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Chemical compound
Catechol (/ˈkætɪtʃɒl/ or /ˈkætɪkɒl/), also known as pyrocatechol or 1,2-dihydroxybenzene, is an organic compound with the molecular formula C6H4(OH)2.
Catechol
Class of enzymes
epinephrine, and norepinephrine), catechol estrogens, and various drugs and substances having a catechol structure. In humans, catechol-O-methyltransferase protein
Catechol-O-methyltransferase
Type of enzyme
Catechol dioxygenases are metalloprotein enzymes that carry out the oxidative cleavage of catechols. This class of enzymes incorporate dioxygen into the
Catechol_dioxygenase
Enzyme
Catechol oxidase is a copper oxidase that contains a type 3 di-copper cofactor and catalyzes the oxidation of ortho-diphenols into ortho-quinones coupled
Catechol_oxidase
Enzyme
Catechol 1,2- dioxygenase (EC 1.13.11.1, 1,2-CTD, catechol-oxygen 1,2-oxidoreductase, 1,2-pyrocatechase, catechase, catechol 1,2-oxygenase, catechol dioxygenase
Catechol_1,2-dioxygenase
Class of hormones
A catechol estrogen is a steroidal estrogen that contains catechol (1,2-dihydroxybenzene) within its structure. The catechol estrogens are endogenous metabolites
Catechol_estrogen
Group of natural pigments found in most organisms
Melanin produced by plants are sometimes referred to as 'catechol melanins' as they can yield catechol on alkali fusion. It is commonly seen in the enzymatic
Melanin
Primary female sex hormone
3α-androstanediol, and 3β-androstanediol. Some estrogen metabolites, such as the catechol estrogens 2-hydroxyestradiol, 2-hydroxyestrone, 4-hydroxyestradiol, and
Estrogen
Enzyme
In enzymology, catechol oxidase (dimerizing) (EC 1.1.3.14) is an enzyme that catalyzes the chemical reaction Four catechol 3 O2 6 H2O 3 O2 6 H2O Two
Catechol_oxidase_(dimerizing)
Enzyme
Catechol 2,3-dioxygenase (EC 1.13.11.2, 2,3-pyrocatechase, catechol 2,3-oxygenase, catechol oxygenase, metapyrocatechase, pyrocatechol 2,3-dioxygenase)
Catechol_2,3-dioxygenase
Chemical compound
semialdehyde is formed from catechol by the enzyme catechol 2,3-dioxygenase during the degradation of benzoates. catechol O2 O2 2-hydroxymuconate
2-Hydroxymuconate semialdehyde
2-Hydroxymuconate_semialdehyde
Class of enzymes
Chloridazon-catechol dioxygenase (EC 1.13.11.36) is an enzyme that catalyzes the chemical reaction 5-amino-4-chloro-2-(2,3-dihydroxyphenyl)-3(2H)-pyridazinone
Chloridazon-catechol dioxygenase
Chloridazon-catechol_dioxygenase
Class of chemical compounds
organic compound that has a catechol (benzene with two hydroxyl side groups next to each other) and a side-chain amine. Catechol can be either a free molecule
Catecholamine
Abandoned COMT inhibitor
Nebicapone (developmental code name BIA 3-202) is a catechol O-methyltransferase (COMT) inhibitor which was under development for the treatment of Parkinson's
Nebicapone
Medication
A catechol-O-methyltransferase inhibitor (COMT inhibitor) is a drug that inhibits the enzyme catechol-O-methyltransferase. This enzyme methylates catecholamines
Catechol-O-methyltransferase inhibitor
Catechol-O-methyltransferase_inhibitor
(adrenaline) Inhibitors: CGS-19281A SKF-64139 SKF-7698 COMTTooltip Catechol-O-methyltransferase Substrates→Products: Dopamine→3-Methoxytyramine DOPAC→Homovanillic
List_of_dopaminergic_drugs
Chemical compound
dioxygenase. It can also be prepared from catechol using the enzyme cis-1,2-dihydrobenzene-1,2-diol dehydrogenase: Catechol + NADPH H+ H+ cis-1,2-Dihydrocatechol
