dysiherbaine   Click here for help

GtoPdb Ligand ID: 4185

PDB Ligand
Comment: Dysiherbaine is an excitatory amino acid isolated from a marine sponge (Dysidea herbacea), with high affinity for kainate ionotropic glutamate receptors [1].
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 9
Hydrogen bond donors 5
Rotatable bonds 5
Topological polar surface area 151.34
Molecular weight 304.13
XLogP -4.68
No. Lipinski's rules broken 0
Click here for help
Canonical SMILES CNC1C(O)COC2C1OC(C2)(CC(C(=O)O)N)C(=O)O
Isomeric SMILES CN[C@@H]1[C@H](O)CO[C@H]2[C@@H]1O[C@@](C2)(C[C@@H](C(=O)O)N)C(=O)O
InChI InChI=1S/C12H20N2O7/c1-14-8-6(15)4-20-7-3-12(11(18)19,21-9(7)8)2-5(13)10(16)17/h5-9,14-15H,2-4,13H2,1H3,(H,16,17)(H,18,19)/t5-,6+,7+,8+,9-,12+/m0/s1
1. Sakai R, Swanson GT, Shimamoto K, Green T, Contractor A, Ghetti A, Tamura-Horikawa Y, Oiwa C, Kamiya H. (2001)
Pharmacological properties of the potent epileptogenic amino acid dysiherbaine, a novel glutamate receptor agonist isolated from the marine sponge Dysidea herbacea.
J Pharmacol Exp Ther, 296 (2): 650-8. [PMID:11160654]