L-alpha-Kainic acid

Kainic Acid (2S-(2 alpha,3 beta,4 beta))-2-Carboxy-4-(1-methylethenyl)-3-pyrrolidineacetic acid. Ascaricide obtained from the red alga Digenea simplex. It is a potent excitatory amino acid agonist at some types of excitatory amino acid receptors and has been used to discriminate among receptor types. Like many excitatory amino acid agonists it can cause neurotoxicity and has been used experimentally for that purpose.

[1. A glutamate analogue that exhibits powerful and long-acting excitatory and toxic activity on neurons. In neurobiology, it is used as a research tool to destroy neurons and as an activator of glutamate receptors; it has been used as an anthelmintic against nematodes.

Molecular Formula: C₁₀H₁₅NO₄

InChI: InChI=1/C10H15NO4/c1-5(2)7-4-11-9(10(14)15)6(7)3-8(12)13/h6-7,9,11H,1,3-4H2,2H3,(H,12,13)(H,14,15)/t6-,7+,9-/m0/s1/f/h12,14H

InChIKey: InChIKey=VLSMHEGGTFMBBZ-WODSAOQMDB
SMILES: CC(=C)C1CNC(C1CC(=O)O)C(=O)O

Names:
    Acide kainique [INN-French]
    Acido kainico [INN-Spanish]
    Acidum kainicum [INN-Latin]
    Digenic acid
    Digenin
    Helminal
    Kainate
    Kainic acid [INN:JAN]
    kainic acid
    L-alpha-Kainic acid
    (2S,3S,4S)-3-(carboxymethyl)-4-prop-1-en-2-yl-pyrrolidine-2-carboxylic acid

Registries:
    PubChem CID 10255
    PubChem ID 153513