(±) -Anatoxin A (fumarate)

(±) -Anatoxin A fumarate is a natural alkaloid isolated from freshwater cyanobacterium. (±) -Anatoxin A fumarate is a potent nicotinic receptor agonist and exhibits Ki values of 1.25 nM and 1.84 μM for binding to α4β2- and α7-type nicotinic receptors in rat brain membranes, respectively. (±) -Anatoxin A fumarate stimulates [3H]-dopamine release from rat striatal synaptosomes (EC50=134 nM) . (±) -Anatoxin A fumarate has toxic effect on fish[1][2][3][4].

Product Specifications

CAS Number

[1219922-30-1]

UNSPSC

12352005

Target

NAChR

Type

Reference compound

Related Pathways

Membrane Transporter/Ion Channel; Neuronal Signaling

Applications

Neuroscience-Neuromodulation

Field of Research

Metabolic Disease; Neurological Disease

Assay Protocol

https://www.medchemexpress.com/racemic-anatoxin-a-fumarate.html

Purity

98.0

Solubility

10 mM in DMSO|H2O : ≥ 14.07mg/mL

Smiles

CC(C1=CCCC2CCC1N2)=O.O=C(O)/C=C/C(O)=O

Molecular Formula

C14H19NO5

Molecular Weight

281.30

References & Citations

[1]P Thomas, et al. (+) -Anatoxin-a is a potent agonist at neuronal nicotinic acetylcholine receptors. J Neurochem. 1993 Jun;60 (6) :2308-11.|[2]Plata-Calzado C, et al. Assessment of the Effects of Anatoxin-a In Vitro: Cytotoxicity and Uptake. Toxins (Basel) . 2024 Dec 13;16 (12) :541.|[3]Sharples CG, et al. UB-165: a novel nicotinic agonist with subtype selectivity implicates the alpha4beta2* subtype in the modulation of dopamine release from rat striatal synaptosomes. J Neurosci. 2000 Apr 15;20 (8) :2783-91.|[4]Osswald J, et al. Toxic effects of pure anatoxin-a on biomarkers of rainbow trout, Oncorhynchus mykiss. Toxicon. 2013 Aug;70:162-9.