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Literature summary extracted from

  • Gundersen, L.L.; Malterud, K.E.; Negussie, A.H.; Rise, F.; Teklu, S.; Ostby, O.B.
    Indolizines as novel potent inhibitors of 15-lipoxygenase (2003), Bioorg. Med. Chem., 11, 5409-5415.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.13.11.33 1,2,3-triphenylindolizine-7-carbonitrile IC50: 0.028 mM Glycine max
1.13.11.33 1-(1,3-dibenzyloxy-2-propyloxy)methoxy-2,3-diphenyl-7-indolizinecarbonitrile IC50: 0.031 mM Glycine max
1.13.11.33 1-(1-Hydroxy-1-phenyl-ethyl)-2,3-diphenyl-indolizine-7-carbonitrile IC50: 0.017 mM Glycine max
1.13.11.33 1-(1-hydroxyethyl)-2,3-diphenylindolizine-7-carbonitrile IC50: 0.026 mM Glycine max
1.13.11.33 1-(2-furyl)-2,3-diphenylindolizine-7-carbonitrile IC50: 0.024 mM Glycine max
1.13.11.33 1-(2-Methoxy-phenyl)-2,3-diphenyl-indolizine-7-carbonitrile IC50: 0.02 mM Glycine max
1.13.11.33 1-(2-methoxyphenyl)methoxy-2,3-diphenyl-7-indolizinecarbonitrile IC50: 0.029 mM Glycine max
1.13.11.33 1-(3-chlorophenyl)methoxy-2,3-diphenyl-7-indolizinecarbonitrile IC50: 0.031 mM Glycine max
1.13.11.33 1-(3-Methoxy-phenyl)-2,3-diphenyl-indolizine-7-carbonitrile IC50: 0.02 mM Glycine max
1.13.11.33 1-(4-chlorophenyl)methoxy-2,3-diphenyl-7-indolizinecarbonitrile IC50: 0.031 mM Glycine max
1.13.11.33 1-(4-fluorophenyl)methoxy-2,3-diphenyl-7-indolizinecarbonitrile IC50: 0.035 mM Glycine max
1.13.11.33 1-(4-Methoxy-phenyl)-2,3-diphenyl-indolizine-7-carbonitrile IC50: 0.02 mM Glycine max
1.13.11.33 1-(4-Methoxy-phenyl)-2,3-diphenyl-indolizine-7-carbonitrile IC50: 0.037mM Oryctolagus cuniculus
1.13.11.33 1-(4-methoxyphenyl)methoxy-2,3-diphenyl-7-indolizinecarbonitrile IC50: 0.032 mM Glycine max
1.13.11.33 1-(4-methylphenyl)methoxy-2,3-diphenyl-7-indolizinecarbonitrile IC50: 0.037 mM Glycine max
1.13.11.33 1-(Cyclohexyl-hydroxy-methyl)-2,3-diphenyl-indolizine-7-carbonitrile IC50: 0.023 mM Glycine max
1.13.11.33 1-(Hydroxy-p-tolyl-methyl)-2,3-diphenyl-indolizine-7-carbonitrile IC50: 0.022 mM Glycine max
1.13.11.33 1-(Hydroxy-phenyl-methyl)-2,3-diphenyl-indolizine-7-carbonitrile IC50: 0.035 mM Glycine max
1.13.11.33 1-(Hydroxy-phenyl-methyl)-2,3-diphenyl-indolizine-7-carbonitrile IC50: 0.048 mM Oryctolagus cuniculus
1.13.11.33 1-(hydroxymethyl)-2,3-diphenyl-7-indolizinecarbonitrile IC50: 0.026 mM Glycine max
1.13.11.33 1-(hydroxymethyl)-2,3-diphenylindolizine-7-carbonitrile IC50: 0.034 mM Oryctolagus cuniculus
1.13.11.33 1-(Methoxy-phenyl-methyl)-2,3-diphenyl-indolizine-7-carbonitrile IC50: 0.021 mM Glycine max
1.13.11.33 1-(methoxymethoxy)-2,3-diphenylindolizine-7-carbonitrile IC50: 0.031 mM Glycine max
1.13.11.33 1-(methoxymethoxy)-2,3-diphenylindolizine-7-carbonitrile IC50: 0.075 mM Oryctolagus cuniculus
1.13.11.33 1-acetyl-2,3-diphenylindolizine-7-carbonitrile IC50: 0.023 mM Glycine max
1.13.11.33 1-acetyl-2,3-diphenylindolizine-7-carbonitrile IC50: 0.044 mM Oryctolagus cuniculus
1.13.11.33 1-benzoyl-2,3-diphenylindolizine-7-carbonitrile IC50: 0.023 mM Glycine max
1.13.11.33 1-benzoyl-2,3-diphenylindolizine-7-carbonitrile IC50: 0.043 mM Oryctolagus cuniculus
