An alkaloid with diverse biological activities
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Benzoylmesaconine

Item No. 33238

Technical Information
Formal Name
1α,6α,16β-trimethoxy-4-(methoxymethyl)-20-methyl-aconitane-3α,8,13,14α,15α-pentol, 14-benzoate
CAS Number
63238-67-5
Synonyms
  • 14-Benzoylmesaconine
Molecular Formula
C31H43NO10
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:5): 0.16 mg/ml
λmax
228 nm
SMILES
CO[C@@H](C[C@H]1O)C([C@@](C[C@@]2([C@H]3OC)O)([H])[C@H](C2([H])OC(C4=CC=CC=C4)=O)[C@@]5([C@H]3O)O)(C6C5[C@@H]7OC)[C@@]7([H])[C@]1(COC)CN6C
InChi Code
InChI=1S/C31H43NO10/c1-32-13-28(14-38-2)17(33)11-18(39-3)30-16-12-29(36)25(42-27(35)15-9-7-6-8-10-15)19(16)31(37,24(34)26(29)41-5)20(23(30)32)21(40-4)22(28)30/h6-10,16-26,33-34,36-37H,11-14H2,1-5H3/t16-,17-,18+,19-,20?,21+,22-,23?,24+,25?,26+,28+,29-,30?,31-/m1/s1
InChi Key
PULWZCUZNRVAHT-DKDANLFQSA-N
Origin
Plant/Aconitum carmichaelii
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Benzoylmesaconine is an alkaloid that has been found in A. carmichaelii and has diverse biological activities.1,2,3 It promotes isolated rat liver mitochondrial energy metabolism (EC50 = 30.95 µg/ml).1 Benzoylmesaconine (1 µg/kg) increases survival in a mouse model of burn-associated herpes simplex virus type 1 (HSV1) infection from 5 to 90%.2 It also increases the latency to tail withdrawal or a struggling response in a tail pressure test in mice (ED50 = 38.9 mg/kg).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zhang, D.-K., Yang, Z.-R., Han, X., et alMicrocalorimetric investigation of six alkaloids from Radix Aconite Lateralis Preparata (Fuzi) on the metabolic activity of mitochondria isolated from rat liver. J. Therm. Anal. Calorim. 130, 1707-1715 (2017).

    2. Kobayashi, M., Kobayashi, H., Mori, K., et alThe regulation of burn-associated infections with herpes simplex virus type 1 or Candida albicans by a non-toxic aconitine-hydrolysate, benzoylmesaconine. Part 2: Mechanism of the antiviral action. Immunol. Cell Biol. 76(3), 209-216 (1998).

    3. Taki, M., Niitu, K., Omiya, Y., et al8-O-Cinnamoylneoline, a new alkaloid from the flower buds of Aconitum carmichaeli and its toxic and analgesic activities. Planta Med. 69(9), 800-803 (2003).