Hoodigogenin A from Hoodia gordonii.

Abstract

Listen

Translate article

The title mol­ecule (systematic name: 12-O-β-tigloyl-3β,14β-dihydroxy­pregn-5-en-20-one), C26H38O5, isolated from aerial parts of Hoodia gordonii, has its steroid A and C rings in chair conformations, its B ring in a half-chair conformation, and its five-membered ring in an envelope conformation. The OH group at the C/D ring junction forms an intra­molecular hydrogen bond with the keto substituent. The OH group on the A ring forms an inter­molecular hydrogen bond with the tiglate C=O group, propagating [010] chains in the crystal structure.