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Substance Name: Kainic acid [INN:JAN]
RN: 487-79-6
UNII: SIV03811UC
InChIKey: VLSMHEGGTFMBBZ-OOZYFLPDSA-N

Note

  • (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.

Molecular Formula

  • C10-H15-N-O4

Molecular Weight

  • 213.2315
 

Classification Codes

  • Anthelmintics
  • Anti-Infective Agents
  • Antinematodal Agents
  • Antiparasitic Agents
  • Excitatory Amino Acid Agents
  • Excitatory Amino Acid Agonists
  • Mutation Data
  • Neurotransmitter Agents
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Kainic acid
  • Kainic acid [INN:JAN]

MeSH Heading

  • Kainic acid

Synonyms

  • 4-22-00-01523 (Beilstein Handbook Reference)
  • Acide kainique
  • Acide kainique [INN-French]
  • Acido kainico
  • Acido kainico [INN-Spanish]
  • Acidum kainicum
  • Acidum kainicum [INN-Latin]
  • BRN 0086660
  • Digenic acid
  • Digenin
  • Helminal
  • Kainate
  • Kainic acid
  • L-alpha-Kainic acid
  • NSC 136038
  • UNII-SIV03811UC

Systematic Names

  • 2-Carboxy-4-isopropenyl-3-pyrrolidineacetic acid
  • 3-Pyrrolidineacetic acid, 2-carboxy-4-(1-methylethenyl)-, (2S,3S,4S)-
  • 3-Pyrrolidineacetic acid, 2-carboxy-4-(1-methylethenyl)-, (2S-(2-alpha,3-beta,4-beta))- (9CI)
  • 3-Pyrrolidineacetic acid, 2-carboxy-4-(1-methylethenyl)-, (2S-(2alpha,3beta,4beta))-
  • 3-Pyrrolidineacetic acid, 2-carboxy-4-isopropenyl-

Registry Numbers

CAS Registry Number

  • 487-79-6

FDA UNII

  • SIV03811UC

Other Registry Numbers

  • 4071-38-9
  • 46398-96-3

System Generated Number

  • 0000487796

Structure Descriptors

InChI

1S/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

InChIKey

VLSMHEGGTFMBBZ-OOZYFLPDSA-N

Smiles

CC(=C)[C@H]1CN[C@@H]([C@H]1CC(=O)O)C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LDLo intraperitoneal 32mg/kg (32mg/kg) BRAIN AND COVERINGS: OTHER DEGENERATIVE CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Neuroscience. Vol. 44, Pg. 343, 1991.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 251 dec deg C   EXP

Physical property data is provided to ChemIDplus by SRC, Inc.