Precursor of antitumor compound Palitaxel and Docetaxel
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|Description||10-DAB (10-Deacetylbaccatin) is an antineoplastic agent and an anti-cancer intermediate.|
|Cas No.||32981-86-5||SDF||Download SDF|
|Synonyms||10-Deacetylbaccatin, 10-Deacetylbaccatine III, 10-DEACETYLBACCATIN-III|
|Chemical Name||(2aR,4R,4aS,6S,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|
|Canonical SMILES||O[[email protected]](C(C)(C)C1=C(C)[[email protected]]2O)(C2)[[email protected]]([[email protected]@H]([[email protected]@](C([[email protected]]1O)=O)(C)[[email protected]@H]3O)[[email protected]]4([[email protected]@H](C3)OC4)OC(C)=O)OC(C5=CC=CC=C5)=O|
|Solubility||>22.3mg/mL in DMSO||Storage||Store at -20°C|
|Shipping Condition||Evaluation sample solution : ship with blue ice.All other available size: ship with RT , or blue ice upon request|
|General tips||For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.|
10-DAB (also known as 10-Deacetylbaccatin) is an intermediate 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 α hydroxyl group hindered at C-13 easily to form a hydrogen bond with the 4α acetyl group.
F. Gueritte-Voegelein, V. Senilh, B. David, D. Guenard and P. Potier. Chemical studies of 10-deacetyl baccatin III hemisynthesis of taxol derivatives. Tetrahedron 1986; 42(16): 4451-4460