An indole alkaloid
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Tabersonine

Item No. 26848

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(5α,12R,19α)-2,3,6,7-tetradehydro-aspidospermidine-3-carboxylic acid, methyl ester
CAS Number
4429-63-4
Synonyms
  • (–)-Tabersonine
Molecular Formula
C21H24N2O2
Formula Weight
336.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 2 mg/mlDMSO: 2 mg/mlEthanol: slightly soluble
λmax
226, 296, 329 nm
SMILES
O=C(OC)C1=C2[C@]3(C4=CC=CC=C4N2)[C@@]5([H])N(CC3)CC=C[C@@]5(CC)C1
InChi Code
InChI=1S/C21H24N2O2/c1-3-20-9-6-11-23-12-10-21(19(20)23)15-7-4-5-8-16(15)22-17(21)14(13-20)18(24)25-2/h4-9,19,22H,3,10-13H2,1-2H3/t19-,20-,21-/m0/s1
InChi Key
FNGGIPWAZSFKCN-ACRUOGEOSA-N
Origin
Plant/Malus nut
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $49

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    5 mg

    $190

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    10 mg

    $329

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    25 mg

    $702

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    Product Description

    Tabersonine is an indole alkaloid that has been found in the beans of Voacanga.1 It inhibits amyloid-β (1-42) (Aβ42) fibril formation and disintegrates preformed Aβ42 fibrils in vitro when used at a concentration of 10 μM. Tabersonine is an intermediate in the biosynthesis of vindoline, a precursor in the synthesis of anticancer agents.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kai, T., Zhang, L., Wang, X., et al. Tabersonine inhibits amyloid fibril formation and cytotoxicity of Aβ(1-42). ACS Chem. Neurosci. 6(6), 879-888 (2015).

    2. Qu, Y., Easson, M.L.A.E., Froese, J., et al. Completion of the seven-step pathway from tabersonine to the anticancer drug precursor vindoline and its assembly in yeast. Proc. Natl. Acad. Sci. USA 112(19), 6224-6229 (2015).