A tropane alkaloid with diverse biological activities
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Anisodamine (hydrobromide)

Item No. 46260

Technical Information
Formal Name
αS-(hydroxymethyl)-benzeneacetic acid, (1R,3S,5R,6S)-6-hydroxy-8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester, monohydrobromide
CAS Number
55449-49-5
Synonyms
  • AniHBr
Molecular Formula
C17H23NO4 • HBr
Formula Weight
Purity
≥98%
A solid
DMSO: Slightly soluble: 0.1-1 mg/mlPBS (pH 7.2): Sparingly soluble: 1-10 mg/ml
SMILES
CN1[C@@]2([H])[C@H](C[C@]1([H])C[C@@H](C2)OC([C@@H](C3=CC=CC=C3)CO)=O)O.Br
InChi Code
InChI=1S/C17H23NO4.BrH/c1-18-12-7-13(9-15(18)16(20)8-12)22-17(21)14(10-19)11-5-3-2-4-6-11;/h2-6,12-16,19-20H,7-10H2,1H3;1H/t12-,13-,14+,15+,16-;/m0./s1
InChi Key
KMYQCELRVANQNG-YXGOVGSCSA-N
Origin
Plant/Anisodus tanguticus (Maxim.) Pascher
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Anisodamine is a polyketide synthase-derived tropane alkaloid that has been found in S. tangutica and has diverse biological activities.1,2,3,4,5 It induces relaxation in isolated rat and rabbit intestinal smooth muscles precontracted with acetylcholine (ACh; Item No. 23829).2 Anisodamine (3.6 mg/kg, i.v.) reduces serum and renal TNF-α, IL-1β, malondialdehyde (MDA), and superoxide dismutase (SOD) levels and rescues decreases in mean arterial pressure (MAT) in a rat model of sepsis induced by LPS.3 It decreases myocardial tissue damage and increases sublingual and intestinal microcirculatory blood flow in a pig model of ischemia-reperfusion injury.4 Anisodamine inhibits the replication of severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) in Vero E6 cells.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zeng, J., Liu, M., Zeng, L., et al. Engineering the production of medicinal tropane alkaloids through enhancement of tropinone and littorine biosynthesis in root cultures of Atropa belladonna. Ind. Crops Prod. 189, 115778 (2022).

    2. Wan, F., Zeng, Y., Zhang, H., et al. The inhibitory effect of anisodamine hydrobromide against contraction of intestinal smooth muscles induced by acetylcholine, with its pharmacokinetics and mechanism investigation. Nat. Prod. Commun. 21(5), 1-14 (2026).

    3. Wan, F., Du, X., Liu, H., et al. Protective effect of anisodamine hydrobromide on lipopolysaccharide-induced acute kidney injury. Biosci. Rep. 40(7), BSR20201812 (2020).

    4. Dong, G.J., Yang, J., Zhao, X., et al. Anisodamine hydrobromide ameliorates cardiac damage after resuscitation. Exp. Ther. Med. 23(6), 422 (2022).

    5. Wei, W., Kong, N., Liu, M.Z., et al. Anisodamine potently inhibits SARS-CoV-2 infection in vitro and targets its main protease. Biochem. Biophys. Res. Commun. 616, 8-13 (2022).