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1.14.14.18: heme oxygenase (biliverdin-producing)

This is an abbreviated version!
For detailed information about heme oxygenase (biliverdin-producing), go to the full flat file.

Word Map on EC 1.14.14.18

Reaction

protoheme
+ 3 [reduced NADPH-hemoprotein reductase] + 3 O2 =
Biliverdin
+
Fe2+
+
CO
+ 3 [oxidized NADPH-hemoprotein reductase] + 3 H2O

Synonyms

biliverdin-producing heme oxygenase, ChuS, ChuZ, EC 1.14.99.3, haem oxygenase, heme oxygenase, heme oxygenase 1, heme oxygenase 2, heme oxygenase-1, heme oxygenase-2, HemO, Hmox1, Hmox1a, Hmox1b, Hmox2, Hmox2a, Hmox2b, HmuO, Hmx1, HO, HO-1, HO-2, Ho1, Ho2, Ho3, HO4, HSP32, HugZ, HY1, inducible heme oxygenase-1, More, MsHO1, ORP33 proteins, oxygenase, heme (decyclizing), pbsA1, PigA, proteins, specific or class, ORP33 (oxygen-regulated protein 33,000-mol.-wt.), Syn HO-1, Syn HO-2

ECTree

     1 Oxidoreductases
         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
             1.14.14 With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
                1.14.14.18 heme oxygenase (biliverdin-producing)

IC50 Value

IC50 Value on EC 1.14.14.18 - heme oxygenase (biliverdin-producing)

