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 ).
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
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.
antiviral agent  A substance that destroys or inhibits replication of viruses.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
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).
Applications:
antirheumatic drug  A drug used to treat rheumatoid arthritis.
antilipemic drug  A substance used to treat hyperlipidemia (an excess of lipids in the blood).
anti-asthmatic agent  Any compound that has anti-asthmatic effects.
renoprotective agent  Any compound that is able to prevent damage to the kidneys.
antidote  Any protective agent counteracting or neutralizing the action of poisons.
hypoglycemic agent  A drug which lowers the blood glucose level.
cardiovascular drug  A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume.
immunosuppressive agent  An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
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.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
anti-arrhythmia drug  A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres.
ChEBI Ontology
Outgoing Relation(s)
(R)-carnitine (CHEBI:16347) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
(R)-carnitine (CHEBI:16347) has role anti-arrhythmia drug (CHEBI:38070)
(R)-carnitine (CHEBI:16347) has role anti-asthmatic agent (CHEBI:65023)
(R)-carnitine (CHEBI:16347) has role anti-HIV agent (CHEBI:64946)
(R)-carnitine (CHEBI:16347) has role antibacterial agent (CHEBI:33282)
(R)-carnitine (CHEBI:16347) has role antidote (CHEBI:50247)
(R)-carnitine (CHEBI:16347) has role antilipemic drug (CHEBI:35679)
(R)-carnitine (CHEBI:16347) has role antineoplastic agent (CHEBI:35610)
(R)-carnitine (CHEBI:16347) has role antirheumatic drug (CHEBI:35842)
(R)-carnitine (CHEBI:16347) has role antiviral agent (CHEBI:22587)
(R)-carnitine (CHEBI:16347) has role cardiovascular drug (CHEBI:35554)
(R)-carnitine (CHEBI:16347) has role hypoglycemic agent (CHEBI:35526)
(R)-carnitine (CHEBI:16347) has role immunosuppressive agent (CHEBI:35705)
(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 renoprotective agent (CHEBI:231911)
(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
INN  Source
levocarnitinaWHO MedNet
Synonyms  Source
3-Carboxy-2-hydroxy-N,N,N-trimethyl-1-propanaminium hydroxide, inner saltKEGG COMPOUND
(-)-CarnitineChemIDplus
CarnitineChemIDplus
(-)-L-CarnitineChemIDplus
L-CarnitineKEGG COMPOUND
levocarnitineChEMBL
Brand Names  Source
CarnicorChEBI
CarniteneChEBI
CarnitorDrugBank
Carnitor sfChEMBL
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:541-15-1ChemIDplus
CAS:541-15-1KEGG COMPOUND
Citations