EC Number | Inhibitors | Comment | Organism | Structure |
---|---|---|---|---|
1.1.1.239 | (2E)-3-(3,3-dimethyl-3,4-dihydro-2H-1-benzopyran-6-yl)prop-2-enoate | - |
Homo sapiens | |
1.1.1.239 | (2E)-3-prop-2-enoic acid | - |
Homo sapiens | |
1.1.1.239 | (2E)-3-[3-(3-methylbut-2-en-1-yl)-4-[(3-phenylpropanoyl)oxy]phenyl]prop-2-enoate | - |
Homo sapiens | |
1.1.1.239 | (2E)-3-[3-(3-methylbut-2-en-1-yl)-4-[(3-phenylpropanoyl)oxy]phenyl]prop-2-enoic acid | i.e. baccharin, a component of Brazilian propolis, exhibits a high inhibitory potency and selectivity for AKR1C3 over other AKR1C isoforms. When the cinnamic acid group of baccharin is esterified, there is a dramatic decrease in potency and selectivity for AKR1C3 in comparison to baccharin. Low or submicromolar inhibition is observed when the 3-prenyl group of baccharin is removed, and the selectivity over AKR1C2 is low. Inhibition of NAD+ dependent oxidation of S-tetralol | Homo sapiens | |
1.1.1.239 | (2E)-3-[4-(acetyloxy)-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoate | - |
Homo sapiens | |
1.1.1.239 | (2E)-3-[4-(acetyloxy)-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoic acid | - |
Homo sapiens | |
1.1.1.239 | (2E)-3-[4-(benzoyloxy)phenyl]prop-2-enoic acid | - |
Homo sapiens | |
1.1.1.239 | (2E)-3-[4-(pyridine-4-carbonyloxy)phenyl]prop-2-enoic acid | - |
Homo sapiens | |
1.1.1.239 | (2E)-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoate | 37% inhibition at 0.010 mM | Homo sapiens | |
1.1.1.239 | (E)-3-(3-((3-phenylpropanoyl)oxy)phenyl)acrylic acid | - |
Homo sapiens | |
1.1.1.239 | (Z/E)-3-(4-((3-phenylpropanoyl)oxy)phenyl)acrylic acid | - |
Homo sapiens | |
1.1.1.239 | (Z/E)-tert-butyl 3-(4-(3-phenylpropanoyloxy)phenyl)acrylate | - |
Homo sapiens | |
1.1.1.239 | ferulic acid | - |
Homo sapiens | |
1.1.1.239 | m-coumaric acid | - |
Homo sapiens | |
1.1.1.239 | additional information | screening of baccharin analogues as selective inhibitors against type 5 17beta-hydroxysteroid dehydrogenase (AKR1C3), selectivity versus AKR1C2 | Homo sapiens | |
1.1.1.239 | p-coumaric acid | - |
Homo sapiens | |
1.1.1.239 | tert-butyl(2E)-3-[3-(3-methylbut-2-en-1-yl)-4-[(3-phenylpropanoyl)oxy]phenyl]prop-2-enoate | - |
Homo sapiens |
EC Number | Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|---|
1.1.1.239 | testosterone + NAD+ | Homo sapiens | - |
androstenedione + NADH + H+ | - |
r |
EC Number | Organism | UniProt | Comment | Textmining |
---|---|---|---|---|
1.1.1.239 | Homo sapiens | P42330 | - |
- |
EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|---|
1.1.1.239 | (S)-1,2,3,4-tetrahydro-1-naphthol + NAD+ | i.e. (S)-tetralol | Homo sapiens | 3,4-dihydronaphthalen-1(2H)-one + NADH + H+ | - |
r | |
1.1.1.239 | testosterone + NAD+ | - |
Homo sapiens | androstenedione + NADH + H+ | - |
r |
EC Number | Synonyms | Comment | Organism |
