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Literature summary for 4.2.1.1 extracted from

  • Davis, R.A.; Innocenti, A.; Poulsen, S.A.; Supuran, C.T.
    Carbonic anhydrase inhibitors. Identification of selective inhibitors of the human mitochondrial isozymes VA and VB over the cytosolic isozymes I and II from a natural product-based phenolic library (2010), Bioorg. Med. Chem., 18, 14-18.
    View publication on PubMed
Search for more literature for 4.2.1.1

Inhibitors

Inhibitors Comment Organism Structure
(2E)-4-methoxy-4-oxobut-2-enoic acid
-
 Homo sapiens
(2E)-but-2-enedioic acid
-
 Homo sapiens
(2R)-3-(3-chloro-4-hydroxyphenyl)-2-[[(2E)-4-methoxy-4-oxobut-2-enoyl]amino]propanoic acid
-
 Homo sapiens
(2S)-3-(3-chloro-4-hydroxyphenyl)-2-[[(2E)-4-methoxy-4-oxobut-2-enoyl]amino]propanoic acid
-
 Homo sapiens
(3-chloro-4-hydroxyphenyl)acetic acid
-
 Homo sapiens
(3-chlorophenyl)acetic acid
-
 Homo sapiens
(4-hydroxyphenyl)acetic acid
-
 Homo sapiens
(5Z)-2-amino-5-(3,4-dihydroxybenzylidene)-3,5-dihydro-4H-imidazol-4-one
-
 Homo sapiens
(5Z)-2-amino-5-(4-hydroxy-3-methoxybenzylidene)-3,5-dihydro-4H-imidazol-4-one
-
 Homo sapiens
2-(3-chloro-4-hydroxyphenyl)-N-(2-methoxyethyl)acetamide
-
 Homo sapiens
2-(3-chloro-4-hydroxyphenyl)-N-(2-phenylethyl)acetamide
-
 Homo sapiens
2-(3-chloro-4-hydroxyphenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]acetamide
-
 Homo sapiens
2-(3-chloro-4-hydroxyphenyl)-N-[2-(3-methoxyphenyl)ethyl]acetamide
-
 Homo sapiens
2-(3-chloro-4-hydroxyphenyl)-N-[2-(4-sulfamoylphenyl)ethyl]acetamide
-
 Homo sapiens
2-(3-chloro-4-hydroxyphenyl)acetamide
-
 Homo sapiens
2-(4-hydroxyphenyl)acetamide
-
 Homo sapiens
4,4'-[(1R,2R,3S,4S)-3,4-dimethylcyclobutane-1,2-diyl]bis(2-methoxyphenol)
-
 Homo sapiens
4,4'-[(1R,2S,3R,4S)-3,4-dimethylcyclobutane-1,2-diyl]bis(2-methoxyphenol)
-
 Homo sapiens
4,4'-[(2R,3R)-2,3-dimethylbutane-1,4-diyl]bis(2-methoxyphenol)
-
 Homo sapiens
4-(2-hydroxyethyl)phenol
-
 Homo sapiens
7-hydroxy-1-methoxy-3-methyl-9-oxo-9,9a-dihydro-4aH-xanthene-8-carboxylic acid
-
 Homo sapiens
7-hydroxy-3-(hydroxymethyl)-1-methoxy-9-oxo-9,9a-dihydro-4aH-xanthene-8-carboxylic acid
-
 Homo sapiens
acetazolamide
-
 Homo sapiens
methyl (3-chloro-4-hydroxyphenyl)acetate
-
 Homo sapiens
N-benzyl-2-(3-chloro-4-hydroxyphenyl)acetamide
-
 Homo sapiens
N-butyl-2-(3-chloro-4-hydroxyphenyl)acetamide
-
 Homo sapiens
N-tert-butyl-2-(3-chloro-4-hydroxyphenyl)acetamide
-
 Homo sapiens
phenol
-
 Homo sapiens
sulfanilamide
-
 Homo sapiens
topiramate
-
 Homo sapiens
zonisamide
-
 Homo sapiens

