(E)-(8S,9S,10S,13S,14S,17R)-17-Ethynyl-10-hydroperoxy-13-methyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl hex-3-enoate

Ref. TR-N676075

Product Information

• Name: (E)-(8S,9S,10S,13S,14S,17R)-17-Ethynyl-10-hydroperoxy-13-methyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl hex-3-enoate
• Synonyms: [(8S,9S,10R,13S,14S,17R)-17-ethynyl-10-hydroperoxy-13-methyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] (Z)-hex-3-enoate

Description

Applications (E)-(8S,9S,10S,13S,14S,17R)-17-Ethynyl-10-hydroperoxy-13-methyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl hex-3-enoate is an impurity of Norethindrone (N676000), which is a progesteron. Norethindrone and acetate in combination with estrogen as contraceptive (oral).
References Schroff, A. P., et al.: Anal. Profiles Drug Subs., 4, 268 (1975), Singh, H., et al.: Am. J. Obstet. Gynecol., 135, 409 (1979), Toews, M., et al.: Curr. Ther. Res, 41, 509 (1987)

• Brand: TRC

Chemical properties

• Molecular weight: 426.545
• Formula: C₂₆H₃₄O₅
• Color/Form: Neat
• InChI: InChI=1S/C26H34O5/c1-4-6-7-8-23(28)30-25(5-2)15-13-21-20-10-9-18-17-19(27)11-16-26(18,31-29)22(20)12-14-24(21,25)3/h2,6-7,17,20-22,29H,4,8-16H2,1,3H3/b7-6-/t20-,21-,22-,24-,25-,26-/m0/s1
• SMILES: C#C[C@]1(OC(=O)C/C=C\CC)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@@]4(OO)[C@H]3CC[C@@]21C