| In ZINC since | Heavy atoms | Benign functionality |
|---|---|---|
| October 31st, 2005 | 15 | Yes |
Popular Name: Kainic Acid Kainic Acid
Find On: PubMed — Wikipedia — Google
CAS Numbers: 487-79-6 , 58002-62-3 , [487-79-6]
(-)-(.alpha.)-Kainic Acid (hydrate)
487-79-6; C12819; Kainate; Kainic acid; alpha- Kainic acid
487-79-6; D02546; Digenin (TN); Kainic acid hydrate (JP16)
acide kainique; acido kainico; acidum kainicum; kainic acid
KAINIC ACID 2-CARBOXY-3-CARBOXYMETHYL-4-ISOPROPENYLPYRROLIDINE
| Type pH range | xlogP | Des A‑Pol Apolar desolvation (kcal/mol) | Des Pol Polar desolvation (kcal/mol) | H Don H-bond donors | H Acc H-bond acceptors | Chg Net charge | tPSA (Ų) | MWT Molecular weight (g/mol) | RB Rotatable bonds | DL |
|---|---|---|---|---|---|---|---|---|---|---|
| Ref Reference (pH 7) | -0.81 | 5.21 | -88.22 | 2 | 5 | -1 | 97 | 212.225 | 4 | ↓ |
| Note Type | Comments | Provided By |
|---|---|---|
| MP | 251 °C | Fluorochem |
| Purity | >99% | Fluorochem |
| Patent Database Links | EP0878196; EP0919554; EP1632230; EP1743631; US2005054619; WO2006112686 | ChEBI |
| Therapy | Excitatory amino acid receptor agonist selective for the kainate glutamate receptor subtype; conformationally restricted | SMDC Iconix |
| UniProt Database Links | LPPR1_RAT; TLE3_RAT | ChEBI |
| Code | Description | Organism Class | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| AA3R-6-E | Adenosine Receptor A3 (cluster #6 Of 6), Eukaryotic | Eukaryotes | 77 | 0.66 | Binding ≤ 10μM |
| GRIA1-3-E | Glutamate Receptor Ionotropic, AMPA 1 (cluster #3 Of 4), Eukaryotic | Eukaryotes | 7500 | 0.48 | Binding ≤ 10μM |
| GRIA2-3-E | Glutamate Receptor Ionotropic, AMPA 2 (cluster #3 Of 4), Eukaryotic | Eukaryotes | 6000 | 0.49 | Binding ≤ 10μM |
| GRIA3-3-E | Glutamate Receptor Ionotropic, AMPA 3 (cluster #3 Of 4), Eukaryotic | Eukaryotes | 6000 | 0.49 | Binding ≤ 10μM |
| GRIA4-3-E | Glutamate Receptor Ionotropic, AMPA 4 (cluster #3 Of 5), Eukaryotic | Eukaryotes | 1714 | 0.54 | Binding ≤ 10μM |
| GRIK1-3-E | Glutamate Receptor Ionotropic Kainate 1 (cluster #3 Of 3), Eukaryotic | Eukaryotes | 177 | 0.63 | Binding ≤ 10μM |
| GRIK2-2-E | Glutamate Receptor Ionotropic Kainate 2 (cluster #2 Of 3), Eukaryotic | Eukaryotes | 53 | 0.68 | Binding ≤ 10μM |
| GRIK3-2-E | Glutamate Receptor Ionotropic Kainate 3 (cluster #2 Of 3), Eukaryotic | Eukaryotes | 10 | 0.75 | Binding ≤ 10μM |
| GRIK4-2-E | Glutamate Receptor Ionotropic Kainate 4 (cluster #2 Of 2), Eukaryotic | Eukaryotes | 7 | 0.76 | Binding ≤ 10μM |
