(1S,10R,11S,14S,15S)-5-methoxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2(7),3,5-triene-6,14-diol

• ChemBase ID: 173791
• Molecular Formular: C19H26O3
• Molecular Mass: 302.40794
• Monoisotopic Mass: 302.18819469
• SMILES: c1cc(c(c2c1[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H](CC2)O)C)O)OC
• Canonical SMILES: COc1ccc2c(c1O)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C
• InChI: InChI=1S/C19H26O3/c1-19-10-9-12-11-5-7-16(22-2)18(21)14(11)4-3-13(12)15(19)6-8-17(19)20/h5,7,12-13,15,17,20-21H,3-4,6,8-10H2,1-2H3/t12-,13-,15+,17+,19+/m1/s1
• InChIKey: QREWTGIWXABZAC-PYEWSWHRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,14S,15S)-5-methoxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-triene-6,14-diol
• IUPAC Traditional name: (1S,10R,11S,14S,15S)-5-methoxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-triene-6,14-diol
• Synonyms: (17β)-3-Methoxyestra-1,3,5(10)-triene-4,17-diol; 4-Hydroxyestradiol 3-Methyl Ether; 3-O-Methyl 4-Hydroxy Estradiol

Database IDs

• CAS Number: 5976-66-9
• PubChem SID: 164229701
• PubChem CID: 14475496

CALCULATED PROPERTIES

• Acid pKa: 10.325385
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.5878234
• LogD (pH = 7.4): 3.587318
• Log P: 3.58783
• Molar Refractivity: 86.3679 cm^3
• Polarizability: 33.82563 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M312610

An Estradiol derivative.

REFERENCES

• Bucala, R., et al.: J. Clin. Endocrinol. Metab., 60, 841 (1985)
• Telang, N., et al.: Anticancer Res., et al.: 11, 1021 (1985)
• Seeger, H., et al.: Med. Sci. Res., 26, 481 (1985)
• Bolton, J., et al.: Chem. Res. Toxicol., 13, 135 (1985)