Cis-1,2-Dihydrocatechol
Enzyme involved in fruit browning
o-diphenol:oxygen oxidoreductase enzymes (catechol oxidases). The substrate preference of tyrosinases and catechol oxidases is controlled by the amino acids
Polyphenol_oxidase
Genetic variant
is a single nucleotide polymorphism (SNP) in the COMT gene that codes catechol-O-Methyltransferase. The single nucleotide substitution between G→A results
Rs4680
Chemical compound
4-tert-Butylcatechol (TBC) is an organic chemical compound which is a derivative of catechol. TBC is available in the form of a solid crystal flake and 85% solution
4-tert-Butylcatechol
Chemical compound
is a derivative of catechol and a borane, having the formula C6H4O2BH. Traditionally catecholborane is produced by treating catechol with borane (BH3)
Catecholborane
Chemical compound
characteristic of ketones. 1,2-Benzoquinone is produced on oxidation of catechol exposed to air in aqueous solution or by ortho oxidation of a phenol. A
1,2-Benzoquinone
Chemical compound
endogenous, naturally occurring methoxylated catechol estrogen and metabolite of estradiol that is formed by catechol O-methyltransferase via the intermediate
4-Methoxyestradiol
Chemical compound
estra-1,3,5(10)-trien-2,3-diol-17-one, is an endogenous, naturally occurring catechol estrogen and a major metabolite of estrone and estradiol. It is formed
2-Hydroxyestrone
Substance related to dopamine functions
acid decarboxylase or DOPA decarboxylase, monoamine oxidase (MAO), and catechol O-methyl transferase (COMT) may be referred to as dopaminergic as well
Dopaminergic
Class of enzymes
the chemical reaction cis-1,2-Dihydrocatechol + NADP+ H+ H+ Catechol + NADPH The two substrates of this enzyme are cis-1,2-dihydrocatechol
Cis-1,2-dihydrobenzene-1,2-diol dehydrogenase
Cis-1,2-dihydrobenzene-1,2-diol_dehydrogenase
COMT inhibitor
Neluxicapone (INNTooltip International Nonproprietary Name) is a catechol O-methyltransferase (COMT) inhibitor which has not been marketed as of 2024.
Neluxicapone
Pigment
(NH4)6 Mo7O24, with sodium arsenate, Na2HAsO7. Some drugs that contain a catechol group react with phosphomolybdic acid (H3PMo12O40) to give the heteropoly-molybdenum
Molybdenum_blue
Chemical compound
3-O-methyldopa is produced by the methylation of L-DOPA by the enzyme catechol-O-methyltransferase. The necessary cofactor for this enzymatic reaction
3-O-Methyldopa
Biochemical process in insects
oxygen is catalyzed by diverse enzymes such as laccase, which convert the catechol groups to quinones. The resulting quinones are susceptible to nucleophilic
Sclerotization
Investigational Parkinson's disease drugs
ODM-104 – catechol O-methyltransferase (COMT) inhibitor [191] OP-101 (dendrimer N-acetylcysteine) – various actions [192] OP-501 – catechol O-methyltransferase
List of investigational Parkinson's disease drugs
List_of_investigational_Parkinson's_disease_drugs
Chemical compound
often turn beige during storage. It is a derivative, formally speaking, of catechol. Hydroxytyrosol and its derivatives occur in olives and in wines. The olives
Hydroxytyrosol
Secondary metabolite
ring is similar to a resorcinol moiety while the B ring is similar to a catechol moiety. There are two chiral centers on the molecule on carbons 2 and 3
Catechin
Species of bacterium
Desulfobacterium catecholicum is a catechol-degrading lemon-shaped non-sporing sulfate-reducing bacterium. Its type strain is Nzva20. Szewzyk, R.; Pfennig
