Piericidin B

Name: Piericidin B
CAS#: 16891-54-6
Chemical Formula: C26H39NO4
Exact Mass: 429.2879
Molecular Weight: 429.601
Elemental Analysis: C, 72.69; H, 9.15; N, 3.26; O, 14.90

Description: Piericidin B is a bacterial metabolite that has been found in S. mobaraensis and has insecticidal and antimicrobial activities. It inhibits NADH oxidase activity in isolated bovine heart mitochondria and inhibits respiration in isolated rat liver mitochondria and isolated cockroach (P. americana) muscle mitochondria. Topical application of piericidin B (4 µg/insect) induces mortality in 87.5% of houseflies (M. domestica). It induces 93.3, 100, and 100% mortality in rice stem borer (C. simples), silkworm (B. mori), and green caterpillar (P. rapae) larvae, respectively, when applied at respective concentrations of 60, 4.8, and 96 µg/larva. Piericidin B is active against the fungi T. asteroides, T. rubrum, M. gypseum, and C. neoforms (MICs = 20, 10, 20, and 2 µg/ml, respectively), as well as the bacteria M. luteus and P. vulgaris (MICs = 50 and 100 µg/ml, respectively).

IUPAC/Chemical Name: 2,3-dimethoxy-6-((2E,5E,7E,9R,10R,11E)-10-methoxy-3,7,9,11-tetramethyltrideca-2,5,7,11-tetraen-1-yl)-5-methylpyridin-4-ol

InChi Key: PTKGTYKMTXCJOK-DDSKRPRESA-N

InChi Code: InChI=1S/C26H39NO4/c1-10-19(4)24(29-7)20(5)16-18(3)13-11-12-17(2)14-15-22-21(6)23(28)25(30-8)26(27-22)31-9/h10-11,13-14,16,20,24H,12,15H2,1-9H3,(H,27,28)/b13-11+,17-14+,18-16+,19-10+/t20-,24+/m1/s1

SMILES Code: COC1=C(C(C)=C(N=C1OC)C/C=C(C/C=C/C(C)=C/[C@@H](C)[C@H](/C(C)=C/C)OC)\C)O

Appearance: Solid powder