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Merck
CN

C4188

Sigma-Aldrich

ω-Conotoxin MVIIC

≥95% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C106H178N40O32S7
CAS Number:
147794-23-8
Molecular Weight:
2749.25
MDL number:
MFCD00214640
UNSPSC Code:
12352200
PubChem Substance ID:
329775056
NACRES:
NA.32

Key Documents

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Quality Level

200

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
117M4762V
23170501
074M4830V
123M4759V
113M4776V

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Nicole E Pardo et al.
The Journal of pharmacology and experimental therapeutics, 319(3), 1009-1020 (2006-09-20)
The mutation in the alpha(1A) subunit gene of the P/Q-type (Ca(v)2.1) Ca(2+) channel present in tottering (tg) mice causes ataxia and motor seizures that resemble absence epilepsy in humans. P/Q-type Ca(2+)channels are primarily involved in acetylcholine (ACh) release at mammalian
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
Ana Cristina do Nascimento Pinheiro et al.
Hippocampus, 19(11), 1123-1129 (2009-04-17)
The aim of this study was to investigate the effect of spider toxins on brain injury induced by oxygen deprivation and low glucose (ODLG) insult on slices of rat hippocampus. After ODLG insult cell viabilility in hippocampal slices was assessed
H W Lee et al.
Journal of neurochemistry, 73(4), 1769-1772 (1999-09-29)
A >15-fold increase in vasoactive intestinal polypeptide (VIP) mRNA and VIP peptide levels occurred in primary chromaffin cells following exposure to the neurotrophic neuropeptide pituitary adenylate cyclase-activating polypeptide (PACAP)-27 with an EC50 of approximately 2 nM. PACAP induction of VIP
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
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