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58002-62-3 molecular structure
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(2S,3S,4S)-3-(carboxymethyl)-4-(prop-1-en-2-yl)pyrrolidine-2-carboxylic acid hydrate

ChemBase ID: 133188
Molecular Formular: C10H17NO5
Molecular Mass: 231.24568
Monoisotopic Mass: 231.11067265
SMILES and InChIs

SMILES:
CC(=C)[C@H]1CN[C@@H]([C@H]1CC(=O)O)C(=O)O.O
Canonical SMILES:
OC(=O)C[C@H]1[C@H](CN[C@@H]1C(=O)O)C(=C)C.O
InChI:
InChI=1S/C10H15NO4.H2O/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);1H2/t6-,7+,9-;/m0./s1
InChIKey:
FZNZRJRSYLQHLT-SLGZUKMRSA-N

Cite this record

CBID:133188 http://www.chembase.cn/molecule-133188.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S,3S,4S)-3-(carboxymethyl)-4-(prop-1-en-2-yl)pyrrolidine-2-carboxylic acid hydrate
IUPAC Traditional name
kainic acid hydrate
Synonyms
2-Carboxy-3-carboxymethyl-4-isopropenylpyrrolidine
Kainic acid monohydrate
CAS Number
58002-62-3
MDL Number
MFCD00150833
PubChem SID
24724520
162227465
24277985
PubChem CID
11954253

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 11954253 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 1.7361971  H Acceptors
H Donor LogD (pH = 5.5) -3.3863163 
LogD (pH = 7.4) -5.153439  Log P -2.3627985 
Molar Refractivity 52.201 cm3 Polarizability 20.809425 Å3
Polar Surface Area 86.63 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
H2O: >10 mg/mL expand Show data source
H2O: soluble expand Show data source
Apperance
white expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
2-8°C expand Show data source
Gene Information
human ... GRIA1(2890), GRIA2(2891), GRIA4(2893), GRIK1(2897), GRIK2(2898), GRIK3(2899), GRIK4(2900), GRIK5(2901), SLC1A1(6505), SLC1A2(6506), SLC1A3(6507)mouse ... Gria1(14799)rat ... Gria1(50592), Grik1(29559), Grik4(24406), Grin2a(24409) expand Show data source
Purity
≥98% (HPLC) expand Show data source
≥99% (TLC) expand Show data source
Impurities
Glutamate, free expand Show data source
Biological Source
from Digenea simplex expand Show data source
Empirical Formula (Hill Notation)
C10H15NO4 · H2O expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - K0250 external link
Application
Kainic acid is used to study mechanisms of excitation-induced apoptosis and epilepsy.
General description
Kainic acid is an agonist for kainate-class ionotropic glutamate receptors. Kainate receptors directly gate ion channels and are generally excitatory. Excess stimulation by Kainic acid induces neurocytosis (apoptosis) and epileptic seizures.
Preparation Note
Dissolve in 1-2 drops of 1N NaOH then bring to volume with water or aqueous buffer. Can be stored 1-2 days refrigerated.
Biochem/physiol Actions
Kainic acid monohydrate is an agonist at the kainate class of ionotropic glutamate receptors, which induces seizures and neurodegeneration in vivo and is used to induce experimental epilepsy in rodents and study the mechanisms of excitation-induced neuronal apoptosis.
Sigma Aldrich - K2389 external link
Biochem/physiol Actions
Kainic acid monohydrate is an agonist at the kainate class of ionotropic glutamate receptors, which induces seizures and neurodegeneration in vivo and is used to induce experimental epilepsy in rodents and study the mechanisms of excitation-induced neuronal apoptosis.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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