7-xylosyltaxol

7-Xylosyltaxol is a taxane and derivative of paclitaxel that has been found in T. chinensis and has microtubule disruptor and anticancer activities. It induces the disassembly of pig brain and Physarum microtubules in cell-free assays. 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.

Product information

CAS Number: 90332-66-4

Molecular Weight: 986.02

Formula: C52H59NO18

Synonym:

7-Xylosylpaclitaxel

Taxol-7-xyloside

Chemical Name: (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-1-hydroxy-15-{[(2R,3S)-2-hydroxy-3-phenyl-3-(phenylformamido)propanoyl]oxy}-10,14,17,17-tetramethyl-11-oxo-9-{[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}-6-oxatetracyclo[11.3.1.0³,¹⁰.0⁴,⁷]heptadec-13-en-2-yl benzoate

Smiles: CC1(C)C2[C@@H](OC(C)=O)C(=O)[C@@]3(C)[C@H]([C@H](OC(=O)C4C=CC=CC=4)[C@]1(O)C[C@H](OC(=O)[C@H](O)[C@@H](NC(=O)C1C=CC=CC=1)C1C=CC=CC=1)C=2C)[C@@]1(CO[C@@H]1C[C@@H]3O[C@@H]1OC[C@@H](O)[C@H](O)[C@H]1O)OC(C)=O

InChiKey: ZVEGOBHUZTXSFK-TZIKQHFSSA-N

InChi: 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

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: Soluble in DMSO

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

References:

1. Yu SS, Sun QW, Zhang XP, et al. Content and distribution of active components in cultivated and wild Taxus chinensis var. mairei plants. Ying Yong Sheng Tai Xue Bao. 2012 Oct;23(10):2641-7.
2. Chao Z, Tan M, Paudel MK, et al. Development of an indirect competitive enzyme-linked immunosorbent assay (icELISA) using highly specific monoclonal antibody against paclitaxel. J Nat Med. 2012 Sep 25.
3. Park SJ, Wu CH, Gordon JD, et al. Taxol induces caspase-10-dependent apoptosis. J Biol Chem. 2004 Dec 3;279(49):51057-67. Epub 2004 Sep 27.

Products are for research use only. Not for human use.