Hmdb loader
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 08:50:27 UTC
Update Date2021-09-26 23:03:29 UTC
HMDB IDHMDB0251480
Secondary Accession NumbersNone
Metabolite Identification
Common NameDisoxaril
Description5-(7-(4-(4,5-dihydro-2-oxazolyl)phenoxy)heptyl)-3-methyl isoxazole, also known as disoxaril, belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring. Based on a literature review very few articles have been published on 5-(7-(4-(4,5-dihydro-2-oxazolyl)phenoxy)heptyl)-3-methyl isoxazole. This compound has been identified in human blood as reported by (PMID: 31557052 ). Disoxaril is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Disoxaril 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
5-(7-(4-(4,5-Dihydro-2-oxazolyl)phenoxy)heptyl)-3-methylisoxazoleKegg
DisoxarilKegg
Chemical FormulaC20H26N2O3
Average Molecular Weight342.432
Monoisotopic Molecular Weight342.194342708
IUPAC Name5-{7-[4-(4,5-dihydro-1,3-oxazol-2-yl)phenoxy]heptyl}-3-methyl-1,2-oxazole
Traditional Namecompound IV
CAS Registry NumberNot Available
SMILES
CC1=NOC(CCCCCCCOC2=CC=C(C=C2)C2=NCCO2)=C1
InChI Identifier
InChI=1S/C20H26N2O3/c1-16-15-19(25-22-16)7-5-3-2-4-6-13-23-18-10-8-17(9-11-18)20-21-12-14-24-20/h8-11,15H,2-7,12-14H2,1H3
InChI KeyFKLJPTJMIBLJAV-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenol ethers
Sub ClassNot Available
Direct ParentPhenol ethers
Alternative Parents
Substituents
  • Phenoxy compound
  • Phenol ether
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Azole
  • Isoxazole
  • Oxazoline
  • Heteroaromatic compound
  • Organoheterocyclic compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Ether
  • Azacycle
  • Oxacycle
  • Organopnictogen compound
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic 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
logP4.73ALOGPS
logP4.15ChemAxon
logS-4.4ALOGPS
pKa (Strongest Basic)3.99ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area56.85 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity98.24 m³·mol⁻¹ChemAxon
Polarizability40.53 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+193.2630932474
DeepCCS[M-H]-190.90230932474
DeepCCS[M-2H]-223.78930932474
DeepCCS[M+Na]+199.36830932474
AllCCS[M+H]+185.732859911
AllCCS[M+H-H2O]+182.632859911
AllCCS[M+NH4]+188.532859911
AllCCS[M+Na]+189.332859911
AllCCS[M-H]-187.232859911
AllCCS[M+Na-2H]-187.832859911
AllCCS[M+HCOO]-188.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
DisoxarilCC1=NOC(CCCCCCCOC2=CC=C(C=C2)C2=NCCO2)=C13616.9Standard polar33892256
DisoxarilCC1=NOC(CCCCCCCOC2=CC=C(C=C2)C2=NCCO2)=C12686.4Standard non polar33892256
DisoxarilCC1=NOC(CCCCCCCOC2=CC=C(C=C2)C2=NCCO2)=C13005.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Disoxaril GC-MS (Non-derivatized) - 70eV, Positivesplash10-03di-0910000000-1c22005214d675ed8b532021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Disoxaril 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 - Disoxaril 10V, Positive-QTOFsplash10-0006-0419000000-a44ef0ec905db46e3c6f2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Disoxaril 20V, Positive-QTOFsplash10-01pn-1954000000-a121e994c341b3788c662017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Disoxaril 40V, Positive-QTOFsplash10-003s-4910000000-a6daff27cf9704cf895a2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Disoxaril 10V, Negative-QTOFsplash10-0006-2519000000-09cb3107bc1d5a8586ab2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Disoxaril 20V, Negative-QTOFsplash10-03dl-6906000000-b95da10417d9119d70842017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Disoxaril 40V, Negative-QTOFsplash10-00l6-6900000000-c6776e75a4ed98a95ebe2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Disoxaril 10V, Positive-QTOFsplash10-0006-0109000000-6f31ac5b9f4b0837785e2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Disoxaril 20V, Positive-QTOFsplash10-000x-2289000000-46b8aa07cd23b9587e742021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Disoxaril 40V, Positive-QTOFsplash10-008a-2932000000-02aa93be17a81c8a50272021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Disoxaril 10V, Negative-QTOFsplash10-0006-0109000000-a91924cc7139302d53f22021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Disoxaril 20V, Negative-QTOFsplash10-0006-3159000000-22417e9e542d7a33a18e2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Disoxaril 40V, Negative-QTOFsplash10-03xr-3901000000-e05ce477f8b800997e6f2021-10-12Wishart 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 IDDB08726
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID50319
KEGG Compound IDC06496
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound55717
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 ]