1.13.11.33 1-benzyl-2,3-diphenylindolizine-7-carbonitrile IC50: 0.027 mM Glycine max
1.13.11.33 1-benzyloxymethoxy-2,3-diphenyl-7-indolizinecarbonitrile IC50: 0.027 mM Glycine max
1.13.11.33 1-benzyloxymethoxy-2,3-diphenyl-7-indolizinecarbonitrile IC50: 0.039 mM Oryctolagus cuniculus
1.13.11.33 1-formyl-2,3-diphenylindolizine-7-carbonitrile IC50: 0.029 mM Glycine max
1.13.11.33 1-formyl-2,3-diphenylindolizine-7-carbonitrile IC50: 0.061 mM Oryctolagus cuniculus
1.13.11.33 1-methoxy-2,3-diphenylindolizine-7-carbonitrile IC50: 0.033 mM Glycine max
1.13.11.33 1-methoxy-2,3-diphenylindolizine-7-carbonitrile IC50: 0.077 mM Oryctolagus cuniculus
1.13.11.33 1-methyl-2,3-diphenylindolizine-7-carbonitrile IC50: 0.027 mM Glycine max
1.13.11.33 1-methyl-2,3-diphenylindolizine-7-carbonitrile IC50: 0.046 mM Oryctolagus cuniculus
1.13.11.33 1-phenylmethoxy-2,3-diphenyl-7-indolizinecarbonitrile IC50: 0.031 mM Glycine max
1.13.11.33 1-[(4-Chloro-phenyl)-hydroxy-methyl]-2,3-diphenyl-indolizine-7-carbonitrile IC50: 0.023 mM Glycine max
1.13.11.33 1-[Hydroxy-(4-methoxy-phenyl)-methyl]-2,3-diphenyl-indolizine-7-carbonitrile IC50: 0.017 mM Glycine max
1.13.11.33 2,3-diphenyl-1-(2-thienyl)indolizine-7-carbonitrile IC50: 0.02 mM Glycine max
1.13.11.33 2,3-diphenyl-1-(3-thienyl)indolizine-7-carbonitrile IC50: 0.019 mM Glycine max
1.13.11.33 2,3-diphenylindolizine-7-carbonitrile IC50: 0.03 mM Glycine max
1.13.11.33 2,3-diphenylindolizine-7-carbonitrile IC50: 0.051 mM Oryctolagus cuniculus
1.13.11.33 5-(methoxymethoxy)-6,7-diphenylpyrrolo[1,2-b]pyridazine IC50: 0.032 mM Glycine max
1.13.11.33 5-(methoxymethoxy)-6,7-diphenylpyrrolo[1,2-b]pyridazine IC50: 0.059 mM Oryctolagus cuniculus
1.13.11.33 5-ethoxy-6,7-diphenylpyrrolo[1,2-b]pyridazine IC50: 0.028 mM Glycine max
1.13.11.33 5-methoxy-6,7-diphenylpyrrolo[1,2-b]pyridazine IC50: 0.029 mM Glycine max
1.13.11.33 5-methoxy-6,7-diphenylpyrrolo[1,2-b]pyridazine IC50: 0.059 mM Oryctolagus cuniculus
1.13.11.33 6,7-diphenylpyrrolo[1,2-b]pyridazin-5-yl trifluoromethanesulfonate IC50: 0.043 mM Glycine max
1.13.11.33 7-cyano-2,3-diphenylindolizin-1-yl 2-methoxybenzoate IC50: 0.03 mM Glycine max
1.13.11.33 7-cyano-2,3-diphenylindolizin-1-yl 3-methoxybenzoate IC50: 0.028 mM Glycine max
1.13.11.33 7-cyano-2,3-diphenylindolizin-1-yl 4-methoxybenzoate IC50: 0.028 mM Glycine max
1.13.11.33 7-cyano-2,3-diphenylindolizin-1-yl trifluoromethanesulfonate IC50: 0.046 mM Glycine max
1.13.11.33 7-cyano-2,3-diphenylindolizin-1-yl trifluoromethanesulfonate IC50: 0.059 mM Oryctolagus cuniculus
1.13.11.33 Toluene-4-sulfonic acid 6,7-diphenyl-pyrrolo[1,2-b]pyridazin-5-yl ester IC50: 0.017 mM Glycine max
1.13.11.33 Toluene-4-sulfonic acid 6,7-diphenyl-pyrrolo[1,2-b]pyridazin-5-yl ester IC50: 0.028 mM Oryctolagus cuniculus
1.13.11.33 toluene-4-sulfonic acid 7-cyano-2,3-diphenyl-indolizin-1-yl ester IC50: 0.017mM Glycine max
1.13.11.33 toluene-4-sulfonic acid 7-cyano-2,3-diphenyl-indolizin-1-yl ester IC50: 0.025 mM Oryctolagus cuniculus

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.13.11.33 additional information Oryctolagus cuniculus the enzyme may be involved in the development of atherosclerosis ?
