An inhibitor of KCa1.1/BK channels
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Penitrem A

Item No. 11347

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2R,3S,3aR,4aS,4bS,6aR,7S,7dR,8R,9aR,14bS,14cR,16aS)-12-chloro-3,3a,6a,8,9,9a,10,11,14,14b,14c,15,16,16a-tetradecahydro-14b,14c,17,17-tetramethyl-10-methylene-2-(1-methylethenyl)-7,8-(epoxymethano)-2H,6H-cyclobuta[5,6]benz[1,2-e]oxireno[4',4'a]-1-benzopyrano[5',6':6,7]indeno[1,2-b]indole-3,4b,7d(5H,7H)-triol
CAS Number
12627-35-9
Synonyms
  • NSC 354845
  • Tremortin A
Molecular Formula
C37H44ClNO6
Formula Weight
634.2
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlDMSO:PBS(pH 7.2) (1:2): 30 mg/mlEthanol: 10 mg/ml
λmax
235, 302 nm
SMILES
C=C(C)[C@H]1O[C@@]([C@]2(O3)[C@H]3[C@H]1O)([H])CC[C@]([C@@]2(O)CC4)(C)[C@@]([C@]4([H])C5OC(C)(C)[C@](C6)([H])[C@]7(O)[C@@]6([H])C(C8)=C)(C)C9=C5C%10=C7C8=C(Cl)C=C%10N9
InChi Code
InChI=1S/C37H44ClNO6/c1-15(2)28-27(40)31-37(45-31)23(43-28)9-10-33(6)34(7)18(8-11-35(33,37)41)29-25-24-21(39-30(25)34)14-20(38)17-12-16(3)19-13-22(32(4,5)44-29)36(19,42)26(17)24/h14,18-19,22-23,27-29,31,39-42H,1,3,8-13H2,2,4-7H3/t18-,19+,22+,23-,27-,28+,29?,31+,33+,34+,35-,36+,37-/m0/s1
InChi Key
JDUWHZOLEDOQSR-VCJNCYDTSA-N
Origin
Fungus/Penicillium palitans
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Penitrem A is a tremorgenic fungal toxin that acts as an inhibitor of large-conductance calcium-activated potassium channels KCa1.1/BK, inhibiting the binding of charybdotoxin with an IC50 value of 1.7 μM.1 It is currently used to evaluate the role of KCa1.1-mediated potassium flux in various cell processes and responses.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. 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).

    2. Asano, S., Tune, J.D., and Dick, G.M. Bisphenol A activates Maxi-K (KCa1.1) channels in coronary smooth muscle. Br. J. Pharmacol. 160(1), 160-170 (2010).

    3. Moldes-Anaya, A.S., Fonnum, F., Eriksen, G.S., et al. In vitro neuropharmacological evaluation of penitrem-induced tremorgenic syndromes: Importance of the GABAergic system. Neurochem. Int. 59(7), 1074-1081 (2011).