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Literature summary extracted from

  • Paz, S.; Tizon, L.; Otero, J.; Llamas-Saiz, A.; Fox, G.; Van Raaij, M.; Lamb, H.; Hawkins, A.; Lapthorn, A.; Castedo, L.; Gonzalez-Bello, C.
    Tetrahydrobenzothiophene derivatives: conformationally restricted inhibitors of type II dehydroquinase (2011), ChemMedChem, 6, 266-272.
    View publication on PubMed

Application

EC Number Application Comment Organism
4.2.1.10 drug development the enzyme is an attractive target for the development of new antimicrobials and herbicides Mycobacterium tuberculosis
4.2.1.10 drug development the enzyme is an attractive target for the development of new antimicrobials and herbicides Streptomyces coelicolor
4.2.1.10 drug development the enzyme is an attractive target for the development of new antimicrobials and herbicides Helicobacter pylori

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
4.2.1.10 DHQ2 in complex with inhibitors (4R,6R,7S)-4,6,7-trihydroxy-2-[(1Z)-prop-1-en-1-yl]-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid and (4R,6R,7S)-2-(1-cyclopropylethyl)-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid, X-ray diffraction structure determination and analysis at 1.95 and 1.85 A resolution, respectively Helicobacter pylori

Inhibitors

EC Number Inhibitors Comment Organism Structure
4.2.1.10 (1R,4R,5R)-1,4,5-trihydroxy-3-(3-nitrophenyl)cyclohex-2-ene-1-carboxylic acid a competitive inhibitor Helicobacter pylori
4.2.1.10 (1R,4R,5R)-1,4,5-trihydroxy-3-(3-nitrophenyl)cyclohex-2-ene-1-carboxylic acid a competitive inhibitor Mycobacterium tuberculosis
4.2.1.10 (1R,4R,5R)-1,4,5-trihydroxy-3-(3-phenoxyphenyl)cyclohex-2-ene-1-carboxylic acid a competitive inhibitor Helicobacter pylori
4.2.1.10 (1R,4R,5R)-1,4,5-trihydroxy-3-(3-phenoxyphenyl)cyclohex-2-ene-1-carboxylic acid a competitive inhibitor Mycobacterium tuberculosis
4.2.1.10 (1R,4R,5R)-1,4,5-trihydroxy-3-(thiophen-2-yl)cyclohex-2-ene-1-carboxylic acid a competitive inhibitor Helicobacter pylori
4.2.1.10 (1R,4R,5R)-1,4,5-trihydroxy-3-(thiophen-2-yl)cyclohex-2-ene-1-carboxylic acid a competitive inhibitor Mycobacterium tuberculosis
4.2.1.10 (1R,4R,5R)-1,4,5-trihydroxy-3-[(1E)-3-phenoxyprop-1-en-1-yl]cyclohex-2-ene-1-carboxylic acid a competitive inhibitor Helicobacter pylori
4.2.1.10 (1R,4R,5R)-1,4,5-trihydroxy-3-[(1E)-3-phenoxyprop-1-en-1-yl]cyclohex-2-ene-1-carboxylic acid a competitive inhibitor Mycobacterium tuberculosis
4.2.1.10 (1R,4R,5R)-1,4,5-trihydroxy-3-[3-(phenylsulfanyl)phenyl]cyclohex-2-ene-1-carboxylic acid a competitive inhibitor Helicobacter pylori
4.2.1.10 (1R,4R,5R)-1,4,5-trihydroxy-3-[3-(phenylsulfanyl)phenyl]cyclohex-2-ene-1-carboxylic acid a competitive inhibitor Mycobacterium tuberculosis
4.2.1.10 (1R,4S,5R)-3-(1-benzothiophen-2-ylmethoxy)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid a competitive inhibitor Helicobacter pylori
4.2.1.10 (1R,4S,5R)-3-(1-benzothiophen-2-ylmethoxy)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid a competitive inhibitor Mycobacterium tuberculosis
4.2.1.10 (3R,5R,6R)-3,5,6-trihydroxycyclohex-1-ene-1,3-dicarboxylic acid a competitive inhibitor Helicobacter pylori
4.2.1.10 (3R,5R,6R)-3,5,6-trihydroxycyclohex-1-ene-1,3-dicarboxylic acid a competitive inhibitor Mycobacterium tuberculosis
4.2.1.10 (4R,6R,7S)-2-(1-cyclopropylethyl)-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Helicobacter pylori
4.2.1.10 (4R,6R,7S)-2-(1-cyclopropylethyl)-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Mycobacterium tuberculosis
4.2.1.10 (4R,6R,7S)-2-(1-cyclopropylethyl)-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Streptomyces coelicolor
