(1S,2R,8S,10S,11S,14R,15S,17S)-14-{2-[(tert-butyldimethylsilyl)oxy]acetyl}-14,17-dihydroxy-2,8,15-trimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-5-one

• ChemBase ID: 163379
• Molecular Formular: C28H44O5Si
• Molecular Mass: 488.73146
• Monoisotopic Mass: 488.29580104
• SMILES: [C@@H]12[C@H]([C@H]3[C@](C[C@@H]1O)([C@@](CC3)(O)C(=O)CO[Si](C(C)(C)C)(C)C)C)C[C@@H](C1=CC(=O)C=C[C@]21C)C
• Canonical SMILES: O=C1C=C[C@]2(C(=C1)[C@@H](C)C[C@@H]1[C@@H]2[C@@H](O)C[C@]2([C@H]1CC[C@]2(O)C(=O)CO[Si](C(C)(C)C)(C)C)C)C
• InChI: InChI=1S/C28H44O5Si/c1-17-13-19-20-10-12-28(32,23(31)16-33-34(7,8)25(2,3)4)27(20,6)15-22(30)24(19)26(5)11-9-18(29)14-21(17)26/h9,11,14,17,19-20,22,24,30,32H,10,12-13,15-16H2,1-8H3/t17-,19-,20-,22-,24+,26-,27-,28-/m0/s1
• InChIKey: BCQSHKWNDQOMFA-NCRHXMHUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,8S,10S,11S,14R,15S,17S)-14-{2-[(tert-butyldimethylsilyl)oxy]acetyl}-14,17-dihydroxy-2,8,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-5-one
• IUPAC Traditional name: (1S,2R,8S,10S,11S,14R,15S,17S)-14-{2-[(tert-butyldimethylsilyl)oxy]acetyl}-14,17-dihydroxy-2,8,15-trimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-5-one
• Synonyms: (6α,11β)-11,17,21-Trihydroxy-21-O-tert-butyldimethylsilyl-6-methylpregna-1,4-diene-3,20-dione; 21-O-tert-Butyldimethylsilyl Medrone; 21-O-tert-Butyldimethylsilyl Medrol; 21-O-tert-Butyldimethylsilyl Medrate; 21-O-tert-Butyldimethylsilyl Methyl Prednisolone

Database IDs

• PubChem SID: 162257514
• PubChem CID: 59809924

CALCULATED PROPERTIES

• Acid pKa: 12.615577
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 4.741
• LogD (pH = 7.4): 4.7409973
• Log P: 4.741
• Molar Refractivity: 132.89 cm^3
• Polarizability: 53.91397 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform,

DETAILS

Toronto Research Chemicals - B691560

A protected glucocorticoid.