6-Hydroxymellein

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6-Hydroxymellein
Chemical structure of 6-hydroxymellein
Identifiers
CAS number 70901-60-9
PubChem 439718
ChemSpider 388784
Jmol-3D images Image 1
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[edit]

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[edit]

  1. ^ 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. 
  2. ^ 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. 
  3. ^ 6-Hydroxymellein biosynthesis pathway on www.biocyc.org