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

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Title: (Z)-4-Amino-2-butenoic acid  
Author: World Heritage Encyclopedia
Language: English
Subject: N4-Chloroacetylcytosine arabinoside, GABA transaminase inhibitor, (1,2,5,6-Tetrahydropyridin-4-yl)methylphosphinic acid, Gabaculine, GABA receptor antagonist
Publisher: World Heritage Encyclopedia

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

(Z)-4-Amino-2-butenoic acid[1]
CACA molecule
Abbreviations CACA
CAS number
ChemSpider  YesY
Jmol-3D images Image 1
Image 2
Molecular formula C4H7NO2
Molar mass 101.10 g mol−1
Solubility in water 124 mg/mL
S-phrases S22 S24/25
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 YesY   YesY/N?)

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


  1. ^ -4-Aminocrotonic acidcis at Sigma-Aldrich
  2. ^ Qian, H; Dowling, JE (1996). "Selective agonists for GABAC receptors". Trends in neurosciences 19 (5): 190.  
  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.  
  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.  

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