6-Methoxymellein

6-Methoxymellein is a dihydroisocoumarin, a phenolic compound found in carrots and carrot purées. It is responsible for bitterness in carrots.^[1][2] It is a phytoalexin, induced in carrot slices by UV-C,^[3] that allows resistance to Botrytis cinerea^[4] and other microorganisms.^[5]

6-Methoxymellein

Chemical structure of 6-Methoxymellein
Names
Preferred IUPAC name 8-Hydroxy-6-methoxy-3-methyl-3,4-dihydro-1H-2-benzopyran-1-one
Other names 8-Hydroxy-6-methoxy-3-methylisochroman-1-one
Identifiers
CAS Number	13410-15-6 Y
3D model (JSmol)	Interactive image
ChemSpider	83993
PubChem CID	93040
UNII	424N0263W4 Y
InChI InChI=1S/C11H12O4/c1-6-3-7-4-8(14-2)5-9(12)10(7)11(13)15-6/h4-6,12H,3H2,1-2H3 Key: AIFNAMVERSBWPS-UHFFFAOYSA-N InChI=1/C11H12O4/c1-6-3-7-4-8(14-2)5-9(12)10(7)11(13)15-6/h4-6,12H,3H2,1-2H3 Key: AIFNAMVERSBWPS-UHFFFAOYAL
SMILES COc1cc(O)c2C(=O)OC(C)Cc2c1
Properties
Chemical formula	C11H12O4
Molar mass	208.21 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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.^[6]