MetaCyc Compound: D-carnitine

Synonyms: S-(+)-3-hydroxy-4-trimethylaminobutyrate, (S)-carnitine

Superclasses: a vitamin a D,L-carnitine

Chemical Formula: C7H15NO3

Molecular Weight: 161.2 Daltons

Monoisotopic Molecular Weight: 162.1130183851 Daltons

D-carnitine compound structure

SMILES: C[N+](CC(O)CC(=O)[O-])(C)C

InChI: InChI=1S/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3/t6-/m0/s1


Unification Links: CAS:541-14-0 , ChEBI:11060 , ChemSpider:2006614 , HMDB:HMDB00062 , IAF1260:2386130 , KEGG:C15025 , MetaboLights:MTBLC11060 , PubChem:2724480

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): 26.8368 Inferred by computational analysis [Latendresse13]

Reactions known to produce the compound:

Not in pathways:
D-carnitinyl-CoA + H2O → D-carnitine + coenzyme A + H+

Reactions known to both consume and produce the compound:

D-carnitine degradation I :
D-carnitine + NAD+ ↔ 3-dehydrocarnitine + NADH + H+

D-carnitine degradation II :
D-carnitine ↔ L-carnitine

Enzymes inhibited by D-carnitine, sorted by the type of inhibition, are:

Inhibitor (Competitive) of: L-carnitine dehydrogenase [Hanschmann96]

This compound has been characterized as an alternative substrate of the following enzymes: L-carnitine : γ-butyrobetaine antiporter , carnitine-CoA ligase , L-proline:H+ symporter


Hanschmann96: Hanschmann H, Ehricht R, Kleber HP (1996). "Purification and properties of L(-)-carnitine dehydrogenase from Agrobacterium sp." Biochim Biophys Acta 1290(2);177-83. PMID: 8645721

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 19.0 on Thu Oct 8, 2015, biocyc13.