(1S,10R,11S,14R,15S)-8-(benzenesulfonyl)-5-methoxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6,8-tetraen-14-yl acetate

• ChemBase ID: 173101
• Molecular Formular: C27H30O5S
• Molecular Mass: 466.5891
• Monoisotopic Mass: 466.18139506
• SMILES: c1c(cc2c(c1)[C@@H]1[C@@H](C=C2S(=O)(=O)c2ccccc2)[C@H]2[C@](CC1)([C@@H](CC2)OC(=O)C)C)OC
• Canonical SMILES: COc1ccc2c(c1)C(=C[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@H]2OC(=O)C)C)S(=O)(=O)c1ccccc1
• InChI: InChI=1S/C27H30O5S/c1-17(28)32-26-12-11-24-22-16-25(33(29,30)19-7-5-4-6-8-19)23-15-18(31-3)9-10-20(23)21(22)13-14-27(24,26)2/h4-10,15-16,21-22,24,26H,11-14H2,1-3H3/t21-,22-,24+,26-,27+/m1/s1
• InChIKey: DSDJVRLMXSLPID-WIOQOGMWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,14R,15S)-8-(benzenesulfonyl)-5-methoxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6,8-tetraen-14-yl acetate
• IUPAC Traditional name: (1S,10R,11S,14R,15S)-8-(benzenesulfonyl)-5-methoxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6,8-tetraen-14-yl acetate
• Synonyms: (17β)-3-Methoxy-6-(phenylsulfonyl)-estra-1,3,5(10),6-tetraen-17-ol Acetate; 3-Methoxy-6-phenylsulfonyl-6,7-didehydro Estradiol

Database IDs

• CAS Number: 153004-08-1
• PubChem SID: 164229011
• PubChem CID: 71750135

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 4.558152
• LogD (pH = 7.4): 4.558152
• Log P: 4.558152
• Molar Refractivity: 128.0987 cm^3
• Polarizability: 50.678318 Å^3
• Polar Surface Area: 69.67 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Light Brown Solid

DETAILS

Toronto Research Chemicals - M265470

Estradiol derivative. Used in the preparation of alkylated estratrienes.

REFERENCES

• Kuenzer, H. et al.: Tetrahedron Lett. 37, 1771 (1996)
• Kuenzer, H. et al.: Tetrahedron Lett. 35, 1691 (1994)