API reference
Pregabalin
- CAS number
- 148553-50-8
- Molecular formula
- C8H17NO2
- Molecular weight
- 159.23 g/mol
About this molecule
Pregabalin is a 3-isobutyl derivative of gamma-amino butyric acid (GABA) with anti-convulsant, anti-epileptic, anxiolytic, and analgesic activities. Although the exact mechanism of action is unknown, pregabalin selectively binds to alpha2delta (A2D) subunits of presynaptic voltage-dependent calcium channels (VDCCs) located in the central nervous system (CNS). Binding of pregabalin to VDCC A2D subunits prevents calcium influx and the subsequent calcium-dependent release of various neurotransmitters, including glutamate, norepinephrine, serotonin, dopamine, and substance P, from the presynaptic nerve terminals of hyperexcited neurons; synaptic transmission is inhibited and neuronal excitability is diminished. Pregabalin does not bind directly to GABA-A or GABA-B receptors and does not alter GABA uptake or degradation.
Source: NCI Thesaurus (NCIt), via PubChem.
Identifiers
- IUPAC name
- (3S)-3-(aminomethyl)-5-methylhexanoic acid
- InChIKey
- AYXYPKUFHZROOJ-ZETCQYMHSA-N
- SMILES
- CC(C)C[C@@H](CC(=O)O)CN
- Other CAS numbers recorded
- 1414928-41-8
- PubChem CID
- 5486971
Also known as
Pregabalin · Lyrica · (S)-3-(Aminomethyl)-5-methylhexanoic acid · 3-isobutyl GABA · (3S)-3-(aminomethyl)-5-methylhexanoic acid · Pregabaline · Pregabalina · Vronogabic
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