α-Kainic acid
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α-Kainic acid
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CAS No:
487-79-6
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Formula:
C10H15NO4
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Chemical Name:
α-Kainic acid
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Synonyms:
3-Pyrrolidineacetic acid,2-carboxy-4-(1-methylethenyl)-,(2S,3S,4S)-;3-Pyrrolidineacetic acid,2-carboxy-4-isopropenyl-;3-Pyrrolidineacetic acid,2-carboxy-4-(1-methylethenyl)-,[2S-(2α,3β,4β)]-;(2S,3S,4S)-2-Carboxy-4-(1-methylethenyl)-3-pyrrolidineacetic acid;Digenin;Helminal;α-Kainic acid;Digenic acid;L-α-Kainic acid;(-)-α-Kainic acid;(2S,3S,4S)-2-Carboxy-4-isopropenylpyrrolidine-3-acetic acid;(-)-Kainic acid;Kainic acid;4071-38-9;46398-96-3
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CAS No:
Description
Kainic acid is a potent agonist at excitatory amino acid receptor subtypes in the CNS.
Kainic acid is a dicarboxylic acid, a pyrrolidinecarboxylic acid, a L-proline derivative and a non-proteinogenic L-alpha-amino acid. It has a role as an antinematodal drug and an excitatory amino acid agonist. It is a conjugate acid of a kainate(1-).|(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.
Characteristics
86.6
-1.8
1.2±0.1 g/cm3
251 °C (decomp)
219.8±28.7 °C
1.509
144.2 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]
Drug Information
Drugs that bind to and activate excitatory amino acid receptors. (See all compounds classified as Excitatory Amino Acid Agonists.)|Substances used in the treatment or control of nematode infestations. They are used also in veterinary practice. (See all compounds classified as Antinematodal Agents.)
Acid, Digenic
α-Kainic acid Use and Manufacturing
excitory amino acid, neurotoxin, neurobiology tool Neurobiological tool. glutamate receptor agonist, anthelmintic
Computed Properties
Molecular Weight:213.23
XLogP3:-1.8
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:213.10010796
Monoisotopic Mass:213.10010796
Topological Polar Surface Area:86.6
Heavy Atom Count:15
Complexity:300
Defined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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