Ziconotide (trifluoroacetate salt)

Ziconotide is a synthetic version of omega-conopeptide MVIIA, a peptide toxin originally found in the venom of the fish-eating marine snail C. magus, that blocks N-type calcium channels in rat brain membranes (Kds = 1.1-18 pM, IC50s = 2-55 pM)., It blocks high-voltage-activated calcium currents in rat superior cervical ganglion neurons (IC50 = 32 nM) as well as depolarization-induced norepinephrine release by rat peripheral sympathetic efferent neurons and in rat hippocampus (IC50s = 1.2 and 5.5 nM, respectively). Intrathecal administration of ziconotide inhibits formalin-induced flinch responses and increases the paw withdrawal threshold in the paw pressure test in rats (ED50s = 0.11 and 0.60 µg, respectively), indicating antinociceptive effects. It decreases latency to tail withdrawal in a hot plate test in a rat model of sciatic chronic constriction injury. Ziconotide also reduces infarct volume post ischemia in a rat model of transient focal ischemia.Formal Name: L-cysteinyl-L-lysylglycyl-L-lysylglycyl-L-alanyl-L-lysyl-L-cysteinyl-L-seryl-L-arginyl-L-leucyl-L-methionyl-L-tyrosyl-L-alpha-aspartyl-L-cysteinyl-L-cysteinyl-L-threonylglycyl-L-seryl-L-cysteinyl-L-arginyl-L-serylglycyl-L-lysyl-L-cysteinamide, cyclic (1->16),(8->20),(15->25)-tris(disulfide), trifluoroacetate salt. CAS Number: 1660960-77-9. Synonyms: omega-Conotoxin MVIIA, SNX-111. Molecular Formula: C102H172N36O32S7 . XCF3COOH. Formula Weight: 2639.1. Purity: >95%. Formulation: (Request formulation change), A lyophilized powder. Solubility: Water: 1 mg/ml. SMILES: NC([C@@H](N1)CSSC[C@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@H](CC(C)C)NC([C@H](CCCNC(N)=N)NC([C@H](CO)NC([C@@H](NC([C@H](CCCCN)NC([C@@H](NC(CNC([C@H](CCCCN)NC(CNC([C@H](CCCCN)NC([C@@H](N[H])CSSC[C@H](N2)C(N[C@]([C@@H](C)O)([H])C(NCC(N[C@@H](CO)C3=O)=O)=O)=O)=O)=O)=O)=O)=O)C)=O)=O)CSSC[C@H](N3)C(N[C@@H](CCCNC(N)=N)C(N[C@@H](CO)C(NCC(N[C@@H](CCCCN)C1=O)=O)=O)=O)=O)=O)=O)=O)=O)CCSC)=O)CC4=CC=C(O)C=C4)=O)CC(O)=O)=O)C2=O)=O.OC(C(F)(F)F)=O. InChi Code: InChI=1S/C102H172N36O32S7.C2HF3O2/c1-50(2)34-63-91(161)127-62(26-33-171-5)90(160)129-64(35-53-22-24-54(143)25-23-53)92(162)130-65(36-78(148)149)93(163)135-72-48-175-173-45-69(80(108)150)133-86(156)58(18-8-12-29-105)121-76(146)39-117-85(155)66(41-139)131-88(158)61(21-15-32-114-102(111)112)126-96(166)70-46-176-177-47-71(97(167)132-68(43-141)95(165)125-60(87(157)128-63)20-14-31-113-101(109)110)134-89(159)59(19-9-13-30-106)123-81(151)51(3)119-74(144)37-115-83(153)56(16-6-10-27-103)120-75(145)38-116-84(154)57(17-7-11-28-104)124-82(152)55(107)44-172-174-49-73(137-98(72)168)99(169)138-79(52(4)142)100(170)118-40-77(147)122-67(42-140)94(164)136-70,3-2(4,5)1(6)7/h22-25,50-52,55-73,79,139-143H,6-21,26-49,103-107H2,1-5H3,(H2,108,150)(H,115,153)(H,116,154)(H,117,155)(H,118,170)(H,119,144)(H,120,145)(H,121,146)(H,122,147)(H,123,151)(H,124,152)(H,125,165)(H,126,166)(H,127,161)(H,128,157)(H,129,160)(H,130,162)(H,131,158)(H,132,167)(H,133,156)(H,134,159)(H,135,163)(H,136,164)(H,137,168)(H,138,169)(H,148,149)(H4,109,110,113)(H4,111,112,114),(H,6,7)/t51-,52+,55-,56-,57-,58-,59-,60-,61-,62-,63-,64-,65-,66-,67-,68-,69-,70-,71-,72-,73-,79-,/m0./s1. InChi Key: WFFCQKDBWSMRCD-XZSNVYKZSA-N.