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

• ChemBase ID: 171142
• Molecular Formular: C23H26O5
• Molecular Mass: 382.44954
• Monoisotopic Mass: 382.17802393
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1[C@@H]2C(=O)C[C@]2([C@H]1CC=C2C(=O)COC(=O)C)C)C
• Canonical SMILES: CC(=O)OCC(=O)C1=CC[C@@H]2[C@]1(C)CC(=O)[C@H]1[C@H]2CCC2=CC(=O)C=C[C@]12C
• InChI: InChI=1S/C23H26O5/c1-13(24)28-12-20(27)18-7-6-17-16-5-4-14-10-15(25)8-9-22(14,2)21(16)19(26)11-23(17,18)3/h7-10,16-17,21H,4-6,11-12H2,1-3H3/t16-,17-,21+,22-,23-/m0/s1
• InChIKey: OZYMSQQCILMWFF-YTQSOXLISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1S,2R,10S,11S,15S)-2,15-dimethyl-5,17-dioxotetracyclo[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-[(1S,2R,10S,11S,15S)-2,15-dimethyl-5,17-dioxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6,13-trien-14-yl]-2-oxoethyl acetate
• Synonyms: 21-(Acetyloxy)-pregna-1,4,16-triene-3,11,20-trione; 21-Hydroxy-pregna-1,4,16-triene-3,11,20-trione 21-Acetate

Database IDs

• CAS Number: 82423-35-6
• PubChem SID: 164227052
• PubChem CID: 71749276

CALCULATED PROPERTIES

• Acid pKa: 17.417461
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.6974423
• LogD (pH = 7.4): 2.6974423
• Log P: 2.6974423
• Molar Refractivity: 106.1955 cm^3
• Polarizability: 40.450516 Å^3
• Polar Surface Area: 77.51 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - H952215

Prednisone (P703780) derivative. Adrenocortical steroid. Glucocorticoid.