CHEBI:16347 - (R)-carnitine

ChEBI IDCHEBI:16347
ChEBI Name(R)-carnitine
Stars
ASCII Name(R)-carnitine
DefinitionThe (R)-enantiomer of carnitine.
Secondary ChEBI IDsCHEBI:6202, CHEBI:13091, CHEBI:21256
Last Modified4 August 2021
DownloadsMolfile
FormulaC7H15NO3
Net Charge0
Average Mass161.201
Monoisotopic Mass161.10519
SMILESC[N+](C)(C)C[C@H](O)CC(=O)[O-]
InChIInChI=1S/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3/t6-/m1/s1
InChIKeyPHIQHXFUZVPYII-ZCFIWIBFSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606)
- DOI (10.1038/nbt.2488)
blood serum (BTO:0000133) MetaboLights (MTBLS90)
Saccharomyces cerevisiae (ncbitaxon:4932) - PubMed (24678285) Source: yeast.sf.net
Roles Classification
Biological Roles:
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).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Applications:
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.
antilipemic drug  A substance used to treat hyperlipidemia (an excess of lipids in the blood).
nootropic agent  Any compound that improves mental functions such as cognition, memory, intelligence, motivation, attention, and concentration.
ChEBI Ontology
Outgoing Relation(s)
(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 Relation(s)
(R)-carnitinamide (CHEBI:17159) has functional parent (R)-carnitine (CHEBI:16347)
(3R)-4-(dimethylammonio)-3-hydroxybutanoate (CHEBI:183234) 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  Source
3-Carboxy-2-hydroxy-N,N,N-trimethyl-1-propanaminium hydroxide, inner saltKEGG COMPOUND
(-)-CarnitineChemIDplus
CarnitineChemIDplus
(-)-L-CarnitineChemIDplus
L-CarnitineKEGG COMPOUND
LevocarnitineChemIDplus
Brand Names  Source
CarnicorChEBI
CarniteneChEBI
CarnitorDrugBank
KarnitinDrugBank
UniProt Name  Source
(R)-carnitineUniProt
Manual XrefsDatabases
152PDBeChem
513DrugCentral
C00318KEGG COMPOUND
CARNITINEMetaCyc
D02176KEGG DRUG
DB00583DrugBank
HMDB0000062HMDB
Registry NumbersSources
Gmelin:1782973Gmelin
Beilstein:4292315Beilstein
Beilstein:5732837Beilstein
CAS:541-15-1KEGG COMPOUND
CAS:541-15-1ChemIDplus