---|---|---|---|
1.1.1.239 | AKR1C3 | - |
Homo sapiens |
1.1.1.239 | aldo-keto reductase 1C3 | - |
Homo sapiens |
1.1.1.239 | type 5 17beta-hydroxysteroid dehydrogenase | - |
Homo sapiens |
EC Number | Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|---|
1.1.1.239 | 37 | - |
assay at | Homo sapiens |
EC Number | pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|---|
1.1.1.239 | 7 | - |
assay at | Homo sapiens |
EC Number | Cofactor | Comment | Organism | Structure |
---|---|---|---|---|
1.1.1.239 | NAD+ | - |
Homo sapiens | |
1.1.1.239 | NADH | - |
Homo sapiens |
EC Number | IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
---|---|---|---|---|---|---|
1.1.1.239 | 0.0001 | - |
pH 7.0, 37°C | Homo sapiens | (2E)-3-[3-(3-methylbut-2-en-1-yl)-4-[(3-phenylpropanoyl)oxy]phenyl]prop-2-enoic acid | |
1.1.1.239 | 0.00044 | - |
pH 7.0, 37°C | Homo sapiens | (2E)-3-[4-(acetyloxy)-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoic acid | |
1.1.1.239 | 0.00096 | - |
pH 7.0, 37°C | Homo sapiens | (E)-3-(3-((3-phenylpropanoyl)oxy)phenyl)acrylic acid | |
1.1.1.239 | 0.0023 | - |
pH 7.0, 37°C | Homo sapiens | (Z/E)-3-(4-((3-phenylpropanoyl)oxy)phenyl)acrylic acid | |
1.1.1.239 | 0.0047 | - |
pH 7.0, 37°C | Homo sapiens | (2E)-3-prop-2-enoic acid | |
1.1.1.239 | 0.0063 | - |
pH 7.0, 37°C | Homo sapiens | (2E)-3-[4-(benzoyloxy)phenyl]prop-2-enoic acid | |
1.1.1.239 | 0.0086 | - |
pH 7.0, 37°C | Homo sapiens | (2E)-3-[4-(acetyloxy)-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoate | |
1.1.1.239 | 0.0097 | - |
pH 7.0, 37°C | Homo sapiens | (2E)-3-[4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl]prop-2-enoate | |
1.1.1.239 | 0.021 | - |
pH 7.0, 37°C | Homo sapiens | ferulic acid | |
1.1.1.239 | 0.021 | - |
pH 7.0, 37°C | Homo sapiens | (2E)-3-(3,3-dimethyl-3,4-dihydro-2H-1-benzopyran-6-yl)prop-2-enoate | |
1.1.1.239 | 0.068 | - |
pH 7.0, 37°C | Homo sapiens | (2E)-3-[4-(pyridine-4-carbonyloxy)phenyl]prop-2-enoic acid | |
1.1.1.239 | 0.086 | - |
pH 7.0, 37°C | Homo sapiens | m-coumaric acid | |
1.1.1.239 | 0.199 | - |
pH 7.0, 37°C | Homo sapiens | p-coumaric acid | |
1.1.1.239 | 0.632 | - |
pH 7.0, 37°C | Homo sapiens | (Z/E)-tert-butyl 3-(4-(3-phenylpropanoyloxy)phenyl)acrylate | |
1.1.1.239 | 607 | - |
pH 7.0, 37°C | Homo sapiens | tert-butyl(2E)-3-[3-(3-methylbut-2-en-1-yl)-4-[(3-phenylpropanoyl)oxy]phenyl]prop-2-enoate |
EC Number | General Information | Comment | Organism |
---|---|---|---|
1.1.1.239 | physiological function | aldo-keto reductase 1C3 (AKR1C3), also known as type 5 17beta-hydroxysteroid dehydrogenase, is a downstream steroidogenic enzyme and converts androgen precursors to the potent androgen receptor ligands testosterone and 5alpha-dihydrotestosterone. AKR1C3 is involved in the development of castration resistant prostate cancer (CRPC) | Homo sapiens |