Inhibitor of large-conductance Ca2+-activated K+ channels
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Paxilline

Item No. 11345

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5,6,6a,7,12,12bS,12cR,13,14,14aS-decahydro-4bS-hydroxy-2R-(1-hydroxy-1-methylethyl)-12b,12c-dimethyl-2H-1-benzopyrano[5’,6’:6,7]indeno[1,2-b]indole-3(4bH)-one
CAS Number
57186-25-1
Molecular Formula
C27H33NO4
Formula Weight
435.6
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS(pH 7.2) (1:3): 0.25 mg/mlEthanol: 10 mg/ml
λmax
231, 283 nm
SMILES
O=C1[C@@H](C(C)(O)C)O[C@@](C2=C1)([H])CC[C@]([C@@]2(O)CC3)(C)[C@@]([C@]3([H])C4)(C)C5=C4C6=CC=CC=C6N5
InChi Code
InChI=1S/C27H33NO4/c1-24(2,30)23-20(29)14-18-21(32-23)10-11-25(3)26(4)15(9-12-27(18,25)31)13-17-16-7-5-6-8-19(16)28-22(17)26/h5-8,14-15,21,23,28,30-31H,9-13H2,1-4H3/t15-,21-,23-,25+,26+,27+/m0/s1
InChi Key
ACNHBCIZLNNLRS-UBGQALKQSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Paxilline is an indole diterpene from fungi which potently and reversibly inhibits large conductance Ca2+-activated K+ (BKCa) channels, as shown in patch clamp (Ki = 1.9 nM) and whole smooth muscle cell studies (Ki = 35.7 nM).1,2 It also enhances the binding of charybdotoxin (Item No. 24115), a peptidyl neurotoxin, to BKCa channels.3 Paxilline is currently used to evaluate the role of BKCa channels in various cell processes and responses.4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sanchez, M., and McManus, O.B. Paxilline inhibition of the alpha-subunit of the high-conductance calcium-activated potassium channel. Neuropharmacology 35(7), 963-968 (1996).

    2. Li, G., and Cheung, D.W. Effects of paxilline on K+ channels in rat mesenteric arterial cells. Eur. J. Pharmacol. 372, 103-107 (1999).

    3. Knaus, H.G., McManus, O.B., Lee, S.H., et al. Tremorgenic indole alkaloids potently inhibit smooth muscle high-conductance calcium-activated potassium channels. Biochemistry 33(19), 5819-5828 (1994).

    4. Jackson-Weaver, O., Paredes, D.A., Gonzalez Bosc, L.V., et al. Intermittent hypoxia in rats increases myogenic tone through loss of hydrogen sulfide activation of large-conductance Ca2+-activated potassium channels. Circ. Res. 108(12), 1439-1447 (2011).

    5. Tajima, N., Itokazu, Y., Korpi, E.R., et al. Activity of BKCa channel is modulated by membrane cholesterol content and association with Na+/K+-ATPase in human melanoma IGR39 cells. The Journal of Biological Chemisty 286(7), 5624-5638 (2011).