Desulfobacterium_catecholicum
Class of enzymes
the chemical reaction 2-nitrophenol + 2 NADPH + 2 H+ O2 H2O catechol + 2 NADP+ + HNO2 The four substrates of this enzyme are 2-nitrophenol
2-nitrophenol_2-monooxygenase
Class of enzymes
substrate for this enzyme is formed by meta ring cleavage of catechol (EC 1.13.11.2, catechol 2,3-dioxygenase), and is an intermediate in the bacterial degradation
2-Hydroxymuconate-6-semialdehyde dehydrogenase
2-Hydroxymuconate-6-semialdehyde_dehydrogenase
Chemical compound
process of dehydrogenation of a hydroquinone, such as hydroquinone itself or catechol, to a quinone or alternatively the addition of a single hydrogen atom with
Semiquinone
Class of enzymes
6-dihydroxycyclohexa-2,4-dienecarboxylate + NAD+ CO2 + H+ CO2 + H+ catechol + NADH The two substrates of this enzyme are (1R,6R)-1,6-dihydroxycyclohexa-2
1,6-dihydroxycyclohexa-2,4-diene-1-carboxylate dehydrogenase
1,6-dihydroxycyclohexa-2,4-diene-1-carboxylate_dehydrogenase
Chemical compound
endogenous, naturally occurring methoxylated catechol estrogen and metabolite of estrone that is formed by catechol O-methyltransferase via the intermediate
2-Methoxyestrone
Chemical compound
normetadrenaline, is a metabolite of norepinephrine created by action of catechol-O-methyl transferase on norepinephrine. It is excreted in the urine and
Normetanephrine
Genus of trees
comparable to the American poison ivy, as its sap contains heptadecyl catechols that are toxic to the skin. An immuno-chemical reaction is suspected as
Smodingium
Parkinson's disease medication
decarboxylation; levodopa, an aromatic amino acid; and entacapone, an inhibitor of catechol-O-methyltransferase for the treatment of Parkinson's disease. In the United
Carbidopa/levodopa/entacapone
Chemical compound
oxidative cleavage of isosafrole or by using a multistep sequence from catechol or 1,2-methylenedioxybenzene. Synthesis from the latter chemical is accomplished
Piperonal
Topics referred to by the same term
Catechase may refer to: catechol dioxygenase Catechol 1,2-dioxygenase Catechol 2,3-dioxygenase This disambiguation page lists articles associated with
Catechase
Polymers formed by the condensation of flavans
Condensed tannins (proanthocyanidins, polyflavonoid tannins, catechol-type tannins, pyrocatecollic type tannins, non-hydrolyzable tannins or flavolans)
Condensed_tannin
Copper metalloprotein
oxygen (O2). In the presence of catechol, benzoquinone is formed (see reaction below). Hydrogens removed from catechol combine with oxygen to form water
Tyrosinase
Class of enzymes
Ornston LN (1970). "Conversion of catechol and protocatechuate to β-ketoadipate (Pseudomonas putida)". Conversion of catechol and protocatechuate to β-ketoadipate
3-oxoadipate_enol-lactonase
Class of enzymes
decarboxylation of protocatechuic acid to catechol and carbon dioxide: protocatechuic acid CO2 catechol Metabolic engineering of the enzyme has
Protocatechuate_decarboxylase
Chemical compound
pesticides and pharmaceuticals. 1,3-Benzodioxole can be synthesized from catechol with disubstituted halomethanes (diiodomethane etc.). 1,4-Benzodioxine
1,3-Benzodioxole
Chemical compound
endogenous, naturally occurring methoxylated catechol estrogen and metabolite of estrone that is formed by catechol O-methyltransferase via the intermediate
4-Methoxyestrone
