78454-17-8

Basic information

• Product Name: 7-EPI-10-DEACETYLTAXOL
• Synonyms: 7-EPI-10-DEACETYLTAXOL;DEACETYLTAXOL, 7-EPI-10-;7- Epi-10-deacetyltaxuyunnanine A;Taxuspinanane E;7-Epi 10-Desacetyl Paclitaxel;Paclitaxel Related CoMpound B;10-Desacetyl-7-epipaclitaxel;OrMosin VI
• CAS NO: 78454-17-8
• Molecular Formula: C₄₅H₄₉NO₁₃
• Molecular Weight: 811.87
• Product Categories: Chiral Reagents;Impurities;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 78454-17-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 163-170?C
• Boiling Point: 959.5°C at 760 mmHg
• Flash Point: 534.1°C
• Appearance: /
• Density: 1.41g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.652
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 11.31±0.70(Predicted)
• CAS DataBase Reference: 7-EPI-10-DEACETYLTAXOL(CAS DataBase Reference)
• NIST Chemistry Reference: 7-EPI-10-DEACETYLTAXOL(78454-17-8)
• EPA Substance Registry System: 7-EPI-10-DEACETYLTAXOL(78454-17-8)

Safety Data

• Hazardous Substances Data: 78454-17-8(Hazardous Substances Data)

Usage

Description

7-EPI-10-DEACETYLTAXOL is white crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from Taxus chinensis (Pilger) Rehd.

Chemical Properties

Off-White Solid

Uses

Different sources of media describe the Uses of 78454-17-8 differently. You can refer to the following data:
1. Paclitaxel impurity. Paclitaxel related compound B. Paclitaxel - Impurity H. Paclitaxel USP Related Compound B.The compound has been isolated from Taxus yunnanensis. It has shown to have potential growth inhibitory activities against human cancer cells.
2. Paclitaxel impurity. Paclitaxel related compound B. The compound has been isolated from Taxus yunnanensis. It has shown to have potential growth inhibitory activities against human cancer cells.

InChI:InChI=1/C45H49NO13/c1-24-29(57-41(54)35(50)33(26-15-9-6-10-16-26)46-39(52)27-17-11-7-12-18-27)22-45(55)38(58-40(53)28-19-13-8-14-20-28)36-43(5,37(51)34(49)32(24)42(45,3)4)30(48)21-31-44(36,23-56-31)59-25(2)47/h6-20,29-31,33-36,38,48-50,55H,21-23H2,1-5H3,(H,46,52)/t29-,30+,31+,33-,34+,35+,36-,38-,43+,44-,45+/m0/s1

Upstream product

• 33069-62-4 paclitaxel 
• 95603-45-5 7,10-di(2,2,2-trichloroethyloxy-carbonyl)-13-cinnamoyl-10-deacetyl baccatin III 
• 133524-69-3 C₃₈H₄₅NO₁₂ 
• 98-88-4 benzoyl chloride 

Relevant articles and documents

Taxol Structure-Activity Relationships: Synthesis and Biological Evaluation of 10-Deoxytaxol

10-Deoxytaxol 2 was prepared from taxol (1) in four steps via the intermediate dienone 5b; the key reaction in the sequence is a Yarovenko reagent-mediated dehydration at the C-10 hydroxyl group.Compound 2 was found to possess comparable antitumor activity with respect to taxol.This confirms that the functional group at C-10 in taxol is not involved in receptor binding.

Relationships between the structure of taxol analogues and their antimitotic activity

A variety of synthetic analogues of taxol, a naturally occurring antitumor diterpene, were examined for their potency to inhibit microtubule disassembly. For some of the compounds, the in vitro cytotoxic properties showed a good correlation with the tubulin assay. This structure-activity relationship study shows that inhibition of microtubule disassembly is quite sensitive to the configuration at C-2' and C-3'. A correlation between the conformation of the side chain at C-13 and the activity is suggested. Of all the compounds examined, one of the most potent in inhibiting microtubule disassembly and in inhibiting murine P388 leukemic cells, N-debenzoyl-N-tert-(butoxycarbonyl)-10-deacetyltaxol, named taxotere, was selected for evaluation as a potential anticancer agent.