Mellein

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Mellein
Chemical structure of mellein
Names
IUPAC name
8-hydroxy-3-methyl-3,4-dihydroisochromen-1-one
Other names
(−)-mellein
(R)-(−)-Mellein
Ochracin
3,4-dihydro-8-hydroxy-3-methyl-1H-2-benzopyran-1-one
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
Properties
C10H10O3
Molar mass 178.18 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Mellein is a dihydroisocoumarin, a phenolic compound produced by Aspergillus ochraceus.[1]

Derivatives[edit]

4-Hydroxymellein is also produced by Aspergillus ochraceus.[1]

6-Hydroxymellein, together with S-adenosyl methionine, is a substrate of the enzyme 6-hydroxymellein O-methyltransferase to form 6-methoxymellein and S-adenosylhomocysteine in Apiaceae.[2] 6-Methoxymellein is one of the compounds responsible for bitterness in carrots.

References[edit]

  1. ^ a b Moore, J. H.; Davis, N. D.; Diener, U. L. (1972). "Mellein and 4-hydroxymellein production by Aspergillus ochraceus Wilhelm". Applied microbiology. 23 (6): 1067–1072. PMC 380508Freely accessible. PMID 5064985. 
  2. ^ 6-methoxymellein biosynthesis pathway on www.biocyc.org