(1S,2R,10R,11S,12S,14S,15S)-12,14-bis[(tert-butyldimethylsilyl)oxy]-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-one

• ChemBase ID: 162212
• Molecular Formular: C31H56O3Si2
• Molecular Mass: 532.94554
• Monoisotopic Mass: 532.37679872
• SMILES: C1C(=O)C=C2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H](C[C@@H]2O[Si](C(C)(C)C)(C)C)O[Si](C(C)(C)C)(C)C)C)C
• Canonical SMILES: O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1[C@H](C[C@@H]2O[Si](C(C)(C)C)(C)C)O[Si](C(C)(C)C)(C)C)C)C
• InChI: InChI=1S/C31H56O3Si2/c1-28(2,3)35(9,10)33-25-20-26(34-36(11,12)29(4,5)6)31(8)18-16-24-23(27(25)31)14-13-21-19-22(32)15-17-30(21,24)7/h19,23-27H,13-18,20H2,1-12H3/t23-,24+,25+,26+,27-,30+,31-/m1/s1
• InChIKey: GIYFCLWJTRRGLG-MJVGLMGPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,12S,14S,15S)-12,14-bis[(tert-butyldimethylsilyl)oxy]-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• IUPAC Traditional name: (1S,2R,10R,11S,12S,14S,15S)-12,14-bis[(tert-butyldimethylsilyl)oxy]-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• Synonyms: (15α,17β)-15,17-Bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]androst-4-en-3-one; 15,17-Bis-O-(tert-butyldimethylsilyl) 15α-Hydroxy Testosterone

Database IDs

• CAS Number: 65429-26-7
• PubChem SID: 162256347
• PubChem CID: 71314049

CALCULATED PROPERTIES

• Acid pKa: 19.058819
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 7.9219
• LogD (pH = 7.4): 7.9219
• Log P: 7.9219
• Molar Refractivity: 145.6749 cm^3
• Polarizability: 61.994205 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ether; Ethyl Acetate
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B415425

Protected Testosterone (T155000) metabolite.

REFERENCES

• Hosoda, H., et al.: Chem. Pharm. Bull., 25, 2650 (1977)