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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:52:44 UTC
Update Date2023-02-21 17:22:48 UTC
HMDB IDHMDB0032931
Secondary Accession Numbers
  • HMDB32931
Metabolite Identification
Common Name2-Benzoxazolol
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 tartary buckwheats (Fagopyrum tataricum), hard wheats (Triticum durum), sorghums (Sorghum bicolor), bulgur, and cereals and cereal products. 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.
Structure
Data?1677000168
Synonyms
ValueSource
(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
Chemical FormulaC7H5NO2
Average Molecular Weight135.1201
Monoisotopic Molecular Weight135.032028409
IUPAC Name2,3-dihydro-1,3-benzoxazol-2-one
Traditional NameO-phenylene carbamate
CAS Registry Number59-49-4
SMILES
O=C1NC2=CC=CC=C2O1
InChI Identifier
InChI=1S/C7H5NO2/c9-7-8-5-3-1-2-4-6(5)10-7/h1-4H,(H,8,9)
InChI KeyASSKVPFEZFQQNQ-UHFFFAOYSA-N
Chemical Taxonomy
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
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point141 - 142 °CNot Available
Boiling Point335.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility8962 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP1.16Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular 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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+125.94931661259
DarkChem[M-H]-123.19731661259
DeepCCS[M+H]+124.95630932474
DeepCCS[M-H]-122.22230932474
DeepCCS[M-2H]-158.90930932474
DeepCCS[M+Na]+133.74430932474
AllCCS[M+H]+126.832859911
AllCCS[M+H-H2O]+122.032859911
AllCCS[M+NH4]+131.432859911
AllCCS[M+Na]+132.732859911
AllCCS[M-H]-122.432859911
AllCCS[M+Na-2H]-123.532859911
AllCCS[M+HCOO]-124.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-BenzoxazololO=C1NC2=CC=CC=C2O12310.4Standard polar33892256
2-BenzoxazololO=C1NC2=CC=CC=C2O11500.6Standard non polar33892256
2-BenzoxazololO=C1NC2=CC=CC=C2O11526.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-Benzoxazolol,1TMS,isomer #1C[Si](C)(C)N1C(=O)OC2=CC=CC=C211514.3Semi standard non polar33892256
2-Benzoxazolol,1TMS,isomer #1C[Si](C)(C)N1C(=O)OC2=CC=CC=C211526.7Standard non polar33892256
2-Benzoxazolol,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1C(=O)OC2=CC=CC=C211725.6Semi standard non polar33892256
2-Benzoxazolol,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1C(=O)OC2=CC=CC=C211742.4Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Benzoxazolol GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-2900000000-53a6e6944c216f2ff4502017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Benzoxazolol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Benzoxazolol 10V, Positive-QTOFsplash10-000i-0900000000-28cb5d5dabfbd4444d162016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Benzoxazolol 20V, Positive-QTOFsplash10-000i-1900000000-68360d67f7e58d4e47ce2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Benzoxazolol 40V, Positive-QTOFsplash10-0006-9000000000-3ef23435b09f8a06712b2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Benzoxazolol 10V, Negative-QTOFsplash10-001i-0900000000-6470f4530d4a76a20c872016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Benzoxazolol 20V, Negative-QTOFsplash10-001i-0900000000-2b15491c747ad923c14b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Benzoxazolol 40V, Negative-QTOFsplash10-0006-9000000000-47c3f0d3c33c155d00d92016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Benzoxazolol 10V, Negative-QTOFsplash10-001i-0900000000-dfaff11718b97e70ed952021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Benzoxazolol 20V, Negative-QTOFsplash10-053r-0900000000-efbd7e2e5f22a71e7a7e2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Benzoxazolol 40V, Negative-QTOFsplash10-0a59-1900000000-92ff3f1b4473100dd6bb2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Benzoxazolol 10V, Positive-QTOFsplash10-052r-0900000000-5745440511be52fb47fa2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Benzoxazolol 20V, Positive-QTOFsplash10-000i-0900000000-2a9c164d4c68d91f91332021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Benzoxazolol 40V, Positive-QTOFsplash10-053r-9300000000-7116d2292c1e693cf11b2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB010916
KNApSAcK IDC00028319
Chemspider ID5820
KEGG Compound IDNot Available
BioCyc IDCPD-19393
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6043
PDB IDNot Available
ChEBI ID145233
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1171341
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .