Mellein
Appearance
Names | |
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IUPAC name
8-Hydroxy-3-methyl-3,4-dihydroisochromen-1-one
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Other names
(−)-Mellein
(R)-(−)-Mellein Ochracin 3,4-Dihydro-8-hydroxy-3-methyl-1H-2-benzopyran-1-one | |
Identifiers | |
3D model (JSmol)
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ChEBI | |
ChEMBL | |
ChemSpider | |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C10H10O3 | |
Molar mass | 178.187 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Mellein is a dihydroisocoumarin, a phenolic compound produced by the mold species 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]- ^ 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. doi:10.1128/AEM.23.6.1067-1072.1972. PMC 380508. PMID 5064985.
- ^ 6-methoxymellein biosynthesis pathway on www.biocyc.org