Pterulone

Pterulone
Names

IUPAC name 1-[(3Z)-3-(chloromethylidene)-2,3-dihydro-1-benzoxepin-7-yl]ethanone
Identifiers
ChEMBL	ChEMBL450490^Y
ChemSpider	9599722^Y
InChI InChI=1S/C13H11ClO2/c1-9(15)11-4-5-13-12(6-11)3-2-10(7-14)8-16-13/h2-7H,8H2,1H3/b10-7-^Y Key: QEWSARCWWQPUSM-YFHOEESVSA-N^Y InChI=1S/C13H11ClO2/c1-9(15)11-4-5-13-12(6-11)3-2-10(7-14)8-16-13/h2-7H,8H2,1H3/b10-7- InChI=1S/C13H11ClO2/c1-9(15)11-4-5-13-12(6-11)3-2-10(7-14)8-16-13/h2-7H,8H2,1H3/b10-7- Key: QEWSARCWWQPUSM-YFHOEESVSA-N
Jmol-3D images	Image
PubChem	11424846
SMILES O=C(c2ccc1OCC(/C=C\c1c2)=[C@H]Cl)C
Properties
Chemical formula	C₁₃H₁₁ClO₂
Molar mass	234.678
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Y verify (what is: Y/N?)
Infobox references

Pterulone is a fungal metabolite. It was initially isolated from the mycelium and liquid cultures of wood-decay fungus in the genus Pterula. The compound inhibits eukaryotic respiration by targeting the mitochondrial NADH:ubiquinone oxidoreductase.^[1]

References

↑ Engler M, Anke T, Sterner O, Brandt U. (1997). "Pterulinic acid and pterulone, two novel inhibitors of NADH:ubiquinone oxidoreductase (complex I) produced by a Pterula species. I. Production, isolation and biological activities". Journal of Antibiotics 50 (4): 325–9. doi:10.7164/antibiotics.50.325. PMID 9186558.