CHEBI:17490 - O-palmitoyl-L-carnitine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
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 0
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 )
View more via ChEBI Ontology
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 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
Manual Xrefs Databases
C02990 KEGG COMPOUND
CPD-419 MetaCyc
HMDB0000222 HMDB
LMFA07070004 LIPID MAPS
View more database links
Registry Numbers Types Sources
2364-67-2 CAS Registry Number KEGG COMPOUND
2364-67-2 CAS Registry Number ChemIDplus
4152034 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11211104 PubMed citation Europe PMC
1328655 PubMed citation Europe PMC
2331016 PubMed citation Europe PMC
24057015 PubMed citation Europe PMC
24321516 PubMed citation Europe PMC
2829871 PubMed citation Europe PMC
9048248 PubMed citation Europe PMC
Last Modified
08 February 2017