A microtubule disruptor
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10-deacetyl-7-xylosyl Paclitaxel

Item No. 32955

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(αR,βS)-β-(benzoylamino)-α-hydroxy-benzenepropanoic acid, (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-6,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-4-(β-D-xylopyranosyloxy)-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester
CAS Number
90332-63-1
Molecular Formula
C50H57NO17
Formula Weight
944.0
Purity
≥60%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: slightly, sonicated
SMILES
C[C@]1(C([C@@H](C2=C(C)[C@@H](OC([C@H](O)[C@H](C3=CC=CC=C3)NC(C4=CC=CC=C4)=O)=O)C[C@]5(O)C2(C)C)O)=O)[C@@]([C@@H]5OC(C6=CC=CC=C6)=O)([H])[C@@]([C@@]7([H])C[C@@H]1O[C@@](OC[C@H]8O)([H])[C@@H]([C@H]8O)O)(CO7)OC(C)=O
InChi Code
InChI=1S/C50H57NO17/c1-25-31(65-45(61)38(56)35(27-15-9-6-10-16-27)51-43(59)28-17-11-7-12-18-28)22-50(62)42(67-44(60)29-19-13-8-14-20-29)40-48(5,41(58)37(55)34(25)47(50,3)4)32(21-33-49(40,24-64-33)68-26(2)52)66-46-39(57)36(54)30(53)23-63-46/h6-20,30-33,35-40,42,46,53-57,62H,21-24H2,1-5H3,(H,51,59)/t30-,31+,32+,33-,35+,36+,37-,38-,39-,40+,42+,46+,48-,49+,50-/m1/s1
InChi Key
ORKLEZFXASNLFJ-DYLQFHMVSA-N
Origin
Synthetic
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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    Product Description

    10-deactyl-7-xylosyl Paclitaxel is a disruptor of microtubules and derivative of paclitaxel (Item No. 10461) that has been found in T. chinensis.1,2 It induces the disassembly of pig brain and Physarum microtubules in cell-free assays (IC50s = 0.3 and 0.5 µM, respectively).1 10-deactyl-7-xylosyl Paclitaxel inhibits proliferation of (IC50 = 5 µM), as well as induces cell cycle arrest at the G2/M phase and apoptosis in, PC3 prostate cancer cells.2

    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. Jiang, S., Zu, Y., Fu, Y., et al. Activation of the mitochondria-driven pathway of apoptosis in human PC-3 prostate cancer cells by a novel hydrophilic paclitaxel derivative, 7-xylosyl-10-deacetylpaclitaxel. Int. J. Oncol. 33(1), 103-111 (2008).