6-Hydroxymellein
From Wikipedia, the free encyclopedia
| 6-Hydroxymellein | |
|---|---|
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| (3R)-6,8-dihydroxy-3-methyl-3,4-dihydroisochromen-1-one | |
| Other names (R)-6-hydroxymellein | |
| Identifiers | |
| CAS number | 70901-60-9 |
| PubChem | 439718 |
| ChemSpider | 388784 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C10H10O4 |
| Molar mass | 194.18 g/mol |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | |
| Infobox references | |
6-Hydroxymellein is a dihydroisocoumarin, a phenolic compound found in carrots.[1] It has also been isolated in Aspergillus terreus and shows an inhibition of pollen development in Arabidopsis thaliana.[2]
Biosynthesis
6-Methoxymellein is formed from S-adenosyl methionine and 6-hydroxymellein by the enzyme 6-hydroxymellein O-methyltransferase with secondary production of S-adenosylhomocysteine.[3]
References
- ↑ Kurosaki, F.; Nishi, A. (1988). "A methyltransferase for synthesis of the phytoalexin 6-methoxymellein in carrot cells". FEBS Letters 227 (2): 183. doi:10.1016/0014-5793(88)80894-9.
- ↑ Shimada, A.; Kusano, M.; Takeuchi, S.; Fujioka, S.; Inokuchi, T.; Kimura, Y. (2002). "Aspterric acid and 6-hydroxymellein, inhibitors of pollen development in Arabidopsis thaliana, produced by Aspergillus terreus". Zeitschrift fur Naturforschung. C, Journal of biosciences 57 (5–6): 459–464. PMID 12132685.
- ↑ 6-Hydroxymellein biosynthesis pathway on www.biocyc.org
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