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

• ChemBase ID: 174157
• Molecular Formular: C24H32O6
• Molecular Mass: 416.50728
• Monoisotopic Mass: 416.21988874
• SMILES: [C@@H]12[C@H]([C@H]3[C@](C[C@@H]1O)([C@@]([C@@H](C3)C)(O)C(=O)COC(=O)C)C)CCC1=CC(=O)C=C[C@]21C
• Canonical SMILES: CC(=O)OCC(=O)[C@@]1(O)[C@H](C)C[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/C24H32O6/c1-13-9-18-17-6-5-15-10-16(26)7-8-22(15,3)21(17)19(27)11-23(18,4)24(13,29)20(28)12-30-14(2)25/h7-8,10,13,17-19,21,27,29H,5-6,9,11-12H2,1-4H3/t13-,17+,18+,19+,21-,22+,23+,24+/m1/s1
• InChIKey: QKTYVMYSLMOANV-GSTOSZRSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1S,2R,10S,11S,13R,14R,15S,17S)-14,17-dihydroxy-2,13,15-trimethyl-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-[(1S,2R,10S,11S,13R,14R,15S,17S)-14,17-dihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate
• Synonyms: 11β,17,21-Trihydroxy-16α-methyl-pregna-1,4-diene-3,20-dione 21-Acetate; (11β,16α)-21-(Acetyloxy)-11,17-dihydroxy-16-methyl-pregna-1,4-diene-3,20-dione; 16α-Methylprednisolone 21-Acetate; 16α-Methyl Prednisolone 21-Acetate

Database IDs

• CAS Number: 13209-52-4
• PubChem SID: 164230067
• PubChem CID: 22802023

CALCULATED PROPERTIES

• Acid pKa: 12.467708
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.0790882
• LogD (pH = 7.4): 2.0790844
• Log P: 2.0790882
• Molar Refractivity: 112.1164 cm^3
• Polarizability: 43.719112 Å^3
• Polar Surface Area: 100.9 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M326145

an anti-inflammatory corticosteroid.

REFERENCES

• Green, M., et al.: J. Steroid Biochem., 11, 61 (1979)
• Shue, H., et al.: J. Med. Chem., 23, 430 (1979)