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Piericidin A

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Piericidin A
Names
Preferred IUPAC name 2--5,6-dimethoxy-3-methylpyridin-4(1H)-one
Other names Piericidin A1, AR-054
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.162.726 Edit this at Wikidata
MeSH Piericidin+A
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • 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/s1Key: BBLGCDSLCDDALX-LKGBESRRSA-N
SMILES
  • C/C=C(\C)/((C)/C=C(\C)/C=C/C/C(=C/Cc1c(c(=O)c(c(1)OC)OC)C)/C)O
Properties
Chemical formula C25H37NO4
Molar mass 415.574 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

Piericidin A is an antibiotic agent. 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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