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

• ChemBase ID: 159408
• Molecular Formular: C23H27ClO5
• Molecular Mass: 418.91048
• Monoisotopic Mass: 418.15470164
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1[C@@]2([C@H](C[C@]2([C@H]1CC=C2C(=O)COC(=O)C)C)O)Cl)C
• Canonical SMILES: CC(=O)OCC(=O)C1=CC[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/C23H27ClO5/c1-13(25)29-12-19(27)18-7-6-16-17-5-4-14-10-15(26)8-9-22(14,3)23(17,24)20(28)11-21(16,18)2/h7-10,16-17,20,28H,4-6,11-12H2,1-3H3/t16-,17-,20-,21-,22-,23-/m0/s1
• InChIKey: VNPJOHWDMNZYIW-XYNXPQAZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1R,2S,10S,11S,15S,17S)-1-chloro-17-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6,13-trien-14-yl]-2-oxoethyl acetate
• IUPAC Traditional name: 2-[(1R,2S,10S,11S,15S,17S)-1-chloro-17-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6,13-trien-14-yl]-2-oxoethyl acetate
• Synonyms: 9-Chloro-11β,21-dihydroxy-pregna-1,4,16-triene-3,20-dione 21-Acetate; 21-Acetoxy-9α-chloro-11β-hydroxypregna-1,4,16-triene-3,20-dione

Database IDs

• PubChem SID: 162253543
• PubChem CID: 71312967

CALCULATED PROPERTIES

• Acid pKa: 13.853073
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.819035
• LogD (pH = 7.4): 2.819035
• Log P: 2.819035
• Molar Refractivity: 111.3918 cm^3
• Polarizability: 42.849823 Å^3
• Polar Surface Area: 80.67 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate

DETAILS

Toronto Research Chemicals - A187405

21-Acyloxycorticosteroid derivative. Antiinflammatory.