(1S,10R,11S,14S,15S)-5-methoxy-15-methyl(13,13,14-2H3)tetracyclo[8.7.0.02,7.011,15]heptadeca-2(7),3,5-trien-14-ol

• ChemBase ID: 173693
• Molecular Formular: C19H26O2
• Molecular Mass: 286.40854
• Monoisotopic Mass: 286.19328007
• SMILES: c1cc(cc2c1[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H](CC2)O)C)OC
• Canonical SMILES: COc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C
• InChI: InChI=1S/C19H26O2/c1-19-10-9-15-14-6-4-13(21-2)11-12(14)3-5-16(15)17(19)7-8-18(19)20/h4,6,11,15-18,20H,3,5,7-10H2,1-2H3/t15-,16-,17+,18+,19+/m1/s1
• InChIKey: ULAADVBNYHGIBP-GFEQUFNTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,14S,15S)-5-methoxy-15-methyl(13,13,14-^2H₃)tetracyclo[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-methoxy-15-methyl(13,13,14-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-trien-14-ol
• Synonyms: (17β)-3-Methoxyestra-1,3,5(10)-trien-17-ol-d3; 17β-Estradiol-d3 3-Methyl Ether; 3-Methoxy-13β-methyl-1,3,5(10)-gonatrien-17β-ol-d3; 3-Methoxyestradiol-d3; NSC 58851-d3; 3-O-Methyl Estradiol-d3

Database IDs

• CAS Number: 57983-88-7
• PubChem SID: 164229603
• PubChem CID: 46782245

CALCULATED PROPERTIES

• Acid pKa: 19.377693
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.8913953
• LogD (pH = 7.4): 3.8913953
• Log P: 3.8913953
• Molar Refractivity: 84.387 cm^3
• Polarizability: 33.226345 Å^3
• Polar Surface Area: 29.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M304702

Labelled Estradiol derivative which shows antioxidant activity.

REFERENCES

• Fotsis, T., et al.: J. Steroid. Biochem., 28, 215 (1987)
• Sack, M., et al.: Lancet, 343, 269 (1987)
• Brunelli, R., et al.: Biochemistry, 39, 13897 (1987)
• Li, A., et al.: Nat. Med., 8, 1235 (1987)