17-Dehydro-21-hydroxy hydro cortosone is a corticosteroid derivative featuring a cyclopentane-perhydrophenanthrene core with a 17ฮฑ-hydroxy group, 21ฮฒ-hydroxy functionality, and a ฮโด (17-dehydro) double bond. It retains the 11ฮฒ-hydroxy and 12ฮฑ-keto groups characteristic of hydrocortisone but lacks the 20ฮฑ-hydroxy group present in the parent Cortosone. The compound serves as a critical process-related impurity in Cortosone synthesis, arising from selective oxidation at C21 and dehydrogenation at C17 during multi-step steroid transformations. This impurity is utilized as an HPLC reference standard for quantitative impurity profiling in Cortosone bulk drug substance analysis.
On RequestC[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@]4(C(=O)C(O)O)O)C)O
InChI=1S/C21H30O6/c1-19-7-5-12(22)9-11(19)3-4-13-14-6-8-21(27,17(24)18(25)26)20(14,2)10-15(23)16(13)19/h9,13-16,18,23,25-27H,3-8,10H2,1-2H3/t13-,14-,15-,16+,19-,20-,21-/m0/s1
AIPUDODNHSFRNT-HRUPCHJUSA-N