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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 23:07:33 UTC
Update Date2021-09-26 23:17:58 UTC
HMDB IDHMDB0260050
Secondary Accession NumbersNone
Metabolite Identification
Common NameZoxazolamine
Description5-chloro-2,3-dihydro-1,3-benzoxazol-2-imine belongs to the class of organic compounds known as benzoxazoles. These are organic compounds containing a benzene fused to an oxazole ring Oxazole is five-membered aromatic ring with a nitrogen and an oxygen atoms at the 1- and 3-position, respectively. Based on a literature review very few articles have been published on 5-chloro-2,3-dihydro-1,3-benzoxazol-2-imine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Zoxazolamine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Zoxazolamine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
Thumb
Synonyms
ValueSource
ZoxazolamineMeSH
Chemical FormulaC7H5ClN2O
Average Molecular Weight168.58
Monoisotopic Molecular Weight168.0090405
IUPAC Name5-chloro-2,3-dihydro-1,3-benzoxazol-2-imine
Traditional Namezoxazolamine
CAS Registry NumberNot Available
SMILES
ClC1=CC2=C(OC(=N)N2)C=C1
InChI Identifier
InChI=1S/C7H5ClN2O/c8-4-1-2-6-5(3-4)10-7(9)11-6/h1-3H,(H2,9,10)
InChI KeyYGCODSQDUUUKIV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzoxazoles. These are organic compounds containing a benzene fused to an oxazole ring Oxazole is five-membered aromatic ring with a nitrogen and an oxygen atoms at the 1- and 3-position, respectively.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzoxazoles
Sub ClassNot Available
Direct ParentBenzoxazoles
Alternative Parents
Substituents
  • Benzoxazole
  • Aryl chloride
  • Aryl halide
  • Benzenoid
  • Azole
  • Heteroaromatic compound
  • Oxazole
  • Isourea
  • Oxacycle
  • Azacycle
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP1.83ALOGPS
logP2.13ChemAxon
logS-2.2ALOGPS
pKa (Strongest Basic)0.44ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area45.11 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity53.54 m³·mol⁻¹ChemAxon
Polarizability15.63 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+132.69232859911
AllCCS[M+H-H2O]+128.11632859911
AllCCS[M+Na]+138.19132859911
AllCCS[M+NH4]+136.9632859911
AllCCS[M-H]-127.28832859911
AllCCS[M+Na-2H]-128.07232859911
AllCCS[M+HCOO]-128.99532859911
DeepCCS[M+H]+135.56430932474
DeepCCS[M-H]-132.35130932474
DeepCCS[M-2H]-169.33630932474
DeepCCS[M+Na]+144.87430932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
ZoxazolamineClC1=CC2=C(OC(=N)N2)C=C12993.3Standard polar33892256
ZoxazolamineClC1=CC2=C(OC(=N)N2)C=C11802.6Standard non polar33892256
ZoxazolamineClC1=CC2=C(OC(=N)N2)C=C11753.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Zoxazolamine,1TMS,isomer #1C[Si](C)(C)N=C1[NH]C2=CC(Cl)=CC=C2O11680.7Semi standard non polar33892256
Zoxazolamine,1TMS,isomer #1C[Si](C)(C)N=C1[NH]C2=CC(Cl)=CC=C2O11672.9Standard non polar33892256
Zoxazolamine,1TMS,isomer #1C[Si](C)(C)N=C1[NH]C2=CC(Cl)=CC=C2O12481.9Standard polar33892256
Zoxazolamine,1TMS,isomer #2C[Si](C)(C)N1C(=N)OC2=CC=C(Cl)C=C211725.5Semi standard non polar33892256
Zoxazolamine,1TMS,isomer #2C[Si](C)(C)N1C(=N)OC2=CC=C(Cl)C=C211760.9Standard non polar33892256
Zoxazolamine,1TMS,isomer #2C[Si](C)(C)N1C(=N)OC2=CC=C(Cl)C=C212435.9Standard polar33892256
Zoxazolamine,2TMS,isomer #1C[Si](C)(C)N=C1OC2=CC=C(Cl)C=C2N1[Si](C)(C)C1836.8Semi standard non polar33892256
Zoxazolamine,2TMS,isomer #1C[Si](C)(C)N=C1OC2=CC=C(Cl)C=C2N1[Si](C)(C)C1741.3Standard non polar33892256
Zoxazolamine,2TMS,isomer #1C[Si](C)(C)N=C1OC2=CC=C(Cl)C=C2N1[Si](C)(C)C2098.0Standard polar33892256
Zoxazolamine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N=C1[NH]C2=CC(Cl)=CC=C2O11919.2Semi standard non polar33892256
Zoxazolamine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N=C1[NH]C2=CC(Cl)=CC=C2O11850.2Standard non polar33892256
Zoxazolamine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N=C1[NH]C2=CC(Cl)=CC=C2O12548.9Standard polar33892256
Zoxazolamine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N1C(=N)OC2=CC=C(Cl)C=C211948.0Semi standard non polar33892256
Zoxazolamine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N1C(=N)OC2=CC=C(Cl)C=C211943.8Standard non polar33892256
Zoxazolamine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)N1C(=N)OC2=CC=C(Cl)C=C212438.6Standard polar33892256
Zoxazolamine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N=C1OC2=CC=C(Cl)C=C2N1[Si](C)(C)C(C)(C)C2186.9Semi standard non polar33892256
Zoxazolamine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N=C1OC2=CC=C(Cl)C=C2N1[Si](C)(C)C(C)(C)C2140.8Standard non polar33892256
Zoxazolamine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)N=C1OC2=CC=C(Cl)C=C2N1[Si](C)(C)C(C)(C)C2291.5Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Zoxazolamine GC-MS (Non-derivatized) - 70eV, Positivesplash10-014i-1900000000-34a26c87bde99840730c2021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Zoxazolamine 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 - Zoxazolamine 10V, Positive-QTOFsplash10-014i-0900000000-8861a983ae00efb9003f2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zoxazolamine 20V, Positive-QTOFsplash10-014i-0900000000-21d2dbb461fd368a26a02016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zoxazolamine 40V, Positive-QTOFsplash10-001l-0900000000-fad8a96394279b628e962016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zoxazolamine 10V, Negative-QTOFsplash10-014i-0900000000-9ac6bb78ed8d1aa518f12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zoxazolamine 20V, Negative-QTOFsplash10-014i-0900000000-fba5073c276fd07ef2d32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Zoxazolamine 40V, Negative-QTOFsplash10-001l-3900000000-da163fb620f133eb5f2c2016-08-03Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID5878
KEGG Compound IDC13841
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]