(1S,2S,3R,4S,7R,10R,12R,15S)-4,12-bis(acetyloxy)-1,15-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadeca-8,13-dien-2-yl benzoate

• ChemBase ID: 161095
• Molecular Formular: C31H36O10
• Molecular Mass: 568.61154
• Monoisotopic Mass: 568.23084735
• SMILES: C1(=C2C([C@@](C[C@@H]1O)([C@H]([C@H]1[C@](C(=O)[C@@H]2OC(=O)C)(C=C[C@@H]2[C@]1(CO2)OC(=O)C)C)OC(=O)c1ccccc1)O)(C)C)C
• Canonical SMILES: CC(=O)O[C@H]1C(=O)[C@]2(C)C=C[C@@H]3[C@]([C@H]2[C@@H]([C@]2(C(C1=C(C)[C@@H](O)C2)(C)C)O)OC(=O)c1ccccc1)(CO3)OC(=O)C
• InChI: InChI=1S/C31H36O10/c1-16-20(34)14-31(37)26(40-27(36)19-10-8-7-9-11-19)24-29(6,13-12-21-30(24,15-38-21)41-18(3)33)25(35)23(39-17(2)32)22(16)28(31,4)5/h7-13,20-21,23-24,26,34,37H,14-15H2,1-6H3/t20-,21+,23+,24-,26-,29+,30-,31+/m0/s1
• InChIKey: GKORGTAVTDVIOM-KSGSGGQMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,3R,4S,7R,10R,12R,15S)-4,12-bis(acetyloxy)-1,15-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^3,^1^0.0^4,^7]heptadeca-8,13-dien-2-yl benzoate
• IUPAC Traditional name: (1S,2S,3R,4S,7R,10R,12R,15S)-4,12-bis(acetyloxy)-1,15-dihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^3,^1^0.0^4,^7]heptadeca-8,13-dien-2-yl benzoate
• Synonyms: (2aR,4aR,6R,9S,11S,12S,12aR,12bS)-6,12b-Bis(acetyloxy)-12-(benzoyloxy)-1,2a,4a,6,9,10,11,12,12a,12b-decahydro-9,11-dihydroxy-4a,8,13,13-tetramethyl-7,11-methano-5H-cyclodeca[3,4]benz[1,2-b]oxet-5-one; Δ6,7-Baccatin III

Database IDs

• CAS Number: 158830-50-3
• PubChem SID: 162255230
• PubChem CID: 10907907

CALCULATED PROPERTIES

• Acid pKa: 10.465896
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 2.140315
• LogD (pH = 7.4): 2.1399472
• Log P: 2.1403198
• Molar Refractivity: 144.8393 cm^3
• Polarizability: 57.3481 Å^3
• Polar Surface Area: 145.66 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B101010

Intermediate used in the preparation of Pacitaxel derivatives

REFERENCES

• Rowinsky, E., et al.: Pharm. Ther., 52, 35 (1991)
• Ojima, I., et al.: Bioorg. Med. Chem. Lett., 3, 2479 (1991)