2.1.1.42: flavone 3'-O-methyltransferase
This is an abbreviated version!
For detailed information about flavone 3'-O-methyltransferase, go to the full flat file.
Word Map on EC 2.1.1.42
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2.1.1.42
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phenylpropanoids
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lignin
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populus
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bispecific
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cinnamic
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guaiacyl
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5-hydroxylase
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aspen
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tremuloides
- 2.1.1.42
-
phenylpropanoids
- lignin
- populus
-
bispecific
-
cinnamic
-
guaiacyl
-
5-hydroxylase
- aspen
- tremuloides
Reaction
Synonyms
3'-O-methyltransferase, caffeic acid/5-hydroxyferulic acid O-methyltransferase, FOMT5, HvOMT1, luteolin 3'-O-methyltransferase, luteolin methyltransferase, o-dihydric phenol meta-O-methyltransferase, o-dihydric phenol methyltransferase, o-diphenol m-O-methyltransferase, O-methyltransferase, OMT-15, OMT-17, OMT1, S-adenosylmethionine:flavone/flavonol 3'-O-methyltransferase, SOMT-9, ZmOMT1
ECTree
2.1.1.42 flavone 3'-O-methyltransferaseAdvanced search results
results (
results (Substrates Products
Substrates Products on EC 2.1.1.42 - flavone 3'-O-methyltransferase
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SUBSTRATE 
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
4 S-adenosyl-L-methionine + quercetin
4 S-adenosyl-L-homocysteine + 3,3',5,7-tetra-O-methyl-quercetin
-
-
-
?
luteolin + S-adenosyl-L-methionine
3'-O-methyl luteolin + S-adenosyl-L-homocysteine
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high 3'-O-methyltransferase activity
i.e. chrysoeriol
-
?
luteolin + S-adenosyl-L-methionine
3'-O-methylluteolin + S-adenosyl-L-homocysteine
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OMT-15 shows 92% activity and OMT-17 shows 84% activity compared to myricetin
-
-
?
S-adenosyl-L-methionine + (-)-epicatechin
S-adenosyl-L-homocysteine + ?
-
-
-
?
S-adenosyl-L-methionine + (2S)-naringenin
S-adenosyl-L-homocysteine + ?
-
-
-
?
S-adenosyl-L-methionine + 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydro-4H-chromen-4-one
?
-
-
-
-
?
S-adenosyl-L-methionine + 3,3',4',5,5',7-hexahydroxyflavone
S-adenosyl-L-homocysteine + 3,4',5,5',7-pentahydroxy-3'-methoxyflavone
i.e. mycricetin. 70% of the activity with quercetin
-
-
?
S-adenosyl-L-methionine + 3,3',4',5,7-pentahydroxy flavone
S-adenosyl-L-homocysteine + isorhamnetin
S-adenosyl-L-methionine + 3,3',4',5,7-pentahydroxyflavone
S-adenosyl-L-homocysteine + 3,4',5,7-tetrahydroxy-3'-methoxyflavone
i.e. quercetin. Preferred substrate
i.e. isorhamnetin
-
?
S-adenosyl-L-methionine + 4,5-dihydroxy-3-methoxycinnamate
S-adenosyl-L-homocysteine + 4-hydroxy-3,5-dimethoxycinnamate
S-adenosyl-L-methionine + 5,7,3',4'-tetrahydroxyflavanone
S-adenosyl-L-homocysteine + 5,7,4'-trihydroxy-3'-methoxyflavanone
S-adenosyl-L-methionine + 5,7,3',4'-tetrahydroxyflavone
S-adenosyl-L-homocysteine + 3'-O-methylluteolin
S-adenosyl-L-methionine + 5,7,3',4'-tetrahydroxyflavone
S-adenosyl-L-homocysteine + 5,7,4'-trihydroxy-3'-methoxyflavone
S-adenosyl-L-methionine + 5,7,3'-trihydroxyflavone 7-O-glucoside
S-adenosyl-L-homocysteine + 5,7,4'-trihydroxy-3'-methoxyflavone 7-O-glucoside
S-adenosyl-L-methionine + 5-hydroxyferulic acid
?
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OMT-15 shows 25% activity and OMT-17 shows 18% activity compared to myricetin
-
-
?
S-adenosyl-L-methionine + 7,8-dihydroxyflavone
?
-
OMT-15 shows 102% activity and OMT-17 shows 143% activity compared to myricetin
-
-
?