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IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.00006
(+-)-1-(1H-imidazol-1-yl)-4-(4-iodophenyl)-2-butanol hydrochloride
Rattus norvegicus
-
IC50: 0.00006 mM
0.0062
(+-)-1-(1H-imidazol-1-yl)-4-phenyl-2-butanol hydrochloride
Rattus norvegicus
-
IC50: 0.0062 mM
0.00014
(+-)-4-(4-bromophenyl)-1-(1H-imidazol-1-yl)-2-butanol hydrochloride
Rattus norvegicus
-
IC50: 0.00014 mM
0.0005
(+-)-4-(4-chlorophenyl)-1-(1H-imidazol-1-yl)-2-butanol hydrochloride
Rattus norvegicus
-
IC50: 0.0005 mM
0.0014
(+-)-4-(4-fluorophenyl)-1-(1H-imidazol-1-yl)-2-butanol hydrochloride
Rattus norvegicus
-
IC50: 0.0014 mM
0.06 - 1.8
(+/-)-1-(1H-imidazol-1-yl)-4-(4-iodophenyl)-2-butanol hydrochloride
6.2 - 16
(+/-)-1-(1H-imidazol-1-yl)-4-phenyl-2-butanol hydrochloride
0.14 - 2.6
(+/-)-4-(4-bromophenyl)-1-(1H-imidazol-1-yl)-2-butanol hydrochloride
0.5 - 4
(+/-)-4-(4-chlorophenyl)-1-(1H-imidazol-1-yl)-2-butanol hydrochloride
0.00006 - 0.0062
(2-[2-(4-chlorophenyl)ethyl]-2-[1H-imidazol-1-yl)methyl]-1,3-dioxolane
0.00173 - 0.0033
(2R,4R)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-(methoxymethyl)-1,3-dioxolane hydrochloride monohydrate
0.00059 - 0.0016
(2R,4R)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-(phenoxymethyl)-1,3-dioxolane hydrochloride
0.0008 - 0.0015
(2R,4R)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-methyl-1,3-dioxolane
0.01 - 0.026
(2R,4R)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[(1H-imidazol-1-yl)methyl]-1,3-dioxolane dihydrochloride dihydrate
0.009 - 0.015
(2R,4R)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[(4-iodophenoxy)methyl]-1,3-dioxolane hydrochloride
0.00133 - 0.019
(2R,4R)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[(4-methoxyphenoxy)methyl]-1,3-dioxolane hydrochloride
0.012 - 0.1
(2R,4R)-2-[2-(4-chlorophenyl)ethyl]-4-(hydroxymethyl)-2-[(1H-imidazol-1-yl)methyl]-1,3-dioxolane hydrochloride
0.00067 - 0.0017
(2R,4R)-2-[2-(4-chlorophenyl)ethyl]-4-[(4-cyanophenoxy)methyl]-2-[(1H-imidazol-1-yl)methyl]-1,3-dioxolane hydrochloride
0.00028 - 0.0005
(2R,4R)-2-[2-(4-chlorophenyl)ethyl]-4-[(4-fluorophenoxy)methyl]-2-[(1H-imidazol-1-yl)methyl]-1,3-dioxolane hydrochloride
0.0018 - 0.0071
(2R,4R)-2-[2-(4-chlorophenyl)ethyl]-4-[(4-hydroxyphenoxy)methyl]-2-[(1H-imidazol-1-yl)methyl]-1,3-dioxolane hydrochloride
0.0036 - 0.038
(2R,4R)-4-(azidomethyl)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-1,3-dioxolane
0.1
(2R,4R)-4-[((4-adamantan-1-yl)phenoxy)methyl]-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-1,3-dioxolane hydrochloride
0.0014 - 0.013
(2R,4R)-4-[(4-aminophenoxy)methyl]-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-1,3-dioxolane dihydrochloride
0.0035 - 0.022
(2R,4R)-4-[(4-bromophenoxy)methyl]-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-1,3-dioxolane hydrochloride
0.002 - 0.043
(2R,4R)-4-[(biphenyl-4-yloxy)methyl]-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-1,3-dioxolane hydrochloride
0.0026
(2R,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)-methyl]-4-methyl-1,3-dioxolane
Rattus norvegicus
-
IC50: 0.0026 mM
0.0021 - 0.016
(2R,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[((5-trifluoromethyl)pyridin-2-ylsulfanyl)methyl]-1,3-dioxolane hydrochloride
0.0021
(2R,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[((5-trifluoromethylpyridin-2-yl)thio)methyl]-1,3-dioxolane
0.0007 - 0.0025
(2R,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[(4-methoxyphenylsulfanyl)methyl]-1,3-dioxolane hydrochloride
