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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