4.2.1.10 (4R,6R,7S)-2-ethenyl-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Helicobacter pylori
4.2.1.10 (4R,6R,7S)-2-ethenyl-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Mycobacterium tuberculosis
4.2.1.10 (4R,6R,7S)-2-ethenyl-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Streptomyces coelicolor
4.2.1.10 (4R,6R,7S)-2-ethyl-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Helicobacter pylori
4.2.1.10 (4R,6R,7S)-2-ethyl-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Mycobacterium tuberculosis
4.2.1.10 (4R,6R,7S)-2-ethyl-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Streptomyces coelicolor
4.2.1.10 (4R,6R,7S)-2-[(1E)-2-cyclopropylprop-1-en-1-yl]-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Helicobacter pylori
4.2.1.10 (4R,6R,7S)-2-[(1E)-2-cyclopropylprop-1-en-1-yl]-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Mycobacterium tuberculosis
4.2.1.10 (4R,6R,7S)-2-[(1E)-2-cyclopropylprop-1-en-1-yl]-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Streptomyces coelicolor
4.2.1.10 (4R,6R,7S)-4,6,7-trihydroxy-2-(2-hydroxyethyl)-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Helicobacter pylori
4.2.1.10 (4R,6R,7S)-4,6,7-trihydroxy-2-(2-hydroxyethyl)-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Mycobacterium tuberculosis
4.2.1.10 (4R,6R,7S)-4,6,7-trihydroxy-2-(2-hydroxyethyl)-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Streptomyces coelicolor
4.2.1.10 (4R,6R,7S)-4,6,7-trihydroxy-2-(prop-2-en-1-yl)-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Helicobacter pylori
4.2.1.10 (4R,6R,7S)-4,6,7-trihydroxy-2-(prop-2-en-1-yl)-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Mycobacterium tuberculosis
4.2.1.10 (4R,6R,7S)-4,6,7-trihydroxy-2-(prop-2-en-1-yl)-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Streptomyces coelicolor
4.2.1.10 (4R,6R,7S)-4,6,7-trihydroxy-2-(propan-2-yl)-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Helicobacter pylori
4.2.1.10 (4R,6R,7S)-4,6,7-trihydroxy-2-(propan-2-yl)-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Mycobacterium tuberculosis
4.2.1.10 (4R,6R,7S)-4,6,7-trihydroxy-2-(propan-2-yl)-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Streptomyces coelicolor
4.2.1.10 (4R,6R,7S)-4,6,7-trihydroxy-2-methyl-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Helicobacter pylori
4.2.1.10 (4R,6R,7S)-4,6,7-trihydroxy-2-methyl-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Mycobacterium tuberculosis
4.2.1.10 (4R,6R,7S)-4,6,7-trihydroxy-2-methyl-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Streptomyces coelicolor
4.2.1.10 (4R,6R,7S)-4,6,7-trihydroxy-2-[(1Z)-prop-1-en-1-yl]-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Helicobacter pylori
4.2.1.10 (4R,6R,7S)-4,6,7-trihydroxy-2-[(1Z)-prop-1-en-1-yl]-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Mycobacterium tuberculosis
4.2.1.10 (4R,6R,7S)-4,6,7-trihydroxy-2-[(1Z)-prop-1-en-1-yl]-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Streptomyces coelicolor
4.2.1.10 (4R,6R,7S)-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Helicobacter pylori
4.2.1.10 (4R,6R,7S)-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Mycobacterium tuberculosis
4.2.1.10 (4R,6R,7S)-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
-
 Streptomyces coelicolor
4.2.1.10 additional information inhibitor design and synthesis, binding structure and inhibition mechanism, overview Helicobacter pylori
4.2.1.10 additional information inhibitor design and synthesis, binding structure and inhibition mechanism, overview Mycobacterium tuberculosis
4.2.1.10 additional information inhibitor design and synthesis, binding structure and inhibition mechanism, overview Streptomyces coelicolor

