Periplogenin

Periplogenin is a cardenolide and an active metabolite of periplocin (Cay-25216) that has been found in P. graeca and has diverse biological activities. It reduces the activity of porcine Na+/K+ ATPase when used at concentrations of 0.3 or 0.6 µM. Periplogenin induces apoptosis in U937 and PC3 prostate cancer cells, as well as inhibits the proliferation of these cells (EC50s = 1.41 and 1.2 µM, respectively), when used at concentrations of 0.1 or 0.2 µM. It increases the production of reactive oxygen species (ROS) and induces necroptosis in HaCaT keratinocytes when used at a concentration of 2 µg/ml. Topical application of periplogenin reduces ear thickness in a mouse model of psoriasis induced by phorbol 12-myristate 13-acetate (TPA, Cay-10008014).Formal Name: 3beta,5beta,14-trihydroxy-card-20(22)-enolide. CAS Number: 514-39-6. Synonyms: Desoxostrophanthidin, 5beta-hydroxy Digitoxigenin. Molecular Formula: C23H34O5. Formula Weight: 390.5. Purity: >98%. Formulation: (Request formulation change), A solid. Solubility: DMSO: Soluble. lambdamax: 218 nm. SMILES: O[C@@]12[C@@]3([H])[C@@](CC[C@@]1([C@](C4=CC(OC4)=O)([H])CC2)C)([H])[C@@]5([C@](CC3)(C[C@H](CC5)O)O)C. InChi Code: InChI=1S/C23H34O5/c1-20-7-3-15(24)12-22(20,26)9-5-18-17(20)4-8-21(2)16(6-10-23(18,21)27)14-11-19(25)28-13-14/h11,15-18,24,26-27H,3-10,12-13H2,1-2H3/t15-,16+,17-,18+,20+,21+,22-,23-/m0/s1. InChi Key: QJPCKAJTLHDNCS-FBAXFMHRSA-N. Origin: Plant/Periploca sepium.