| GRIK5-2-E | Glutamate Receptor Ionotropic Kainate 5 (cluster #2 Of 2), Eukaryotic | Eukaryotes | 7 | 0.76 | Binding ≤ 10μM |
| GRIA1-3-E | Glutamate Receptor Ionotropic, AMPA 1 (cluster #3 Of 3), Eukaryotic | Eukaryotes | 7510 | 0.48 | Functional ≤ 10μM |
| GRIK2-2-E | Glutamate Receptor Ionotropic Kainate 2 (cluster #2 Of 2), Eukaryotic | Eukaryotes | 700 | 0.57 | Functional ≤ 10μM |
| Z50597-4-O | Rattus Norvegicus (cluster #4 Of 5), Other | Other | 18 | 0.72 | Binding ≤ 10μM |
| Z50466-5-O | Trypanosoma Cruzi (cluster #5 Of 8), Other | Other | 3000 | 0.52 | Functional ≤ 10μM |
| Z50597-6-O | Rattus Norvegicus (cluster #6 Of 12), Other | Other | 3700 | 0.51 | Functional ≤ 10μM |
| Uniprot | Swissprot | Description | Affinity (nM) | LE (kcal/mol/atom) | Type |
|---|---|---|---|---|---|
| AA3R_HUMAN | P33765 | Adenosine A3 Receptor, Human | 77 | 0.66 | Binding ≤ 1μM |
| GRIK1_HUMAN | P39086 | Glutamate Receptor Ionotropic Kainate 1, Human | 177 | 0.63 | Binding ≤ 1μM |
| GRIK1_RAT | P22756 | Glutamate Receptor Ionotropic Kainate 1, Rat | 10 | 0.75 | Binding ≤ 1μM |
| GRIK2_HUMAN | Q13002 | Glutamate Receptor Ionotropic Kainate 2, Human | 32 | 0.70 | Binding ≤ 1μM |
| GRIK2_RAT | P42260 | Glutamate Receptor Ionotropic Kainate 2, Rat | 10 | 0.75 | Binding ≤ 1μM |
| GRIK3_HUMAN | Q13003 | Glutamate Receptor Ionotropic Kainate 3, Human | 10 | 0.75 | Binding ≤ 1μM |
| GRIK3_RAT | P42264 | Glutamate Receptor Ionotropic Kainate 3, Rat | 10 | 0.75 | Binding ≤ 1μM |
| GRIK4_RAT | Q01812 | Glutamate Receptor Ionotropic Kainate 4, Rat | 10 | 0.75 | Binding ≤ 1μM |
| GRIK5_RAT | Q63273 | Glutamate Receptor Ionotropic Kainate 5, Rat | 10 | 0.75 | Binding ≤ 1μM |
| GRIK5_HUMAN | Q16478 | Glutamate Receptor Ionotropic Kainate 5, Human | 177 | 0.63 | Binding ≤ 1μM |
| GRIA1_RAT | P19490 | Glutamate Receptor Ionotropic, AMPA 1, Rat | 29.7 | 0.70 | Binding ≤ 1μM |
| GRIA2_RAT | P19491 | Glutamate Receptor Ionotropic, AMPA 2, Rat | 29.7 | 0.70 | Binding ≤ 1μM |
| GRIA3_RAT | P19492 | Glutamate Receptor Ionotropic, AMPA 3, Rat | 29.7 | 0.70 | Binding ≤ 1μM |
| GRIA4_RAT | P19493 | Glutamate Receptor Ionotropic, AMPA 4, Rat | 29.7 | 0.70 | Binding ≤ 1μM |
| Z50597 | Z50597 | Rattus Norvegicus | 17.8 | 0.72 | Binding ≤ 1μM |
| AA3R_HUMAN | P33765 | Adenosine A3 Receptor, Human | 77 | 0.66 | Binding ≤ 10μM |
| GRIK1_HUMAN | P39086 | Glutamate Receptor Ionotropic Kainate 1, Human | 177 | 0.63 | Binding ≤ 10μM |