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
4.2.1.10 3-dehydroquinate Mycobacterium tuberculosis
-
 3-dehydroshikimate + H2O
-
 r
4.2.1.10 3-dehydroquinate Streptomyces coelicolor
-
 3-dehydroshikimate + H2O
-
 r
4.2.1.10 3-dehydroquinate Helicobacter pylori
-
 3-dehydroshikimate + H2O
-
 r

Organism

EC Number Organism UniProt Comment Textmining
4.2.1.10 Helicobacter pylori
-
-
-
4.2.1.10 Mycobacterium tuberculosis
-
-
-
4.2.1.10 Streptomyces coelicolor
-
-
-

Reaction

EC Number Reaction Comment Organism Reaction ID
4.2.1.10 3-dehydroquinate = 3-dehydroshikimate + H2O DHQ2 catalyzes the reversible dehydration of 3-dehydroquinic acid to form 3-dehydroshikimic acid through anti elimination of water, with the loss of the more acidic pro-S hydrogen from C-2 of 3-dehydroquinate. The elimination proceeds by a stepwise E1CB mechanism involving an enol intermediate. In the first step, an essential tyrosine in the active site removes the pro-S hydrogen from C-2 of 1. The final step is the acid-catalyzed elimination of the C-1 hydroxy group, a reaction catalyzed by a histidine, which acts as a proton donor, reaction mechanism, overview Mycobacterium tuberculosis
a
4.2.1.10 3-dehydroquinate = 3-dehydroshikimate + H2O DHQ2 catalyzes the reversible dehydration of 3-dehydroquinic acid to form 3-dehydroshikimic acid through anti elimination of water, with the loss of the more acidic pro-S hydrogen from C-2 of 3-dehydroquinate. The elimination proceeds by a stepwise E1CB mechanism involving an enol intermediate. In the first step, an essential tyrosine in the active site removes the pro-S hydrogen from C-2 of 1. The final step is the acid-catalyzed elimination of the C-1 hydroxy group, a reaction catalyzed by a histidine, which acts as a proton donor, reaction mechanism, overview Streptomyces coelicolor
a
4.2.1.10 3-dehydroquinate = 3-dehydroshikimate + H2O DHQ2 catalyzes the reversible dehydration of 3-dehydroquinic acid to form 3-dehydroshikimic acid through anti elimination of water, with the loss of the more acidic pro-S hydrogen from C-2 of 3-dehydroquinate. The elimination proceeds by a stepwise E1CB mechanism involving an enol intermediate. In the first step, an essential tyrosine in the active site removes the pro-S hydrogen from C-2 of 1. The final step is the acid-catalyzed elimination of the C-1 hydroxy group, a reaction catalyzed by a histidine, which acts as a proton donor, reaction mechanism, overview Helicobacter pylori
a

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.2.1.10 3-dehydroquinate
-
 Mycobacterium tuberculosis 3-dehydroshikimate + H2O
-
 r
4.2.1.10 3-dehydroquinate
-
 Streptomyces coelicolor 3-dehydroshikimate + H2O
-
 r
4.2.1.10 3-dehydroquinate
-
 Helicobacter pylori 3-dehydroshikimate + H2O
-
 r

