IDFDB015492
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name6-Methoxy-2(3H)-benzoxazolone
Description6-Methoxy-2(3H)-benzoxazolone, also known as 6-mboa or 6-methoxy-benzoxazolin-2(3H)-one, 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. 6-Methoxy-2(3H)-benzoxazolone is an extremely weak basic (essentially neutral) compound (based on its pKa). 6-Methoxy-2(3H)-benzoxazolone has been detected, but not quantified in, several different foods, such as oriental wheats, millets, soy beans, alcoholic beverages, and oats. This could make 6-methoxy-2(3H)-benzoxazolone a potential biomarker for the consumption of these foods.
CAS Number532-91-2
Structure
Thumb
Synonyms
SynonymSource
6-MethoxybenzoxazolinoneHMDB
2(3H)-Benzoxazolone, 6-methoxy- (9ci)HMDB
6-MboaHMDB
6-Methoxy-1,3-benzoxazol-2(3H)-oneHMDB
6-METHOXY-2-benzoxazolinoneHMDB
6-Methoxy-2-benzoxazolinone, 8ciHMDB
6-Methoxy-3H-benzooxazol-2-oneHMDB
6-Methoxy-benzoxazolin-2(3H)-oneHMDB
6-Methoxybenzoxazolin-2(3H)-oneHMDB
CoixolHMDB
MBOAHMDB
2(3H)-Benzoxazolone, 6-methoxy- (9CI)biospider
6-MBOAbiospider
6-Methoxy-2-benzoxazolinone, 8CIdb_source
Predicted Properties
PropertyValueSource
Water Solubility10.1 g/LALOGPS
logP1.21ALOGPS
logP1.17ChemAxon
logS-1.2ALOGPS
pKa (Strongest Acidic)9.66ChemAxon
pKa (Strongest Basic)-1.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area47.56 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity42.73 m³·mol⁻¹ChemAxon
Polarizability15.7 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC8H7NO3
IUPAC name6-methoxy-2,3-dihydro-1,3-benzoxazol-2-one
InChI IdentifierInChI=1S/C8H7NO3/c1-11-5-2-3-6-7(4-5)12-8(10)9-6/h2-4H,1H3,(H,9,10)
InChI KeyMKMCJLMBVKHUMS-UHFFFAOYSA-N
Isomeric SMILESCOC1=CC=C2NC(=O)OC2=C1
Average Molecular Weight165.1461
Monoisotopic Molecular Weight165.042593095
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
  • Anisole
  • Alkyl aryl ether
  • Benzenoid
  • Heteroaromatic compound
  • Oxazole
  • Azole
  • Oxacycle
  • Azacycle
  • Ether
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Role

Biological role:

Foods

Grains:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 58.18%; H 4.27%; N 8.48%; O 29.06%DFC
Melting PointMp 160-161° (154-155°)DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data286 () (H2O) (Berdy)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00xr-1900000000-ae55931a6532474213ebView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-e82eff1b272d62124d45View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-0900000000-6719525fa8c09d546ab8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uxu-5900000000-339ef11a0a1b20fab447View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-2eafa61b506b198e6d87View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-0900000000-b8aeb67e44838d074a0aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0005-5900000000-421d3edef6a74ac871c6View in MoNA
MSMass Spectrum (Electron Ionization)splash10-1000-9800000000-b7f572346c850aedd8adView in MoNA
ChemSpider ID10317
ChEMBL IDCHEMBL454809
KEGG Compound IDNot Available
Pubchem Compound ID10772
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB36582
CRC / DFC (Dictionary of Food Compounds) IDKCT40-U:KCT40-U
EAFUS IDNot Available
Dr. Duke IDCOIXOL|6-METHOXY-2(3)1-4(2H)-BENZOXAZOLINONE
BIGG IDNot Available
KNApSAcK IDC00036627
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 / Bioactivities
DescriptorIDDefinitionReference
anti histaminic37956 Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists.DUKE
anti inflammatory35472 A substance that reduces or suppresses inflammation.DUKE
anti pyretic35493 A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever.DUKE
tranquilizerDUKE
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).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.