| GRIK1_RAT | P22756 | Glutamate Receptor Ionotropic Kainate 1, Rat | 10 | 0.75 | Binding ≤ 10μM |
| GRIK2_RAT | P42260 | Glutamate Receptor Ionotropic Kainate 2, Rat | 10 | 0.75 | Binding ≤ 10μM |
| GRIK2_HUMAN | Q13002 | Glutamate Receptor Ionotropic Kainate 2, Human | 32 | 0.70 | Binding ≤ 10μM |
| GRIK3_HUMAN | Q13003 | Glutamate Receptor Ionotropic Kainate 3, Human | 10 | 0.75 | Binding ≤ 10μM |
| GRIK3_RAT | P42264 | Glutamate Receptor Ionotropic Kainate 3, Rat | 10 | 0.75 | Binding ≤ 10μM |
| GRIK4_RAT | Q01812 | Glutamate Receptor Ionotropic Kainate 4, Rat | 10 | 0.75 | Binding ≤ 10μM |
| GRIK5_RAT | Q63273 | Glutamate Receptor Ionotropic Kainate 5, Rat | 10 | 0.75 | Binding ≤ 10μM |
| GRIK5_HUMAN | Q16478 | Glutamate Receptor Ionotropic Kainate 5, Human | 177 | 0.63 | Binding ≤ 10μM |
| GRIA1_MOUSE | P23818 | Glutamate Receptor Ionotropic, AMPA 1, Mouse | 2000 | 0.53 | Binding ≤ 10μM |
| GRIA1_RAT | P19490 | Glutamate Receptor Ionotropic, AMPA 1, Rat | 29.7 | 0.70 | Binding ≤ 10μM |
| GRIA1_HUMAN | P42261 | Glutamate Receptor Ionotropic, AMPA 1, Human | 7449 | 0.48 | Binding ≤ 10μM |
| GRIA2_RAT | P19491 | Glutamate Receptor Ionotropic, AMPA 2, Rat | 2000 | 0.53 | Binding ≤ 10μM |
| GRIA3_RAT | P19492 | Glutamate Receptor Ionotropic, AMPA 3, Rat | 1980 | 0.53 | Binding ≤ 10μM |
| GRIA4_RAT | P19493 | Glutamate Receptor Ionotropic, AMPA 4, Rat | 2000 | 0.53 | Binding ≤ 10μM |
| GRIA4_HUMAN | P48058 | Glutamate Receptor Ionotropic, AMPA 4, Human | 1710 | 0.54 | Binding ≤ 10μM |
| Z50597 | Z50597 | Rattus Norvegicus | 17.8 | 0.72 | Binding ≤ 10μM |
| GRIK2_HUMAN | Q13002 | Glutamate Receptor Ionotropic Kainate 2, Human | 700 | 0.57 | Functional ≤ 10μM |
| GRIK2_RAT | P42260 | Glutamate Receptor Ionotropic Kainate 2, Rat | 1800 | 0.54 | Functional ≤ 10μM |
| GRIA1_HUMAN | P42261 | Glutamate Receptor Ionotropic, AMPA 1, Human | 7510 | 0.48 | Functional ≤ 10μM |
| Z50597 | Z50597 | Rattus Norvegicus | 3700 | 0.51 | Functional ≤ 10μM |
| Z50466 | Z50466 | Trypanosoma Cruzi | 3000 | 0.52 | Functional ≤ 10μM |
| Description | Species |
|---|---|
| Activation of AMPA receptors | |
| Activation of Ca-permeable Kainate Receptor | |
| Activation of Na-permeable Kainate Receptors | |
| Adenosine P1 receptors | |
| G alpha (i) signalling events | |
| Presynaptic function of Kainate receptors | |
| Trafficking of AMPA receptors | |
| Trafficking of GluR2-containing AMPA receptors | |
| Unblocking of NMDA receptor, glutamate binding and activation |