Index of chemical compounds with the same molecular formula
C6H6O2 (molar mass: 110.1 g/mol) may refer to: 2-Acetylfuran Benzenediols Catechol (benzene-1,2-diol) Resorcinol (benzene-1,3-diol) Hydroquinone (benzene-1
C6H6O2
Class of enzymes
1966). "The conversion of catechol and protocatechuate to beta-ketoadipate by Pseudomonas putida. 3. Enzymes of the catechol pathway". The Journal of Biological
4-carboxymuconolactone decarboxylase
4-carboxymuconolactone_decarboxylase
Group of psychiatric and neurological conditions
Parkinson's disease and notably of dementia-related apathy. Centrally active catechol-O-methyltransferase inhibitors (COMTIs) like tolcapone, which are likewise
Disorders of diminished motivation
Disorders_of_diminished_motivation
American writer and biochemist (1920–1992)
Inactivation of Tyrosinase During Its Catalysis of the Aerobic Oxidation of Catechol". An abridged version was published in the Journal of the American Chemical
Isaac_Asimov
Chemical compound
(INN; OR-462) is a drug which acts as a selective inhibitor of the enzyme catechol O-methyl transferase (COMT). It was patented as an antiparkinson medication
Nitecapone
Chemical compound
Ornston LN (1970). "Conversion of catechol and protocatechuate to β-ketoadipate (Pseudomonas putida)". Conversion of catechol and protocatechuate to beta-ketoadipate
3-Carboxy-cis,cis-muconic acid
3-Carboxy-cis,cis-muconic_acid
Neurotransmitter metabolite and neurotoxin
3,4-Dihydroxyphenylglycolaldehyde (also known as DOPEGAL, 3,4-dihydroxymandelaldehyde, DHMAL, norepinephrine aldehyde, or epinephrine aldehyde) is a metabolite
3,4-Dihydroxyphenylglycolaldehyde
3,4-Dihydroxyphenylglycolaldehyde
Oily mixture of plant compounds
poison oak urushiol contains chiefly catechols with C17 side-chains, poison ivy and poison sumac contain mostly catechols with C15 sidechains. The likelihood
Urushiol
Allergenic plant of Asia and North America
and rinsing three times within 2–8 hours of exposure. The pentadecyl catechols of the oleoresin within the sap of poison ivy and related plants causes
Poison_ivy
chemical reaction 2,3-dihydroxybenzoate ⇌ {\displaystyle \rightleftharpoons } catechol + CO2 This enzyme belongs to the family of lyases, specifically the carboxy-lyases
O-pyrocatechuate decarboxylase
O-pyrocatechuate_decarboxylase
Chemical compound
polyphenol oxidase from tyrosine and catecholamines leading to the formation of catechol melanin. Like many quinones it can undergo redox reactions via the corresponding
Indole-5,6-quinone
Chemical compound
metabolite of epinephrine (also known as adrenaline) created by action of catechol-O-methyl transferase on epinephrine. An article in the Journal of the American
Metanephrine
the oxygen in the air, the oxidative enzymes like polyphenol oxidase and catechol oxidase oxidize the fruit (electrons are lost to the air). Such browning
Oxidative_enzyme
Chemical compound
Propoxur is a carbamate, non-systemic, synthetic insecticide, produced from catechol, and was introduced in 1959 by Bayer. Carbamate insecticides are cholinesterase
Propoxur
Chemical compound
estra-1,3,5(10)-triene-3,4,17β-triol, is an endogenous, naturally occurring catechol estrogen and a minor metabolite of estradiol. It is estrogenic, similarly
4-Hydroxyestradiol
Mental disorder
between a polymorphism in SLC1A1 and OCD. The relationship between OCD and catechol-O-methyltransferase (COMT) has been inconsistent, with one meta-analysis
