Structure via PubChem · Public domain (PubChem)
6-methoxymellein
Sign in to saveAlso known as 6-Mhmd-isocoumarin, 2,4-Dihydro-8-hydroxy-6-methoxy-3-methyl-1H-2-benzopyran-1-one, 6-Methoxy-8-hydroxy-3-methyl-3,4-dihydroisocoumarin, 8-hydroxy-6-methoxy-3-methylisochroman-1-one, 3,4-dihydro-8-hydroxy-6-methoxy-3-methylisocoumarin, 3-methyl-6-methoxy-8-hydroxy-3,4-dihydroisocoumarin
6-Methoxymellein is a dihydroisocoumarin, a phenolic compound found in carrots and carrot purées. It is responsible for bitterness in carrots. It is a phytoalexin, induced in carrot slices by UV-C, that allows resistance to Botrytis cinerea and other microorganisms.
Chemical data
- Formula
- C11H12O4
- Molecular weight
- 208.21 g/mol
- IUPAC name
- 8-hydroxy-6-methoxy-3-methyl-3,4-dihydroisochromen-1-one
- SMILES
- CC1CC2=C(C(=CC(=C2)OC)O)C(=O)O1
- InChIKey
- AIFNAMVERSBWPS-UHFFFAOYSA-N
- XLogP
- 2.4
- Polar surface area
- 55.8 Ų
- H-bond donors
- 1
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- parabens
- Mass
- 208.073559
Show 2 more facts
- chemical formula
- C₁₁H₁₂O₄
- canonical SMILES
- CC1CC2=CC(=CC(=C2C(=O)O1)O)OC
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Biosynthesis
- References
- External links
6-Methoxymellein is a dihydroisocoumarin, a phenolic compound found in carrots and carrot purées. It is responsible for bitterness in carrots. It is a phytoalexin, induced in carrot slices by UV-C, that allows resistance to Botrytis cinerea and other microorganisms.
== 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.
Excerpted from Wikipedia’s “6-methoxymellein” article, available under the CC BY-SA 4.0 licence.