(1S,10R,11S,14R,15S)-14-ethynyl-15-methyl(4,6,13,13-2H4)tetracyclo[8.7.0.02,7.011,15]heptadeca-2(7),3,5-triene-5,14-diol

• ChemBase ID: 168068
• 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-SLHNCBLASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,14R,15S)-14-ethynyl-15-methyl(4,6,13,13-^2H₄)tetracyclo[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,14R,15S)-14-ethynyl-15-methyl(4,6,13,13-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5-triene-5,14-diol
• Synonyms: (17α)-19-Norpregna-1,3,5(10)-trien-20-yne-3,17-diol-d4; 17α-Ethynylestradiol-d4; Amenoron-d4; Eticylol-d4; Eticyclin-d4; Etivex-d4; Feminone-d4; Gynolett-d4; Kolpolyn-d4; Lynoral-d4; Oradiol-d4; Orestralyn-d4; Primogyn C-d4; Ethynyl Estradiol-2,4,16,16-d4

Database IDs

• CAS Number: 350820-06-3
• PubChem SID: 162262200
• PubChem CID: 45039155

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: 33.909042 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 182-184°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - E685102

A synthetic steroid with high oral estrogenic potency.

REFERENCES

• Koetsawang, S., et al: Contraception, 25, 231 (1982)
• Cuttler, L., et al.: J. Clin. Endocrinol. Metab., 60, 1087 (1982)