Obsessive–compulsive_disorder
Methoxyphenol compound, constituent of plant lignins and essential oils
by Otto Unverdorben in 1826. Guaiacol is produced by methylation of o-catechol, for example using potash and dimethyl sulfate: C6H4(OH)2 + (CH3O)2SO2
Guaiacol
Chemical compound
anhydride ("Perkin synthesis"). Oxidation with hydrogen peroxide gives catechol (1,2-dihydroxybenzene) (Dakin reaction). Etherification with chloroacetic
Salicylaldehyde
Chemical compound and histologic dye
Alizarin Red S (also known as C.I. Mordant Red 3, Alizarin Carmine, and C.I 58005.) is a water-soluble sodium salt of Alizarin sulfonic acid with a chemical
Alizarin_Red_S
Chemical compound
also found in tequila. Creosol reacts with hydrogen halides to give a catechol. Vanillin, a related phenol Baird, Zachariah Steven; Uusi-Kyyny, Petri;
Creosol
Chemical compound
hydrogen peroxide and affords a mixture of hydroquinone and its ortho isomer catechol (benzene-1,2-diol): C6H5OH + H2O2 → C6H4(OH)2 + H2O Other, less common
Hydroquinone
Class of enzymes
catalyzes the chemical reaction 2-Chlorobenzoic acid + NADH O2 CO2 Catechol + NAD+ + Cl− The four substrates of this enzyme are 2-chlorobenzoic acid
2-chlorobenzoate 1,2-dioxygenase
2-chlorobenzoate_1,2-dioxygenase
Pharmaceutical compound
(adrenaline) Inhibitors: CGS-19281A SKF-64139 SKF-7698 COMTTooltip Catechol-O-methyltransferase Substrates→Products: Dopamine→3-Methoxytyramine DOPAC→Homovanillic
1-Naphthylaminopropane
Nutrients required by organisms in small amounts
Vitamin B2 Vitamin H Biotin Reclassified as Vitamin B7 Vitamin J Catechol, Flavin Catechol nonessential; flavin (specifically riboflavin) reclassified as
Vitamin
Chemical compound
the formula (HO)2C6H3-4-CHCHCH2OH. This colourless solid is related to catechol by attachment to allyl alcohol. It is the precursor to one of the three
Caffeyl_alcohol
Positive allosteric modulators: 5-Aminoindole 5-Chloroindole 5-Hydroxyindole Catechol Chloroform meta-Chlorophenylbiguanide (mCPBG) Colchicine Ethanol (alcohol)
Desoxyscaline
Pharmaceutical compound
Positive allosteric modulators: 5-Aminoindole 5-Chloroindole 5-Hydroxyindole Catechol Chloroform meta-Chlorophenylbiguanide (mCPBG) Colchicine Ethanol (alcohol)
2-DM-DOM
Chemical compound
excreted from the body. In vitro, the meta-hydroxyl group of catechol is methylated by catechol-O-methyltransferase. Four of the five hydroxyl groups of quercetin
Quercetin
Psychoactive drug, often called ecstasy
metabolized by two main metabolic pathways: (1) O-demethylenation followed by catechol-O-methyltransferase (COMT)-catalyzed methylation or glucuronide/sulfate
MDMA
(adrenaline) Inhibitors: CGS-19281A SKF-64139 SKF-7698 COMTTooltip Catechol-O-methyltransferase Substrates→Products: Dopamine→3-Methoxytyramine DOPAC→Homovanillic
List_of_adrenergic_drugs
Class of enzymes
catalyzes the chemical reaction salicylic acid + NADH O2 + H+ H2O catechol + NAD+ + CO2 The four substrates of this enzyme are salicylic acid, reduced
Salicylate_1-monooxygenase
Trace amine
formed by the introduction of a methyl group to dopamine by the enzyme catechol-O-methyltransferase (COMT). 3-MT can be further metabolized by the enzyme
3-Methoxytyramine
Plant chemical
Fisetin (7,3′,4′-flavon-3-ol) is a plant flavonol from the flavonoid group of polyphenols. It occurs in many plants where it serves as a yellow pigment
Fisetin
Chemical compound
