A taxane with microtubule disruptor and anticancer activities
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Product Type

Biochemicals
Microtubule Dynamics
Natural Products

Research Area

Cancer

7-Xylosyltaxol

Item No. 32956

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)-6,12b-bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-11-hydroxy-4a,8,13,13-tetramethyl-5-oxo-4-(D-xylopyranosyloxy)-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester
CAS Number
90332-66-4
Molecular Formula
C52H59NO18
Formula Weight
986.0
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: 10 mM
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)OC(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/C52H59NO18/c1-26-33(68-47(63)39(58)37(29-16-10-7-11-17-29)53-45(61)30-18-12-8-13-19-30)23-52(64)44(70-46(62)31-20-14-9-15-21-31)42-50(6,43(60)41(67-27(2)54)36(26)49(52,4)5)34(22-35-51(42,25-66-35)71-28(3)55)69-48-40(59)38(57)32(56)24-65-48/h7-21,32-35,37-42,44,48,56-59,64H,22-25H2,1-6H3,(H,53,61)/t32-,33+,34+,35-,37+,38+,39-,40-,41-,42+,44+,48+,50-,51+,52-/m1/s1
InChi Key
ZVEGOBHUZTXSFK-TZIKQHFSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    7-Xylosyltaxol is a taxane and derivative of paclitaxel (Item No. 10461) that has been found in T. chinensis and has microtubule disruptor and anticancer activities.1,2,3 It induces the disassembly of pig brain and Physarum microtubules in cell-free assays (IC50s = 0.2 and 0.4 µM, respectively).2 7-Xylosyltaxol inhibits proliferation of A549, MCF-7, A2780, HCT-8, and SW480 cancer cells with IC50 values of 0.39, 0.16, 0.85, 5.9, and 5.6 µM, respectively.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yu, S.-S., Sun, Q.-W., Zhang, X.-P., et al. Content and distribution of active components in cultivated and wild Taxus chinensis var. mairei plants. Ying Yong Sheng Tai Xue Bao 23(10), 2641-2647 (2012).

    2. 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).

    3. Sun, Z.-H., Chen, Y., Guo, Y.-Q., et al. Isolation and cytotoxicity evaluation of taxanes from the barks of Taxus wallichiana var. mairei. Bioorg. Med. Chem. Lett. 25(6), 1240-1243 (2015).