-
 ?
1.13.11.33 additional information Glycine max the enzyme may be involved in the development of atherosclerosis ?
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.13.11.33 Glycine max
-
-
-
1.13.11.33 Oryctolagus cuniculus
-
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.13.11.33 reticulocyte
-
 Oryctolagus cuniculus
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.13.11.33 linoleic acid + O2
-
 Oryctolagus cuniculus ?
-
 ?
1.13.11.33 linoleic acid + O2
-
 Glycine max ?
-
 ?
1.13.11.33 additional information the enzyme may be involved in the development of atherosclerosis Oryctolagus cuniculus ?
-
 ?
1.13.11.33 additional information the enzyme may be involved in the development of atherosclerosis Glycine max ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.13.11.33 15-lipoxygenase
-
 Oryctolagus cuniculus
1.13.11.33 15-lipoxygenase
-
 Glycine max
1.13.11.33 15-LO
-
 Oryctolagus cuniculus
1.13.11.33 15-LO
-
 Glycine max

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.13.11.33 0.017
-
 IC50: 0.017 mM Glycine max Toluene-4-sulfonic acid 6,7-diphenyl-pyrrolo[1,2-b]pyridazin-5-yl ester
1.13.11.33 0.017
-
 IC50: 0.017 mM Glycine max 1-(1-Hydroxy-1-phenyl-ethyl)-2,3-diphenyl-indolizine-7-carbonitrile
1.13.11.33 0.017
-
 IC50: 0.017 mM Glycine max 1-[Hydroxy-(4-methoxy-phenyl)-methyl]-2,3-diphenyl-indolizine-7-carbonitrile
1.13.11.33 0.017
-
 IC50: 0.017mM Glycine max toluene-4-sulfonic acid 7-cyano-2,3-diphenyl-indolizin-1-yl ester
1.13.11.33 0.019
-
 IC50: 0.019 mM Glycine max 2,3-diphenyl-1-(3-thienyl)indolizine-7-carbonitrile
1.13.11.33 0.02
-
 IC50: 0.02 mM Glycine max 1-(4-Methoxy-phenyl)-2,3-diphenyl-indolizine-7-carbonitrile
1.13.11.33 0.02
-
 IC50: 0.02 mM Glycine max 1-(3-Methoxy-phenyl)-2,3-diphenyl-indolizine-7-carbonitrile
1.13.11.33 0.02
-
 IC50: 0.02 mM Glycine max 1-(2-Methoxy-phenyl)-2,3-diphenyl-indolizine-7-carbonitrile
1.13.11.33 0.02
-
 IC50: 0.02 mM Glycine max 2,3-diphenyl-1-(2-thienyl)indolizine-7-carbonitrile
1.13.11.33 0.021
-
 IC50: 0.021 mM Glycine max 1-(Methoxy-phenyl-methyl)-2,3-diphenyl-indolizine-7-carbonitrile
1.13.11.33 0.022
-
 IC50: 0.022 mM Glycine max 1-(Hydroxy-p-tolyl-methyl)-2,3-diphenyl-indolizine-7-carbonitrile
1.13.11.33 0.023
-
 IC50: 0.023 mM Glycine max 1-acetyl-2,3-diphenylindolizine-7-carbonitrile
1.13.11.33 0.023
-
 IC50: 0.023 mM Glycine max 1-benzoyl-2,3-diphenylindolizine-7-carbonitrile
1.13.11.33 0.023
-
