(1S,10R,11S,14R,15S)-14-ethynyl-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2(7),3,5,8-tetraene-5,14-diol

• ChemBase ID: 165381
• Molecular Formular: C20H22O2
• Molecular Mass: 294.38748
• Monoisotopic Mass: 294.16197994
• SMILES: c1cc(cc2c1[C@@H]1[C@@H](C=C2)[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]2C=Cc2c1ccc(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/h1,4-7,12,16-18,21-22H,8-11H2,2H3/t16-,17-,18+,19+,20+/m1/s1
• InChIKey: CLXHHBFTRYNQBO-SLHNCBLASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,14R,15S)-14-ethynyl-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5,8-tetraene-5,14-diol
• IUPAC Traditional name: (1S,10R,11S,14R,15S)-14-ethynyl-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5,8-tetraene-5,14-diol
• Synonyms: (17α)-19-Norpregna-1,3,5(10),6-tetraen-20-yne-3,17-diol; 6,7-Dehydro Ethynyl Estradiol

Database IDs

• CAS Number: 67703-68-8
• PubChem SID: 162259514
• PubChem CID: 11208630

CALCULATED PROPERTIES

• Acid pKa: 9.668467
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.618102
• LogD (pH = 7.4): 3.6158104
• Log P: 3.6181314
• Molar Refractivity: 88.4911 cm^3
• Polarizability: 33.8101 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D229605

Ethynyl Estradiol (E685100) impurity.

REFERENCES

• Tettey-Amlalo, R., et al.: J. Pharm. Biomed. Anal., 50, 580 (2009)
• Neue, U., et al.: J. Sep. Sci., 2001, 24, 921 (2009)