An alkaloid with neuroinhibitory and anxiolytic-like activities
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Mesembranol

Item No. 40179

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3aS,6R,7aS)-3a-(3,4-dimethoxyphenyl)octahydro-1-methyl-1H-indol-6-ol
CAS Number
23544-42-5
Synonyms
  • (–)-Mesembranol
Molecular Formula
C17H25NO3
Formula Weight
291.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Sparingly soluble: 1-10 mg/mlEthanol: Slightly soluble: 0.1-1 mg/ml
SMILES
CN1CC[C@]2([C@]1([H])C[C@H](O)CC2)C3=CC(OC)=C(OC)C=C3
InChi Code
InChI=1S/C17H25NO3/c1-18-9-8-17(7-6-13(19)11-16(17)18)12-4-5-14(20-2)15(10-12)21-3/h4-5,10,13,16,19H,6-9,11H2,1-3H3/t13-,16+,17+/m1/s1
InChi Key
KPMLOZVRLWHOBN-COXVUDFISA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

    $78

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    1 mg

    $148

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    5 mg

    $702

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    Product Description

    Mesembranol is an alkaloid that has been found in S. tortuosum and has neuroinhibitory and anxiolytic-like activities.1,2,3,4 It decreases population spike amplitudes during theta burst stimulation in rat hippocampal slices when used at concentrations of 17.16 and 34.32 nM.3 Mesembranol (50 µM) increases the distance traveled in the central arena in the light/dark preference test in zebrafish larvae, indicating anxiolytic-like activity.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Reddy, K., Stander, M.A., Stafford, G.I., et al. Mass spectrometry metabolomics and feature-based molecular networking reveals population-specific chemistry in some species of the Sceletium genus. Front. Nutr. 9, 819753 (2022).

    2. Jeffs, P.W., Hawks, R.L., and Farrier, D.S. Structure of the mesembranols and the absolute configuration of mesembrine and related alkaloids. J. Am. Chem. Soc. 91(14), 3831–3839 (1969).

    3. Dimpfel, W., Franklin, R., Gericke, N., et al. Effect of Zembrin® and four of its alkaloid constituents on electric excitability of the rat hippocampus. J. Ethnopharmacol. 223, 135-141 (2018).

    4. Maphanga, V.B., Skalicka-Wozniak, K., Budzynska, B., et al. Mesembryanthemum tortuosum L. alkaloids modify anxiety-like behaviour in a zebrafish model. J. Ethnopharmacol. 290, 115068 (2022).