taxol

[(Science: drug) This alkaloid is an extract from the Pacific yew, Taxus brevifolia. It inhibits microtubule disassembly and is used as a chemotherapy agent (under the brand name Taxol) to treat bladder, oesophageal and lung cancers and is being investigated as a treatment for leukaemia and lymphoma. The effects of paclitaxel are biphasic. At lower concentrations (depending on cell type), it hyperstabilizes microtubules, whereas at higher concentrations it is a hyperpolymerizing agent.

InChI: InChI=1/C47H51NO14/c1-25-31(60-43(56)36(52)35(28-16-10-7-11-17-28)48-41(54)29-18-12-8-13-19-29)23-47(57)40(61-42(55)30-20-14-9-15-21-30)38-45(6,32(51)22-33-46(38,24-58-33)62-27(3)50)39(53)37(59-26(2)49)34(25)44(47,4)5/h7-21,31-33,35-38,40,51-52,57H,22-24H2,1-6H3,(H,48,54)/t31-,32-,33+,35-,36+,37+,38-,40-,45+,46-,47+/m0/s1/f/h48H

InChIKey: InChIKey=RCINICONZNJXQF-GXKQXQCDDN
SMILES: [H][C@]12[C@H](OC(=O)c3ccccc3)[C@]4(O)C[C@H](OC(=O)[C@H](O)[C@@H](NC(=O)c5ccccc5)c6ccccc6)C(C)=C([C@@H](OC(C)=O)C(=O)[C@]1(C)[C@@H](O)C[C@H]7OC[C@@]27OC(C)=O)C4(C)C

Names:
    Paclitaxel
    TAXOL
    Taxol A
    taxol
    (2aR-(2aalpha,4beta,4abeta,6beta,9alpha(alpha R*,betaS*),11alpha,12alpha,12balpha))-beta-(Benzoylamino)-alpha-hydroxybenzenepropanoic acid 6,12b-bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-
    5beta,20-Epoxy-1,2-alpha,4,7beta,10beta,13alpha-hexahydroxytax-11-en-9-one 4,10-diacetate 2-benzoate 13-ester with (2R,3S)-

Registries:
    PubChem CID 36314
    ChEBI 7887
    chemPDB TA1
    Kegg C07394
    Kegg D00491
    PubChem ID 9598