Localization

Localization Comment Organism GeneOntology No. Textmining
cytosol isoforms CA I and CA II Homo sapiens 5829
-
mitochondrion isoforms CA VA and CA VB Homo sapiens 5739
-

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
CO2 + H2O Homo sapiens
-
 H2CO3
-
 r

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
CO2 + H2O
-
 Homo sapiens H2CO3
-
 r

Synonyms

Synonyms Comment Organism
CA I cytosolic isoform Homo sapiens
CA II cytosolic isoform Homo sapiens
CA VA mitochondrial isoform Homo sapiens
CA VB mitochondrial isoform Homo sapiens
carbonic anhydrase
-
 Homo sapiens

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.000018
-
 2-(3-chloro-4-hydroxyphenyl)-N-[2-(4-sulfamoylphenyl)ethyl]acetamide isoform CA II Homo sapiens
0.000069
-
 2-(3-chloro-4-hydroxyphenyl)-N-[2-(4-sulfamoylphenyl)ethyl]acetamide isoform CA VB Homo sapiens
0.000069
-
 4,4'-[(1R,2R,3S,4S)-3,4-dimethylcyclobutane-1,2-diyl]bis(2-methoxyphenol) isoform CA VB Homo sapiens
0.00007
-
 (5Z)-2-amino-5-(4-hydroxy-3-methoxybenzylidene)-3,5-dihydro-4H-imidazol-4-one isoform CA VB Homo sapiens
0.000071
-
 4,4'-[(2R,3R)-2,3-dimethylbutane-1,4-diyl]bis(2-methoxyphenol) isoform CA VB Homo sapiens
0.000076
-
 (5Z)-2-amino-5-(3,4-dihydroxybenzylidene)-3,5-dihydro-4H-imidazol-4-one isoform CA VB Homo sapiens
0.000079
-
 2-(3-chloro-4-hydroxyphenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]acetamide isoform CA VB Homo sapiens
0.000079
-
 4,4'-[(1R,2S,3R,4S)-3,4-dimethylcyclobutane-1,2-diyl]bis(2-methoxyphenol) isoform CA VB Homo sapiens
0.000081
-
 2-(4-hydroxyphenyl)acetamide isoform CA VB Homo sapiens
0.000081
-
 N-butyl-2-(3-chloro-4-hydroxyphenyl)acetamide isoform CA VB Homo sapiens
0.000084
-
 2-(3-chloro-4-hydroxyphenyl)-N-(2-methoxyethyl)acetamide isoform CA VB Homo sapiens
0.000085
-
 4,4'-[(2R,3R)-2,3-dimethylbutane-1,4-diyl]bis(2-methoxyphenol) isoform CA VA Homo sapiens
0.000085
-
 (3-chlorophenyl)acetic acid isoform CA VB Homo sapiens
0.000085
-
 N-benzyl-2-(3-chloro-4-hydroxyphenyl)acetamide isoform CA VB Homo sapiens
0.000087
-
 2-(3-chloro-4-hydroxyphenyl)-N-[2-(3-methoxyphenyl)ethyl]acetamide isoform CA VB Homo sapiens
0.000089
-
 N-tert-butyl-2-(3-chloro-4-hydroxyphenyl)acetamide isoform CA VB Homo sapiens
0.00009
-
 (2E)-but-2-enedioic acid isoform CA VB Homo sapiens
0.000091
-
 4,4'-[(1R,2R,3S,4S)-3,4-dimethylcyclobutane-1,2-diyl]bis(2-methoxyphenol) isoform CA VA Homo sapiens
0.000091
-
 2-(3-chloro-4-hydroxyphenyl)-N-(2-phenylethyl)acetamide isoform CA VB Homo sapiens
0.000092
-
 2-(4-hydroxyphenyl)acetamide isoform CA VA Homo sapiens
0.000093
-
