(1S,2R,5R,7R,8S,10R,11S,12S,14S,15S)-14-[(tert-butyldimethylsilyl)oxy]-8-methoxy-2,15-dimethylpentacyclo[8.7.0.02,7.05,7.011,15]heptadecan-12-ol

• ChemBase ID: 163394
• Molecular Formular: C26H46O3Si
• Molecular Mass: 434.72714
• Monoisotopic Mass: 434.32162186
• SMILES: C1[C@@H]2C[C@@]32[C@](C1)([C@@H]1[C@@H](C[C@@H]3OC)[C@H]2[C@](CC1)([C@H](C[C@@H]2O)O[Si](C(C)(C)C)(C)C)C)C
• Canonical SMILES: CO[C@H]1C[C@H]2[C@@H]3[C@@H](O)C[C@@H]([C@@]3(C)CC[C@@H]2[C@@]2([C@@]31C[C@H]3CC2)C)O[Si](C(C)(C)C)(C)C
• InChI: InChI=1S/C26H46O3Si/c1-23(2,3)30(7,8)29-20-14-19(27)22-17-13-21(28-6)26-15-16(26)9-12-25(26,5)18(17)10-11-24(20,22)4/h16-22,27H,9-15H2,1-8H3/t16-,17-,18+,19+,20+,21+,22-,24-,25-,26+/m1/s1
• InChIKey: CWPPKHIKAOYONS-JPKZKBHISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5R,7R,8S,10R,11S,12S,14S,15S)-14-[(tert-butyldimethylsilyl)oxy]-8-methoxy-2,15-dimethylpentacyclo[8.7.0.0^2,^7.0^5,^7.0^1^1,^1^5]heptadecan-12-ol
• IUPAC Traditional name: (1S,2R,5R,7R,8S,10R,11S,12S,14S,15S)-14-[(tert-butyldimethylsilyl)oxy]-8-methoxy-2,15-dimethylpentacyclo[8.7.0.0^2,^7.0^5,^7.0^1^1,^1^5]heptadecan-12-ol
• Synonyms: (3β,5α,6β,15α,17β)-17-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-6-methoxy-3,5-cycloandrostan-15-ol; (3β,5α,6β,15α,17β)-17-tert-Butyldimethylsilyloxy-6-methoxy-3,5-cycloandrostan-15-ol

Database IDs

• CAS Number: 61252-35-5
• PubChem SID: 162257529
• PubChem CID: 71314422

CALCULATED PROPERTIES

• Acid pKa: 14.836569
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.8381
• LogD (pH = 7.4): 4.8381
• Log P: 4.8381
• Molar Refractivity: 118.6449 cm^3
• Polarizability: 49.90683 Å^3
• Polar Surface Area: 38.69 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - B691635

Intermediate in the preparation of Testosterone metabolties.

REFERENCES

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