31077-81-3

Basic information

• Product Name: Baccatin V
• Synonyms: Baccatin V;(1S)-4α,10β-Diacetoxy-1,7α,13α-trihydroxy-2α-(benzoyloxy)-5β,20-epoxytaxa-11-ene-9-one;(2aR)-6α,12bβ-Diacetoxy-12β-(benzoyloxy)-1,2aβ,3,4,4a,6,9,10,11,12,12aβ,12b-dodecahydro-4β,9β,11β-trihydroxy-4aα,8,13,13-tetramethyl-7,11-methano-5H-cyclodeca[3,4]benz[1,2-b]oxet-5-one;1,7α,13α-Trihydroxy-2α-(benzoyloxy)-4,10β-diacetoxy-5β,20-epoxytaxa-11-ene-9-one;7-epi-Baccatin III
• CAS NO: 31077-81-3
• Molecular Formula: C₃₁H₃₈O₁₁
• Molecular Weight: 586.62682
• Mol File: 31077-81-3.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 713.6±60.0 °C(Predicted)
• Appearance: /
• Density: 1.38±0.1 g/cm3(Predicted)
• PKA: 12.76±0.70(Predicted)
• CAS DataBase Reference: Baccatin V(CAS DataBase Reference)
• NIST Chemistry Reference: Baccatin V(31077-81-3)
• EPA Substance Registry System: Baccatin V(31077-81-3)

Safety Data

• Hazardous Substances Data: 31077-81-3(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 71610-00-9 Cephalomannine 
• 27548-93-2 baccatin III 
• 105454-04-4 7-epipaclitaxel 
• 33069-62-4 taxol 
• 108-24-7 acetic anhydride 
• 71629-92-0 10-deacetyl-7-epi-baccatin III 
• 158811-19-9 10-acetyl-7-trifluoromethanesulfonate baccatin III 
• 32981-86-5 10-desacetylbaccatin III 
• 197013-82-4 7-α-glucosyloxyacetyl paclitaxel 

Downstream Products

• 158811-19-9 10-acetyl-7-trifluoromethanesulfonate baccatin III 
• 156294-36-9 7-deoxy-7β, 8β-methylene-10-O-acetyldocetaxel 
• 158811-30-4 10-O-deacetyl larotaxel 

Relevant articles and documents

7 - epi - Baccatin III derivative as well as preparation method and application thereof

The present invention provides 7-epi-baccatin III derivatives shown as a general formula 1 or a pharmaceutically acceptable salt thereof, and a preparation method, a pharmaceutical composition and use thereof. The 7-epi-baccatin III derivatives shown as the general formula 1 or the pharmaceutically acceptable salt thereof can be used for treatment of cancer, especially prostate cancer (prostate carcinoma), non-small cell lung cancer, breast cancer, colon cancer, liver cancer, ovarian cancer, and the like.

Facile Synthesis of 7-epi-Taxane and Its Derivatives and Preliminary Evaluation of Anticancer Activity

7-epi-Taxane has been achieved efficiently in gram scale from natural taxane via inversion of the 7-hydroxyl group simply using Ag2O as catalyst and DMF as solvent. The catalyst could be quantitatively recovered by filtration without loss of catalytic activity. This condition is also applicable to the direct epimerization of taxane derivatives (e.g., docetaxel and paclitaxel) to 7-epi-taxane derivatives (e.g., 7-epi-docetaxel and 7-epi-paclitaxel). Furthermore, 33 ester derivatives of 7-epi-taxane with different amino acid moieties at the position of C-13 were successfully synthesized via esterification without protecting C-7-OH. Bioassay results revealed that compounds 13 and 18 have good selectivity against prostatic cancer cell line DU145, with IC50value as low as 15.9 nmol/L for 18.

Biological degradation of taxol by action of cultured cells on 7-acetyltaxol-2″-yl glucoside

Biodegradation pathways of taxol in cultured cells of Synechocystis sp. PCC 6803, Synechococcus sp. PCC 7942, Marchantia polymorpha, Nicotiana tabacum, and Glycine max were investigated using a water-soluble taxol derivative, 7-ace-tyltaxol-2″-yl glucoside, as the substrate. Although cyanobacteria, Synechocystis sp. PCC 6803 and Synechococcus sp. PCC 7942, and a lower plant, M. polymorpha, catalyzed the epimerization at 7-position of taxol skeleton, no epimerization occurred with higher plants, N. tabacum and G. max. On the other hand, Synechocystis sp. PCC 6803, Synechococcus sp. PCC 7942, M. polymorpha, and N. tabacum catalyzed hydrolysis at 13-position of taxol to give baccatin III and 10-deacetyl baccatin III. Both cyanobacteria cells also deacetylated 7-epi-baccatin III at its 10-position. M. polymorpha and G. max deacetylated at 10-position of taxol. Copyright