S-adenosyl-L-methionine + dihydro-3,3',4',5,7-pentahydroxy flavone
S-adenosyl-L-homocysteine + dihydroisorhamnetin
S-adenosyl-L-methionine + equol
S-adenosyl-L-homocysteine + ?
-
-
-
?
S-adenosyl-L-methionine + quercetin
S-adenosyl-L-homocysteine + 3'-O-methylquercetin
-
-
-
-
?
S-adenosyl-L-methionine + quercetin 3-O-glucoside
S-adenosyl-L-homocysteine + ?
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poor substrate
-
-
?
S-adenosyl-L-methionine + rutin
S-adenosyl-L-homocysteine + ?
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poor substrate
-
-
?
taxifolin + S-adenosyl-L-methionine
3'-O-methyl taxifolin + S-adenosyl-L-homocysteine
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3'-O-methyltransferase activity
-
-
?
quercetin + S-adenosyl-L-methionine
3'-O-methylquercetin + S-adenosyl-L-homocysteine
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SOMT-9 is involved in the biosynthesis of isorhamnetin
-
-
?
quercetin + S-adenosyl-L-methionine
3'-O-methylquercetin + S-adenosyl-L-homocysteine
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a flavone, 3'-O-methyltransferase activity, best substrate
i.e. isorhamnetin
-
?
S-adenosyl-L-methionine + 3,3',4',5,7-pentahydroxy flavone
S-adenosyl-L-homocysteine + isorhamnetin
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quercetin
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-
?
S-adenosyl-L-methionine + 3,3',4',5,7-pentahydroxy flavone
S-adenosyl-L-homocysteine + isorhamnetin
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quercetin
-
-
?
S-adenosyl-L-methionine + 4,5-dihydroxy-3-methoxycinnamate
S-adenosyl-L-homocysteine + 4-hydroxy-3,5-dimethoxycinnamate
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5-hydroxy ferulic acid
-
-
?
S-adenosyl-L-methionine + 4,5-dihydroxy-3-methoxycinnamate
S-adenosyl-L-homocysteine + 4-hydroxy-3,5-dimethoxycinnamate
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5-hydroxy ferulic acid
-
-
?
S-adenosyl-L-methionine + 5,7,3',4'-tetrahydroxyflavanone
S-adenosyl-L-homocysteine + 5,7,4'-trihydroxy-3'-methoxyflavanone
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eriodictyol
-
-
?
S-adenosyl-L-methionine + 5,7,3',4'-tetrahydroxyflavanone
S-adenosyl-L-homocysteine + 5,7,4'-trihydroxy-3'-methoxyflavanone
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eriodictyol
-
-
?
S-adenosyl-L-methionine + 5,7,3',4'-tetrahydroxyflavone
S-adenosyl-L-homocysteine + 3'-O-methylluteolin
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i.e. luteolin, the enzyme also catalyzes the methylation of tricetin and the methylation of quercetin, prefers tricetin over luteolin
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-
?
S-adenosyl-L-methionine + 5,7,3',4'-tetrahydroxyflavone
S-adenosyl-L-homocysteine + 3'-O-methylluteolin
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i.e. lutepolin, the enzyme also catalyzes the methylation of tricetin and the methylation of 5-hydroxyferulic acid and quercetin, prefers tricetin over luteolin
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-
?
S-adenosyl-L-methionine + 5,7,3',4'-tetrahydroxyflavone
S-adenosyl-L-homocysteine + 5,7,4'-trihydroxy-3'-methoxyflavone
i.e. luteolin. 15% of the activity with quercetin
-
-
?
S-adenosyl-L-methionine + 5,7,3',4'-tetrahydroxyflavone
S-adenosyl-L-homocysteine + 5,7,4'-trihydroxy-3'-methoxyflavone
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luteolin
-
-
?
S-adenosyl-L-methionine + 5,7,3',4'-tetrahydroxyflavone
S-adenosyl-L-homocysteine + 5,7,4'-trihydroxy-3'-methoxyflavone
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luteolin
-
-
?
S-adenosyl-L-methionine + 5,7,3',4'-tetrahydroxyflavone
S-adenosyl-L-homocysteine + 5,7,4'-trihydroxy-3'-methoxyflavone
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luteolin
chrysoeriol
?
