17-epi-Pregnenolone

CAS: 566-63-2

Ref. TR-P566630

Product Information

• Name: 17-epi-Pregnenolone
• Synonyms: (3ß,17a)-3-Hydroxypregn-5-en-20-one,NSC 63273,3ß-Hydroxy-17a-pregn-5-en-20-one,1-((3S,8S,9S,10R,13S,14S,17R)-3-Hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)ethanone, 17.alpha.-Pregn-5-en-20-one, 3.beta.-hydroxy-, Pregn-5-en-20-one, 3-hydroxy-, (3.beta.,17.alpha.)-

Description

Applications 17-epi-Pregnenolone is an impurity of Pregnenolone(P712200). Pregnenolone is a steroid hormone involved in the steroidogenesis of progesterone, mineralocorticoids, glucocorticoids, androgens, and estrogens. As such it is a prohormone. Pregnenolone is a GABAA antagonist and increases neurogenesis in the hippocampus. It is a modulator of cytochrome P 450-3A.
References Bjondahl, K., et al.: Med. Biol., 54, 454 (1976), Geick, A., et al.: J. Biol. Chem., 276, 14581 (2001), Johnson, D., et al.: Toxicol. Sci., 66, 16 (2002), Abe, C., et al.: Lipids, 42, 637 (2007),

• Brand: TRC

Chemical properties

• Molecular weight: 316.48
• Formula: C₂₁H₃₂O₂
• Color/Form: Neat
• InChI: InChI=1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h4,15-19,23H,5-12H2,1-3H3/t15-,16-,17-,18-,19-,20-,21+/m0/s1
• InChI key: InChIKey=ORNBQBCIOKFOEO-NUNROCCHSA-N
• SMILES: CC(=O)[C@@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C