isoscopoletin (6-hydroxy-7-methoxycoumarin) through incubation with rat liver catechol-O-methyltransferase. Aesculetin can be synthesized by condensation of hydroxyhydroquinone
Aesculetin
Chemical compound
Other metabolic pathways of dopamine metabolism include methylation by catechol O-methyltransferase (COMT) into 3-methoxytyramine and β-hydroxylation by
3,4-Dihydroxyphenylacetaldehyde
3,4-Dihydroxyphenylacetaldehyde
Chemical compound
3,5(10)-triene-3,4-diol-17-one, is an endogenous, naturally occurring catechol estrogen, neuroestrogen and a minor metabolite of estrone and estradiol
4-Hydroxyestrone
Major component of natural organic matter
Stevenson model structure of a humic acid, with a variety of components including quinone, phenol, catechol, and sugar moieties
Humic_substance
Tricyclic antidepressant
Positive allosteric modulators: 5-Aminoindole 5-Chloroindole 5-Hydroxyindole Catechol Chloroform meta-Chlorophenylbiguanide (mCPBG) Colchicine Ethanol (alcohol)
Amitriptyline
Extract of acacia trees
of Areca catechu. The catechu extract gave its name to the catechin and catechol chemical families first derived from it. Its historic name is "Japanese
Catechu
South American psychoactive decoction
Positive allosteric modulators: 5-Aminoindole 5-Chloroindole 5-Hydroxyindole Catechol Chloroform meta-Chlorophenylbiguanide (mCPBG) Colchicine Ethanol (alcohol)
Ayahuasca
Chemical compound, Novel psychoactive substance analog, LSD prodrug
Positive allosteric modulators: 5-Aminoindole 5-Chloroindole 5-Hydroxyindole Catechol Chloroform meta-Chlorophenylbiguanide (mCPBG) Colchicine Ethanol (alcohol)
1S-LSD
Species of plant
to wash patients suffering from allergic reactions. The fruits contain catechol derivatives and probably several sesquiterpenes. Sources state that a toxic
Coriaria_ruscifolia
Class of enzymes
that catalyzes the chemical reaction phenol + NADPH + H+ O2 H2O catechol + NADP+ The four substrates of this enzyme are phenol, reduced nicotinamide
Phenol_2-monooxygenase
Medication
Positive allosteric modulators: 5-Aminoindole 5-Chloroindole 5-Hydroxyindole Catechol Chloroform meta-Chlorophenylbiguanide (mCPBG) Colchicine Ethanol (alcohol)
Milsaperidone
Pharmaceutical compound
ractopamine. Butopamine is not a catecholamine and is resistant to metabolism by catechol O-methyltransferase (COMT). In contrast to dobutamine, butopamine is orally
Butopamine
Species of plant
phytochemicals ((-)-epicatechin, alkaloid, beta-Sitosterol, campesterol, campherol, catechol, catechutannic acid, chlorogenic acid, ellagic acid, gallic acid, hyperin
Uncaria_guianensis
Progressive neurodegenerative disease
metabolism outside the brain by aromatic L-amino acid decarboxylase and catechol-O-methyltransferase can cause nausea and vomiting; inhibitors such as carbidopa
Parkinson's_disease
Pharmaceutical compound
Positive allosteric modulators: 5-Aminoindole 5-Chloroindole 5-Hydroxyindole Catechol Chloroform meta-Chlorophenylbiguanide (mCPBG) Colchicine Ethanol (alcohol)
Desoxybromoscaline
Chemical compound
selective, potent and reversible nitrocatechol-type inhibitor of the enzyme catechol-O-methyltransferase (COMT). It has demonstrated significant liver toxicity
Tolcapone
Class of enzymes
non-heme iron dioxygenases are catechol dioxygenases and 2-oxoglutarate (2OG)-dependent dioxygenases. The catechol dioxygenases, some of the most well-studied
Dioxygenase
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