Piericidin A

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 Q_B for binding sites in NADH dehydrogenase as well as Photosystem II.

Piericidin A

Names
IUPAC name 2-[(2E,5E,7E,9R,10R,11E)-10-Hydroxy-3,7,9,11-tetramethyl-2,5,7,11-tridecatetraen-1-yl]-5,6-dimethoxy-3-methyl-4(1H)-pyridinone
Other names Piericidin A1, AR-054
Identifiers
CAS Number	2738-64-9^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:138511^Y
ChemSpider	4942360^N
ECHA InfoCard	100.162.726
MeSH	Piericidin+A
PubChem CID	6437838
UNII	8VT513UJ9R^Y
CompTox Dashboard (EPA)	DTXSID80880044
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/s1^N Key: BBLGCDSLCDDALX-LKGBESRRSA-N^N
SMILES 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
Chemical formula	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

References

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