Piericidin A
Names
Preferred IUPAC name
2-[(2E,5E,7E,9R,10R,11E)-10-Hydroxy-3,7,9,11-tetramethyltrideca-2,5,7,11-tetraen-1-yl]-5,6-dimethoxy-3-methylpyridin-4(1H)-one
Other names
Piericidin A1, AR-054
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.162.726
MeSH Piericidin+A
UNII
  • InChI=1S/C25H37NO4/c1-9-18(4)22(27)19(5)15-17(3)12-10-11-16(2)13-14-21-20(6)23(28)24(29-7)25(26-21)30-8/h9-10,12-13,15,19,22,27H,11,14H2,1-8H3,(H,26,28)/b12-10+,16-13+,17-15+,18-9+/t19-,22+/m1/s1 ☒N
    Key: BBLGCDSLCDDALX-LKGBESRRSA-N ☒N
  • C/C=C(\C)/[C@@H]([C@H](C)/C=C(\C)/C=C/C/C(=C/Cc1c(c(=O)c(c([nH]1)OC)OC)C)/C)O
Properties
C25H37NO4
Molar mass 415.566 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Piericidin A is an antibiotic agent.[1] It was discovered from Streptomyces mobaraensis. Being an inhibitor of NADH dehydrogenase, it inhibits electron transfer; its structure resembles that of the ubiquinone, therefore it competes with QB for binding sites in NADH dehydrogenase as well as Photosystem II.

References

  1. ↑ "MeSH Record of Piericidin A". U.S. National Library of Medicine, NIH. Retrieved 2018-05-22.
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