7-xylosyltaxol

• CAT Number: I005403
• CAS Number: 90332-66-4
• Molecular Formula: C52H59NO18
• Molecular Weight: 986.02
• Purity: ≥95%
• Synonyms: 7-Xylosylpaclitaxel; Taxol-7-xyloside
• Target: Microtubule/Tubulin
• Solubility: 10 mM in DMSO
• Storage: Store at -20°C
• IUPAC Name: [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-15-[(2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl]oxy-1-hydroxy-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
• 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
• InChIKey: ZVEGOBHUZTXSFK-TZIKQHFSSA-N
• SMILES: CC1=C2C(C(=O)C3(C(CC4C(C3C(C(C2(C)C)(CC1OC(=O)C(C(C5=CC=CC=C5)NC(=O)C6=CC=CC=C6)O)O)OC(=O)C7=CC=CC=C7)(CO4)OC(=O)C)OC8C(C(C(CO8)O)O)O)C)OC(=O)C

7-xylosyltaxol (Cat.No:I005403) (also known as TXL-Xyloside) is a semi-synthetic derivative of taxol, a natural product isolated from the bark of the Pacific yew tree. It consists of taxol attached to a xylose sugar moiety. This compound exhibits potent antitumor activity, and has shown promise in preclinical studies as a potential anticancer drug candidate.

Reference

[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.
[4]. Rao S, He L, Chakravarty S, et al. Characterization of the Taxol binding site on the microtubule. Identification of Arg(282) in beta-tubulin as the site of photoincorporation of a 7-benzophenone analogue of Taxol. J Biol Chem. 1999 Dec 31;274(53):37990-4.
[5]. Paclitaxel