Hmdb loader
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 22:54:00 UTC
Update Date2022-11-23 22:29:22 UTC
HMDB IDHMDB0259915
Secondary Accession NumbersNone
Metabolite Identification
Common NameXanomeline
Descriptionxanomeline, also known as ly 246708, belongs to the class of organic compounds known as alkyl aryl ethers. These are organic compounds containing the alkyl aryl ether functional group with the generic formula R-O-R' , where R is an alkyl group and R' is an aryl group. Based on a literature review a significant number of articles have been published on xanomeline. This compound has been identified in human blood as reported by (PMID: 31557052 ). Xanomeline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Xanomeline 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
LY 246708ChEBI
3-(3-O-Hexyl-1,2,5-thiadiazol-4-yl)-1,2,5,6-tetrahydro-1-methylpyridineMeSH
Xanomeline tartrateMeSH
(3-O-Hexyloxy)-TZTPMeSH
Chemical FormulaC14H23N3OS
Average Molecular Weight281.42
Monoisotopic Molecular Weight281.156183547
IUPAC Name5-[4-(hexyloxy)-1,2,5-thiadiazol-3-yl]-1-methyl-1,2,3,6-tetrahydropyridine
Traditional Namexanomeline
CAS Registry NumberNot Available
SMILES
CCCCCCOC1=NSN=C1C1=CCCN(C)C1
InChI Identifier
InChI=1S/C14H23N3OS/c1-3-4-5-6-10-18-14-13(15-19-16-14)12-8-7-9-17(2)11-12/h8H,3-7,9-11H2,1-2H3
InChI KeyJOLJIIDDOBNFHW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alkyl aryl ethers. These are organic compounds containing the alkyl aryl ether functional group with the generic formula R-O-R' , where R is an alkyl group and R' is an aryl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassEthers
Direct ParentAlkyl aryl ethers
Alternative Parents
Substituents
  • Alkyl aryl ether
  • Hydropyridine
  • Heteroaromatic compound
  • Thiadiazole
  • Azole
  • Tertiary aliphatic amine
  • Tertiary amine
  • Azacycle
  • Organoheterocyclic compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Amine
  • 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
logP3.76ALOGPS
logP3.77ChemAxon
logS-3.6ALOGPS
pKa (Strongest Basic)6.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area38.25 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity81.73 m³·mol⁻¹ChemAxon
Polarizability32.55 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+166.65632859911
AllCCS[M+H-H2O]+163.39132859911
AllCCS[M+Na]+170.55132859911
AllCCS[M+NH4]+169.68232859911
AllCCS[M-H]-169.7432859911
AllCCS[M+Na-2H]-170.2732859911
AllCCS[M+HCOO]-170.97232859911
DeepCCS[M+H]+169.08430932474
DeepCCS[M-H]-166.72630932474
DeepCCS[M-2H]-200.31330932474
DeepCCS[M+Na]+176.32530932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
XANOMELINECCCCCCOC1=NSN=C1C1=CCCN(C)C12684.4Standard polar33892256
XANOMELINECCCCCCOC1=NSN=C1C1=CCCN(C)C12053.7Standard non polar33892256
XANOMELINECCCCCCOC1=NSN=C1C1=CCCN(C)C12073.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Xanomeline GC-MS (Non-derivatized) - 70eV, Positivesplash10-0l0m-9470000000-3bdb4b24e8abb06a4fa22021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Xanomeline GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart 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 IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID54797
KEGG Compound IDC11767
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkXanomeline
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID10056
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 ]