(1S,2S,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-1,15-dihydroxy-10,14,17,17-tetramethyl-11-oxo-9-{[(2,2,2-trichloroethoxy)carbonyl]oxy}-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl benzoate

• ChemBase ID: 178954
• Molecular Formular: C34H39Cl3O13
• Molecular Mass: 762.02466
• Monoisotopic Mass: 760.14562435
• SMILES: C12=C([C@H](C[C@](C1(C)C)([C@H](C1[C@](C(=O)[C@@H]2OC(=O)C)([C@H](C[C@@H]2[C@]1(CO2)OC(=O)C)OC(=O)OCC(Cl)(Cl)Cl)C)OC(=O)c1ccccc1)O)O)C
• Canonical SMILES: O=C(O[C@H]1C[C@H]2OC[C@]2(C2[C@]1(C)C(=O)[C@H](OC(=O)C)C1=C(C)[C@H](C[C@@]([C@H]2OC(=O)c2ccccc2)(C1(C)C)O)O)OC(=O)C)OCC(Cl)(Cl)Cl
• InChI: InChI=1S/C34H39Cl3O13/c1-16-20(40)13-33(44)27(49-28(42)19-10-8-7-9-11-19)25-31(6,26(41)24(47-17(2)38)23(16)30(33,4)5)21(48-29(43)46-15-34(35,36)37)12-22-32(25,14-45-22)50-18(3)39/h7-11,20-22,24-25,27,40,44H,12-15H2,1-6H3/t20-,21-,22+,24+,25?,27-,31+,32-,33+/m0/s1
• InChIKey: UPJVHCBPOLKGHR-QUJYKJOWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-1,15-dihydroxy-10,14,17,17-tetramethyl-11-oxo-9-{[(2,2,2-trichloroethoxy)carbonyl]oxy}-6-oxatetracyclo[11.3.1.0^3,^1^0.0^4,^7]heptadec-13-en-2-yl benzoate
• IUPAC Traditional name: (1S,2S,4S,7R,9S,10S,12R,15S)-4,12-bis(acetyloxy)-1,15-dihydroxy-10,14,17,17-tetramethyl-11-oxo-9-{[(2,2,2-trichloroethoxy)carbonyl]oxy}-6-oxatetracyclo[11.3.1.0^3,^1^0.0^4,^7]heptadec-13-en-2-yl benzoate
• Synonyms: 7-{[(2,2,2,-Trichloroethyl)oxy]carbonyl} Baccatin III

Database IDs

• CAS Number: 103150-33-0
• PubChem SID: 164234864
• PubChem CID: 45040605

CALCULATED PROPERTIES

• Acid pKa: 10.50916
• H Acceptors: 9
• H Donor: 2
• LogD (pH = 5.5): 3.6782973
• LogD (pH = 7.4): 3.6779642
• Log P: 3.6783016
• Molar Refractivity: 176.0782 cm^3
• Polarizability: 70.40932 Å^3
• Polar Surface Area: 181.19 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - T774140

7-{[(2,2,2,-Trichloroethyl)oxy]carbonyl} Baccatin III is a precursor to Paclitaxel (P132500).