Synonyms

EC Number Synonyms Comment Organism
4.2.1.10 DHQ2
-
 Mycobacterium tuberculosis
4.2.1.10 DHQ2
-
 Streptomyces coelicolor
4.2.1.10 DHQ2
-
 Helicobacter pylori
4.2.1.10 Type II dehydroquinase
-
 Mycobacterium tuberculosis
4.2.1.10 Type II dehydroquinase
-
 Streptomyces coelicolor
4.2.1.10 Type II dehydroquinase
-
 Helicobacter pylori

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
4.2.1.10 25
-
 assay at Mycobacterium tuberculosis
4.2.1.10 25
-
 assay at Streptomyces coelicolor
4.2.1.10 25
-
 assay at Helicobacter pylori

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
4.2.1.10 7.5
-
 assay at Mycobacterium tuberculosis
4.2.1.10 7.5
-
 assay at Streptomyces coelicolor
4.2.1.10 7.5
-
 assay at Helicobacter pylori

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
4.2.1.10 0.000054
-
 (1R,4R,5R)-1,4,5-trihydroxy-3-(3-nitrophenyl)cyclohex-2-ene-1-carboxylic acid pH not specified in the publication, temperature not specified in the publication Mycobacterium tuberculosis
4.2.1.10 0.00012
-
 (1R,4R,5R)-1,4,5-trihydroxy-3-[(1E)-3-phenoxyprop-1-en-1-yl]cyclohex-2-ene-1-carboxylic acid pH not specified in the publication, temperature not specified in the publication Mycobacterium tuberculosis
4.2.1.10 0.00013
-
 (1R,4S,5R)-3-(1-benzothiophen-2-ylmethoxy)-1,4,5-trihydroxycyclohex-2-ene-1-carboxylic acid pH not specified in the publication, temperature not specified in the publication Helicobacter pylori
4.2.1.10 0.00025
-
 (1R,4R,5R)-1,4,5-trihydroxy-3-(thiophen-2-yl)cyclohex-2-ene-1-carboxylic acid pH not specified in the publication, temperature not specified in the publication Mycobacterium tuberculosis
4.2.1.10 0.00038
-
 (1R,4R,5R)-1,4,5-trihydroxy-3-[3-(phenylsulfanyl)phenyl]cyclohex-2-ene-1-carboxylic acid pH not specified in the publication, temperature not specified in the publication Mycobacterium tuberculosis
4.2.1.10 0.00049
-
 (1R,4R,5R)-1,4,5-trihydroxy-3-(3-phenoxyphenyl)cyclohex-2-ene-1-carboxylic acid pH not specified in the publication, temperature not specified in the publication Helicobacter pylori
4.2.1.10 0.00054
-
 (1R,4R,5R)-1,4,5-trihydroxy-3-(thiophen-2-yl)cyclohex-2-ene-1-carboxylic acid pH not specified in the publication, temperature not specified in the publication Helicobacter pylori
4.2.1.10 0.00094
-
 (3R,5R,6R)-3,5,6-trihydroxycyclohex-1-ene-1,3-dicarboxylic acid pH not specified in the publication, temperature not specified in the publication Mycobacterium tuberculosis