 IC50: 0.023 mM Glycine max 1-[(4-Chloro-phenyl)-hydroxy-methyl]-2,3-diphenyl-indolizine-7-carbonitrile
1.13.11.33 0.023
-
 IC50: 0.023 mM Glycine max 1-(Cyclohexyl-hydroxy-methyl)-2,3-diphenyl-indolizine-7-carbonitrile
1.13.11.33 0.024
-
 IC50: 0.024 mM Glycine max 1-(2-furyl)-2,3-diphenylindolizine-7-carbonitrile
1.13.11.33 0.025
-
 IC50: 0.025 mM Oryctolagus cuniculus toluene-4-sulfonic acid 7-cyano-2,3-diphenyl-indolizin-1-yl ester
1.13.11.33 0.026
-
 IC50: 0.026 mM Glycine max 1-(1-hydroxyethyl)-2,3-diphenylindolizine-7-carbonitrile
1.13.11.33 0.026
-
 IC50: 0.026 mM Glycine max 1-(hydroxymethyl)-2,3-diphenyl-7-indolizinecarbonitrile
1.13.11.33 0.027
-
 IC50: 0.027 mM Glycine max 1-methyl-2,3-diphenylindolizine-7-carbonitrile
1.13.11.33 0.027
-
 IC50: 0.027 mM Glycine max 1-benzyloxymethoxy-2,3-diphenyl-7-indolizinecarbonitrile
1.13.11.33 0.027
-
 IC50: 0.027 mM Glycine max 1-benzyl-2,3-diphenylindolizine-7-carbonitrile
1.13.11.33 0.028
-
 IC50: 0.028 mM Oryctolagus cuniculus Toluene-4-sulfonic acid 6,7-diphenyl-pyrrolo[1,2-b]pyridazin-5-yl ester
1.13.11.33 0.028
-
 IC50: 0.028 mM Glycine max 1,2,3-triphenylindolizine-7-carbonitrile
1.13.11.33 0.028
-
 IC50: 0.028 mM Glycine max 5-ethoxy-6,7-diphenylpyrrolo[1,2-b]pyridazine
1.13.11.33 0.028
-
 IC50: 0.028 mM Glycine max 7-cyano-2,3-diphenylindolizin-1-yl 4-methoxybenzoate
1.13.11.33 0.028
-
 IC50: 0.028 mM Glycine max 7-cyano-2,3-diphenylindolizin-1-yl 3-methoxybenzoate
1.13.11.33 0.029
-
 IC50: 0.029 mM Glycine max 1-formyl-2,3-diphenylindolizine-7-carbonitrile
1.13.11.33 0.029
-
 IC50: 0.029 mM Glycine max 5-methoxy-6,7-diphenylpyrrolo[1,2-b]pyridazine
1.13.11.33 0.029
-
 IC50: 0.029 mM Glycine max 1-(2-methoxyphenyl)methoxy-2,3-diphenyl-7-indolizinecarbonitrile
1.13.11.33 0.03
-
 IC50: 0.03 mM Glycine max 2,3-diphenylindolizine-7-carbonitrile
1.13.11.33 0.03
-
 IC50: 0.03 mM Glycine max 7-cyano-2,3-diphenylindolizin-1-yl 2-methoxybenzoate
1.13.11.33 0.031
-
 IC50: 0.031 mM Glycine max 1-(methoxymethoxy)-2,3-diphenylindolizine-7-carbonitrile
1.13.11.33 0.031
-
 IC50: 0.031 mM Glycine max 1-phenylmethoxy-2,3-diphenyl-7-indolizinecarbonitrile
1.13.11.33 0.031
-
 IC50: 0.031 mM Glycine max 1-(4-chlorophenyl)methoxy-2,3-diphenyl-7-indolizinecarbonitrile
1.13.11.33 0.031
-
 IC50: 0.031 mM Glycine max 1-(3-chlorophenyl)methoxy-2,3-diphenyl-7-indolizinecarbonitrile
1.13.11.33 0.031
-
 IC50: 0.031 mM Glycine max 1-(1,3-dibenzyloxy-2-propyloxy)methoxy-2,3-diphenyl-7-indolizinecarbonitrile
