Radicinin

Radicinin is a phytotoxin with the molecular formula C12H12O5.[1][3] Radicinin is produced by the fungal plant pathogen Alternaria radicina and other Alternaria species.[4]

Radicinin
Names
IUPAC name
(2S,3S)-3-Hydroxy-2-methyl-7-[(E)-prop-1-enyl]-2,3-dihydropyrano[3,2-c]pyran-4,5-dione[1]
Other names
Stemphylone[2]
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C12H12O5/c1-3-4-7-5-8-9(12(15)17-7)11(14)10(13)6(2)16-8/h3-6,10,13H,1-2H3/b4-3+/t6-,10-/m0/s1
    Key: SDKXGAICTNHFCN-DCJAWTJCSA-N
  • C/C=C/C1=CC2=C(C(=O)[C@H]([C@@H](O2)C)O)C(=O)O1
Properties
C12H12O5
Molar mass 236.223 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References
  1. "Radicinin". Pubchem.ncbi.NLM.nih.gov.
  2. Cole, Richard J.; Schweikert, Milbra A.; Jarvis, Bruce B. (8 September 2003). Handbook of Secondary Fungal Metabolites, 3-Volume Set. Elsevier. p. 163. ISBN 978-0-08-053381-0.
  3. Masi, Marco; Freda, Fabrizio; Sangermano, Felicia; Calabrò, Viola; Cimmino, Alessio; Cristofaro, Massimo; Meyer, Susan; Evidente, Antonio (19 March 2019). "Radicinin, a Fungal Phytotoxin as a Target-Specific Bioherbicide for Invasive Buffelgrass (Cenchrus ciliaris) Control". Molecules. 24 (6): 1086. doi:10.3390/molecules24061086. PMC 6470967. PMID 30893868.
  4. Hanson, James R. (14 August 2008). Chemistry of Fungi. Royal Society of Chemistry. p. 50. ISBN 978-0-85404-136-7.

Further reading
  • Durbin, R. (2 December 2012). Toxins in Plant Disease (135 ed.). Elsevier. ISBN 978-0-323-14704-0.


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