CAS 71629-92-0

7-epi-10-Deacetylbaccatin III

Description:

7-epi-10-Deacetylbaccatin III is a natural compound derived from the yew tree, specifically from the Taxus species. It is a member of the taxane family, which is known for its significant role in cancer treatment, particularly as a precursor in the synthesis of paclitaxel, a widely used chemotherapeutic agent. The compound features a complex polycyclic structure, characterized by a fused ring system that contributes to its biological activity. It exhibits antitumor properties by inhibiting cell division, primarily through the stabilization of microtubules, which disrupts normal mitotic processes. 7-epi-10-Deacetylbaccatin III is typically studied for its potential therapeutic applications and is of interest in medicinal chemistry for the development of new anticancer drugs. Its chemical properties include solubility in organic solvents and limited solubility in water, which is common for many lipophilic natural products. As research continues, understanding its pharmacological profile and optimizing its derivatives may enhance its efficacy and reduce side effects in cancer therapy.

Formula: C₂₉H₃₆O₁₀

InChI: InChI=1S/C29H36O10/c1-14-17(31)12-29(36)24(38-25(35)16-9-7-6-8-10-16)22-27(5,23(34)21(33)20(14)26(29,3)4)18(32)11-19-28(22,13-37-19)39-15(2)30/h6-10,17-19,21-22,24,31-33,36H,11-13H2,1-5H3/t17-,18+,19+,21+,22-,24-,27+,28-,29+/m0/s1

InChI key: InChIKey=YWLXLRUDGLRYDR-LUPIKGFISA-N

SMILES: O(C(C)=O)[C@]12[C@]3([C@H](OC(=O)C4=CC=CC=C4)[C@@]5(O)C(C)(C)C([C@@H](O)C(=O)[C@]3(C)[C@H](O)C[C@]1(OC2)[H])=C(C)[C@@H](O)C5)[H]

Synonyms:

• 7-Epi-10-deacetylbaccatin III
• 7,11-Methano-5H-cyclodeca[3,4]benz[1,2-b]oxet-5-one, 12b-(acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-dodecahydro-4,6,9,11-tetrahydroxy-4a,8,13,13-tetramethyl-, (2aR,4R,4aS,6R,9S,11S,12S,12aR,12bS)-
• 7,11-Methano-5H-cyclodeca[3,4]benz[1,2-b]oxet-5-one, 12b-(acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-dodecahydro-4,6,9,11-tetrahydroxy-4a,8,13,13-tetramethyl-, [2aR-(2aα,4α,4aβ,6β,9α,11α,12α,12aα,12bα)]-
• 10-Deacetylbaccatin V
• (2aR,4R,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(Acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-dodecahydro-4,6,9,11-tetrahydroxy-4a,8,13,13-tetramethyl-7,11-methano-5H-cyclodeca[3,4]benz[1,2-b]oxet-5-one
• Docetaxel 7-epi-DAB-Impurity
• Paclitaxel Impurity 6
• Paclitaxel impurity 1/7-epi-10-Deacetyl-Baccatin III/Docetaxel 7-Epi-DAB-Impurity/(2aR,4R,4aS,6R,9S,11S,12S,12aR,12bS)-12b-(Acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-dodecahydro-4,6,9,11-tetrahydroxy-4a,8,13,13-tetramethyl-7,11-methano-5
• 7-epi-10-Deacetyl Baccatin III
• 7-Epi-10-deacetyl baccatinⅢ
• Paclitaxel Impurity 42

7-epi-10-Deacetyl-Baccatin III

CAS: 71629-92-0

Formula: C₂₉H₃₆O₁₀

Molecular weight: 544.60

Ref: 4Z-C-11907

7-epi-10-Deacetyl Baccatin III

Controlled Product

CAS: 71629-92-0

Applications 17-epi-10-Deacetyl Baccatin III is an impurity of Paclitaxel (P132500) and derivatives.
References Hu, S., et al.: Biocatal. Biotransform., 14, 241 (1997), Sun, D., et al.: Bioorg. Med. Chem., 9, 1985 (2001),

Formula: C₂₉H₃₆O₁₀

Color and Shape: Neat

Molecular weight: 544.59

Ref: TR-D198260

7-epi-10-Deacetyl Baccatin III

CAS: 71629-92-0

Formula: C₂₉H₃₆O₁₀

Molecular weight: 544.6

Ref: ST-EA-CP-D32012

7-epi-10-Deacetyl baccatin III

CAS: 71629-92-0

7-epi-10-Deacetyl baccatin III is a 10-deacetylbaccatin that is used as the starting material for the synthesis of taxol. It is an acetylated form of baccatin III. 7-epi-10-Deacetyl baccatin III has a detection time of 3 days and a structural formula of C30H36O3. This compound also has an oxetane ring, which may be hydrolyzed to form taxol. The drug substance is an aliphatic hydrocarbon with hydroxyl groups on each end. Taxol can be synthesized from 7-epi-10-Deacetyl baccatin III by microbial transformation in the presence of impurities, substrate concentration and biosynthesis. Docetaxel can also be synthesized from 7-epi-10-Deacetyl baccatin III by adding a hydroxyl group to one end and removing acetate groups

Formula: C₂₉H₃₆O₁₀

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 544.59 g/mol

Ref: 3D-FD166612