(R)-carnitine (CHEBI:16347)

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ChEBI Name	(R)-carnitine

ChEBI ID	CHEBI:16347

ChEBI ASCII Name	(R)-carnitine

Definition	The (R)-enantiomer of carnitine.

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

Secondary ChEBI IDs	CHEBI:13091, CHEBI:6202, CHEBI:21256

Supplier Information

Download	Molfile XML SDF

Formula

C7H15NO3

Net Charge

Average Mass

161.19894

Monoisotopic Mass

161.10519

InChI

InChI=1S/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3/t6-/m1/s1

InChIKey

PHIQHXFUZVPYII-ZCFIWIBFSA-N

SMILES

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

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 ). water-soluble vitamin (role) Any vitamin that dissolves in water and readily absorbed into tissues for immediate use. Unlike the fat-soluble vitamins, they are not stored in the body and need to be replenished regularly in the diet and will rarely accumulate to toxic levels since they are quickly excreted from the body via urine. mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). (via carnitine ) human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). (via carnitine )

Application(s):	antilipemic drug A substance used to treat hyperlipidemia (an excess of lipids in the blood). nutraceutical A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance. nootropic agent Any compound that improves mental functions such as cognition, memory, intelligence, motivation, attention, and concentration.

ChEBI Ontology
Outgoing	(R)-carnitine (CHEBI:16347) has role Saccharomyces cerevisiae metabolite (CHEBI:75772) (R)-carnitine (CHEBI:16347) has role antilipemic drug (CHEBI:35679) (R)-carnitine (CHEBI:16347) has role nootropic agent (CHEBI:66980) (R)-carnitine (CHEBI:16347) has role nutraceutical (CHEBI:50733) (R)-carnitine (CHEBI:16347) has role water-soluble vitamin (role) (CHEBI:27314) (R)-carnitine (CHEBI:16347) is a carnitine (CHEBI:17126) (R)-carnitine (CHEBI:16347) is conjugate base of (R)-carnitinium (CHEBI:39547) (R)-carnitine (CHEBI:16347) is enantiomer of (S)-carnitine (CHEBI:11060)

Incoming	(3R)-4-(dimethylammonio)-3-hydroxybutanoate (CHEBI:183234) has functional parent (R)-carnitine (CHEBI:16347) (R)-carnitinamide (CHEBI:17159) has functional parent (R)-carnitine (CHEBI:16347) O-acyl-L-carnitine (CHEBI:75659) has functional parent (R)-carnitine (CHEBI:16347) (R)-carnitinium (CHEBI:39547) is conjugate acid of (R)-carnitine (CHEBI:16347) (S)-carnitine (CHEBI:11060) is enantiomer of (R)-carnitine (CHEBI:16347)

IUPAC Name

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

Synonyms	Sources
(-)-Carnitine	ChemIDplus
(-)-L-Carnitine	ChemIDplus
(R)-carnitine	UniProt
(R)-Carnitine	KEGG COMPOUND
3-Carboxy-2-hydroxy-N,N,N-trimethyl-1-propanaminium hydroxide, inner salt	KEGG COMPOUND
Carnitine	ChemIDplus
L-Carnitine	KEGG COMPOUND
Levocarnitine	KEGG COMPOUND
Levocarnitine	ChemIDplus
Vitamin BT	KEGG COMPOUND

Last Modified

04 August 2021