A diterpene alkaloid with diverse biological properties
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Lappaconitine

Item No. 28747

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
20-ethyl-1α,14α,16β-trimethoxy-aconitane-4,8,9-triol 4-[2-(acetylamino)benzoate]
CAS Number
32854-75-4
Molecular Formula
C32H44N2O8
Formula Weight
584.7
Purity
≥90%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: 30 mg/mL
λmax
223, 253, 310 nm
SMILES
CO[C@H]1C[C@]([C@]2(O)[C@@]3([H])C[C@H]1[C@@H]2OC)(O)[C@@H]4[C@]5([H])[C@]3([C@@H](OC)CC6)[C@H](C4)[C@]6(OC(C7=CC=CC=C7NC(C)=O)=O)CN5CC
InChi Code
InChI=1S/C32H44N2O8/c1-6-34-16-29(42-28(36)18-9-7-8-10-21(18)33-17(2)35)12-11-25(40-4)31-23(29)14-20(26(31)34)30(37)15-22(39-3)19-13-24(31)32(30,38)27(19)41-5/h7-10,19-20,22-27,37-38H,6,11-16H2,1-5H3,(H,33,35)/t19-,20+,22+,23-,24+,25+,26-,27+,29-,30+,31-,32+/m1/s1
InChi Key
NWBWCXBPKTTZNQ-LGHJKAGDSA-N
Origin
Plant/Aconitum sinomontanum
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

    $69

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    50 mg

    $115

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    100 mg

    $211

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    250 mg

    $493

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    Product Description

    Lappaconitine is a diterpene alkaloid that has been found in A. sinomontanum and has diverse biological activities.1,2,3 It is an inhibitor of voltage-gated sodium channel 1.7 (Nav1.7; IC50 = 27.67 µM for the human channel).2 Lappaconitine has antiarrhythmic activity in a rat model of aconitine-induced arrhythmia with an ED50 value of 0.05 µg/kg.3 It increases the mechanical and thermal paw withdrawal thresholds in rats in a model of spinal nerve ligation-induced neuropathic pain (ED50s = 1.1 and 1.6 mg/kg, respectively).1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sun, M.L., Ao, J.-P., Wang, Y.-R., et al. Lappaconitine, a C18-diterpenoid alkaloid, exhibits antihypersensitivity in chronic pain through stimulation of spinal dynorphin A expression. Psychopharmacology (Berl.) 235(9), 2559-2571 (2018).

    2. Li, Y.-F., Zheng, Y.-M., Yu, Y., et al. Inhibitory effects of lappaconitine on the neuronal isoforms of voltage-gated sodium channels. Acta Pharmacol. Sin. 40(4), 451-459 (2019).

    3. Dzhakhangirov, F.N., Sultankhodzhaev, M.N., Tashkhodzhaev, B., et al. Diterpenoid alkaloids as a new class of antiarrhythmic agents. Structure-activity relationship. Chem. Nat. Compd. 33(2), 190-202 (1997).