(1S,8R,9S,10R,11S,14S,15S)-8-(benzenesulfonyl)-5-methoxy-9,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-trien-14-ol

• ChemBase ID: 173051
• Molecular Formular: C26H32O4S
• Molecular Mass: 440.59488
• Monoisotopic Mass: 440.2021305
• SMILES: c1c(cc2c(c1)[C@@H]1[C@@H]([C@@H]([C@H]2S(=O)(=O)c2ccccc2)C)[C@H]2[C@](CC1)([C@H](CC2)O)C)OC
• Canonical SMILES: COc1ccc2c(c1)[C@@H]([C@H]([C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C)C)S(=O)(=O)c1ccccc1
• InChI: InChI=1S/C26H32O4S/c1-16-24-20(13-14-26(2)22(24)11-12-23(26)27)19-10-9-17(30-3)15-21(19)25(16)31(28,29)18-7-5-4-6-8-18/h4-10,15-16,20,22-25,27H,11-14H2,1-3H3/t16-,20+,22-,23-,24+,25+,26-/m0/s1
• InChIKey: YNSWRBIARUSJLI-MMWDCRDKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,8R,9S,10R,11S,14S,15S)-8-(benzenesulfonyl)-5-methoxy-9,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-14-ol
• IUPAC Traditional name: (1S,8R,9S,10R,11S,14S,15S)-8-(benzenesulfonyl)-5-methoxy-9,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-14-ol
• Synonyms: (6β,7α,17β)-3-Methoxy-7-methyl-6-(phenylsulfonyl)-estra-1,3,5(10)-trien-17-ol; 3-Methoxy-7α-methyl-6β-(phenylsulfonyl) Estradiol

Database IDs

• CAS Number: 153004-09-2
• PubChem SID: 164228961
• PubChem CID: 71750120

CALCULATED PROPERTIES

• Acid pKa: 18.83213
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 4.662067
• LogD (pH = 7.4): 4.662067
• Log P: 4.662067
• Molar Refractivity: 122.0084 cm^3
• Polarizability: 48.86411 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - M264640

Estradiol derivative. Used in the preparation of alkylated estratrienes.

REFERENCES

• Kuenzer, H. et al.: Tetrahedron Lett. 35, 1691 (1994)