(10S,11S,15S)-14-ethynyl-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-1(17),2(7),3,5-tetraene-5,14-diol

• ChemBase ID: 165382
• Molecular Formular: C20H22O2
• Molecular Mass: 294.38748
• Monoisotopic Mass: 294.16197994
• SMILES: c1cc(cc2c1C1=CC[C@]3([C@H]([C@@H]1CC2)CCC3(O)C#C)C)O
• Canonical SMILES: C#CC1(O)CC[C@@H]2[C@]1(C)CC=C1[C@H]2CCc2c1ccc(c2)O
• InChI: InChI=1S/C20H22O2/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/h1,5,7-8,12,17-18,21-22H,4,6,9-11H2,2H3/t17-,18+,19+,20?/m1/s1
• InChIKey: DUZHXWCAIBMQPI-QYRWZOIFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (10S,11S,15S)-14-ethynyl-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(17),2(7),3,5-tetraene-5,14-diol
• IUPAC Traditional name: (10S,11S,15S)-14-ethynyl-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(17),2(7),3,5-tetraene-5,14-diol
• Synonyms: (17α)-19-Norpregna-1,3,5(10),9(11)-tetraen-20-yne-3,17-diol; 19-Nor-17α-pregna-1,3,5(10),9(11)-tetraen-20-yne-3,17-diol; 9,11-Dehydro Ethynyl Estradiol

Database IDs

• CAS Number: 1231-96-5
• PubChem SID: 162259515
• PubChem CID: 71315174

CALCULATED PROPERTIES

• Acid pKa: 9.571654
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.6304703
• LogD (pH = 7.4): 3.6276085
• Log P: 3.630507
• Molar Refractivity: 88.2245 cm^3
• Polarizability: 33.81014 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Yellow Solid
• Melting Point: >130°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D229610

A degradation product of Ethynyl Estradiol (EE); an impurity of Ethynyl Estradiol (E685100).

REFERENCES

• Pang, C., et al.: Steroids, 23, 203 (1974)
• Leese, M., et al.: J. Med. Chem., 49, 7683 (1974)
• Krstic, N., et al.: Steroids, 72, 406 (1974)