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CHEBI:17490 - O-palmitoyl-L-carnitine

Default Structure
ChEBI IDCHEBI:17490
ChEBI NameO-palmitoyl-L-carnitine
Stars
ASCII NameO-palmitoyl-L-carnitine
DefinitionAn O-acyl-L-carnitine in which the acyl group is specified as palmitoyl (hexadecanoyl).
Secondary ChEBI IDsCHEBI:6281, CHEBI:13150, CHEBI:21369
Last Modified8 February 2017
DownloadsMolfile
FormulaC23H45NO4
Net Charge0
Average Mass399.616
Monoisotopic Mass399.33486
SMILESCCCCCCCCCCCCCCCC(=O)O[C@H](CC(=O)[O-])C[N+](C)(C)C
InChIInChI=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
InChIKeyXOMRRQXKHMYMOC-OAQYLSRUSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Biological Roles:
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).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
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  Source
(3R)-3-(hexadecanoyloxy)-4-(trimethylazaniumyl)butanoateIUPAC
(3R)-3-palmitoyloxy-4-(trimethylammonio)butanoateIUPAC
hexadecanoylcarnitineMetaCyc
Hexadecanoyl-L-carnitineHMDB
Hexadecenoyl carnitineHMDB
L-Carnitine palmitoyl esterHMDB
UniProt Name  Source
O-hexadecanoyl-(R)-carnitineUniProt
Manual XrefsDatabases
C02990KEGG COMPOUND
CPD-419MetaCyc
HMDB0000222HMDB
LMFA07070004LIPID MAPS
Registry NumbersSources
Reaxys:4152034Reaxys
CAS:2364-67-2ChemIDplus
CAS:2364-67-2KEGG COMPOUND
Citations