3-Methyl-GABA

3-Methyl-GABA
Names
IUPAC name
4-Amino-3-methylbutanoic acid
Other names
  • HMS3266K11
  • HMS3411G19
Identifiers
CAS Number
  • 71135-23-4
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:93881
ChEMBL
  • ChEMBL275655
ChemSpider
  • 2778160
PubChem CID
  • 3539719
InChI
  • InChI=1S/C5H11NO2/c1-4(3-6)2-5(7)8/h4H,2-3,6H2,1H3,(H,7,8)
    Key: CZGLBWZXGIAIBU-UHFFFAOYSA-N
  • CC(CC(=O)O)CN
Properties
Chemical formula
 C5H11NO2
Molar mass 117.148 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound

3-Methyl-GABA, also known as HMS3266K11, is an anticonvulsant alkaloid.

Pharmacology

3-Methyl-GABA is an activator of GABA-T, an enzyme that transforms GABA to succinate semialdehyde and glutamate.[1]

It also activates glutamate decarboxylase, an enzyme that is needed in GABA synthesis. This is thought to be the primary mechanism of action behind its anticonvulsant action.[2][3]

References

  1. ^ https://www.tocris.com/products/3-methyl-gaba_0386
  2. ^ https://www.medchemexpress.com/3-methyl-gaba.html
  3. ^ Silverman, Richard B.; Andruszkiewicz, Ryszard; Nanavati, Shrenik M.; Taylor, Charles P.; Vartanian, Mark G. (1991). "3-Alkyl-4-aminobutyric acids: The first class of anticonvulsant agents that activates L-glutamic acid decarboxylase". Journal of Medicinal Chemistry. 34 (7): 2295–2298. doi:10.1021/jm00111a053. PMID 2067001.
  • v
  • t
  • e
GABATooltip γ-Aminobutyric acid metabolism and transport modulators
Transporter
GATTooltip GABA transporter
VIAATTooltip Vesicular inhibitory amino acid transporter
Enzyme
GADTooltip Glutamate decarboxylase
  • Activators: 3-Methyl-GABA
GABA-TTooltip γ-Aminobutyrate aminotransferase
Other
Antivitamin B6
See also
Receptor/signaling modulators
GABA receptor modulators
GABAA receptor positive modulators
Glutamate metabolism/transport modulators