3-(carboxymethyl)-4-(prop-1-en-2-yl)pyrrolidine-2-carboxylic acid

• ChemBase ID: 105949
• Molecular Formular: C10H15NO4
• Molecular Mass: 213.2304
• Monoisotopic Mass: 213.10010797
• SMILES: CC(=C)C1CNC(C1CC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)CC1C(CNC1C(=O)O)C(=C)C
• 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)
• InChIKey: VLSMHEGGTFMBBZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(carboxymethyl)-4-(prop-1-en-2-yl)pyrrolidine-2-carboxylic acid
• IUPAC Traditional name: kainic acid
• Synonyms: 2-Carboxyl-3-carboxymethyl-4-isopropenylpyrrolidine; KAINIC ACID

Database IDs

• CAS Number: 487-79-6
• PubChem SID: 162089006
• PubChem CID: 3816

CALCULATED PROPERTIES

• Acid pKa: 1.7361971
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -3.3863163
• LogD (pH = 7.4): -5.153439
• Log P: -2.3627985
• Molar Refractivity: 52.201 cm^3
• Polarizability: 20.809425 Å^3
• Polar Surface Area: 86.63 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 253-255°C

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: UX9665250

Product Information

• Purity: 99%

DETAILS

MP Biomedicals - 02195264

Synthetic,Crystalline
Kainic acid is a minor amino acid typically found in Digenea simplex seaweed, although this is a synthetic preparation.

MP Biomedicals - 02199527

White to slightly pale brown crystalline powder.
Source: Isolated from Digenea simplex seaweed
Purity: 99%
Kainic acid is a neuronal excitant and neurotoxin that has been used to induce seizures and neurodegeneration and has been used for research for epilepsy and other neurologic disorders.