O-palmitoyl-L-carnitine (CHEBI:17490)

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ChEBI Name	O-palmitoyl-L-carnitine

ChEBI ID	CHEBI:17490

ChEBI ASCII Name	O-palmitoyl-L-carnitine

Definition	An O-acyl-L-carnitine in which the acyl group is specified as palmitoyl (hexadecanoyl).

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:13150, CHEBI:21369, CHEBI:6281

Supplier Information

Download	Molfile XML SDF

Formula

C23H45NO4

Net Charge

Average Mass

399.60770

Monoisotopic Mass

399.33486

InChI

InChI=1S/C23H45NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(27)28-21(19-22(25)26)20-24(2,3)4/h21H,5-20H2,1-4H3/t21-/m1/s1

InChIKey

XOMRRQXKHMYMOC-OAQYLSRUSA-N

SMILES

CCCCCCCCCCCCCCCC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C

Metabolite of Species	Details
Mus musculus (NCBI:txid10090)	Source: BioModels - MODEL1507180067 See: PubMed
Homo sapiens (NCBI:txid9606)	See: DOI

Roles Classification
Biological Role(s):	human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). EC 3.6.3.9 (Na(+)/K(+)-transporting ATPase) inhibitor An EC 3.6.3.* (acid anhydride hydrolase catalysing transmembrane movement of substances) inhibitor that interferes with the action of Na+/K+-transporting ATPase (EC 3.6.3.9). metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. (via O-palmitoylcarnitine )

ChEBI Ontology
Outgoing	O-palmitoyl-L-carnitine (CHEBI:17490) has functional parent hexadecanoic acid (CHEBI:15756) O-palmitoyl-L-carnitine (CHEBI:17490) has role EC 3.6.3.9 (Na⁺/K⁺-transporting ATPase) inhibitor (CHEBI:63510) O-palmitoyl-L-carnitine (CHEBI:17490) has role human metabolite (CHEBI:77746) O-palmitoyl-L-carnitine (CHEBI:17490) has role mouse metabolite (CHEBI:75771) O-palmitoyl-L-carnitine (CHEBI:17490) is a O-palmitoylcarnitine (CHEBI:73067) O-palmitoyl-L-carnitine (CHEBI:17490) is a long-chain fatty acyl-L-carnitine (CHEBI:229627) O-palmitoyl-L-carnitine (CHEBI:17490) is a saturated fatty acyl-L-carnitine (CHEBI:133445)

IUPAC Name

(3R)-3-hexadecanoyloxy-4-(trimethylammonio)butanoate

Synonyms	Sources
(3R)-3-(hexadecanoyloxy)-4-(trimethylazaniumyl)butanoate	IUPAC
(3R)-3-palmitoyloxy-4-(trimethylammonio)butanoate	IUPAC
Hexadecanoyl-L-carnitine	HMDB
hexadecanoylcarnitine	MetaCyc
Hexadecenoyl carnitine	HMDB
L-Carnitine palmitoyl ester	HMDB
L-Palmitoylcarnitine	KEGG COMPOUND
L-Palmitoylcarnitine	LIPID MAPS
O-hexadecanoyl-(R)-carnitine	UniProt
O-hexadecanoyl-R-carnitine	LIPID MAPS
Palmitoyl-L-carnitine	HMDB
Palmitoylcarnitine	LIPID MAPS

Last Modified

08 February 2017