 2-(3-chloro-4-hydroxyphenyl)-N-[2-(4-sulfamoylphenyl)ethyl]acetamide isoform CA VA Homo sapiens
0.000093
-
 7-hydroxy-1-methoxy-3-methyl-9-oxo-9,9a-dihydro-4aH-xanthene-8-carboxylic acid isoform CA VA Homo sapiens
0.000094
-
 2-(3-chloro-4-hydroxyphenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]acetamide isoform CA VA Homo sapiens
0.000094
-
 7-hydroxy-3-(hydroxymethyl)-1-methoxy-9-oxo-9,9a-dihydro-4aH-xanthene-8-carboxylic acid isoform CA VA Homo sapiens
0.000095
-
 (2R)-3-(3-chloro-4-hydroxyphenyl)-2-[[(2E)-4-methoxy-4-oxobut-2-enoyl]amino]propanoic acid isoform CA VA Homo sapiens
0.000096
-
 (3-chlorophenyl)acetic acid isoform CA VA Homo sapiens
0.000096
-
 N-benzyl-2-(3-chloro-4-hydroxyphenyl)acetamide isoform CA VA Homo sapiens
0.000097
-
 (2E)-but-2-enedioic acid isoform CA VA Homo sapiens
0.000098
-
 4,4'-[(1R,2S,3R,4S)-3,4-dimethylcyclobutane-1,2-diyl]bis(2-methoxyphenol) isoform CA VA Homo sapiens
0.000098
-
 (2E)-4-methoxy-4-oxobut-2-enoic acid isoform CA VB Homo sapiens
0.000099
-
 (4-hydroxyphenyl)acetic acid isoform CA VA Homo sapiens
0.000099
-
 (5Z)-2-amino-5-(4-hydroxy-3-methoxybenzylidene)-3,5-dihydro-4H-imidazol-4-one isoform CA VA Homo sapiens
0.0001
-
 (3-chloro-4-hydroxyphenyl)acetic acid isoform CA VA Homo sapiens
0.000101
-
 (5Z)-2-amino-5-(3,4-dihydroxybenzylidene)-3,5-dihydro-4H-imidazol-4-one isoform CA VA Homo sapiens
0.000101
-
 2-(3-chloro-4-hydroxyphenyl)-N-(2-phenylethyl)acetamide isoform CA VA Homo sapiens
0.000101
-
 4-(2-hydroxyethyl)phenol isoform CA VA Homo sapiens
0.000102
-
 2-(3-chloro-4-hydroxyphenyl)-N-(2-methoxyethyl)acetamide isoform CA VA Homo sapiens
0.000102
-
 7-hydroxy-3-(hydroxymethyl)-1-methoxy-9-oxo-9,9a-dihydro-4aH-xanthene-8-carboxylic acid isoform CA VB Homo sapiens
0.000102
-
 (2S)-3-(3-chloro-4-hydroxyphenyl)-2-[[(2E)-4-methoxy-4-oxobut-2-enoyl]amino]propanoic acid isoform CA VB Homo sapiens
0.000103
-
 (2E)-4-methoxy-4-oxobut-2-enoic acid isoform CA VA Homo sapiens
0.000103
-
 2-(3-chloro-4-hydroxyphenyl)-N-[2-(3-methoxyphenyl)ethyl]acetamide isoform CA VA Homo sapiens
0.000103
-
 7-hydroxy-1-methoxy-3-methyl-9-oxo-9,9a-dihydro-4aH-xanthene-8-carboxylic acid isoform CA VB Homo sapiens
0.000105
-
 N-tert-butyl-2-(3-chloro-4-hydroxyphenyl)acetamide isoform CA VA Homo sapiens
0.000105
-
 4-(2-hydroxyethyl)phenol isoform CA VB Homo sapiens
0.000106
-
 2-(3-chloro-4-hydroxyphenyl)acetamide isoform CA VB Homo sapiens
0.000107
-
 (4-hydroxyphenyl)acetic acid isoform CA VB Homo sapiens
0.000108
-
 N-butyl-2-(3-chloro-4-hydroxyphenyl)acetamide isoform CA VA Homo sapiens
0.000108
-
