CHEBI:57589 - O-acetyl-L-carnitine

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ChEBI Name O-acetyl-L-carnitine
ChEBI ID CHEBI:57589
ChEBI ASCII Name O-acetyl-L-carnitine
Definition An O-acyl-L-carnitine where the acyl group specified is acetyl. It facilitates movement of acetyl-CoA into the matrices of mammalian mitochondria during the oxidation of fatty acids.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C9H17NO4
Net Charge 0
Average Mass 203.23560
Monoisotopic Mass 203.116
InChI InChI=1S/C9H17NO4/c1-7(11)14-8(5-9(12)13)6-10(2,3)4/h8H,5-6H2,1-4H3/t8-/m1/s1
InChIKey RDHQFKQIGNGIED-MRVPVSSYSA-N
SMILES CC(=O)O[C@H](CC([O-])=O)C[N+](C)(C)C
Metabolite of Species Details
Saccharomyces cerevisiae (NCBI:txid4932) Source: yeast.sf.net See: PubMed
Homo sapiens (NCBI:txid9606) See: DOI
Homo sapiens (NCBI:txid9606) Found in blood serum (BTO:0000133). See: MetaboLights Study
Roles Classification
Biological Role(s): Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via O-acetylcarnitine )
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ChEBI Ontology
Outgoing O-acetyl-L-carnitine (CHEBI:57589) has functional parent carnitine (CHEBI:17126)
O-acetyl-L-carnitine (CHEBI:57589) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
O-acetyl-L-carnitine (CHEBI:57589) has role human metabolite (CHEBI:77746)
O-acetyl-L-carnitine (CHEBI:57589) is a O-acetylcarnitine (CHEBI:73024)
O-acetyl-L-carnitine (CHEBI:57589) is a saturated fatty acyl-L-carnitine (CHEBI:133445)
O-acetyl-L-carnitine (CHEBI:57589) is enantiomer of O-acetyl-D-carnitine (CHEBI:86045)
Incoming O-acetyl-D-carnitine (CHEBI:86045) is enantiomer of O-acetyl-L-carnitine (CHEBI:57589)
IUPAC Name
(3R)-3-(acetyloxy)-4-(trimethylazaniumyl)butanoate
Synonyms Sources
(-)-Acetylcarnitine ChemIDplus
(R)-Acetylcarnitine ChemIDplus
Acetyl-L-(-)-carnitine ChemIDplus
Acetyl-L-carnitine ChemIDplus
L-Acetylcarnitine ChemIDplus
L-Carnitine acetyl ester ChemIDplus
L-O-Acetylcarnitine ChemIDplus
O-acetyl-(R)-carnitine UniProt
R-Acetylcarnitine ChemIDplus
Manual Xrefs Databases
64 DrugCentral
Acetyl-L-carnitine Wikipedia
C02571 KEGG COMPOUND
HMDB0000201 HMDB
O-ACETYLCARNITINE MetaCyc
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Registry Numbers Types Sources
3040-38-8 CAS Registry Number ChemIDplus
3667658 Reaxys Registry Number Reaxys
3667658 Beilstein Registry Number Beilstein
Citation Waiting for Citations Type Source
22770225 PubMed citation Europe PMC
Last Modified
22 February 2017