2-[(1R,2S,10S,11S,13S,14R,15S,17S)-1-chloro-14-hydroxy-2,13,15-trimethyl-5-oxo-17-[(trifluoroacetyl)oxy]tetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-14-yl]-2-oxoethyl 2,2,2-trifluoroacetate

• ChemBase ID: 161171
• Molecular Formular: C26H27ClF6O7
• Molecular Mass: 600.9317992
• Monoisotopic Mass: 600.1349502
• SMILES: C1=CC(=O)C=C2[C@]1([C@@]1([C@@H](CC2)[C@H]2[C@](C[C@@H]1OC(=O)C(F)(F)F)([C@]([C@H](C2)C)(C(=O)COC(=O)C(F)(F)F)O)C)Cl)C
• Canonical SMILES: O=C1C=C[C@]2(C(=C1)CC[C@@H]1[C@]2(Cl)[C@@H](OC(=O)C(F)(F)F)C[C@]2([C@H]1C[C@@H]([C@]2(O)C(=O)COC(=O)C(F)(F)F)C)C)C
• InChI: InChI=1S/C26H27ClF6O7/c1-12-8-16-15-5-4-13-9-14(34)6-7-21(13,2)23(15,27)18(40-20(37)26(31,32)33)10-22(16,3)24(12,38)17(35)11-39-19(36)25(28,29)30/h6-7,9,12,15-16,18,38H,4-5,8,10-11H2,1-3H3/t12-,15-,16-,18-,21-,22-,23-,24-/m0/s1
• InChIKey: VEYDPUIHRFNRRV-AEQILWRHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1R,2S,10S,11S,13S,14R,15S,17S)-1-chloro-14-hydroxy-2,13,15-trimethyl-5-oxo-17-[(trifluoroacetyl)oxy]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethyl 2,2,2-trifluoroacetate
• IUPAC Traditional name: 2-[(1R,2S,10S,11S,13S,14R,15S,17S)-1-chloro-14-hydroxy-2,13,15-trimethyl-5-oxo-17-[(trifluoroacetyl)oxy]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethyl 2,2,2-trifluoroacetate
• Synonyms: 9α-Chloro-16β-methylprednisolone 11,21-Ditrifluoroacetate; 9α-Chloro-11β,17α,21-trihydroxy-16β-methylpregna-1,4-diene-3,20-dione-11,21-ditrifluoroacetate; Beclomethasone 11,21-Ditrifluoroacetate

Database IDs

• PubChem SID: 162255306
• PubChem CID: 57369236

CALCULATED PROPERTIES

• Acid pKa: 12.469385
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 5.291978
• LogD (pH = 7.4): 5.291974
• Log P: 5.291978
• Molar Refractivity: 127.5594 cm^3
• Polarizability: 48.52696 Å^3
• Polar Surface Area: 106.97 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B131035

Intermediate for the preparation of Beclomethasone Dipropionate (BDP) and Beclomethasone Monopropionate (BMP).