2.1.1.6: catechol O-methyltransferase

This is an abbreviated version!
For detailed information about catechol O-methyltransferase, go to the full flat file.

Word Map on EC 2.1.1.6

2.1.1.6

dopamine

val158met

catechols

parkinson

monoamine

dopaminergic

schizophrenia

prefrontal

levodopa

estrogen

val

o-methylation

psychiatric

norepinephrine

entacapone

l-dopa

tolcapone

serotonin

noradrenaline

dyskinesia

neurotransmitter

striatal

psycho

dopac

carbidopa

verbal

3,4-dihydroxyphenylacetic

extraneuronal

5-httlpr

low-activity

parkinsonian

homovanillic

normetanephrine

benserazide

antiparkinsonian

synthesis

endophenotype

dsm-iv

3h-noradrenaline

2-methoxyestradiol

analysis

tropolone

updrs

slc6a4

dihydroxyphenylacetic

amantadine

pargyline

oxidase-b

phenylethanolamine-n-methyltransferase

metanephrine

selegiline

medicine

antisocial

Reaction

Synonyms

catechol methyltransferase, catechol-O-methyl transferase, catechol-O-methyl transferase, membrane bound, catechol-O-methyl transferase, soluble, catechol-O-methyltransferase, catechol-O-transferase, catecholamine O-methyltransferase, COMT, COMT I, COMT II, COMT-mb, COMT-s, COMT1, COMT2, CTOMT1, L-COMT, MB-COMT, methyltransferase, catechol, S-COMT, SCOMT

ECTree

2 Transferases

2.1 Transferring one-carbon groups

2.1.1 Methyltransferases

2.1.1.6 catechol O-methyltransferase

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Results	in table
4	Activating Compound
1399	AA Sequence
30	Application
1	CAS Registry Number
22	Cloned(Commentary)
12	Crystallization (Commentary)
2407	Disease/ Diagnostics
6	Expression
10	General Information
2	General Stability
143	IC50 Value
304	Inhibitors
1	kcat/KM [mM/s]
53	Ki Value [mM]
145	KM Value [mM]
86	Localization
33	Metals/Ions
33	Molecular Weight [Da]
22	Natural Substrates/ Products (Substrates)
190	Organism
10	Pathway
184	PDB ID
17	pH Optimum
1	pH Range
3	Posttranslational Modification
28	Protein Variants
31	Purification (Commentary)
8	Reaction
2	Reaction Type
189	Reference
202	Source Tissue
17	Specific Activity [micromol/min/mg]
5	Storage Stability
294	Substrates and Products (Substrate)
16	Subunits
119	Synonyms
1	Systematic Name
4	Temperature Optimum [°C]
5	Temperature Stability [°C]
17	Turnover Number [1/s]

IC50 Value

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IC50 Value on EC 2.1.1.6 - catechol O-methyltransferase

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0.0003

(-)-epicatechin-3-gallate

Homo sapiens

IC50: 0.0002 mM with 2-hydroxyestradiol as substrate, IC50: 0.0003 mM with 4-hydroxyestradiol as substrate

657883

0.044 - 0.05

(-)-epigallocatechin

2 entries

0.00007 - 0.00008

(-)-epigallocatechin-3-gallate

2 entries

0.0025

(-)-epigallocatechin-3-gallate-3''-O-glucuronide

Homo sapiens

IC50: 0.002 mM with 2-hydroxyestradiol as substrate, IC50: 0.0025 mM with 4-hydroxyestradiol as substrate

657883

0.0023

(-)-epigallocatechin-3-gallate-3'-O-glucuronide

Homo sapiens

IC50: 0.0018 mM with 2-hydroxyestradiol as substrate, IC50: 0.0023 mM with 4-hydroxyestradiol as substrate

657883

0.004

(-)-epigallocatechin-3-gallate-4''-O-glucuronide

Homo sapiens

IC50: 0.0025 mM with 2-hydroxyestradiol as substrate, IC50: 0.004 mM with 4-hydroxyestradiol as substrate

657883

0.0006 - 0.0008

(-)-epigallocatechin-3-gallate-7-O-glucuronide

2 entries

0.00004 - 0.0017

(-)-epigallocatechin-3-O-gallate

8 entries

0.08

(-)epicatechin

Homo sapiens

IC50: 0.06 mM with 2-hydroxyestradiol as substrate, IC50: 0.08 mM with 4-hydroxyestradiol as substrate

