2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxo(1,4,6,8,8,16,16,17-2H8)tetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate

• ChemBase ID: 176881
• Molecular Formular: C23H30O6
• Molecular Mass: 402.4807
• Monoisotopic Mass: 402.20423868
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1[C@@H]2[C@H](C[C@]2([C@H]1CC[C@@]2(C(=O)COC(=O)C)O)C)O)C
• Canonical SMILES: CC(=O)OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2CCC2=CC(=O)C=C[C@]12C
• InChI: InChI=1S/C23H30O6/c1-13(24)29-12-19(27)23(28)9-7-17-16-5-4-14-10-15(25)6-8-21(14,2)20(16)18(26)11-22(17,23)3/h6,8,10,16-18,20,26,28H,4-5,7,9,11-12H2,1-3H3/t16-,17-,18-,20?,21-,22-,23-/m0/s1
• InChIKey: LRJOMUJRLNCICJ-CRKVGCNRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxo(1,4,6,8,8,16,16,17-^2H₈)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate
• IUPAC Traditional name: 2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxo(1,4,6,8,8,16,16,17-^2H₈)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate
• Synonyms: (11β)-21-(Acetyloxy)-11,17-dihydroxypregna-1,4-diene-3,20-dione-d8; 11β,17α,21-Trihydroxypregna-1,4-diene-3,20-dione 21-acetate-d8; 21-(Acetoxy)-11β,17α-dihydroxypregna-1,4-diene-3,20-dione-d8; Cormalone-d8; Cortipred-d8; Deltilen-d8; Econopred-d8; Falcon-d8; Meticortelone-d8 Acetate; Predalone 50-d8; Prediacortin-d8; Predicort-d8; Prednelan N-d8; Prednidoren-d8; Prenema-d8; Supercortyl-d8; Prednisolone-d8 Acetate

Database IDs

• PubChem SID: 164232791
• PubChem CID: 71751747

CALCULATED PROPERTIES

• Acid pKa: 12.610176
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.7141153
• LogD (pH = 7.4): 1.7141126
• Log P: 1.7141154
• Molar Refractivity: 107.6448 cm^3
• Polarizability: 41.884506 Å^3
• Polar Surface Area: 100.9 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P703752

Labelled Prednisolone Acetate (P703750). Synthetic corticosteroid; metabolically interconvertible with Prednisone (P703780).

REFERENCES

• Jusko, W.J., et al.: Ther. Drug Monit., 2, 169 (1980)
• Ali, S.L., et al.: Anal. Profiles Drug Subs. Excip., 21, 415 (1980)