omega-Conotoxin G VIA (reduced)

Base Information

• Chemical Name: omega-Conotoxin G VIA (reduced)
• CAS No.: 92078-76-7
• Molecular Formula: C120H188 N38 O43 S6
• Molecular Weight: 3043.39552
• DSSTox Substance ID: DTXSID60238847
• Mol file: 92078-76-7.mol

Synonyms:Conus geographus Toxin;Conus geographus Toxin GVIA;geographus Toxin, Conus;geographus toxin, omega-Conus;GVIA, omega-CgTX;GVIA, omega-Conotoxin;omega CgTX;omega CgTX GVIA;omega Conotoxin GVIA;omega Conus geographus toxin;omega-CgTX;omega-CgTX GVIA;omega-Conotoxin GVIA;omega-Conus geographus toxin;Toxin, Conus geographus;toxin, omega-Conus geographus

Chemical Property of omega-Conotoxin G VIA (reduced)

Chemical Property:

• PSA: 1577.38000
• LogP: -9.47130
• XLogP3: -19.8
• Hydrogen Bond Donor Count: 55
• Hydrogen Bond Acceptor Count: 54
• Rotatable Bond Count: 92
• Exact Mass: 3042.2050287
• Heavy Atom Count: 207
• Complexity: 6700

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C(C(=O)NC(CO)C(=O)NC(CC1=CC=C(C=C1)O)C(=O)NC(CC(=O)N)C(=O)NC(CS)C(=O)NC(CS)C(=O)NC(CCCNC(=N)N)C(=O)NC(CO)C(=O)NC(CS)C(=O)NC(CC(=O)N)C(=O)N2CC(CC2C(=O)NC(CC3=CC=C(C=C3)O)C(=O)NC(C(C)O)C(=O)NC(CCCCN)C(=O)NC(CCCNC(=N)N)C(=O)NC(CS)C(=O)NC(CC4=CC=C(C=C4)O)C(=O)N)O)NC(=O)C5CC(CN5C(=O)C(CO)NC(=O)C(CS)NC(=O)C(CO)NC(=O)C(CO)NC(=O)CNC(=O)C6CC(CN6C(=O)C(CO)NC(=O)C(CCCCN)NC(=O)C(CS)N)O)O)O
• Isomeric SMILES: C[C@H]([C@@H](C(=O)N[C@@H](CO)C(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)N[C@@H](CC(=O)N)C(=O)N[C@@H](CS)C(=O)N[C@@H](CS)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CO)C(=O)N[C@@H](CS)C(=O)N[C@@H](CC(=O)N)C(=O)N2C[C@@H](C[C@H]2C(=O)N[C@@H](CC3=CC=C(C=C3)O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CS)C(=O)N[C@@H](CC4=CC=C(C=C4)O)C(=O)N)O)NC(=O)[C@@H]5C[C@H](CN5C(=O)[C@H](CO)NC(=O)[C@H](CS)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)CNC(=O)[C@@H]6C[C@H](CN6C(=O)[C@H](CO)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CS)N)O)O)O

Refernces

Synthesis and biological evaluation of nonpeptide mimetics of ω-conotoxin GVIA

10.1016/j.bmc.2004.05.040

The study investigates the design and synthesis of nonpeptide mimetics of the peptide ?-conotoxin GVIA, a selective N-type voltage-gated calcium channel (VGCC) blocker with potential analgesic properties. The researchers synthesized a benzothiazole-derived compound (4a) and its analogues (4b–d), designed to mimic the Ca–Cb bond vectors and terminal functionalities of Lys2, Tyr13, and Arg17 in GVIA. These mimetics were evaluated for their binding affinity to rat brain N-type and P/Q-type VGCCs. The fully functionalized mimetic (4a) showed low micromolar binding affinity to N-type VGCCs (IC50 = 1.9 μM) and over 20-fold selectivity over P/Q-type VGCCs. The mimetic with a truncated guanidine side chain (4d) exhibited even greater selectivity (25-fold) for the N-type channel. The study highlights the potential of these mimetics as first-generation nonpeptidic blockers of N-type VGCCs, with implications for developing more stable and orally available analgesics.

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