1.13.11.33 0.032
-
 IC50: 0.032 mM Glycine max 5-(methoxymethoxy)-6,7-diphenylpyrrolo[1,2-b]pyridazine
1.13.11.33 0.032
-
 IC50: 0.032 mM Glycine max 1-(4-methoxyphenyl)methoxy-2,3-diphenyl-7-indolizinecarbonitrile
1.13.11.33 0.033
-
 IC50: 0.033 mM Glycine max 1-methoxy-2,3-diphenylindolizine-7-carbonitrile
1.13.11.33 0.034
-
 IC50: 0.034 mM Oryctolagus cuniculus 1-(hydroxymethyl)-2,3-diphenylindolizine-7-carbonitrile
1.13.11.33 0.035
-
 IC50: 0.035 mM Glycine max 1-(Hydroxy-phenyl-methyl)-2,3-diphenyl-indolizine-7-carbonitrile
1.13.11.33 0.035
-
 IC50: 0.035 mM Glycine max 1-(4-fluorophenyl)methoxy-2,3-diphenyl-7-indolizinecarbonitrile
1.13.11.33 0.037
-
 IC50: 0.037 mM Glycine max 1-(4-methylphenyl)methoxy-2,3-diphenyl-7-indolizinecarbonitrile
1.13.11.33 0.037
-
 IC50: 0.037mM Oryctolagus cuniculus 1-(4-Methoxy-phenyl)-2,3-diphenyl-indolizine-7-carbonitrile
1.13.11.33 0.039
-
 IC50: 0.039 mM Oryctolagus cuniculus 1-benzyloxymethoxy-2,3-diphenyl-7-indolizinecarbonitrile
1.13.11.33 0.043
-
 IC50: 0.043 mM Oryctolagus cuniculus 1-benzoyl-2,3-diphenylindolizine-7-carbonitrile
1.13.11.33 0.043
-
 IC50: 0.043 mM Glycine max 6,7-diphenylpyrrolo[1,2-b]pyridazin-5-yl trifluoromethanesulfonate
1.13.11.33 0.044
-
 IC50: 0.044 mM Oryctolagus cuniculus 1-acetyl-2,3-diphenylindolizine-7-carbonitrile
1.13.11.33 0.046
-
 IC50: 0.046 mM Glycine max 7-cyano-2,3-diphenylindolizin-1-yl trifluoromethanesulfonate
1.13.11.33 0.046
-
 IC50: 0.046 mM Oryctolagus cuniculus 1-methyl-2,3-diphenylindolizine-7-carbonitrile
1.13.11.33 0.048
-
 IC50: 0.048 mM Oryctolagus cuniculus 1-(Hydroxy-phenyl-methyl)-2,3-diphenyl-indolizine-7-carbonitrile
1.13.11.33 0.051
-
 IC50: 0.051 mM Oryctolagus cuniculus 2,3-diphenylindolizine-7-carbonitrile
1.13.11.33 0.059
-
 IC50: 0.059 mM Oryctolagus cuniculus 7-cyano-2,3-diphenylindolizin-1-yl trifluoromethanesulfonate
1.13.11.33 0.059
-
 IC50: 0.059 mM Oryctolagus cuniculus 5-methoxy-6,7-diphenylpyrrolo[1,2-b]pyridazine
1.13.11.33 0.059
-
 IC50: 0.059 mM Oryctolagus cuniculus 5-(methoxymethoxy)-6,7-diphenylpyrrolo[1,2-b]pyridazine
1.13.11.33 0.061
-
 IC50: 0.061 mM Oryctolagus cuniculus 1-formyl-2,3-diphenylindolizine-7-carbonitrile
1.13.11.33 0.075
-
 IC50: 0.075 mM Oryctolagus cuniculus 1-(methoxymethoxy)-2,3-diphenylindolizine-7-carbonitrile
1.13.11.33 0.077
-
 IC50: 0.077 mM Oryctolagus cuniculus 1-methoxy-2,3-diphenylindolizine-7-carbonitrile