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Description: 10-Deacetylbaccatin-III (also known as 10-DAB, 10-Deacetylbaccatin) is an intermediate with anticancer activities. is It is used for the preparation of taxol, an anti-leukemic and tumor-inhibiting agent isolated from the inner bark of the Pacific yew tree Taxus brevifolia as well as other species of the genus Taxus. Due to the low availability of taxol from its natural sources, 10-DAB is used as a raw material for the preparation of taxol and its derivatives. Being easily extracted from the annual cute of the yew leaves, 10-DAB has a very folded chemical structure with the alpha hydroxyl group hindered at C-13 easily to form a hydrogen bond with the 4alpha acetyl group.
References: Plant Biol (Stuttg). 2013 Jan; 15(1):19-26; Tetrahedron 1986; 42(16): 4451-4460; Phytother Res. 2012 Apr; 26(4):552-6.
Chemical Name: (2aR, 4S, 4aS, 6R, 9S, 11S, 12S, 12aR, 12bS)-12b-acetoxy-4, 6, 9, 11-tetrahydroxy-4a, 8, 13, 13-tetramethyl-5-oxo-2a, 3, 4, 4a, 5, 6, 9, 10, 11, 12, 12a, 12b-dodecahydro-1H-7, 11-methanocyclodeca[3, 4]benzo[1, 2-b]oxet-12-yl benzoate
InChi Key: YWLXLRUDGLRYDR-ZHPRIASZSA-N
InChi Code: 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
SMILES Code: O=C(O[CH]([C]1([H])[C]2(C)[CH](O)C[C]3([H])OC[C]31OC(C)=O)[C]4(O)C[CH](O)C(C)=C(C4(C)C)[CH](O)C2=O)C5=CC=CC=C5
10DAB; 10DAB III
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