Basic information
- CAS
487-79-6- Standard SMILES
C=C(C)C1CNC(C(=O)O)C1CC(=O)O- InChIKey
VLSMHEGGTFMBBZ-UHFFFAOYSA-N- Molecular formula
- C10H15NO4
- Average molar mass
- 213.23 g/mol
- Monoisotopic mass
- 213.10010796
Overview
3-Pyrrolidineacetic acid, 2-carboxy-4-(1-methylethenyl)- is a proline derivative, a dicarboxylic acid and a pyrrolidinecarboxylic acid.
Names & identifiers
- Preferred name
- 2-Carboxy-4-(1-methylethenyl)-3-pyrrolidineacetic acid
- IUPAC
- 3-(carboxymethyl)-4-prop-1-en-2-ylpyrrolidine-2-carboxylic acid
- English name
- Kainic acid
- Molecular formula
- C10H15NO4
- Molecular weight
- 213.23
Names & synonyms
62137-25-1DTXSID908594032-Carboxy-4-(1-methylethenyl)-3-pyrrolidineacetic AcidRefChem:1062704DTXCID70204053rac Kainic Acid73209-05-9(+/-)-Kainic acid3-(carboxymethyl)-4-(prop-1-en-2-yl)pyrrolidine-2-carboxylic acid3-Pyrrolidineacetic acid, 2-carboxy-4-(1-methylethenyl)-(2R,3S,4S)-rel-2-Carboxy-4-(1-methylethenyl)-3-pyrrolidineacetic Acid3-(Carboxymethyl)-4-isopropenylproline
Show more names
KAINATE(-)-α-Kainic AcidKainicC12819digeninhelminal(3aαKainicaci,4-beta))-digenicacid
2-Carboxyl-3-carboxymethyl-4-isopropenylpyrrolidinerel-(2R,3S,4S)-2-Carboxy-4-(1-methylethenyl)-3-pyrrolidineacetic acid3-(carboxymethyl)-4-prop-1-en-2-ylpyrrolidine-2-carboxylic acid.alpha.-Kaininc acidSpectrum_000410L-.alpha.-Kainic acidSpecPlus_000262Spectrum2_001248
Database identifiers
Properties
Computed structural properties
- XLogP
- -1.8
- Topological polar surface area
- 86.6 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 4
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 300
Physicochemical properties
- Melting point
- 253 · 253-254 C
- alpha
- 24 · D24 -14.8° (c = 1.01)
- Boiling point
- 353.22 °C · 353.22°C (rough estimate)
- Density
- 1.2177 · 1.2177 (rough estimate)
- refractive index
- 1.4368 · 1.4368 (estimate)
- storage temp.
- 2 · Keep in dark place,Sealed in dry,2-8°C
- solubility
- 2 O: · H2O: soluble
- form
- White to off-white solid.
- pka
- 2.03 · 2.03±0.60(Predicted)
- color
- White
- optical activity
- -14.824 · -14.824 (H2O)
- Water Solubility
- 25 mM · Soluble to 25 mM in water
- Stability
- 1 year · Stable for 1 year from date of purchase as supplied. Solutions in distilled water may be stored at -20° for up to 3 months.
- InChI
- 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
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
- risk_code
- 20/21/22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 22-24/25-36
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H312-H332
- Precautionary statements
- P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501
Chemistry & industry
Applications
DescriptionKainic acid (487-79-6) is a conformationally restricted glutamate analog which acts as a selective agonist at kainate receptors. CNS stimulant and neurotoxin. Kainic acid is a classic neuroexcitatory agent for induction of seizures in laboratory animals (typical dose 10-30 mg/kg).
Usesexcitory amino acid, neurotoxin, neurobiology tool
UsesNeurobiological tool.
Usesglutamate receptor agonist, anthelmintic
Uses(-)-α-Kainic Acid is a naturally occurring neuroexcitatory chemical that is an selective agonist for a subtype of ionotropic glutamate receptor. Administration of (-)-α-Kainic Acid has been shown to increase production of reactive oxygen species, mitochondrial dysfunction, and apoptosis in neurons in many regions of the brain, particularly in the hippocampal subregions and in the hilus of dentate gyrus.
Upstream & downstream products
Upstream raw materials
Suppliers73 total
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
成都乐美天医药科技有限公司17308096051 17308096051 · [email protected]
武汉欣扬瑞和化学科技有限公司153-07155313 15307155313 · [email protected]
上海优宁维生物科技股份有限公司15921930842 15921930842 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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