CHEBI:116314 - oleamide

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ChEBI Name oleamide
ChEBI ID CHEBI:116314
Definition A fatty amide derived from oleic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:42271
Supplier Information ChemicalBook:CB3238286, eMolecules:1934509, ZINC000008036015
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Oleamide is an organic compound with the formula CH3(CH2)7CH=CH(CH2)7CONH2. It is the amide derived from the fatty acid oleic acid. It is a colorless waxy solid and occurs in nature. Sometimes labeled as a fatty acid primary amide (FAPA), it is biosynthesized from N-oleoylglycine.
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Formula C18H35NO
Net Charge 0
Average Mass 281.47660
Monoisotopic Mass 281.27186
InChI InChI=1S/C18H35NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H2,19,20)/b10-9-
InChIKey FATBGEAMYMYZAF-KTKRTIGZSA-N
SMILES CCCCCCCC\C=C/CCCCCCCC(N)=O
Metabolite of Species Details
Centella asiatica (NCBI:txid48106) See: MetaboLights Study
Homo sapiens (NCBI:txid9606) See: PubMed
Homo sapiens (NCBI:txid9606) Found in blood serum (BTO:0000133). See: MetaboLights Study
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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ChEBI Ontology
Outgoing oleamide (CHEBI:116314) has role human metabolite (CHEBI:77746)
oleamide (CHEBI:116314) has role plant metabolite (CHEBI:76924)
oleamide (CHEBI:116314) is a primary fatty amide (CHEBI:143129)
IUPAC Name
(9Z)-octadec-9-enamide
Synonyms Sources
(9Z)-9-Octadecenamide NIST Chemistry WebBook
(9Z)-octadecenamide UniProt
(Z)-9-Octadecenamide ChemIDplus
(Z)-Octadec-9-enoic acid amide ChEMBL
9-Octadecenamide NIST Chemistry WebBook
9-Octadecenamide ChemIDplus
9Z-octadecenamide LIPID MAPS
cis-9,10-Octadecenoamide NIST Chemistry WebBook
Oleic acid amide LIPID MAPS
Oleyl amide ChemIDplus
Oleylamide ChemIDplus
Manual Xrefs Databases
HMDB0002117 HMDB
LMFA08010004 LIPID MAPS
Oleamide Wikipedia
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Registry Numbers Types Sources
1726539 Reaxys Registry Number Reaxys
301-02-0 CAS Registry Number NIST Chemistry WebBook
301-02-0 CAS Registry Number ChemIDplus
Citations
Last Modified
07 December 2018