(1S,10R,11S,14S,15S)-5-(benzyloxy)-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6,12-tetraen-14-ol

• ChemBase ID: 165619
• 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@H](C=C2)O)C)OCc1ccccc1
• Canonical SMILES: O[C@H]1C=C[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/h2-6,8,10-12,15,21-24,26H,7,9,13-14,16H2,1H3/t21-,22-,23+,24+,25+/m1/s1
• InChIKey: YWHIUZLVKVDQAM-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-2,4,6,12-tetraen-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-2,4,6,12-tetraen-14-ol
• Synonyms: (17β)-3-(Phenylmethoxy)-estra-1,3,5(10),15-tetraen-17-ol; 15,16-Dehydro Estradiol 3-Benzyl Ether

Database IDs

• CAS Number: 690996-26-0
• PubChem SID: 162259752
• PubChem CID: 71315303

CALCULATED PROPERTIES

• Acid pKa: 18.578579
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 5.4098544
• LogD (pH = 7.4): 5.4098544
• Log P: 5.4098544
• Molar Refractivity: 109.9622 cm^3
• Polarizability: 42.606136 Å^3
• Polar Surface Area: 29.46 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - D229400

Protected Estradiol.

REFERENCES

• Bubert, C., et al.: J. Med. Chem., 50, 4431 (2007)
• Xin, M., et al.: Steroids, 75, 53 (2007)