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
4.2.1.10 0.00000084
-
 pH 7.5, 25°C Streptomyces coelicolor (4R,6R,7S)-2-(1-cyclopropylethyl)-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.0000011
-
 pH 7.5, 25°C Streptomyces coelicolor (4R,6R,7S)-2-[(1E)-2-cyclopropylprop-1-en-1-yl]-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.000022
-
 pH 7.5, 25°C Streptomyces coelicolor (4R,6R,7S)-4,6,7-trihydroxy-2-(2-hydroxyethyl)-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.000049
-
 pH 7.5, 25°C Mycobacterium tuberculosis (4R,6R,7S)-4,6,7-trihydroxy-2-(2-hydroxyethyl)-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.000052
-
 pH 7.5, 25°C Mycobacterium tuberculosis (4R,6R,7S)-2-ethenyl-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.000069
-
 pH 7.5, 25°C Mycobacterium tuberculosis (4R,6R,7S)-2-ethyl-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.00009
-
 pH 7.5, 25°C Mycobacterium tuberculosis (4R,6R,7S)-2-(1-cyclopropylethyl)-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.000093
-
 pH 7.5, 25°C Streptomyces coelicolor (4R,6R,7S)-4,6,7-trihydroxy-2-[(1Z)-prop-1-en-1-yl]-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.000097
-
 pH 7.5, 25°C Mycobacterium tuberculosis (4R,6R,7S)-4,6,7-trihydroxy-2-[(1Z)-prop-1-en-1-yl]-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.00011
-
 pH 7.5, 25°C Mycobacterium tuberculosis (4R,6R,7S)-2-[(1E)-2-cyclopropylprop-1-en-1-yl]-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.000122
-
 pH 7.5, 25°C Helicobacter pylori (4R,6R,7S)-4,6,7-trihydroxy-2-(2-hydroxyethyl)-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.00019
-
 pH 7.5, 25°C Mycobacterium tuberculosis (4R,6R,7S)-4,6,7-trihydroxy-2-(propan-2-yl)-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.0003
-
 pH 7.5, 25°C Mycobacterium tuberculosis (4R,6R,7S)-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.00032
-
 pH 7.5, 25°C Streptomyces coelicolor (4R,6R,7S)-2-ethyl-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.00032
-
 pH 7.5, 25°C Helicobacter pylori (4R,6R,7S)-2-ethyl-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.00035
-
 pH 7.5, 25°C Helicobacter pylori (4R,6R,7S)-4,6,7-trihydroxy-2-[(1Z)-prop-1-en-1-yl]-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.0004
-
 pH 7.5, 25°C Mycobacterium tuberculosis (4R,6R,7S)-4,6,7-trihydroxy-2-methyl-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.0006
-
 pH 7.5, 25°C Helicobacter pylori (4R,6R,7S)-2-(1-cyclopropylethyl)-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.00081
-
 pH 7.5, 25°C Streptomyces coelicolor (4R,6R,7S)-2-ethenyl-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.00086
-
 pH 7.5, 25°C Mycobacterium tuberculosis (4R,6R,7S)-4,6,7-trihydroxy-2-(prop-2-en-1-yl)-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.00108
-
 pH 7.5, 25°C Helicobacter pylori (4R,6R,7S)-2-[(1E)-2-cyclopropylprop-1-en-1-yl]-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.00126
-
 pH 7.5, 25°C Helicobacter pylori (4R,6R,7S)-2-ethenyl-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.0016
-
 pH 7.5, 25°C Helicobacter pylori (4R,6R,7S)-4,6,7-trihydroxy-2-methyl-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.0018
-
 pH 7.5, 25°C Streptomyces coelicolor (4R,6R,7S)-4,6,7-trihydroxy-2-(prop-2-en-1-yl)-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.0019
-
 pH 7.5, 25°C Streptomyces coelicolor (4R,6R,7S)-4,6,7-trihydroxy-2-(propan-2-yl)-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.00315
-
 pH 7.5, 25°C Streptomyces coelicolor (4R,6R,7S)-4,6,7-trihydroxy-2-methyl-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.0034
-
 pH 7.5, 25°C Helicobacter pylori (4R,6R,7S)-4,6,7-trihydroxy-2-(propan-2-yl)-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.0097
-
 pH 7.5, 25°C Streptomyces coelicolor (4R,6R,7S)-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.034
-
 pH 7.5, 25°C Helicobacter pylori (4R,6R,7S)-4,6,7-trihydroxy-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid
4.2.1.10 0.038
-
 pH 7.5, 25°C Helicobacter pylori (4R,6R,7S)-4,6,7-trihydroxy-2-(prop-2-en-1-yl)-4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid