(1S,10R,11S,15S)-5-(benzyloxy)-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-trien-14-one

• ChemBase ID: 161532
• Molecular Formular: C25H28O2
• Molecular Mass: 360.48862
• Monoisotopic Mass: 360.20893014
• SMILES: c1c(cc2c(c1)[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)(C(=O)CC2)C)OCc1ccccc1
• Canonical SMILES: O=C1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)OCc1ccccc1
• InChI: InChI=1S/C25H28O2/c1-25-14-13-21-20-10-8-19(27-16-17-5-3-2-4-6-17)15-18(20)7-9-22(21)23(25)11-12-24(25)26/h2-6,8,10,15,21-23H,7,9,11-14,16H2,1H3/t21-,22-,23+,25+/m1/s1
• InChIKey: MSINETGATWEUAB-AHCIIZGASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,15S)-5-(benzyloxy)-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-14-one
• IUPAC Traditional name: (1S,10R,11S,15S)-5-(benzyloxy)-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-14-one
• Synonyms: 3-Benzyloxyestra-1,3,5(10)triene-17-one; 3-O-Benzylestrone; BLE 99049; Estrone 3-Benzyl Ether; Estrone Benzyl Ether; 3-O-Benzyl Estrone; 3-(Phenylmethoxy)-estra-1,3,5(10)-trien-17-one; 3-(Benzyloxy)-estra-1,3,5(10)-trien-17-one; 3-(Benzyloxy)estra-1,3,5(10)-trien-17-one

Database IDs

• CAS Number: 858-98-0
• PubChem SID: 162255667
• PubChem CID: 11132151

CALCULATED PROPERTIES

• Acid pKa: 19.957535
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 6.179396
• LogD (pH = 7.4): 6.179396
• Log P: 6.179396
• Molar Refractivity: 108.1773 cm^3
• Polarizability: 42.291813 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B276495

Protected Estrone

REFERENCES

• Berube, G., et al.: Steroids, 71, 911 (2006)
• Allan, G., et al.: J. Med. Chem., 49, 1325 (2006)
• Woo, L., et al.: Mol. Cancer Ther., 7, 2435 (2006)