kainic acid Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
3201 487-79-6

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • kainic acid
  • digenic acid
  • digenin
  • helminal
  • alpha-Kainic acid
  • kainic acid hydrate
(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 weight: 213.23
  • Formula: C10H15NO4
  • CLOGP: -1.18
  • LIPINSKI: 0
  • HAC: 5
  • HDO: 3
  • TPSA: 86.63
  • ALOGS: -0.78
  • ROTB: 4

Drug dosage:

None

ADMET properties:

None

Approvals:

None

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
MeSH PA D000871 Anthelmintics
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000969 Antinematodal Agents
MeSH PA D000977 Antiparasitic Agents
MeSH PA D018690 Excitatory Amino Acid Agonists
MeSH PA D018377 Neurotransmitter Agents
CHEBI has role CHEBI:35444 antinematodals
CHEBI has role CHEBI:50103 excitatory amino acid agonists

Drug Use (View source of the data)

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 1.88 acidic
pKa2 4.44 acidic
pKa3 9.94 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Glutamate receptor ionotropic, kainate 4 Ion channel Ki 8.64 PDSP
Glutamate receptor 1 Ion channel Ki 5.13 CHEMBL
Adenosine receptor A3 GPCR IC50 7.11 CHEMBL
Glutamate receptor ionotropic, kainate 5 Ion channel Ki 8.10 CHEMBL
Glutamate receptor 4 Ion channel Ki 5.77 CHEMBL
Glutamate receptor ionotropic, kainate 2 Ion channel Ki 7.49 CHEMBL
Glutamate receptor 2 Ion channel Ki 4.91 CHEMBL
Glutamate receptor ionotropic, kainate 1 Ion channel Ki 6.75 CHEMBL
Glutamate receptor ionotropic, kainate 3 Ion channel Ki 8 CHEMBL
Glutamate receptor 3 Ion channel Ki 5.58 PDSP
Glutamate receptor ionotropic, AMPA Ion channel Ki 7.53 CHEMBL
Glutamate receptor ionotropic, kainate 1 Ion channel Ki 7.15 CHEMBL
Glutamate receptor 4 Ion channel Ki 5.45 CHEMBL
Glutamate receptor ionotropic, kainate Ion channel IC50 8.37 CHEMBL
Glutamate receptor 3 Ion channel Ki 5.70 CHEMBL
Glutamate receptor 1 Ion channel Ki 6.32 CHEMBL
Glutamate receptor ionotropic, kainate 3 Ion channel Ki 8.42 CHEMBL
Glutamate receptor ionotropic, kainate 4 Ion channel Ki 8.33 CHEMBL
Glutamate receptor ionotropic, kainate 5 Ion channel Ki 7.82 CHEMBL
Glutamate receptor 2 Ion channel Ki 5.43 CHEMBL
Glutamate receptor ionotropic, kainate 2 Ion channel Ki 8.43 CHEMBL

External reference:

IDSource
D02546 KEGG_DRUG
C0022471 UMLSCUI
CHEBI:31746 CHEBI
KAI PDB_CHEM_ID
CHEMBL275040 ChEMBL_ID
10255 PUBCHEM_CID
D007608 MESH_DESCRIPTOR_UI
1509 INN_ID
SIV03811UC UNII
006209 NDDF

Pharmaceutical products:

None