monocerin
Sign in to saveAlso known as (2S,3aR,9bR)-6-hydroxy-7,8-dimethoxy-2-propyl-2,3,3a,9b-tetrahydrofuro[3,2-c]isochromen-5-one
Monocerin is a dihydroisocoumarin and a polyketide metabolite that originates from various fungal species. It has been shown to display antifungal, plant pathogenic, and insecticidal characteristics. Monocerin has been isolated from Dreschlera monoceras, D. ravenelii, Exserohilum turcicum, and Fusarium larvarum.
Wikidata facts
- Mass
- 308.125988
Show 3 more facts
- chemical formula
- C₁₆H₂₀O₆
- isomeric SMILES
- CCC[C@H]1C[C@@H]2[C@H](O1)C3=CC(=C(C(=C3C(=O)O2)O)OC)OC
- canonical SMILES
- CCCC1CC2C(O1)C3=CC(=C(C(=C3C(=O)O2)O)OC)OC
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Article
4 sectionsContents
- Biosynthesis
- Biological effects
- See also
- References
Monocerin is a dihydroisocoumarin and a polyketide metabolite that originates from various fungal species. It has been shown to display antifungal, plant pathogenic, and insecticidal characteristics. Monocerin has been isolated from Dreschlera monoceras, D. ravenelii, Exserohilum turcicum, and Fusarium larvarum.
== Biosynthesis == Polyketide synthases (PKSs) of fungi are Type I PKSs. Monocerin has been confirmed by biosynthesis studies to have heptaketide origins. Monocerin PKS produces an intermediate with initially a high degree of reductive modification but ends with a classical β-polyketide moiety. Dihydroisocoumarin is the first PKS-free intermediate which would be formed from the reduced heptaketide whose assembly pathway is shown in figure 1. Ketosynthase, ketoreductase, dehydrates, enol reductases and cyclisases are shown as domains of the Monocerin PKS and methyl transferase is considered to be a tailoring enzyme.