(Z)-4-Amino-2-butenoic acid

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(Z)-4-Amino-2-butenoic acid[1]
(Z)-4-Amino-2-butenoic acid.png
CACA molecule
Preferred IUPAC name
(2Z)-4-Aminobut-2-enoic acid
Other names
(Z)-4-Amino-2-butenoic acid
cis-4-Aminocrotonic acid
4-Amino-cis-2-butenoic acid
3D model (JSmol)
Abbreviations CACA
Molar mass 101.11 g·mol−1
124 mg/mL
S-phrases (outdated) S22 S24/25
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

(Z)-4-Amino-2-butenoic acid[1] (CACA, cis-4-aminocrotonic acid) is a GABA receptor partial agonist selective for the GABAA (previously known as GABAC) subtype.[2][3][4]


  1. ^ a b cis-4-Aminocrotonic acid at Sigma-Aldrich
  2. ^ Qian, H; Dowling, JE (1996). "Selective agonists for GABAC receptors". Trends in Neurosciences. 19 (5): 190. doi:10.1016/0166-2236(96)85451-8. PMID 8723205.
  3. ^ Duke, RK; Chebib, M; Balcar, VJ; Allan, RD; Mewett, KN; Johnston, GA (2000). "(+)- and (−)-cis-2-aminomethylcyclopropanecarboxylic acids show opposite pharmacology at recombinant rho(1) and rho(2) GABA(C) receptors". Journal of Neurochemistry. 75 (6): 2602–10. doi:10.1046/j.1471-4159.2000.0752602.x. PMID 11080214.
  4. ^ Reis, GM; Duarte, ID (2007). "Involvement of chloride channel coupled GABA(C) receptors in the peripheral antinociceptive effect induced by GABA(C) receptor agonist cis-4-aminocrotonic acid". Life Sciences. 80 (14): 1268–73. doi:10.1016/j.lfs.2006.12.015. PMID 17316706.