38090-53-8

38090-53-8 structure

Name: TACA
Chemical Name: trans-4-Aminocrotonicacid
CAS Number: 38090-53-8
Molecular Formula: C₄H₇NO₂
Molecular Weight: 101.10400
Catalog: Signaling Pathways Membrane Transporter/Ion Channel GABA Receptor
Create Date: 2018-09-13 18:59:24
Modify Date: 2024-01-08 12:24:01
TACA (trans-4-Aminocrotonic acid) is a potent agonist of GABAA and GABAC receptors (KD= 0.6 μM). TACA also is GABA uptake inhibitor and substrate for GABA-T. TACA produces late biphasic responses in the MPG neurons[1][2][3].

Name	trans-4-Aminocrotonicacid
Synonyms	MFCD00673818 4-Amino-trans-crotonsaeure 4-amino-trans-crotonic acid trans-4-Aminocrotonic acid,TACA 4-amino-2-butenoic acid trans-4-aminocrotonic acid

Description	TACA (trans-4-Aminocrotonic acid) is a potent agonist of GABAA and GABAC receptors (KD= 0.6 μM). TACA also is GABA uptake inhibitor and substrate for GABA-T. TACA produces late biphasic responses in the MPG neurons[1][2][3].
Related Catalog	Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor Research Areas >> Neurological Disease Signaling Pathways >> Neuronal Signaling >> GABA Receptor
Target	KD: 0.6 μM (GABAC)[1].
In Vivo	TACA is a potent competitive inhibitor of GABA uptake in rat brain slices and thus is possibly a substrate for the GABA uptake system[3].
References	[1]. Chebib M, et al. Analogues of gamma-aminobutyric acid (GABA) and trans-4-aminocrotonic acid (TACA) substituted in the 2 position as GABAC receptor antagonists. Br J Pharmacol. 1997;122(8):1551-1560. [2]. Akasu T, et al. Role of GABAA and GABAC receptors in the biphasic GABA responses in neurons of the rat major pelvic ganglia. J Neurophysiol. 1999;82(3):1489-1496. [3]. Johnston GA, et al. Cis- and trans-4-aminocrotonic acid as GABA analogues of restricted conformation. J Neurochem. 1975;24(1):157-160.

Density	1.169 g/cm3
Boiling Point	300.4ºC at 760 mmHg
Melting Point	>158°C (lit.)
Molecular Formula	C₄H₇NO₂
Molecular Weight	101.10400
Flash Point	135.5ºC
Exact Mass	101.04800
PSA	63.32000
LogP	0.28620

Safety Phrases	S22-S24/25

924-49-2

38090-53-8

Literature: Musashi Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, 1954 , vol. 297, p. 71 Full Text View citing articles Show Details Johnston et al. J.Neurochem., 1975 , vol. 24, p. 157

100814-78-6

38090-53-8

Literature: Merck and Co., Inc. Patent: US4579851 A1, 1986 ; US 4579851 A

13991-36-1

38090-53-8

Literature: Liu, Siming; Hanzlik, Robert P. Journal of Medicinal Chemistry, 1992 , vol. 35, # 6 p. 1067 - 1075

75707-06-1

~53%

38090-53-8

Literature: Allan; Johnston; Twitchin Australian Journal of Chemistry, 1980 , vol. 33, # 5 p. 1115 - 1122

16011-10-2

38090-53-8

Literature: Balenovic et al. Journal of Organic Chemistry, 1954 , vol. 19, p. 1589,1591

107-93-7

38090-53-8

Literature: Allan,R.D.; Twitchin,B. Australian Journal of Chemistry, 1978 , vol. 31, p. 2283 - 2289

10479-85-3

7664-41-7

38090-53-8

Literature: Rambaud Bulletin de la Societe Chimique de France, 1936 , vol. <5>3, p. 139

Precursor 7
924-49-2 13991-36-1 75707-06-1 16011-10-2
107-93-7 10479-85-3 7664-41-7
DownStream 1
56-12-2

38090-53-8	25747-40-4
380886-35-1	203790-61-8
17447-35-7