2-[(1S,2S,5R,7R,10S,11S,14R,15S,17S)-5-[(tert-butyldimethylsilyl)oxy]-14,17-dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]-2-oxoethyl acetate

• ChemBase ID: 163319
• Molecular Formular: C29H50O6Si
• Molecular Mass: 522.7892
• Monoisotopic Mass: 522.33766585
• SMILES: C1[C@H](C[C@@H]2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](C[C@@H]1O)([C@](CC2)(C(=O)COC(=O)C)O)C)C)O[Si](C(C)(C)C)(C)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]2CC[C@H]2[C@]1(C)CC[C@H](C2)O[Si](C(C)(C)C)(C)C
• InChI: InChI=1S/C29H50O6Si/c1-18(30)34-17-24(32)29(33)14-12-22-21-10-9-19-15-20(35-36(7,8)26(2,3)4)11-13-27(19,5)25(21)23(31)16-28(22,29)6/h19-23,25,31,33H,9-17H2,1-8H3/t19-,20-,21+,22+,23+,25-,27+,28+,29+/m1/s1
• InChIKey: ZIXYSUPSPWROPS-CKMVDKHJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1S,2S,5R,7R,10S,11S,14R,15S,17S)-5-[(tert-butyldimethylsilyl)oxy]-14,17-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-2-oxoethyl acetate
• IUPAC Traditional name: 2-[(1S,2S,5R,7R,10S,11S,14R,15S,17S)-5-[(tert-butyldimethylsilyl)oxy]-14,17-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-2-oxoethyl acetate
• Synonyms: (3α,5β,11β)-21-(Acetyloxy)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-11,17-dihydroxy-pregnan-20-one; (3α,5β)-O-tert-Butyldimethylsilyl 21-Acetyloxy Tetrahydro Cortisol

Database IDs

• CAS Number: 83274-68-4
• PubChem SID: 162257454
• PubChem CID: 71314385

CALCULATED PROPERTIES

• Acid pKa: 12.610285
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 4.3501
• LogD (pH = 7.4): 4.350097
• Log P: 4.3501
• Molar Refractivity: 136.601 cm^3
• Polarizability: 56.945652 Å^3
• Polar Surface Area: 93.06 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Dimethyl Sulfoxide; Ethyl Acetate; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B691130

Cortisol derivative. A potential corticoid metabolite.

REFERENCES

• Okihara, R. et al.; Chem. Pharm. Bull. 58, 344 (2010)
• Hosoda, H. et al.; Chem. Pharm. Bull. 32, 4023 (1984)