(1S,10R,11S,14R,15S)-14-ethynyl-5,14-dihydroxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2(7),3,5-trien-13-one

• ChemBase ID: 176094
• Molecular Formular: C20H22O3
• Molecular Mass: 310.38688
• Monoisotopic Mass: 310.15689456
• SMILES: c1cc(cc2c1[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@](C(=O)C2)(O)C#C)C)O
• Canonical SMILES: C#C[C@]1(O)C(=O)C[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)O
• InChI: InChI=1S/C20H22O3/c1-3-20(23)18(22)11-17-16-6-4-12-10-13(21)5-7-14(12)15(16)8-9-19(17,20)2/h1,5,7,10,15-17,21,23H,4,6,8-9,11H2,2H3/t15-,16-,17+,19+,20+/m1/s1
• InChIKey: ZJACPGCDLFVQMY-JOMPHRNESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,14R,15S)-14-ethynyl-5,14-dihydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-trien-13-one
• IUPAC Traditional name: (1S,10R,11S,14R,15S)-14-ethynyl-5,14-dihydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-trien-13-one
• Synonyms: 16-Oxo Ethynyl Estradiol

Database IDs

• PubChem SID: 164232004
• PubChem CID: 71587986

CALCULATED PROPERTIES

• Acid pKa: 10.27637
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.3859699
• LogD (pH = 7.4): 3.3854032
• Log P: 3.3859773
• Molar Refractivity: 87.9137 cm^3
• Polarizability: 33.965244 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O870045

A degradation product of Ethynyl Estradiol (EE), (E685100).