 (2S)-3-(3-chloro-4-hydroxyphenyl)-2-[[(2E)-4-methoxy-4-oxobut-2-enoyl]amino]propanoic acid isoform CA VA Homo sapiens
0.000109
-
 methyl (3-chloro-4-hydroxyphenyl)acetate isoform CA VA Homo sapiens
0.00011
-
 2-(3-chloro-4-hydroxyphenyl)acetamide isoform CA VA Homo sapiens
0.000114
-
 (2R)-3-(3-chloro-4-hydroxyphenyl)-2-[[(2E)-4-methoxy-4-oxobut-2-enoyl]amino]propanoic acid isoform CA VB Homo sapiens
0.000118
-
 (3-chloro-4-hydroxyphenyl)acetic acid isoform CA VB Homo sapiens
0.000125
-
 methyl (3-chloro-4-hydroxyphenyl)acetate isoform CA VB Homo sapiens
0.0007
-
 2-(3-chloro-4-hydroxyphenyl)-N-[2-(4-sulfamoylphenyl)ethyl]acetamide isoform CA I Homo sapiens
0.0075
-
 (2E)-4-methoxy-4-oxobut-2-enoic acid isoform CA II Homo sapiens
0.008
-
 (2S)-3-(3-chloro-4-hydroxyphenyl)-2-[[(2E)-4-methoxy-4-oxobut-2-enoyl]amino]propanoic acid isoform CA II Homo sapiens
0.0083
-
 (2R)-3-(3-chloro-4-hydroxyphenyl)-2-[[(2E)-4-methoxy-4-oxobut-2-enoyl]amino]propanoic acid isoform CA II Homo sapiens
0.0084
-
 7-hydroxy-1-methoxy-3-methyl-9-oxo-9,9a-dihydro-4aH-xanthene-8-carboxylic acid isoform CA II Homo sapiens
0.0086
-
 (3-chloro-4-hydroxyphenyl)acetic acid isoform CA II Homo sapiens
0.0087
-
 4-(2-hydroxyethyl)phenol isoform CA II Homo sapiens
0.0092
-
 7-hydroxy-3-(hydroxymethyl)-1-methoxy-9-oxo-9,9a-dihydro-4aH-xanthene-8-carboxylic acid isoform CA II Homo sapiens
0.0094
-
 N-butyl-2-(3-chloro-4-hydroxyphenyl)acetamide isoform CA II Homo sapiens
0.0096
-
 2-(3-chloro-4-hydroxyphenyl)-N-(2-phenylethyl)acetamide isoform CA I Homo sapiens
0.0096
-
 (5Z)-2-amino-5-(4-hydroxy-3-methoxybenzylidene)-3,5-dihydro-4H-imidazol-4-one isoform CA II Homo sapiens
0.0098
-
 2-(3-chloro-4-hydroxyphenyl)-N-(2-phenylethyl)acetamide isoform CA II Homo sapiens
0.0101
-
 (3-chlorophenyl)acetic acid isoform CA II Homo sapiens
0.0104
-
 2-(3-chloro-4-hydroxyphenyl)-N-(2-methoxyethyl)acetamide isoform CA II Homo sapiens
0.0105
-
 (5Z)-2-amino-5-(4-hydroxy-3-methoxybenzylidene)-3,5-dihydro-4H-imidazol-4-one isoform CA I Homo sapiens
0.0105
-
 N-benzyl-2-(3-chloro-4-hydroxyphenyl)acetamide isoform CA I Homo sapiens
0.0105
-
 (2E)-but-2-enedioic acid isoform CA II Homo sapiens
0.0107
-
 N-butyl-2-(3-chloro-4-hydroxyphenyl)acetamide isoform CA I Homo sapiens
0.0107
-
 methyl (3-chloro-4-hydroxyphenyl)acetate isoform CA II Homo sapiens
0.0108
-
 2-(3-chloro-4-hydroxyphenyl)-N-[2-(3-methoxyphenyl)ethyl]acetamide isoform CA II Homo sapiens
0.0108
-
 N-tert-butyl-2-(3-chloro-4-hydroxyphenyl)acetamide isoform CA II Homo sapiens
0.0112
-
 2-(3-chloro-4-hydroxyphenyl)-N-[2-(3-methoxyphenyl)ethyl]acetamide isoform CA I Homo sapiens
0.0112
-
 2-(4-hydroxyphenyl)acetamide isoform CA II Homo sapiens
