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

• ChemBase ID: 168067
• Molecular Formular: C20H24O2
• Molecular Mass: 296.40336
• Monoisotopic Mass: 296.17763001
• SMILES: c1cc(cc2c1[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@@](CC2)(O)C#C)C)O
• Canonical SMILES: C#C[C@@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)O
• InChI: InChI=1S/C20H24O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,5,7,12,16-18,21-22H,4,6,8-11H2,2H3/t16-,17-,18+,19+,20-/m1/s1
• InChIKey: BFPYWIDHMRZLRN-SWBPCFCJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,14S,15S)-14-ethynyl-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-triene-5,14-diol
• IUPAC Traditional name: (1S,10R,11S,14S,15S)-14-ethynyl-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-triene-5,14-diol
• Synonyms: 19-Norpregna-1,3,5(10)-trien-20-yne-3,17-diol; 17-Ethynyl-17α-estradiol; 17β-Ethynylestradiol; 17-epi-Ethynyl Estradiol

Database IDs

• CAS Number: 4717-38-8
• PubChem SID: 162262199
• PubChem CID: 145760

CALCULATED PROPERTIES

• Acid pKa: 10.327054
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.8973467
• LogD (pH = 7.4): 3.8968425
• Log P: 3.8973532
• Molar Refractivity: 87.3745 cm^3
• Polarizability: 33.896633 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E685095

The epimer derivative of Ethynyl Estradiol (E685100). An impurity.

REFERENCES

• Pomper, M., et al: J. Med. Chem., 33, 3143 (1990)
• Vulliet, E., et al.: Anal. Bioanal. Chem., 387, 2143 (1990)
• Muller, M., et al.: Environ. Toxicol. Chem., 27, 1649 (1990)