(14S,15S)-6-methoxy-15-methyl(13,13,14-2H3)tetracyclo[8.7.0.02,7.011,15]heptadeca-2(7),3,5-triene-5,14-diol

• ChemBase ID: 172967
• Molecular Formular: C19H26O3
• Molecular Mass: 302.40794
• Monoisotopic Mass: 302.18819469
• SMILES: c1cc(c(c2c1C1C(CC2)C2[C@](CC1)([C@H](CC2)O)C)OC)O
• Canonical SMILES: COc1c(O)ccc2c1CCC1C2CC[C@]2(C1CC[C@@H]2O)C
• InChI: InChI=1S/C19H26O3/c1-19-10-9-12-11-5-7-16(20)18(22-2)14(11)4-3-13(12)15(19)6-8-17(19)21/h5,7,12-13,15,17,20-21H,3-4,6,8-10H2,1-2H3/t12?,13?,15?,17-,19-/m0/s1
• InChIKey: BCWZIZLVBYHFES-BHFCKAAKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (14S,15S)-6-methoxy-15-methyl(13,13,14-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-triene-5,14-diol
• IUPAC Traditional name: (14S,15S)-6-methoxy-15-methyl(13,13,14-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-triene-5,14-diol
• Synonyms: (17β)-4-Methoxy-estra-1,3,5(10)-triene-3,17-diol-16,16,17-d3; 4-Methoxy-estra-1,3,5(10)-triene-3,17β-diol-16,16,17-d3; 4-Methoxy-d3-estradiol-16,16,17-d3; 4-Methoxy 17β-Estradiol-16,16,17-d3

Database IDs

• PubChem SID: 164228877
• PubChem CID: 71750085

CALCULATED PROPERTIES

• Acid pKa: 10.337684
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.5878236
• LogD (pH = 7.4): 3.5873322
• Log P: 3.58783
• Molar Refractivity: 86.3679 cm^3
• Polarizability: 33.825657 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M262633

A labelled metabolite of 17β-Estradiol.

REFERENCES

• Cushman, M., et al.: J. Med. Chem., 38, 2041 (1995)
• D’Amato, R.J., et al.: Proc. Natl. Acad. Sci. USA, 91, 3964 (1995)
• Forsis, T., et al.: Nature, 368, 237 (1994)