0.0114
-
 N-tert-butyl-2-(3-chloro-4-hydroxyphenyl)acetamide isoform CA I Homo sapiens
0.0114
-
 N-benzyl-2-(3-chloro-4-hydroxyphenyl)acetamide isoform CA II Homo sapiens
0.0115
-
 2-(3-chloro-4-hydroxyphenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]acetamide isoform CA II Homo sapiens
0.0117
-
 4,4'-[(1R,2R,3S,4S)-3,4-dimethylcyclobutane-1,2-diyl]bis(2-methoxyphenol) isoform CA II Homo sapiens
0.0119
-
 2-(3-chloro-4-hydroxyphenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]acetamide isoform CA I Homo sapiens
0.0121
-
 4,4'-[(1R,2S,3R,4S)-3,4-dimethylcyclobutane-1,2-diyl]bis(2-methoxyphenol) isoform CA II Homo sapiens
0.0131
-
 (5Z)-2-amino-5-(3,4-dihydroxybenzylidene)-3,5-dihydro-4H-imidazol-4-one isoform CA II Homo sapiens
0.103
-
 (4-hydroxyphenyl)acetic acid isoform CA II Homo sapiens
0.131
-
 2-(3-chloro-4-hydroxyphenyl)acetamide isoform CA II Homo sapiens
0.158
-
 2-(3-chloro-4-hydroxyphenyl)-N-(2-methoxyethyl)acetamide isoform CA I Homo sapiens
0.201
-
 7-hydroxy-1-methoxy-3-methyl-9-oxo-9,9a-dihydro-4aH-xanthene-8-carboxylic acid isoform CA I Homo sapiens
0.23
-
 4,4'-[(2R,3R)-2,3-dimethylbutane-1,4-diyl]bis(2-methoxyphenol) isoform CA II Homo sapiens
0.231
-
 (2S)-3-(3-chloro-4-hydroxyphenyl)-2-[[(2E)-4-methoxy-4-oxobut-2-enoyl]amino]propanoic acid isoform CA I Homo sapiens
0.237
-
 2-(3-chloro-4-hydroxyphenyl)acetamide isoform CA I Homo sapiens
0.239
-
 (2R)-3-(3-chloro-4-hydroxyphenyl)-2-[[(2E)-4-methoxy-4-oxobut-2-enoyl]amino]propanoic acid isoform CA I Homo sapiens
0.244
-
 (3-chlorophenyl)acetic acid isoform CA I Homo sapiens
0.265
-
 (3-chloro-4-hydroxyphenyl)acetic acid isoform CA I Homo sapiens
0.284
-
 (2E)-4-methoxy-4-oxobut-2-enoic acid isoform CA I Homo sapiens
0.307
-
 4,4'-[(2R,3R)-2,3-dimethylbutane-1,4-diyl]bis(2-methoxyphenol) isoform CA I Homo sapiens
0.309
-
 (4-hydroxyphenyl)acetic acid isoform CA I Homo sapiens
0.309
-
 2-(4-hydroxyphenyl)acetamide isoform CA I Homo sapiens
0.354
-
 4,4'-[(1R,2S,3R,4S)-3,4-dimethylcyclobutane-1,2-diyl]bis(2-methoxyphenol) isoform CA I Homo sapiens
0.355
-
 (5Z)-2-amino-5-(3,4-dihydroxybenzylidene)-3,5-dihydro-4H-imidazol-4-one isoform CA I Homo sapiens
0.368
-
 4,4'-[(1R,2R,3S,4S)-3,4-dimethylcyclobutane-1,2-diyl]bis(2-methoxyphenol) isoform CA I Homo sapiens
0.369
-
 methyl (3-chloro-4-hydroxyphenyl)acetate isoform CA I Homo sapiens
0.374
-
 7-hydroxy-3-(hydroxymethyl)-1-methoxy-9-oxo-9,9a-dihydro-4aH-xanthene-8-carboxylic acid isoform CA I Homo sapiens
0.395
-
 (2E)-but-2-enedioic acid isoform CA I Homo sapiens
0.43
-
 4-(2-hydroxyethyl)phenol isoform CA I Homo sapiens