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CHEBI:17490 - O-palmitoyl-L-carnitine

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:
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).
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
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
L-PalmitoylcarnitineKEGG COMPOUND
(3R)-3-palmitoyloxy-4-(trimethylammonio)butanoateIUPAC
L-PalmitoylcarnitineLIPID MAPS
O-hexadecanoyl-R-carnitineLIPID MAPS
PalmitoylcarnitineLIPID MAPS
Hexadecenoyl carnitineHMDB
UniProt Name  Source
O-hexadecanoyl-(R)-carnitineUniProt
Manual XrefsDatabases
C02990KEGG COMPOUND
LMFA07070004LIPID MAPS
HMDB0000222HMDB
CPD-419MetaCyc
Registry NumbersSources
Reaxys:4152034Reaxys
CAS:2364-67-2KEGG COMPOUND
CAS:2364-67-2ChemIDplus
Citations