(S)-nipecotate





Description


(S)-nipecotate is a chemical compound with the molecular formula C9H16NO2. It is the (S)-enantiomer of nipecotic acid, which is a GABA uptake inhibitor and a derivative of gamma-aminobutyric acid (GABA), the major inhibitory neurotransmitter in the central nervous system. (S)-nipecotate is primarily used as a reference standard and chiral building block in organic chemistry. It can also be used as a precursor in the synthesis of various compounds, including pharmaceuticals and agrochemicals. In addition, (S)-nipecotate has been studied for its potential therapeutic effects in the treatment of epilepsy and other neurological disorders. It has been shown to enhance the activity of GABA in the brain, which can help to reduce the frequency and severity of seizures. However, more research is needed to fully understand the potential benefits and risks of using (S)-nipecotate as a therapeutic agent.


Chemical Formula:
C6H11NO2
Molecular Weight:
129.158 Daltons
Monoisotopic Mass:
130.08680363460002 Daltons
SMILES:
C1(CCC(C([O-])=O)C[N+]1)
InChI:
1S/C6H11NO2/c8-6(9)5-2-1-3-7-4-5/h5,7H,1-4H2,(H,8,9)/t5-/m0/s1

Synonyms
  • (3S)-nipecotate
  • (S)-nipecotic acid
  • (S)-piperidine-3-carboxylic acid
  • (3S)-piperidine-3-carboxylate
  • (S)-piperidine-3-carboxylate
  • (+)-nipecotate
  • (+)-hexahydronicotinic acid

Databases
MetaCyc:  CPD-11627
ChEBI:  222169
ChemSpider:  5029759
PubChem (CID):  6575388