657883

0.0316

(2E)-4,7-anhydro-1,2,3-trideoxy-1-(2,3-dihydroxy-5-nitrobenzamido)-L-ribo-hept-2-enitol

Rattus norvegicus

liver homogenate, substrate benzene-1,2-diol, pH 7.6, 37°C

719299

0.029

(2R,3S)-1,2,3,4-tetrahydronaphthalene-2,3-diyl bis(3,5-dihydroxybenzoate)

Homo sapiens

70-79% inhibition at 0.025-0.05 mM

702678

0.3

1,2-dihydroxy-4-[2-(methylamino)butyl]benzene

Homo sapiens

isoform sCOMT, in phosphate buffer (pH 7.4)

703190

0.00016

1-(4-butylphenyl)-5-hydroxy-2-(hydroxymethyl)pyridin-4(1H)-one

Homo sapiens

P21964

membrane-bound isoform, pH not specified in the publication, temperature not specified in the publication

755701

0.000047 - 0.0011

1-([1,1'-biphenyl]-3-yl)-3-hydroxypyridin-4(1H)-one

2 entries

0.00018 - 0.0019

1-([1,1'-biphenyl]-3-yl)-5-hydroxy-2-(1-hydroxy-2-methylpropyl)pyridin-4(1H)-one

2 entries

0.00057 - 0.001

1-([1,1'-biphenyl]-3-yl)-5-hydroxy-2-(1-hydroxybutyl)pyridin-4(1H)-one

2 entries

0.000099 - 0.0014

1-([1,1'-biphenyl]-3-yl)-5-hydroxy-2-(1-hydroxyethyl)pyridin-4(1H)-one

2 entries

0.00014

1-([1,1'-biphenyl]-3-yl)-5-hydroxy-2-(hydroxymethyl)pyridin-4(1H)-one

Homo sapiens

P21964

membrane-bound isoform, pH not specified in the publication, temperature not specified in the publication

755701

0.000053 - 0.0021

1-([1,1'-biphenyl]-3-yl)-5-hydroxy-2-methylpyridin-4(1H)-one

2 entries

0.00087 - 0.0025

1-([1,1'-biphenyl]-3-yl)-5-hydroxy-2-phenylpyridin-4(1H)-one

2 entries

0.000088 - 0.0013

1-([1,1'-biphenyl]-3-yl)-5-hydroxy-2-[hydroxy(phenyl)methyl]pyridin-4(1H)-one

2 entries

0.00014

1-([1,1'-biphenyl]-4-yl)-5-hydroxy-2-(hydroxymethyl)pyridin-4(1H)-one

Homo sapiens

P21964

membrane-bound isoform, pH not specified in the publication, temperature not specified in the publication

755701

0.0209

1-[(5E)-5,6,7-trideoxy-7-(2,3-dihydroxy-5-nitrobenzamido)-beta-D-ribo-hept-5-enofuranosyl]-4-(trifluoromethyl)-1H-imidazole

Rattus norvegicus

liver homogenate, substrate benzene-1,2-diol, pH 7.6, 37°C

719299

0.0628

1-[(5E)-5,6,7-trideoxy-7-(2,3-dihydroxy-5-nitrobenzamido)-beta-D-ribo-hept-5-enofuranosyl]benzo[d]imidazole

Rattus norvegicus

liver homogenate, substrate benzene-1,2-diol, pH 7.6, 37°C

719299

0.336

1-[(5E)-5,6,7-trideoxy-7-(2,3-dihydroxy-5-nitrobenzamido)-beta-D-ribo-hept-5-enofuranosyl]pyridin-4(1H)-one

Rattus norvegicus

liver homogenate, substrate benzene-1,2-diol, pH 7.6, 37°C

719299

0.0000265 - 0.000881

1-[1-(2-chlorobenzyl)-1H-benzimidazol-4-yl]-3-hydroxypyridin-4(1H)-one

4 entries

0.0000274 - 0.000237

1-[3-(5-chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)phenyl]-5-hydroxy-2-(1-hydroxyethyl)pyridin-4(1H)-one

