An alkaloid with 5-HT reuptake inhibitory activity
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Mesembrine

Item No. 21100

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3aS,7aS)-3a-(3,4-dimethoxyphenyl)octahydro-1-methyl-6H-indol-6-one
CAS Number
24880-43-1
Synonyms
  • Mesembranone
  • (–)-Mesembrine
Molecular Formula
C17H23NO3
Formula Weight
289.4
Purity
≥98%
Formulation (Request formulation change)
A solution in ethanol
Solubility(Learn about Variance in Solubility)
Chloroform: 10 mg/mlEthanol: 10 mg/ml
SMILES
COC1=CC=C([C@]2(CCN3C)[C@]3([H])CC(CC2)=O)C=C1OC
InChi Code
InChI=1S/C17H23NO3/c1-18-9-8-17(7-6-13(19)11-16(17)18)12-4-5-14(20-2)15(10-12)21-3/h4-5,10,16H,6-9,11H2,1-3H3/t16-,17-/m0/s1
InChi Key
DAHIQPJTGIHDGO-IRXDYDNUSA-N
Origin
Plant/Sceletium tortuosum
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $171

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    5 mg

    $768

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    10 mg

    $1,280

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    Product Description

    Mesembrine is an alkaloid that has been found in S. tortuosum and has serotonin (5-HT) reuptake inhibitory activity.1 It selectively binds to the 5-HT transporter (SERT; IC50 = 4.3 µg/ml) over a variety of receptors (IC50s = 148->750 µg/ml).2 Mesembrine inhibits the reuptake of 5-HT in vitro (Ki = 1.4 nM). It has analgesic effects in the hot plate test when administered at a dose of 20 mg/kg but does not induce a preference in the conditioned place preference test (CPP).2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Krstenansky, J.L. Mesembrine alkaloids: Review of their occurrence, chemistry, and pharmacology. J. Ethnopharmacol. 195, 10-19 (2017).

    2. Harvey, A.L., Young, L.C., Viljoen, A.M., et al. Pharmacological actions of the South African medicinal and functional food plant Sceletium tortuosum and its principal alkaloids. J. Ethnopharmacol. 137(3), 1124-1129 (2011).

    3. Loria, M.J., Ali, Z., Abe, N., et al. Effects of Sceletium tortuosum in rats. J. Ethnopharmacol. 155(1), 731-735 (2014).