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    CAS 27548-93-2
    Also known as: 27548-93-2, Baccatine iii, Chebi:32898, 40k5pz0k67, 7,11-methano-5h-cyclodeca[3,4]benz[1,2-b]oxet-5-one, 6,12b-bis(acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-dodecahydro-4,9,11-trihydroxy-4a,8,13,13-tetramethyl-, (2ar,4s,4as,6r,9s,11s,12s,12ar,12bs)-, Baccatin cento
    Molecular Formula
    C31H38O11
    Molecular Weight
    586.6  g/mol
    InChI Key
    OVMSOCFBDVBLFW-VHLOTGQHSA-N
    FDA UNII
    40K5PZ0K67
    Baccatin III is a compound obtained from the needles of the Taxus baccata tree that is used as a precursor of paclitaxel.
    1 2D Structure

    CAS 27548-93-2

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-1,9,15-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
    2.1.2 InChI
    InChI=1S/C31H38O11/c1-15-19(34)13-31(38)26(41-27(37)18-10-8-7-9-11-18)24-29(6,20(35)12-21-30(24,14-39-21)42-17(3)33)25(36)23(40-16(2)32)22(15)28(31,4)5/h7-11,19-21,23-24,26,34-35,38H,12-14H2,1-6H3/t19-,20-,21+,23+,24-,26-,29+,30-,31+/m0/s1
    2.1.3 InChI Key
    OVMSOCFBDVBLFW-VHLOTGQHSA-N
    2.1.4 Canonical SMILES
    CC1=C2C(C(=O)C3(C(CC4C(C3C(C(C2(C)C)(CC1O)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)O)C)OC(=O)C
    2.1.5 Isomeric SMILES
    CC1=C2[C@H](C(=O)[C@@]3([C@H](C[C@@H]4[C@]([C@H]3[C@@H]([C@@](C2(C)C)(C[C@@H]1O)O)OC(=O)C5=CC=CC=C5)(CO4)OC(=O)C)O)C)OC(=O)C
    2.2 Other Identifiers
    2.2.1 UNII
    40K5PZ0K67
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. 27548-93-2

    2. Baccatine Iii

    3. Chebi:32898

    4. 40k5pz0k67

    5. 7,11-methano-5h-cyclodeca[3,4]benz[1,2-b]oxet-5-one, 6,12b-bis(acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-dodecahydro-4,9,11-trihydroxy-4a,8,13,13-tetramethyl-, (2ar,4s,4as,6r,9s,11s,12s,12ar,12bs)-

    6. Baccatin Cento

    7. Nsc 330753

    8. Unii-40k5pz0k67

    9. Nsc-330753

    10. 13-o-de[(2r,3s)-3-(benzoylamino)-2-hydroxy-3-phenylpropanoyl]paclitaxel (baccatin Iii)

    11. 7,11-methano-5h-cyclodeca(3,4)benz(1,2-b)oxet-5-one, 6,12b-bis(acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-dodecahydro-4,9,11-trihydroxy-4a,8,13,13-tetramethyl-, (2ar,4s,4as,6r,9s,11s,12s,12ar,12bs)-

    12. Baccatin Iii [who-dd]

    13. Chembl288043

    14. Schembl3118475

    15. Ex-a832

    16. Dtxsid301029474

    17. Nitroniumhexafluoroantimonate

    18. Baccatin Iii, >=95% (hplc)

    19. Hy-n6985

    20. Zinc4102268

    21. Mfcd00153921

    22. Akos024462641

    23. Ccg-208344

    24. (2ar,4s,4as,6r,9s,11s,12s,12ar,12bs)-6,12b-bis(acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-dodecahydro-4,9,11-trihydroxy-4a,8,13,13-tetramethyl-7,11-methano-5h-cyclodeca[3,4]benz[1,2-b]oxet-5-one

    25. 7,11-methano-5h-cyclodeca(3,4)benz(1,2-b)oxet-5-one, 6,12b-bis(acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-dodecahydro-4,9,11-trihydroxy-4a,8,13,13-tetramethyl-, (2ar-(2aalpha,4beta,4abeta,6beta,9alpha,11alpha,12alpha,12aalpha,12balpha))-

    26. As-35071

    27. Cs-0013149

    28. 548b932

    29. Q-100350

    30. Q15410249

    31. (2ar,4s,4as,6r,9s,11s,12s,12ar,12bs)-12-(benzoyloxy)-4,9,11-trihydroxy-4a,8,13,13-tetramethyl-5-oxo-3,4,4a,5,6,9,10,11,12,12a-decahydro-1h-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxete-6,12b(2ah)-diyl Diacetate

    32. [2ar-(2aalpha,4beta,4abeta,6beta,9alpha,11alpha,12alpha,12aalpha,12balpha)]-6,12b-bis(acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-dodecahydro-4,9,11-trihydroxy-4a,8,13,13-tetramethyl-7,11-methano-5h-cyclodeca(3,4)benz(1,2-b)oxet-5-one

    33. 5beta,20-epoxy-1,7beta,13alpha-trihydroxy-9-oxotax-11-ene-2alpha,4alpha,10beta-triyl 4,10-diacetate 2-benzoate

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 586.6 g/mol
    Molecular Formula C31H38O11
    XLogP31.2
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count11
    Rotatable Bond Count7
    Exact Mass586.24141202 g/mol
    Monoisotopic Mass586.24141202 g/mol
    Topological Polar Surface Area166 Ų
    Heavy Atom Count42
    Formal Charge0
    Complexity1200
    Isotope Atom Count0
    Defined Atom Stereocenter Count9
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
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