4 entries

0.000084

13-hydroxy-36-(trifluoromethyl)-14H-[11,22:24,32-terpyridin]-14-one

Homo sapiens

P21964

membrane-bound isoform, pH not specified in the publication, temperature not specified in the publication

756183

0.2

3,4-dihydroxymethamphetamine

Homo sapiens

isoform sCOMT, in phosphate buffer (pH 7.4)

703190

0.00004418

3,5-dinitrocatechol

Sus scrofa domesticus

pH 7.4, 37°C

720265

0.00004 - 0.00302

3-hydroxy-4'-phenyl-4H-[1,2'-bipyridin]-4-one

2 entries

0.0000495

4'-(1-benzyl-1H-pyrazol-4-yl)-3-hydroxy-4H-[1,2'-bipyridin]-4-one

Homo sapiens

P21964

membrane-bound isoform, pH not specified in the publication, temperature not specified in the publication

756183

0.000035

4'-(3,4-dichlorophenyl)-3-hydroxy-4H-[1,2'-bipyridin]-4-one

Homo sapiens

P21964

membrane-bound isoform, pH not specified in the publication, temperature not specified in the publication

756183

0.00015

4'-4''-di-O-methyl-epigallocatechin-3-gallate

Homo sapiens

IC50: 0.00015 mM with 2-hydroxyestradiol or 4-hydroxyestradiol as substrate, competitive with respect S-adenyosylmethionine, noncompetitive with respect to catechol

657883

0.000055 - 0.000946

4'-fluoro-3-hydroxy-5'-phenyl-4H-[1,3'-bipyridin]-4-one

2 entries

0.001368

4'-fluoro-4,5-dihydroxy-biphenyl-3-carboxylic acid [(E)-3-[(2S,4R,5R)-4-hydroxy-5-(6-methyl-purin-9-yl)-tetrahydro-furan-2-yl]-allyl]-amide

Rattus norvegicus

P22734

liver homogenate, substrate benzene-1,2-diol, pH 7.6, 37°C

718479

0.001858

4'-fluoro-4,5-dihydroxy-biphenyl-3-carboxylic acid [(E)-3-[(2S,4R,5R)-4-hydroxy-5-(6-methylamino-purin-9-yl)-tetrahydro-furan-2-yl]-allyl]-amide

Rattus norvegicus

P22734

liver homogenate, substrate benzene-1,2-diol, pH 7.6, 37°C

718479

0.04

4'-O-methyl-(-)-epigallocatechin

Homo sapiens

IC50: 0.032 mM with 2-hydroxyestradiol as substrate, IC50: 0.04 mM with 4-hydroxyestradiol as substrate

657883

0.0001

4'-O-methyl-epigallocatechin-3-gallate

Homo sapiens

IC50: 0.0001 mM with 2-hydroxyestradiol or 4-hydroxyestradiol as substrate

657883

0.000013 - 0.000565

5-hydroxy-1-[3-(isoquinolin-4-yl)phenyl]-2-(2,2,2-trifluoro-1-hydroxyethyl)pyridin-4(1H)-one

4 entries

0.00086

5-hydroxy-2-(thiophen-2-yl)pyrimidin-4(1H)-one

Homo sapiens

P21964

membrane-bound isoform, pH not specified in the publication, temperature not specified in the publication

755701

0.0108

5-[(5E)-5,6,7-trideoxy-7-(2,3-dihydroxy-5-nitrobenzamido)-beta-D-ribo-hept-5-enofuranosyl]-5H-imidazo[4,5-c]pyridine

Rattus norvegicus

liver homogenate, substrate benzene-1,2-diol, pH 7.6, 37°C

719299

0.0107

5-[(5E)-5,6,7-trideoxy-7-(2,3-dihydroxy-5-nitrobenzamido)-beta-D-ribo-hept-5-enofuranosyl]-5H-pyrrolo[3,2-c]pyridine

Rattus norvegicus

liver homogenate, substrate benzene-1,2-diol, pH 7.6, 37°C

719299

0.000006

6-methyl-9-[(5E)-5,6,7-trideoxy-7-[5-(4-fluorophenyl)-2,3-dihydroxybenzamido]-beta-D-ribo-hept-5-enofuranosyl]purine

Rattus norvegicus

liver homogenate, substrate benzene-1,2-diol, pH 7.6, 37°C

719299

0.0004

9-hydroxypyrido[2,1-c][1,4]benzothiazin-8(6H)-one

Homo sapiens

P21964

membrane-bound isoform, pH not specified in the publication, temperature not specified in the publication

755701

0.000011

9-[(5E)-3,5,6,7-tetradeoxy-3-fluoro-7-[5-(4-fluorophenyl)-2,3-dihydroxybenzamido]-beta-D-xylo-hept-5-enofuranosyl]-N6-methyladenine

Rattus norvegicus

P22734

liver homogenate, substrate benzene-1,2-diol, pH 7.6, 37°C

718479

0.000025

9-[(5E)-3,5,6,7-tetradeoxy-7-[5-(4-fluorophenyl)-2,3-dihydroxybenzamido]-3-methyl-beta-D-xylo-hept-5-enofuranosyl]-N6-propyladenine

Rattus norvegicus

P22734

liver homogenate, substrate benzene-1,2-diol, pH 7.6, 37°C

718479

0.000155

9-[(5E)-5,6,7-trideoxy-7-(2,3-dihydroxy-5-nitrobenzamido)-beta-D-ribo-hept-5-enofuranosyl]purine

Rattus norvegicus

liver homogenate, substrate benzene-1,2-diol, pH 7.6, 37°C

719299

0.00164 - 0.019

catechin

8 entries

0.00196 - 0.068

epicatechin

8 entries

0.006 - 0.048

epigallocatechin

6 entries

0.0021 - 0.0045

fisetin

8 entries

0.00549

flavone

Homo sapiens

IC50: 0.00549 mM

660548

0.00457

Harmaline

Sus scrofa domesticus

pH 7.4, 37°C

720265

0.01319

harmalol

Sus scrofa domesticus

pH 7.4, 37°C

720265

0.002

N-(2-[2-[(2R,3S,4R,5R)-5-(6-amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-ethoxy]-ethyl)-2,3-dihydroxy-5-nitro-benzamide

Homo sapiens

IC50: 0.002 mM

660047

0.0468

N-ethyl-1-[(5E)-5,6,7-trideoxy-7-[5-(4-fluorophenyl)-2,3-dihydroxybenzamido]-beta-D-ribo-hept-5-enofuranosyl]-1H-imidazole-4-carboxamide

Rattus norvegicus

liver homogenate, substrate benzene-1,2-diol, pH 7.6, 37°C

719299

0.1

N-ethyl-3,4-dihydroxyamphetamine

Homo sapiens

isoform sCOMT, in phosphate buffer (pH 7.4)

703190

0.0703

N-methyl-1-[(5E)-5,6,7-trideoxy-7-[5-(4-fluorophenyl)-2,3-dihydroxybenzamido]-beta-D-ribo-hept-5-enofuranosyl]-1H-1,2,4-triazole-3-carboxamide

Rattus norvegicus

liver homogenate, substrate benzene-1,2-diol, pH 7.6, 37°C

719299

0.0895

N-methyl-1-[(5E)-5,6,7-trideoxy-7-[5-(4-fluorophenyl)-2,3-dihydroxybenzamido]-beta-D-ribo-hept-5-enofuranosyl]-1H-imidazole-4-carboxamide

Rattus norvegicus

liver homogenate, substrate benzene-1,2-diol, pH 7.6, 37°C

719299

0.000011

N-[(2E)-3-[(2R,3S,4R,5R)-3,4-dihydroxy-5-[6-(methylamino)-9H-purin-9-yl]tetrahydrofuran-2-yl]prop-2-en-1-yl]-4'-fluoro-4,5-dihydroxybiphenyl-3-carboxamide

Rattus norvegicus

P22734

liver homogenate, substrate benzene-1,2-diol, pH 7.6, 37°C

718479

0.000026

N-[(2E)-3-[(2R,3S,4R,5R)-3,4-dihydroxy-5-[6-(propylamino)-9H-purin-9-yl]tetrahydrofuran-2-yl]prop-2-en-1-yl]-4'-fluoro-4,5-dihydroxybiphenyl-3-carboxamide

Rattus norvegicus

P22734

liver homogenate, substrate benzene-1,2-diol, pH 7.6, 37°C

718479

0.000009

N-[(2E)-3-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]prop-2-en-1-yl]-2,3-dihydroxy-5-nitrobenzamide

2 entries

0.000031 - 0.000035

N-[(2E)-3-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]prop-2-en-1-yl]-4'-fluoro-4,5-dihydroxybiphenyl-3-carboxamide

2 entries

0.000236

N-[(2E)-3-[(2R,3S,4R,5R)-5-(6-ethyl-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]prop-2-en-1-yl]-4'-fluoro-4,5-dihydroxybiphenyl-3-carboxamide

Rattus norvegicus

P22734

liver homogenate, substrate benzene-1,2-diol, pH 7.6, 37°C

718479

0.000082

N-[(2E)-3-[(2R,3S,4R,5R)-5-[6-(cyclopropylamino)-9H-purin-9-yl]-3,4-dihydroxytetrahydrofuran-2-yl]prop-2-en-1-yl]-4'-fluoro-4,5-dihydroxybiphenyl-3-carboxamide

Rattus norvegicus

P22734

liver homogenate, substrate benzene-1,2-diol, pH 7.6, 37°C

718479

0.000043

N-[(2E)-3-[(2R,3S,4R,5R)-5-[6-(ethylamino)-9H-purin-9-yl]-3,4-dihydroxytetrahydrofuran-2-yl]prop-2-en-1-yl]-4'-fluoro-4,5-dihydroxybiphenyl-3-carboxamide

Rattus norvegicus

P22734

liver homogenate, substrate benzene-1,2-diol, pH 7.6, 37°C

718479

0.028

N-[(2E)-3-[(2R,3S,5R)-5-(6-amino-9H-purin-9-yl)-3-hydroxytetrahydrofuran-2-yl]prop-2-en-1-yl]-2,3-dihydroxy-5-nitrobenzamide

Rattus norvegicus

P22734

liver homogenate, substrate benzene-1,2-diol, pH 7.6, 37°C

718479

0.00004

N-[(2E)-3-[(2S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxytetrahydrofuran-2-yl]prop-2-en-1-yl]-2,3-dihydroxy-5-nitrobenzamide

Rattus norvegicus

P22734

liver homogenate, substrate benzene-1,2-diol, pH 7.6, 37°C

718479

0.000009

N-[(E)-4-[(2R,3S,4R,5R)-5-(6-Amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-but-2-enyl]-2,3-dihydroxy-5-nitro-benzamide

Homo sapiens

IC50: 9 nM

660047

0.00006

N-[2-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]ethyl]-2,3-dihydroxy-5-nitrobenzene-1-carboxamide

Homo sapiens

IC50: 60 nM

660047

0.0002

N-[3-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]propyl]2,3-dihydroxy-5-nitrobenzene-1-carboxamide

Homo sapiens

IC50: 200 nM

660047

0.005

N-[4-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]butyl]-2,3-dihydroxy-5-nitrobenzene-1-carboxamide

Homo sapiens

IC50: 0.005 mM

660047

0.09

N-[[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl]-2,3-dihydroxy-5-nitrobenzene-1-carboxamide

Homo sapiens

IC50: 0.09 mM, very potent bisubstrate inhibitor

660047

0.000032

N6-methyl-9-[(5E)-5,6,7-trideoxy-7-(2,3-dihydroxy-5-nitrobenzamido)-beta-D-ribo-hept-5-enofuranosyl]adenine

Rattus norvegicus

liver homogenate, substrate benzene-1,2-diol, pH 7.6, 37°C

719299

0.000596

pyridin-4-yl (5E)-5,6,7-trideoxy-7-(2,3-dihydroxy-5-nitrobenzamido)-1-thio-beta-D-ribo-hept-5-enofuranoside

Rattus norvegicus

liver homogenate, substrate benzene-1,2-diol, pH 7.6, 37°C

719299

0.00048 - 0.0085

quercetin

9 entries

0.000005 - 0.000042

Ro 41-0960

Homo sapiens

IC50: 5-42 nM

660548

0.0000067

tolcapone

Homo sapiens

isoform MB-COMT, pH 7.4, 37°C

732991