2-[(1R,2S,10S,11S,13R,14S,15S,17S)-1-chloro-13,14,17-trihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate

• ChemBase ID: 159423
• Molecular Formular: C23H29ClO7
• Molecular Mass: 452.92516
• Monoisotopic Mass: 452.16018095
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1[C@@]2([C@H](C[C@]2([C@H]1C[C@H]([C@@]2(C(=O)COC(=O)C)O)O)C)O)Cl)C
• Canonical SMILES: CC(=O)OCC(=O)[C@@]1(O)[C@H](O)C[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2CCC2=CC(=O)C=C[C@]12C)Cl
• InChI: InChI=1S/C23H29ClO7/c1-12(25)31-11-19(29)23(30)17(27)9-16-15-5-4-13-8-14(26)6-7-20(13,2)22(15,24)18(28)10-21(16,23)3/h6-8,15-18,27-28,30H,4-5,9-11H2,1-3H3/t15-,16-,17+,18-,20-,21-,22-,23-/m0/s1
• InChIKey: UZUHISOSEAUKRX-QZUYBKCWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1R,2S,10S,11S,13R,14S,15S,17S)-1-chloro-13,14,17-trihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate
• IUPAC Traditional name: 2-[(1R,2S,10S,11S,13R,14S,15S,17S)-1-chloro-13,14,17-trihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate
• Synonyms: (11β,16α,17α)-21-(Acetyloxy)-9-chloro-11,16,17-trihydroxy-pregna-1,4-diene-3,20-dione

Database IDs

• PubChem SID: 162253558
• PubChem CID: 71312975

CALCULATED PROPERTIES

• Acid pKa: 11.754653
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 1.1463186
• LogD (pH = 7.4): 1.1462996
• Log P: 1.1463188
• Molar Refractivity: 113.2774 cm^3
• Polarizability: 44.42148 Å^3
• Polar Surface Area: 121.13 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Dichloromethane; Ethyl Acetate

DETAILS

Toronto Research Chemicals - A187485

Intermediate in the preparation of Triamcinolone Acetonide (T767165) impurity.