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Key Documents

C4188

Sigma-Aldrich

ω-Conotoxin MVIIC

≥95% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C106H178N40O32S7
CAS Number:
Molecular Weight:
2749.25
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.32
Pricing and availability is not currently available.

Quality Level

Assay

≥95% (HPLC)

form

powder

composition

Peptide content, ~65%

storage temp.

−20°C

SMILES string

CSCC[C@@H]1NC(=O)[C@@H](NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@@H]2CSSC[C@@H]3NC(=O)[C@H](CO)NC(=O)CNC(=O)[C@H](CO)NC(=O)[C@H](CSSC[C@H](N)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N[C@@H](C)C(=O)N4CCC[C@H]4C(=O)N2)NC(=O)[C@H](CSSC[C@H](NC(=O)[C@H](CCCCN)NC(=O)CNC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CCCNC(N)=N)NC(=O)CNC3=O)C(N)=O)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](Cc5ccc(O)cc5)NC1=O)[C@@H](C)O

InChI

1S/C106H178N40O32S7/c1-53-103(178)146-36-15-23-75(146)101(176)144-74-52-185-183-49-71-89(164)126-43-79(154)130-62(21-13-34-120-105(115)116)90(165)133-60(20-12-33-119-104(113)114)87(162)124-42-78(153)129-61(18-6-10-31-109)91(166)140-70(83(112)158)48-181-184-51-73(100(175)143-72(99(174)139-68(45-147)88(163)125-44-80(155)131-69(46-148)97(172)141-71)50-182-180-47-57(111)84(159)132-59(17-5-9-30-108)86(161)123-41-77(152)128-58(16-4-8-29-107)85(160)122-40-76(151)127-53)142-96(171)67(39-81(156)157)138-95(170)66(38-55-24-26-56(150)27-25-55)137-93(168)65(28-37-179-3)136-102(177)82(54(2)149)145-94(169)63(19-7-11-32-110)134-92(167)64(135-98(74)173)22-14-35-121-106(117)118/h24-27,53-54,57-75,82,147-150H,4-23,28-52,107-111H2,1-3H3,(H2,112,158)(H,122,160)(H,123,161)(H,124,162)(H,125,163)(H,126,164)(H,127,151)(H,128,152)(H,129,153)(H,130,154)(H,131,155)(H,132,159)(H,133,165)(H,134,167)(H,135,173)(H,136,177)(H,137,168)(H,138,170)(H,139,174)(H,140,166)(H,141,172)(H,142,171)(H,143,175)(H,144,176)(H,145,169)(H,156,157)(H4,113,114,119)(H4,115,116,120)(H4,117,118,121)/t53-,54+,57-,58-,59-,60-,61-,62-,63-,64-,65-,66-,67-,68?,69?,70-,71-,72-,73-,74-,75-,82-/m0/s1

InChI key

FHVUTHWUIUXZBY-BRYRKPJSSA-N

Amino Acid Sequence

Cys-Lys-Gly-Lys-Gly-Ala-Pro-Cys-Arg-Lys-Thr-Met-Tyr-Asp-Cys-Cys-Ser-Gly-Ser-Cys-Gly-Arg-Arg-Gly-Lys-Cys-NH2

Biochem/physiol Actions

Inhibits Ca2+ channels resistant to ω-Conotoxin GVIA.
Inhibits Ca2+ channels resistant to ω-Conotoxin GVIA; blocks hippocampal excitatory post-synaptic potential (EPSPs) suggesting an interaction with Q-type voltage-sensitive Ca2+ channels (VSCC); originally isolated from marine snail Conus geographus.

Other Notes

Lyophilized from 0.1% TFA in H2O

Legal Information

Sold under license from Cognetix for research purposes only; subject to US patent no. 5,591,821

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Chung-Hung Shih et al.
Naunyn-Schmiedeberg's archives of pharmacology, 382(5-6), 419-432 (2010-09-08)
The Ca(2+) channel subtypes in the neurotransmission of isolated guinea pig trachea were elucidated by monitoring the effects of specific Ca(2+) channel blockers on cholinergic contractions and nonadrenergic noncholinergic (NANC) relaxation elicited by electrical field stimulation (EFS). In isolated guinea
P T Ellinor et al.
Nature, 363(6428), 455-458 (1993-06-03)
Diverse types of calcium channels in vertebrate neurons are important in linking electrical activity to transmitter release, gene expression and modulation of membrane excitability. Four classes of Ca2+ channels (T, N, L and P-type) have been distinguished on the basis
Mu-Feng Li et al.
Toxicon : official journal of the International Society on Toxinology, 45(1), 53-60 (2004-12-08)
Toosendanin is a triterpenoid derivative extracted from Melia toosendan Sieb et Zucc. Previous studies demonstrated that toosendanin could block neurotransmission and stimulate PC12 cell into differentiation and apoptosis. These actions of toosendanin were suggested to result from a continuous increase
Sarah K Ryan et al.
Developmental neurobiology, 67(2), 173-188 (2007-04-20)
In larval lamprey, descending brain neurons, which regenerate their axons following spinal cord injury, were isolated and examined in cell culture to identify some of the factors that regulate neurite outgrowth. Focal application of 5 mM or 25 mM L-glutamate
Douglas A Meyer et al.
Neurotoxicology, 29(2), 213-225 (2008-02-05)
Pyrethroid insecticides have potent actions on voltage-gated sodium channels (VGSC), inhibiting inactivation and increasing channel open times. These are thought to underlie, at least in part, the clinical symptoms of pyrethroid intoxication. However, disruption of neuronal activity at higher levels

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