An inhibitor of microtubule assembly
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10-Deacetylbaccatin III

Item No. 22261

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-dodecahydro-4,6,9,11-tetrahydroxy-4a,8,13,13-tetramethyl-7,11-methano-5H-cyclodeca[3,4]benz[1,2-b]oxet-5-one
CAS Number
32981-86-5
Synonyms
  • NSC 251677
Molecular Formula
C29H36O10
Formula Weight
544.6
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/ml
λmax
230 nm
SMILES
O[C@H]1C[C@@]([H])(OC2)[C@@]2([C@@]([H])([C@H](OC(C3=CC=CC=C3)=O)[C@@](C[C@@H](C(C)=C4[C@H]5O)O)(O)C4(C)C)[C@]1(C)C5=O)OC(C)=O
InChi Code
InChI=1S/C29H36O10/c1-14-17(31)12-29(36)24(38-25(35)16-9-7-6-8-10-16)22-27(5,23(34)21(33)20(14)26(29,3)4)18(32)11-19-28(22,13-37-19)39-15(2)30/h6-10,17-19,21-22,24,31-33,36H,11-13H2,1-5H3/t17-,18-,19+,21+,22-,24-,27+,28-,29+/m0/s1
InChi Key
YWLXLRUDGLRYDR-ZHPRIASZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    10 mg

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    25 mg

    $678

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    50 mg

    $1,083

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    Product Description

    10-Deacetylbaccatin III is an inhibitor of microtubule assembly (IC50s = 23 and 0.9 µM for porcine brain and Physaram microtubules, respectively) found in T. baccata extracts.1 It is a precursor in the semisynthetic synthesis of paclitaxel (Item No. 10461) and other semisynthetic toxoids.2 10-Deacetylbaccatin III also selectively inhibits growth of L. donovani intracellular amastigotes within J774 murine macrophages (IC50 = 70 nM), while having no effect on macrophage morphology.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lataste, H., Senilh, V., Wright, M., et al. Relationships between the structures of taxol and baccatine III derivatives and their in vitro action on the disassembly of mammalian brain and Physarum amoebal microtubules. Proc. Natl. Acad. Sci. USA 81(13), 4090-4094 (1984).

    2. Zhiri, A., Jaziri, M., Guo, Y., et al. Tissue cultures of Taxus baccata as a source of 10-deacetylbaccatin III, a precursor for the hemisynthesis of taxol. Biol. Chem. Hoppe Seyler 376(10), 583-586 (1995).

    3. Georgopoulou, K., Smirlis, D., Bisti, S., et al. In vitro activity of 10-deacetylbaccatin III against Leishmania donovani promastigotes and intracellular amastigotes. Planta Med. 73(10), 1081-1088 (2007).