0.006 - 0.019
(2R,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[(4-nitrophenylsulfanyl)methyl]-1,3-dioxolane hydrochloride
0.009 - 0.019
(2R,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[(methylthio)methyl]-1,3-dioxolane hydrochloride
0.0009 - 0.03
(2R,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[(naphthalen-2-ylsulfanyl)methyl]-1,3-dioxolane hydrochloride
0.00103 - 0.034
(2R,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[(phenylsulfanyl)methyl]-1,3-dioxolane hydrochloride
0.025 - 0.069
(2R,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-[(pyridin-4-ylsulfanyl)methyl]-1,3-dioxolane dihydrochloride
0.0012 - 0.0044
(2R,4S)-2-[2-(4-chlorophenyl)ethyl]-4-(fluoromethyl)-2-[(1H-imidazol-1-yl)methyl]-1,3-dioxolane hydrochloride
0.0028 - 0.012
(2R,4S)-2-[2-(4-chlorophenyl)ethyl]-4-[(4-chlorophenylsulfanyl)methyl]-2-[(1H-imidazol-1-yl)methyl]-1,3-dioxolane hydrochloride
0.0022 - 0.005
(2R,4S)-2-[2-(4-chlorophenyl)ethyl]-4-[(4-fluorophenylsulfanyl)methyl]-2-[(1H-imidazol-1-yl)methyl]-1,3-dioxolane hydrochloride
0.0035 - 0.122
(2R,4S)-4-(chloromethyl)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-1,3-dioxolane hydrochloride monohydrate
0.006 - 0.0123
(2R,4S)-4-[(2-bromophenylsulfanyl)methyl]-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-1,3-dioxolane hydrochloride
0.005 - 0.022
(2R,4S)-4-[(3-bromophenylsulfanyl)methyl]-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-1,3-dioxolane hydrochloride
0.0021 - 0.0024
(2R,4S)-4-[(4-bromophenylsulfanyl)methyl]-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-1,3-dioxolane hydrochloride
0.02
(2S,4R)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)-methyl]-4-methyl-1,3-dioxolane
Rattus norvegicus
-
IC50: 0.02 mM
0.012
(2S,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-4-methyl-1,3-dioxolane
Rattus norvegicus
-
IC50: 0.012 mM
0.0019 - 100
1-((2-(2-(4-bromophenyl)ethyl)-1,3-dioxolan-2-yl)methyl)-1H-imidazole hydrochloride
0.0043 - 100
1-((2-(2-(4-chlorophenyl)ethyl)-1,3-dioxolan-2-yl)methyl)-1H-imidazole hydrochloride
0.0038 - 100
1-((2-(2-(4-fluorophenyl)ethyl)-1,3-dioxolan-2-yl)methyl)-1H-imidazole hydrochloride
0.0037 - 100
1-((2-(2-(4-iodophenyl)ethyl)-1,3-dioxolan-2-yl)methyl)-1H-imidazole hydrochloride
0.0007 - 100
1-((2-(2-phenylethyl)-1,3-dioxolan-2-yl)methyl)-1H-imidazole hydrochloride
0.00027
1-(1H-imidazol-1-yl)-4,4-diphenyl-2-butanone
Homo sapiens
pH and temperature not specified in the publication
0.00011 - 1.8
1-(1H-imidazol-1-yl)-4-(4-iodophenyl)-2-butanone hydrochloride
0.004 - 11.3
1-(1H-imidazol-1-yl)-4-phenyl-2-butanone hydrochloride
0.028
1-(2-phenoxyethyl)-1H-imidazole
Rattus norvegicus
pH 7.4, 37°C
0.0027 - 0.0042
1-(4-bromobenzyl)-2-(1H-imidazol-1-yl)methyl-1H-benzimidazole
0.0301 - 0.1
1-(4-bromobenzyl)-2-(N-morpholinyl)methyl-1H-benzimidazole
0.0051 - 0.1
1-(4-bromobenzyl)-2-(norborn-2-yl)methyl-1H-benzimidazole
0.0084 - 0.0756
1-(4-bromobenzyl)-2-cyclopentylmethyl-1H-benzimidazole
0.0025
1-(4-bromophenyl)-2-(1H-imidazol-1-yl)ethanone
Rattus norvegicus
pH 7.4, 37°C
0.1
1-(4-bromophenyl)-2-[2-(1-methylethyl)-1H-imidazol-1-yl]ethanone
Rattus norvegicus
pH 7.4, 37°C
0.0053 - 0.0085
1-(4-chlorobenzyl)-2-(1H-imidazol-1-yl)methyl-1H-benzimidazole
0.0043 - 0.1
1-(4-chlorobenzyl)-2-(2-norbornylmethyl)-1H-benzimidazole
0.0319 - 0.1
1-(4-chlorobenzyl)-2-(N-morpholinyl)methyl-1H-benzimidazole
0.0033 - 0.0324
1-(4-chlorobenzyl)-2-cyclopentylmethyl-1H-benzimidazole
