(Z )-4-Amino-2-butenoic acid[1]
Names
Preferred IUPAC name
(2Z )-4-Aminobut-2-enoic acid
Other names
(Z )-4-Amino-2-butenoic acidcis -4-Aminocrotonic acidcis -2-butenoic acid
Identifiers
55199-25-2 N
3D model (Jmol )
Interactive image Interactive image
Abbreviations
CACA
ChEMBL ChEMBL32307 Y
ChemSpider 5036011 Y
4148
PubChem 6603697
InChI=1S/C4H7NO2/c5-3-1-2-4(6)7/h1-2H,3,5H2,(H,6,7)/b2-1-
Y Key: FMKJUUQOYOHLTF-UPHRSURJSA-N
Y
InChI=1/C4H7NO2/c5-3-1-2-4(6)7/h1-2H,3,5H2,(H,6,7)/b2-1-
Key: FMKJUUQOYOHLTF-UPHRSURJBR
C(\C=C/C(=O)O)N
O=C(O)\C=C/CN
Properties
C 4 H 7 N O 2
Molar mass 101.11 g·mol−1
124 mg/mL
Hazards
S-phrases S22 S24/25
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
N verify what is Y N
Infobox references
(Z )-4-Amino-2-butenoic acid [1] CACA , cis -4-aminocrotonic acid) is a GABA receptor partial agonist selective for the GABAA -ρ (previously known as GABAC ) subtype.[2] [3] [4]
References [ edit ]
^ a b cis -4-Aminocrotonic acidSigma-Aldrich ^ 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 . ^ 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 . ^ 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 .
Receptor (ligands )
Agonists
PAMs
(Abridged; see here for a full list) : α-EMTBL Alcohols (e.g., ethanol )Anabolic steroids Avermectins (e.g., ivermectin )Barbiturates (e.g., phenobarbital )Benzodiazepines (e.g., diazepam )Bromide compounds (e.g., potassium bromide )Carbamates (e.g., meprobamate )Carbamazepine Chloralose Chlormezanone Clomethiazole Dihydroergolines (e.g., ergoloid (dihydroergotoxine) )Etazepine Etifoxine Fenamates (e.g., mefenamic acid )Flavonoids (e.g., apigenin , hispidulin )Fluoxetine Flupirtine Imidazoles (e.g., etomidate )Kava constituents (e.g., kavain )Lanthanum Loreclezole Monastrol Neuroactive steroids (e.g., allopregnanolone , cholesterol )Niacin Nicotinamide (niacinamide) Nonbenzodiazepines (e.g., β-carbolines (e.g., abecarnil ), cyclopyrrolones (e.g., zopiclone ), imidazopyridines (e.g., zolpidem ), pyrazolopyrimidines (e.g., zaleplon ))Norfluoxetine Petrichloral Phenols (e.g., propofol )Phenytoin Piperidinediones (e.g., glutethimide )Propanidid Pyrazolopyridines (e.g., etazolate )Quinazolinones (e.g., methaqualone )Retigabine (ezogabine) ROD-188 Skullcap constituents (e.g., baicalin )Stiripentol Sulfonylalkanes (e.g., sulfonmethane (sulfonal) )Topiramate Valerian constituents (e.g., valerenic acid )Volatiles /gases (e.g., chloral hydrate , chloroform , diethyl ether , paraldehyde , sevoflurane )
Antagonists
NAMs
1,3M1B 3M2B 11-Ketoprogesterone 17-Phenylandrostenol α5IA (LS-193,268) β-CCB β-CCE β-CCM β-CCP β-EMGBL Anabolic steroids Amiloride Anisatin β-Lactams (e.g., penicillins , cephalosporins , carbapenems )Basmisanil Bemegride Bilobalide CHEB Cicutoxin Cloflubicyne Cyclothiazide DHEA DHEA-S Dieldrin (+)-DMBB DMCM DMPC EBOB Etbicyphat FG-7142 (ZK-31906) Fiproles (e.g., fipronil )Flavonoids (e.g., amentoflavone , oroxylin A )Flumazenil Fluoroquinolones (e.g., ciprofloxacin )Flurothyl Furosemide Iomazenil (123 I) Isoallopregnanolone Isopregnanolone (sepranolone) L-655,708 Laudanosine Leptazol Lindane MaxiPost Morphine Morphine-3-glucuronide MRK-016 Naloxone Naltrexone Nicardipine Non-steroidal antiandrogens (e.g., apalutamide , bicalutamide , enzalutamide , flutamide , nilutamide )Oenanthotoxin Pentetrazol (metrazol) Phenylsilatrane Picrotoxin (i.e., picrotin and picrotoxinin )Pregnenolone sulfate Propybicyphat PWZ-029 Radequinil Ro 15-4513 Ro 19-4603 RO4882224 RO4938581 Sarmazenil SCS Suritozole TB-21007 TBOB TBPS TCS-1105 Terbequinil TETS Thujone U-93631 Zinc ZK-93426
Agonists
PAMs
Antagonists
NAMs
Agonists
Antagonists
NAMs
PAMs
Transporter (blockers )
Enzyme (inhibitors )
Others
Precursors
Analogues
Others
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