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Record Information
Version3.6
Creation Date2009-11-30 15:50:59 UTC
Update Date2013-02-09 00:29:55 UTC
HMDB IDHMDB13208
Secondary Accession NumbersNone
Metabolite Identification
Common Name9-Hexadecenoylcholine
Description9-Hexadecenoylcholine is a fatty acid-choline as the ester product of 9-Hexadecenoic acid and cholinel. The pharmacological effects of a series of fatty acid-choline esters have been studied on the isolated rabbit heart, the isolated guinea-pig ileum and the rat stomach. The effect changed with increasing chain length, and three different types of response were observed. The shortchain compounds produced depression of the isolated rabbit heart and spasm of the isolated guinea-pig ileum. Only one, butyrylcholine, had an erratic stimulating effect on hydrochloric acid secretion by the partially vagotomized rat stomach. Medium-chain compounds had a stimulating effect on the isolated rabbit heart, a mixed spasmogenic and relaxant effect on the isolated guinea-pig ileum, and no effect on the rat stomach. Long-chain compounds blocked the effect of acetylcholine on the isolated rabbit heart and the isolated guinea-pig ileum; they also depressed spontaneous hydrochloric acid secretion by the rat stomach.
Structure
Thumb
SynonymsNot Available
Chemical FormulaC21H42NO2
Average Molecular Weight340.5637
Monoisotopic Molecular Weight340.321554593
IUPAC Name{2-[(9E)-hexadec-9-enoyloxy]ethyl}trimethylazanium
Traditional Name{2-[(9E)-hexadec-9-enoyloxy]ethyl}trimethylazanium
CAS Registry NumberNot Available
SMILES
CCCCCC\C=C\CCCCCCCC(=O)OCC[N+](C)(C)C
InChI Identifier
InChI=1S/C21H42NO2/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-21(23)24-20-19-22(2,3)4/h10-11H,5-9,12-20H2,1-4H3/q+1/b11-10+
InChI KeyKZSMYKYPFGHWQV-ZHACJKMWSA-N
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassAliphatic Acyclic Compounds
ClassAlcohols and Polyols
Sub ClassCholines
Other Descriptors
  • Fatty Acid Esters
Substituents
  • Acyclic Alkene
  • Carboxylic Acid Ester
  • Quaternary Ammonium Salt
Direct ParentCholines
Ontology
StatusExpected and Not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.15e-05ALOGPS
logP2.58ALOGPS
logP1.9ChemAxon
logS-7.5ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 Å2ChemAxon
Rotatable Bond Count17ChemAxon
Refractivity116.9 m3·mol-1ChemAxon
Polarizability45.1 Å3ChemAxon
Spectra
SpectraNot Available
Biological Properties
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB029334
KNApSAcK IDNot Available
Chemspider ID14582884
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
NuGOwiki LinkHMDB13208
Metagene LinkHMDB13208
METLIN IDNot Available
PubChem Compound22155839
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available