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Pungenin

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Pungenin

Chemical structure of pungenin
Names
IUPAC name 1-ethan-1-one
Systematic IUPAC name 1-(4-Hydroxy-3-{oxy}phenyl)ethan-1-one
Other names Pungenin
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C14H18O8/c1-6(16)7-2-3-8(17)9(4-7)21-14-13(20)12(19)11(18)10(5-15)22-14/h2-4,10-15,17-20H,5H2,1H3/t10-,11-,12+,13-,14-/m1/s1Key: AOXMCWFZPZRDPE-RKQHYHRCSA-N
  • InChI=1/C14H18O8/c1-6(16)7-2-3-8(17)9(4-7)21-14-13(20)12(19)11(18)10(5-15)22-14/h2-4,10-15,17-20H,5H2,1H3/t10-,11-,12+,13-,14-/m1/s1Key: AOXMCWFZPZRDPE-RKQHYHRCBY
SMILES
  • CC(=O)c1ccc(c(c1)O2((((O2)CO)O)O)O)O
Properties
Chemical formula C14H18O8
Molar mass 314.290 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Pungenin is a phenolic compound found in the needles of blue spruce (Picea pungens). It is the glucoside of 3,4-dihydroxyacetophenone.

Chemical ecology

The compound serves a feeding deterrent against spruce budworm larvae.

See also

References

  1. Neish, A. C. (1957). "Pungenin: a Glucoside found in the leaves of Picea Pungens (Colorado Spruce)". Canadian Journal of Biochemistry and Physiology. 35 (2): 161–167. doi:10.1139/o57-020. PMID 13404533.
  2. Strunz, George M.; Giguère, Pierre; Thomas, Anthony W. (1986). "Synthesis of pungenin, a foliar constituent of some spruce species, and investigation of its efficacy as a feeding deterrent for spruce budworm ". Journal of Chemical Ecology. 12 (1): 251–260. doi:10.1007/BF01045608. PMID 24306414. S2CID 28774331.
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