A blocker of K+ channels
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Charybdotoxin (trifluoroacetate salt)

Item No. 24115

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Synonyms
  • ChTX
Molecular Formula
C176H277N57O55S7 • XCF3COOH
Formula Weight
4295.9
Purity
≥95%
Formulation (Request formulation change)
A lyophilized powder
Solubility(Learn about Variance in Solubility)
Water: 1 mg/ml
SMILES
O=C1CC[C@H](N1)C(N[C@H](C(N[C@]([C@H](O)C)([H])C(N[C@@H](CC(N)=O)C(N[C@@H](C(C)C)C(N[C@@H](CO)C(N[C@@H](CSSC[C@H](NC([C@H](CCCCN[H])NC(CNC([C@H](CCCNC(N)=N)NC([C@H](CO)NC([C@@]([C@H](O)C)([H])NC([C@H](CC(N)=O)NC([C@H](CC2=CNC=N2)NC([C@@H](NC([C@H](CCCNC(N)=N)NC([C@H](CCC(N)=O)NC([C@H](CSSC[C@H](N3)C(N[C@@H](CC4=CC=C(O)C=C4)C(N[C@@H](CO)C(O)=O)=O)=O)NC([C@H](C(C)C)NC([C@H](CO)NC([C@H](CC5=CNC6=C5C=CC=C6)NC([C@H](CSSC[C@H](N7)C(N[C@@H](CCCNC(N)=N)C3=O)=O)NC([C@H](CCC(O)=O)N8)=O)=O)=O)=O)=O)=O)=O)=O)CC(C)C)=O)=O)=O)=O)=O)=O)=O)=O)C(N[C@@H](CCSC)C(N[C@@H](CC(N)=O)C(N[C@@H](CCCCN[H])C(N[C@@H](CCCCN[H])C7=O)=O)=O)=O)=O)C(N[C@]([C@H](O)C)([H])C(N[C@]([C@H](O)C)([H])C(N[C@@H](CO)C(N[C@@H](CCCCN[H])C8=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)CC9=CC=CC=C9)=O.OC(C(F)(F)F)=O
InChi Code
InChI=1S/C176H277N57O55S7.C2HF3O2/c1-81(2)58-106-149(263)213-110(62-91-67-191-80-197-91)152(266)215-112(64-127(183)246)156(270)231-135(85(8)240)170(284)219-114(69-234)157(271)200-95(36-25-54-192-174(185)186)138(252)196-68-130(249)199-96(32-17-21-50-177)139(253)222-120-75-291-295-79-124(226-159(273)116(71-236)218-167(281)132(82(3)4)228-155(269)113(65-128(184)247)216-169(283)134(84(7)239)230-154(268)108(59-88-28-13-12-14-29-88)210-145(259)102-44-47-129(248)198-102)166(280)232-137(87(10)242)172(286)233-136(86(9)241)171(285)220-115(70-235)158(272)204-98(34-19-23-52-179)141(255)206-104(45-48-131(250)251)147(261)225-122-77-292-290-74-119(223-143(257)99(35-20-24-53-180)201-140(254)97(33-18-22-51-178)203-153(267)111(63-126(182)245)214-148(262)105(49-57-289-11)208-162(120)276)161(275)205-101(38-27-56-194-176(189)190)144(258)224-121(164(278)211-107(60-89-39-41-92(243)42-40-89)150(264)221-118(73-238)173(287)288)76-293-294-78-123(163(277)207-103(43-46-125(181)244)146(260)202-100(142(256)209-106)37-26-55-193-175(187)188)227-168(282)133(83(5)6)229-160(274)117(72-237)217-151(265)109(212-165(122)279)61-90-66-195-94-31-16-15-30-93(90)94;3-2(4,5)1(6)7/h12-16,28-31,39-42,66-67,80-87,95-124,132-137,195,234-243H,17-27,32-38,43-65,68-79,177-180H2,1-11H3,(H2,181,244)(H2,182,245)(H2,183,246)(H2,184,247)(H,191,197)(H,196,252)(H,198,248)(H,199,249)(H,200,271)(H,201,254)(H,202,260)(H,203,267)(H,204,272)(H,205,275)(H,206,255)(H,207,277)(H,208,276)(H,209,256)(H,210,259)(H,211,278)(H,212,279)(H,213,263)(H,214,262)(H,215,266)(H,216,283)(H,217,265)(H,218,281)(H,219,284)(H,220,285)(H,221,264)(H,222,253)(H,223,257)(H,224,258)(H,225,261)(H,226,273)(H,227,282)(H,228,269)(H,229,274)(H,230,268)(H,231,270)(H,232,280)(H,233,286)(H,250,251)(H,287,288)(H4,185,186,192)(H4,187,188,193)(H4,189,190,194);(H,6,7)/t84-,85-,86-,87-,95+,96+,97+,98+,99+,100+,101+,102+,103+,104+,105+,106+,107+,108+,109+,110+,111+,112+,113+,114+,115+,116+,117+,118+,119+,120+,121+,122+,123+,124+,132+,133+,134+,135+,136+,137+;/m1./s1
InChi Key
BOOGMEPXPPHJNO-MGYUQDFTSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 µg

    $294

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    Product Description

    Charybdotoxin is a peptide originally isolated from the scorpion L. quinquestriatus that acts as a potassium channel blocker.1,2 It blocks large-conductance Ca2+-activated K+ channels (BKCas) in GH3 rat pituitary tumor cells and primary bovine aortic smooth muscle cells (Kds = 2.1 and ~2.1 nM, respectively).2 Charybdotoxin selectively blocks voltage-gated potassium (Kv) channels Kv1.2 and Kv1.3 over Kv1.1, Kv1.5, and Kv3.1 (Kds = 14, 2.6, >1,000, >100, >1,000 nM, respectively).3 It also blocks human large-conductance pH-activated potassium channel KCa5.1 (Slo3) by 47% at a concentration of 100 nM and pH of 7.4, and human intermediate-conductance Ca2+-activated K+ channel IKCa1/KCa3.1 (Kd = 10 nM).4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Miller, C., Moczydlowski, E., Latorre, R., et al. Charybdotoxin, a protein inhibitor of single Ca2+-activated K+ channels from mammalian skeletal muscle. Nature 313(6000), 316-318 (1985).

    2. Gimenez-Gallego, G., Navia, M.A., Reuben, J.P., et al. Purification, sequence, and model structure of charybdotoxin, a potent selective inhibitor of calcium-activated potassium channels. Proc. Natl. Acad. Sci. USA 85(10), 3329-3333 (1988).

    3. Grissmer, S., Nguyen, A.N., Aiyar, J., et al. Pharmacological characterization of five cloned voltage-gated K+ channels, types Kv1.1, 1.2, 1.3, 1.5, and 3.1, stably expressed in mammalian cell lines. Mol. Pharmacol. 45(6), 1227-1234 (1994).

    4. Sánchez-Carranza, O., Torres-Rodríguez, P., Darszon, A., et al. Pharmacology of hSlo3 channels and their contribution in the capacitation-associated hyperpolarization of human sperm. Biochem. Biophys. Res. Commun. 466(3), 554-559 (2015).

    5. Logsdon, N.J., Kang, J., Togo, J.A., et al. A novel gene, hKCa4, encodes the calcium-activated potassium channel in human T lymphocytes. The Journal of Biological Chemisty 272(52), 32723-32726 (1997).