Phenylpyropene A

Phenylpyropene A is a fungal metabolite originally isolated from P. griseofulvum that has enzyme inhibitory and insecticidal activities. It inhibits acyl-coenzyme A:cholesterol acyltransferase (ACAT, IC50 = 0.8 µM). Phenylpyropene A inhibits diacylglycerol acyltransferase (DGAT) in rat liver microsomes (IC50 = 78.7 µM). It induces mortality in 100% of M. persicae when used at a concentration of 5 ppm.Formal Name: (3S,4R,4aR,6S,6aS,12R,12aS,12bS)-3,6-bis(acetyloxy)-4-[(acetyloxy)methyl]-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-12-hydroxy-4,6a,12b-trimethyl-9-phenyl-2H,11H-naphtho[2,1-b]pyrano[3,4-e]pyran-11-one. CAS Number: 189564-20-3. Molecular Formula: C32H38O10. Formula Weight: 582.6. Purity: >95%. Formulation: (Request formulation change), Residue. SMILES: O=C1C2=C(O[C@@]([C@@H](OC(C)=O)C[C@]3([H])[C@]4(C)CC[C@H](OC(C)=O)[C@@]3(C)COC(C)=O)(C)[C@]4([H])[C@H]2O)C=C(C5=CC=CC=C5)O1. InChi Code: InChI=1S/C32H38O10/c1-17(33)38-16-31(5)23-15-25(40-19(3)35)32(6)28(30(23,4)13-12-24(31)39-18(2)34)27(36)26-22(42-32)14-21(41-29(26)37)20-10-8-7-9-11-20/h7-11,14,23-25,27-28,36H,12-13,15-16H2,1-6H3/t23-,24+,25+,27+,28-,30+,31+,32-/m1/s1. InChi Key: QHPKCPGUVVWHPW-QQJWEHFTSA-N. Origin: Fungus/Penicillium sp..