Kainic acid (CHEM017549)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 04:27:22 UTC
Update Date2016-11-09 01:15:37 UTC
Accession NumberCHEM017549
Identification
Common NameKainic acid
ClassSmall Molecule
Description
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
(2S-(2alpha,3beta,4beta))-2-Carboxy-4-(1-methylethenyl)-3-pyrrolidineacetic acidChEBI
Acide kainiqueChEBI
Acido kainicoChEBI
Acidum kainicumChEBI
alpha- Kainic acidChEBI
alpha-Kainic acidChEBI
Digenic acidChEBI
DigeninChEBI
DigensaeureChEBI
HelminalChEBI
KainsaeureChEBI
L-alpha-Kainic acidChEBI
KainateKegg
(2S-(2a,3b,4b))-2-Carboxy-4-(1-methylethenyl)-3-pyrrolidineacetateGenerator
(2S-(2a,3b,4b))-2-Carboxy-4-(1-methylethenyl)-3-pyrrolidineacetic acidGenerator
(2S-(2alpha,3beta,4beta))-2-Carboxy-4-(1-methylethenyl)-3-pyrrolidineacetateGenerator
(2S-(2Α,3β,4β))-2-carboxy-4-(1-methylethenyl)-3-pyrrolidineacetateGenerator
(2S-(2Α,3β,4β))-2-carboxy-4-(1-methylethenyl)-3-pyrrolidineacetic acidGenerator
a- KainateGenerator
a- Kainic acidGenerator
alpha- KainateGenerator
Α- kainateGenerator
Α- kainic acidGenerator
a-KainateGenerator
a-Kainic acidGenerator
alpha-KainateGenerator
Α-kainateGenerator
Α-kainic acidGenerator
DigenateGenerator
L-a-KainateGenerator
L-a-Kainic acidGenerator
L-alpha-KainateGenerator
L-Α-kainateGenerator
L-Α-kainic acidGenerator
Acid, digenicMeSH
Acid, kainicMeSH
Chemical FormulaC10H15NO4
Average Molecular Mass213.230 g/mol
Monoisotopic Mass213.100 g/mol
CAS Registry Number487-79-6
IUPAC Name(2S,3S,4S)-3-(carboxymethyl)-4-(prop-1-en-2-yl)pyrrolidine-2-carboxylic acid
Traditional Namekainic acid
SMILES[H][C@@]1(CN[C@]([H])(C(O)=O)[C@@]1([H])CC(O)=O)C(C)=C
InChI IdentifierInChI=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
InChI KeyVLSMHEGGTFMBBZ-OOZYFLPDSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as kainoids. These are non-proteigenous amino acids with a structure characterized by the presence of a pyrrolidine ring bearing two dicarboxylic acid groups.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentKainoids
Alternative Parents
Substituents
  • Kainoid skeleton
  • Proline or derivatives
  • Alpha-amino acid
  • Alpha-amino acid or derivatives
  • L-alpha-amino acid
  • Pyrrolidine carboxylic acid
  • Pyrrolidine carboxylic acid or derivatives
  • Dicarboxylic acid or derivatives
  • Pyrrolidine
  • Amino acid
  • Carboxylic acid
  • Secondary aliphatic amine
  • Azacycle
  • Organoheterocyclic compound
  • Secondary amine
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic nitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Amine
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility35.4 g/LALOGPS
logP-1.2ALOGPS
logP-2.4ChemAxon
logS-0.78ALOGPS
pKa (Strongest Acidic)1.74ChemAxon
pKa (Strongest Basic)11.59ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area86.63 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity52.2 m³·mol⁻¹ChemAxon
Polarizability21.02 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0j4j-0920000000-15f00fdd361fff0dfe48Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0gi1-1900000000-348beb87de321725e4dcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00yi-9800000000-6c7ccd63ebd73b654dfeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03xr-0960000000-4daaae83398a853f1facSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-02t9-0920000000-2c0f6c826035120f23afSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0609-7900000000-aef12c986f9fa93935b8Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkKainic acid
Chemspider IDNot Available
ChEBI ID31746
PubChem Compound ID10255
Kegg Compound IDC12819
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available