0.1
1-(4-methylbenzyl)-2-(N-morpholinyl)methyl-1H-benzimidazole
0.0112 - 0.1
1-(4-methylbenzyl)-2-(norborn-2-yl)methyl-1H-benzimidazole
0.007
1-(adamantan-1-yl)-2-(1H-imidazol-1-yl)ethanone
Rattus norvegicus
-
0.0509 - 0.1
1-(n-heptyl)-2-(norborn-2-yl)methyl-1H-benzimidazole
0.0173 - 0.1
1-(n-hexyl)-2-(norborn-2-yl)methyl-1H-benzimidazole
0.0073 - 0.0499
1-benzyl-2-(1H-imidazol-1-yl)methyl-1H-benzimidazole
0.0643 - 0.1
1-benzyl-2-(N-morpholinyl)methyl-1H-benzimidazole
0.0063 - 0.1
1-benzyl-2-(norborn-2-yl)methyl-1H-benzimidazole
0.0103 - 0.1
1-benzyl-2-cyclohexylmethyl-1H-benzimidazole hydrochloride
0.0054 - 0.1
1-bromobenzyl-2-cyclohexylmethyl-1H-benzimidazole
0.0054 - 0.1
1-chlorobenzyl-2-cyclohexylmethyl-1H-benzimidazole
0.0021
1-[4-(3-bromophenoxy)butyl]-1H-imidazole
Rattus norvegicus
pH 7.4, 37°C
0.01
1-[6-(4-bromophenoxy)exyl]-1H-imidazole
Rattus norvegicus
pH 7.4, 37°C
0.1
2-(1-cyclopentylmethyl)-1-(n-decyl)-1H-benzimidazole
0.1
2-(1-cyclopentylmethyl)-1-(n-heptyl)-1H-benzimidazole
0.0363 - 0.1
2-(1-cyclopentylmethyl)-1-(n-hexyl)-1H-benzimidazole
0.1
2-(1-cyclopentylmethyl)-1-(n-octadecyl)-1H-benzimidazole
0.01
2-(1H-imidazol-1-yl)-1-(4-nitrophenyl)ethanol
Rattus norvegicus
pH 7.4, 37°C
0.0044 - 0.0079
2-(1H-imidazol-1-yl)methyl-1-(4-methylbenzyl)-1H-benzimidazole
0.0475 - 0.1
2-(1H-imidazol-1-yl)methyl-1H-benzimidazole
0.1
2-(N-morpholinyl)methyl-1H-benzimidazole
0.1
2-(norborn-2-yl)methyl-1H-benzimidazole
Rattus norvegicus
-
IC50 above 0.1 mM, isoform HO-1, at pH 7.4 and 37°C
0.0174 - 0.1
2-cyclohexylmethyl-1-(4-methylbenzyl)-1H-benzimidazole
0.1
2-cyclohexylmethyl-1-(n-decyl)-1H-benzimidazole
0.0572 - 0.1
2-cyclohexylmethyl-1-(n-heptyl)-1H-benzimidazole
0.0223 - 0.1
2-cyclohexylmethyl-1-(n-hexyl)-1H-benzimidazole
0.1
2-cyclohexylmethyl-1H-benzimidazole
0.0086 - 0.0181
2-cyclopentylmethyl-1-(4-methylbenzyl)-1H-benzimidazole
0.1
2-cyclopentylmethyl-1H-benzimidazole
0.00014
2-[2-(4-bromophenyl)ethyl]-2-[(1H-imidazol-1-yl) methyl]-1,3-dioxolane
Homo sapiens
pH and temperature not specified in the publication
0.0005
2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl) methyl]-1,3-dioxolane
Homo sapiens
pH and temperature not specified in the publication
0.004
2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-1,3-dioxolane
Rattus norvegicus
-
IC50: 0.004 mM
0.0047
2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-1,3-dithiolane
Rattus norvegicus
-
IC50: 0.0047 mM
0.0014
2-[2-(4-fluorophenyl)ethyl]-2-[(1H-imidazol-1-yl) methyl]-1,3-dioxolane
Homo sapiens
pH and temperature not specified in the publication
0.0062
2-[2-phenylethyl]-2-[(1H-imidazol-1-yl) methyl]-1,3-dioxolane
Homo sapiens
pH and temperature not specified in the publication
0.00076
2-[2-phenylethyl]-2-[(1H-imidazol-1-yl)methyl]1,3-dioxolane
Homo sapiens
pH and temperature not specified in the publication
0.0017 - 9.5
4-(4-bromophenyl)-1-(1H-imidazol-1-yl)-2-butanone hydrochloride
0.0047 - 43.1
4-(4-chlorophenyl)-1-(1H-imidazol-1-yl)-2-butanone hydrochloride
0.0027 - 2.7
4-(4-fluorophenyl)-1-(1H-imidazol-1-yl)-2-butanone hydrochloride
0.0025 - 0.089
4-phenyl-1-(1,2,4-1H-triazol-1-yl)butan-2-one
0.00406
4-phenyl-1-(1H-imidazol-1-yl)-2-butanone
Homo sapiens
pH and temperature not specified in the publication
0.0053 - 24.5
azalanstat
0.0001 - 0.005
benzyl isocyanide
0.017 - 1.2
DTE
0.00072 - 0.00117
isopropyl isocyanide
0.00025 - 0.045
n-butyl isocyanide
additional information
additional information
-