| Identification | Back Directory | [Name]
KAINIC ACID | [CAS]
487-79-6 | [Synonyms]
Kainic
C12819
KAINATE
digenin
helminal
Kainicaci
(3a&alpha
,4-beta))-
digenicacid
KAINIC ACID
[3aS-(3a&alpha
alpha-kainicacid
(-)-A-KAINIC ACID
(-)-α-Kainic Acid
[2S-[1(S*),2&alpha
L-alpha-Kainic acid
-sarmentopyranoside]
KAINIC ACID SYNTHETIC
-Allopyranosyl-(1&rarr
-glucopyranosyl-(1&rarr
Periplogenin 3-[O-&beta
Tenacigenin B, 3-O-&beta
KAINIC ACID (OPIKA-1(TM))
-Dihydroxyandrost-5-en-17-one
12-dihydroxyguaian-6,10-diene
-Hydroxy Cholesterol 4-Acetate
-Hydroxy Cholesterol-d4 (Major)
-Hydroxy Cholesterol-d7 4-Acetate
7-p-Toluenesulfonylhydrazide 3&beta
)-7-Dehydro-4,25-dihydroxycholesterol
3-(carboxyMethyl)-4-prop-1-en-2-ylproline
2-carboxy-4-isopropenyl-3-pyrrolidineaceticaci
-oleandropyranosyl-11-O-isobutyryl-12-O-acetyl-
-Dihydroxy-chol-5-ene-24-carboxylic Acid Ethyl Ester
(2-CARBOXY-3-CARBOXYMETHYL-4-ISOPROPENYLPYRROLIDINE)
2-CARBOXYL-3-CARBOXYMETHYL-4-ISOPROPENYL PYRROLIDINE
2-CARBOXY-4-(1-METHYLETHENYL)-3-PYRROLIDINEACETIC ACID
-Diacetyloxy-chol-5-ene-24-carboxylic Acid Ethyl Ester
(2S,3S,4S)-2-Carboxy-4-isopropenylpyrrolidine-3-acetic acid
)-3a,4,7,7a-Tetrahydro-4-hydroxy-1H-isoindole-1,3(2H)-dione
)-4,5-Epoxy-13-ethyl-17-hydroxy-18,19-dinorpregn-20-yn-3-one
(2S,3S,4S)-Carboxy-4-(1-methylethenyl)-3-pyrrolidineaceticacid
)-3,4-Dihydroxy-chol-5,7-diene-24-carboxylic Acid Methyl Ester
(2S,3S,4R)-CARBOXY-4-(1-METHYLETHENYL)-3-PYRROLIDINEACETIC ACID
3-Pyrrolidineaceticacid, 2-carboxy-4-(1-methylethenyl)-, (2S,3S,4S)-
]]-4-Methyl-1-(1-phenylethyl)-2-piperidinecarboxylic Acid Ethyl Ester
[2S-(2A,3B,4B)]-2-CARBOXY-4-(1-METHYLETHENYL)-3-PYRROLIDINEACETIC ACID
3-pyrrolidineaceticacid,2-carboxy-4-(1-methylethenyl)-,(2s-(2-alpha,3-beta
(2S,3S,4S)-3-(carboxymethyl)-4-prop-1-en-2-ylpyrrolidine-2-carboxylic acid
)]-4-[2-(2,5-Dihydroxyphenyl)ethyl]octahydro-1-hydroxy-7a-methyl-5H-inden-5-one
)]-Hexahydro-2-oxo-1,3-bis(phenylmethyl)-1H-Thieno[3,4-d]imidazole-4-pentanoic Acid Phenylmethyl Ester | [Molecular Formula]
C10H15NO4 | [MDL Number]
MFCD00077806 | [MOL File]
487-79-6.mol | [Molecular Weight]
213.23 |
| Chemical Properties | Back Directory | [Melting point ]
253-254 C | [alpha ]
D24 -14.8° (c = 1.01) | [Boiling point ]
353.22°C (rough estimate) | [density ]
1.2177 (rough estimate) | [refractive index ]
1.4368 (estimate) | [storage temp. ]
2-8°C
| [solubility ]
H2O: soluble
| [form ]
White to off-white solid. | [pka]
2.03±0.60(Predicted) | [color ]
White | [Water Solubility ]
Soluble to 25 mM in water | [Stability:]
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 | [InChIKey]
VLSMHEGGTFMBBZ-OOZYFLPDSA-N | [SMILES]
N1C[C@H](C(C)=C)[C@H](CC(O)=O)[C@H]1C(O)=O | [EPA Substance Registry System]
3-Pyrrolidineacetic acid, 2-carboxy-4-(1-methylethenyl)-, (2S,3S,4S)- (487-79-6) |
| Hazard Information | Back Directory | [Description]
Kainic 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). | [Chemical Properties]
soluble in 0.1 M NaOH | [Uses]
excitory amino acid, neurotoxin, neurobiology tool | [Uses]
glutamate receptor agonist, anthelmintic | [Uses]
Neurobiological tool. | [Definition]
ChEBI: Kainic acid is a dicarboxylic acid, a pyrrolidinecarboxylic acid, a L-proline derivative and a non-proteinogenic L-alpha-amino acid. It has a role as an antinematodal drug and an excitatory amino acid agonist. It is a conjugate acid of a kainate(1-). | [Biological Activity]
Selective agonist at kainate receptors. Potent excitant and neurotoxin. Also available as part of the Kainate Receptor Tocriset™ . | [storage]
Store at -20°C | [Purification Methods]
Purify the acid by adsorbing on to a strongly acidic ion-exchange resin (Merck), elute the diacid with aqueous M NaOH, the eluate is evaporated, H2O is added, and filtered through a weakly acidic ion-exchange resin (Merck). The filtrate is then evaporated and recrystallised from EtOH. Its solubility is 0.1g in 1mL of 0.5N HCl. (±)--Kainic acid is recrystallised from H2O with m 230-260o. UV (MeOH): 219 (log 3.9); max 1HNMR (CCl4, 100MHz, Me4Si standard) : 1.64 (s 1H), 1.70 (s 3H), 3.24 (d J 7.5, 2H), 3.3-4.2 (1H), 3.70 (s 3H), 3.83 (s 3H), 4.35 (dd J 7.5, J 14.5, 1H), 5.21 (t J 7.5, 1H), 7.26 (t J 7.5, 1H). [Oppolzer & Andres Helv Chim Acta 62 2282 1979, Beilstein 22 III/IV 1523.] | [References]
1) Watkins et al. (1981), Excitatory amino acid transmitters; Ann. Rev. Pharmacol. Toxicol., 21 165 |
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