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1.14.13.8: flavin-containing monooxygenase

This is an abbreviated version!
For detailed information about flavin-containing monooxygenase, go to the full flat file.

Word Map on EC 1.14.13.8

Reaction

Hypotaurine
+
H2O
+
NAD+
=
taurine
+
NADH
+
H+

Synonyms

class 3 flavin-containing mono-oxygenase, class 3 FMO, dechlorinating flavin-dependent monooxygenase, dimethylaniline monooxygenase (N-oxide-forming), dimethylaniline monooxygenase [N-oxide-forming] 1, dimethylaniline N-oxidase, dimethylaniline oxidase, dimethylsulfone monooxygenase, DMA oxidase, EC 1.13.12.11, EC 1.8.1.3, EtaA, FAD-containing monooxygenase, FAD-containing monooxygenase 3, flavin containing monooxygenase 3, flavin mono-oxygenase, flavin monooxygenase, flavin-containing mono-oxygenase, flavin-containing monooxygenase, flavin-containing monooxygenase 1, flavin-containing monooxygenase 3, flavin-containing monooxygenase 5, flavin-containing monooxygenase-3, flavin-containing-monooxygenase, flavin-dependent monooxygenase, flavoprotein monooxygenase, FMO, FMO 1A1, FMO 1B1, FMO 1C1, FMO 1D1, FMO 1E1, FMO-E, FMO-I, FMO-II, FMO1, FMO2, FMO2.1, FMO3, FMO4, FMO5, FMOGS-OX6, FMOGS-OX7, HadA, hFMO1, hFMO3, hFMO5, Met S-oxidase, mFMO, mixed-function amine oxidase, monooxygenase FMO1, More, MymA, N,N-dimethylaniline monooxygenase, oxygenase, dimethylaniline mono- (N-oxide-forming), oxygenase, methylphenyltetrahydropyridine N-mono-, PtFMO, sfnG, TetX, type II flavin-containing monooxygenase

ECTree

     1 Oxidoreductases
         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
             1.14.13 With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
                1.14.13.8 flavin-containing monooxygenase

Inhibitors

Inhibitors on EC 1.14.13.8 - flavin-containing monooxygenase

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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(E)-2-[2-(4-(dimethylamino)phenyl)vinyl]benzoic acid
-
i.e. DS2CO, 2 mM, mechanism
(E)-3-[2-(4-(dimethylamino)phenyl)vinyl]benzoic acid
-
2 mM, 80-90% inhibition, mechansim; i.e. DS3CO
1-aminobenzotriazole
2-diethylaminoethyl-2,2-diphenylpentanoate
-
SKF-525A, inhibition of dealkylation
3,3'-diindolylmethane
-
competitive inhibition of FMO3
alpha-naphthoflavone
-
-
alpha-naphthylthiourea
-
0.5 mM, 59.2% inhibition
ammonium sulfate
-
10 mM
anionic detergents
-
-
-
Benzydamine
-
i.e. 3-(1-benzyl-1H-indazol-3-yloxy)-N,N-dimethylpropan-1-amine, 47% inhibition at 1 mM
chlorpromazine
clomiphene
-
i.e. 2-[4-[2-chloro-1,2-diphenylethenyl]phenoxy]-N,N-diethylethanamine, 60% inhibition at 0.05 mM
CO
-
inhibition of dealkylation
Cu2+
-
the enzyme is strongly inhibited by 1 mM Cu2+
Deprenyl
-
strong, oxidative activity toward 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine, MPTP
dimethyl sulfoxide
fatty acids
-
-
HgCl2
-
IC50: 4.7 mM, liver microsomes
imipramine
indole
inhibits NADPH oxidase activity
indole-3-carbinol
KCN
-
0.1 mM
ketoconazole
-
-
Methimazole
MgCl2
n-decyl-beta-D-maltoside
1%, activates at pH 7.5-8.5, inhibits at pH 9.5, mutant and wild-type enzymes
n-dodecyl-beta-D-maltoside
1%, activates at pH 7.5-8.5, inhibits at pH 9.5, mutant and wild-type enzymes
n-dodecyl-N,N-dimethylamine-n-oxide
1%, activates at pH 7.5-8.5, inhibits at pH 9.5, mutant and wild-type enzymes
n-nonyl-beta-D-glucoside
1%, activates at pH 7.5-8.5, inhibits at pH 9.5, mutant and wild-type enzymes
n-octyl-beta-D-glucoside
1%, activates at pH 7.5-8.5, inhibits at pH 9.5, mutant and wild-type enzymes
n-octyl-beta-D-thioglucoside
1%, activates at pH 7.5-8.5, inhibits at pH 9.5, mutant and wild-type enzymes
n-octylamine
-
IC50: 4 mM, liver microsomes
NADPH
inhibits the binding of indole and decreases indoxyl production
NO
-
overproduced NO in liver causes the suppression of FMO3 activity directly via reversible S-nitrosylation. Overproduced NO may be responsible, at least in part, for the impairment of the detoxification or metabolism by FMOs of xenobiotics, which include a number of therapeutic drugs
Pargyline
-
strong, oxidative activity toward 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine, MPTP
Phenylthiourea
phosphate
-
10 mM
propranolol
-
competitive, reaction with lidocaine or bupivacaine
SDS
-
-
selegiline
-
i.e. (2R)-N-methyl-1-phenyl-N-prop-2-ynylpropan-2-amine, 21% inhibition at 0.1 mM
sodium cholate
stearate
-
-
tamoxifen
-
i.e. (Z)-2-[4-(1,2-diphenylbut-1-enyl)phenoxy]-N,N-dimethylethanamine, 55% inhibition at 1 mM
thiobenzamide
Thiourea
tozasertib
-
i.e. N-[4-[4-(4-methylpiperazin-1-yl)-6-[(5-methyl-1H-pyrazol-3-yl)amino]pyrimidin2yl]sulfanylphenyl]cyclopropane carboxamide, 41% inhibition at 0.1 mM
trans10, cis12-conjugated linoleic acid
-
reduces expression of FMO3 by 95%, and inhibits activity of hepatic microsomal FMO by 40% and of isozyme FMO3 activity by 67%, the compound has a strong effect on hepatic fatyy acid oxidation, overview
trimethylamine
additional information
-