S-adenosyl-L-methionine + 5,7,3',4'-tetrahydroxyflavone
S-adenosyl-L-homocysteine + 5,7,4'-trihydroxy-3'-methoxyflavone
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luteolin, enzyme directly related to flavone glycoside biosynthesis, biosynthesis of 3'-methoxyflavonoids
chrysoeriol
?
S-adenosyl-L-methionine + 5,7,3'-trihydroxyflavone 7-O-glucoside
S-adenosyl-L-homocysteine + 5,7,4'-trihydroxy-3'-methoxyflavone 7-O-glucoside
-
-
chrysoeriol-7-O-glucoside
?
S-adenosyl-L-methionine + 5,7,3'-trihydroxyflavone 7-O-glucoside
S-adenosyl-L-homocysteine + 5,7,4'-trihydroxy-3'-methoxyflavone 7-O-glucoside
-
-
chrysoeriol-7-O-glucoside
?
S-adenosyl-L-methionine + 5,7,3'-trihydroxyflavone 7-O-glucoside
S-adenosyl-L-homocysteine + 5,7,4'-trihydroxy-3'-methoxyflavone 7-O-glucoside
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luteolin 7-O-glucoside
chrysoeriol-7-O-glucoside
?
S-adenosyl-L-methionine + dihydro-3,3',4',5,7-pentahydroxy flavone
S-adenosyl-L-homocysteine + dihydroisorhamnetin
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dihydroquercetin
-
-
?
S-adenosyl-L-methionine + dihydro-3,3',4',5,7-pentahydroxy flavone
S-adenosyl-L-homocysteine + dihydroisorhamnetin
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dihydroquercetin
-
-
?
additional information
?
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only flavonols with vicinal B-ring hydroxyl groups, such as quercetin and myricetin are good methyl acceptor
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-
?
additional information
?
-
-
only flavonols with vicinal B-ring hydroxyl groups, such as quercetin and myricetin are good methyl acceptor
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-
?
additional information
?
-
enzyme additionally shows N-acetylserotonin methyltransferase activity, reaction of EC 2.1.1.4, and caffeic acid methyltransferase activity, reaction of EC 2.1.1.68. The catalytic efficiency for N-acetylserotonin methyltransferase activity is 709fold lower than for caffeic acid methyltransferase. In vitro, N-acetylserotonin methyltransferase activity is dramatically decreased by the addition of caffeic acid in a dose-dependent manner, but the activity of caffeic acid methyltransferase is not altered by N-acetylserotonin
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-
?
additional information
?
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enzyme shows methylation activity for the 3-, 5-, 6-, and 7-hydroxyl groups of flavones. The highest activity is observed for 3-hydroxyflavone (flavonol), followed by 7-hydroxyflavone with a relative activity of 15.6% of that of 3-hydroxyflavone and 5-hydroxyflavone with that of 13.5%. Very weak activity is observed for 6-hydroxyflavone and no activity for 3'- or 4'-hydroxyflavone and 7-methoxy-8-hydroxyflavone. FOMT5 does not exhibit a sequential methylation order for 3-, 5-, and 7-hydroxyl groups of quercetin. No detection of polymethylated products from naringenin, (-)-epicatechin, and equol, and cyanidin is not a substrate
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-
-
additional information
?
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methylation proceedes only in the meta-position, enzyme is unable to catalyze the methylation of p-coumaric acid, m-coumaric acid, ferulic acid, isoferulic acid, sinapic acid, apigenin and naringenin
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-
?
additional information
?
-
-
isoflavones biochanin A and daidzein do not serve as substrates
-
-
?
additional information
?
-
-
SOMT-9 transfers a methyl group to the 3'-OH group of substrates having ortho-hydroxyl groups and uses a flavonoids as a substrates, no activity with 3,3'-dihydroxyflavone, 5,3'-dihydroxyflavone, 6,3'-dihydroxyflavone, 3'-hydroxyflavone, and 3'-hydroxyflavanone
-
-
?
additional information
?
-
-
OMT-15 and -17 cannot utilize naringenin, apigenin, or kaempferol as substrates, taxifolin and eriodictyol do not serve as methyl acceptors
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-
?
additional information
?
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-
isomeric substances isoferulic acid and diosmetin, chrysoeriol, apigenin p-cumaric acid and ferulic acid are not substrates
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-
?
additional information
?
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only ortho-dihydric phenols can function as substrates and only the meta-hydroxyl group is methylated, no reaction takes place if one of the two phenolic hydroxyls is methylated or if only one hydroxyl group is present
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-
?
