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Danielone

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Danielone
Chemical structure of danielone
Chemical structure of danielone
Names
Preferred IUPAC name 2-Hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)ethan-1-one
Other names
  • α-Hydroxyacetosyringone
  • 3',5'-Dimethoxy-4'-hydroxy-(2-hydroxy)acetophenone
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C10H12O5/c1-14-8-3-6(7(12)5-11)4-9(15-2)10(8)13/h3-4,11,13H,5H2,1-2H3Key: ZTBAPEIDNUHRNC-UHFFFAOYSA-N
  • InChI=1/C10H12O5/c1-14-8-3-6(7(12)5-11)4-9(15-2)10(8)13/h3-4,11,13H,5H2,1-2H3Key: ZTBAPEIDNUHRNC-UHFFFAOYAI
SMILES
  • COC1=CC(=CC(=C1O)OC)C(=O)CO
Properties
Chemical formula C10H12O5
Molar mass 212.201 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Danielone is a phytoalexin found in the papaya fruit. This compound showed high antifungal activity against Colletotrichum gloesporioides, a pathogenic fungus of papaya. A laboratory synthesis of danielone has been reported.

References

  1. Echeverri, F.; Torres, F.; Quiñones, W.; Cardona, G.; Archbold, R.; Roldan, J.; Brito, I.; Luis, J. G.; Lahlou, E. H. (1997). "Danielone, a phytoalexin from papaya fruit". Phytochemistry. 44 (2): 255–6. Bibcode:1997PChem..44..255E. doi:10.1016/s0031-9422(96)00418-9. PMID 9004541.
  2. Luis, Javier G.; Andrés, Lucía S. (1999). "Synthesis of Danielone (α-Hydroxyacetosyringone)". Journal of Chemical Research (3): 220–221. doi:10.1039/A808061E.


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