(1S,10R,11S,14S,15S)-5-(benzyloxy)-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2(7),3,5-trien-14-ol

• ChemBase ID: 161445
• Molecular Formular: C25H30O2
• Molecular Mass: 362.5045
• Monoisotopic Mass: 362.2245802
• SMILES: c1cc(cc2c1[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H](CC2)O)C)OCc1ccccc1
• Canonical SMILES: O[C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)OCc1ccccc1
• InChI: InChI=1S/C25H30O2/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/h2-6,8,10,15,21-24,26H,7,9,11-14,16H2,1H3/t21-,22-,23+,24+,25+/m1/s1
• InChIKey: KTONJCQNAMVMHS-VAFBSOEGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,14S,15S)-5-(benzyloxy)-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-trien-14-ol
• IUPAC Traditional name: (1S,10R,11S,14S,15S)-5-(benzyloxy)-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-trien-14-ol
• Synonyms: (17β)-3-(Phenylmethoxy)-estra-1,3,5(10)-trien-17-ol; 3-(Benzyloxy)-estra-1,3,5(10)-trien-17β-ol; BLE 99051; Estradiol 3-Benzyl Ether; 3-O-Benzyl Estradiol

Database IDs

• CAS Number: 14982-15-1
• PubChem SID: 162255580
• PubChem CID: 11291413

CALCULATED PROPERTIES

• Acid pKa: 19.377693
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 5.6158686
• LogD (pH = 7.4): 5.6158686
• Log P: 5.6158686
• Molar Refractivity: 108.9996 cm^3
• Polarizability: 42.84199 Å^3
• Polar Surface Area: 29.46 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol

DETAILS

Toronto Research Chemicals - B276475

Protected Estradiol.

REFERENCES

• Lokind, K., et al.: Int. J. Pharm., 127, 155 (1996)
• Bubert, C., et al.: J. Med. Chem., 50, 4431 (1996)
• Prokai-Tatrai, K., et al.: Steroids, 73, 280 (1996)