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Literature summary for 1.1.1.50 extracted from

  • Penning, T.M.; Jin, Y.; Steckelbroeck, S.; Lanisnik Rizner, T.; Lewis, M.
    Structure-function of human 3alpha-hydroxysteroid dehydrogenases: genes and proteins (2004), Mol. Cell. Endocrinol., 215, 63-72.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
isozymes AKR1C1-AKR1C4, genetic organization, transient expression in COS-1 cells Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
NADPH strongly inhibits the oxidation of 3-hydroxymetabolites in vivo and in vitro, determining the role of enzymes as 3-ketosteroid reductases in vivo, overview Homo sapiens

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.0035
-
androsterone pH 7.4, 25°C, recombinant isozyme AKR1C2 and isozyme AKR1C4 Homo sapiens
0.017
-
benzenedihydrodiol pH 7.4, 25°C, recombinant isozyme AKR1C4 Homo sapiens
0.022
-
1-Acenaphthenol pH 7.4, 25°C, recombinant isozyme AKR1C1 and isozyme AKR1C2 Homo sapiens
0.048
-
1-Indanol pH 7.4, 25°C, recombinant isozyme AKR1C1 Homo sapiens
0.07
-
1-Acenaphthenol pH 7.4, 25°C, recombinant isozyme AKR1C3 Homo sapiens
0.14
-
1-Acenaphthenol pH 7.4, 25°C, recombinant isozyme AKR1C4 Homo sapiens
0.15
-
benzenedihydrodiol pH 7.4, 25°C, recombinant isozyme AKR1C1 Homo sapiens
0.17
-
1-Indanol pH 7.4, 25°C, recombinant isozyme AKR1C4 Homo sapiens
0.32
-
benzenedihydrodiol pH 7.4, 25°C, recombinant isozyme AKR1C3 Homo sapiens
0.94
-
1-Indanol pH 7.4, 25°C, recombinant isozyme AKR1C2 Homo sapiens
1.4
-
1-Indanol pH 7.4, 25°C, recombinant isozyme AKR1C3 Homo sapiens
1.8
-
benzenedihydrodiol pH 7.4, 25°C, recombinant isozyme AKR1C2 Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
5alpha-dihydroprogesterone + 2 NADPH + 2 H+ Homo sapiens in the prostate: forward reaction by type 2 isozyme AKR1C3, reverse reaction by type 3 isozyme AKR1C2 pregnan-3alpha,20beta-diol + 2 NADP+
-
ir
5alpha-dihydroprogesterone + NADPH + H+ Homo sapiens in the CNS: both reaction directions by type 3 isozyme AKR1C2 3alpha,5alpha-3-hydroxypregnan-20-one + NADP+
-
r
additional information Homo sapiens role of the isozymes in bile acid biosynthesis and steroid metabolism, product profiling, pre-receptor regulation of steroid hormone action, overview ?
-
?

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
4 isozymes AKR1C1-AKR1C4
-

Reaction

Reaction Comment Organism Reaction ID
a 3alpha-hydroxysteroid + NAD(P)+ = a 3-oxosteroid + NAD(P)H + H+ steroid substrate recognition mechanism by isozymes AKR1C1-AKR1C4, Tyr55 is involved in catalysis, ordered bi bi mechanism Homo sapiens

Source Tissue

Source Tissue Comment Organism Textmining
Hep-G2 cell hepatoma cell Homo sapiens
-
liver specific isozyme AKR1C4 Homo sapiens
-
mammary gland isozyme AKR1C3 Homo sapiens
-
additional information tissue specificity and substrate specificity of human isozymes, overview Homo sapiens
-
prostate isozyme AKR1C2 Homo sapiens
-

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
additional information
-
-
Homo sapiens

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1-acenaphthenol + NADP+ isozymes AKR1C1-AKR1C4 Homo sapiens ?
-
r
1-indanol + NADP+ isozymes AKR1C1-AKR1C4 Homo sapiens ?
-
r
17beta-estradiol + NADP+
-
Homo sapiens estrone + NADPH
-
r
5alpha-dihydroprogesterone + 2 NADPH + 2 H+
-
Homo sapiens pregnan-3alpha,20beta-diol + 2 NADP+
-
ir
5alpha-dihydroprogesterone + 2 NADPH + 2 H+ in the prostate: forward reaction by type 2 isozyme AKR1C3, reverse reaction by type 3 isozyme AKR1C2 Homo sapiens pregnan-3alpha,20beta-diol + 2 NADP+
-
ir
5alpha-dihydroprogesterone + NADPH + H+
-
Homo sapiens 3alpha,5alpha-3-hydroxypregnan-20-one + NADP+
-
r
5alpha-dihydroprogesterone + NADPH + H+ in the CNS: both reaction directions by type 3 isozyme AKR1C2 Homo sapiens 3alpha,5alpha-3-hydroxypregnan-20-one + NADP+
-
r
5alpha-dihydroprogesterone + NADPH + H+ isozymes AKR1C1-AKR1C4 Homo sapiens (3alpha,5alpha)-3-hydroxypregnan-20-one + NADP+
-
r
androsterone + NADP+ isozymes AKR1C2, and AKR1C4 Homo sapiens androstane-3,17-dione + NADPH
-
r
benzenedihydrodiol + NADP+ isozymes AKR1C1-AKR1C4 Homo sapiens ?
-
r
additional information role of the isozymes in bile acid biosynthesis and steroid metabolism, product profiling, pre-receptor regulation of steroid hormone action, overview Homo sapiens ?
-
?
additional information structure-function study, the isozymes provide 3alpha-, 17beta-, and 20alpha-hydroxysteroid oxidase activity as well as 3-, 17-, and 20-ketosteroid reductase activity in vitro Homo sapiens ?
-
?
testosterone + NADP+ isozymes AKR1C1-AKR1C4 Homo sapiens 4-androstene-3,17-dione + NADPH + H+
-
r

Synonyms

Synonyms Comment Organism
3alpha-hydroxysteroid dehydrogenase
-
Homo sapiens
AKR1C
-
Homo sapiens
bile-acid binding protein i.e. type 3 isozyme AKR1C2 Homo sapiens
chlordecone reductase i.e. type 1 isozyme AKR1C4 Homo sapiens
DD2 i.e. type 3 isozyme AKR1C2 Homo sapiens
DD21 i.e. isozyme AKR1C1 Homo sapiens
dihydrodiol dehydrogenase i.e. type 1 isozyme AKR1C4 Homo sapiens
HSD
-
Homo sapiens
More the isozymes belong to the AKR1C subfamily of the aldo-keto-reductase AKR superfamily Homo sapiens
prostaglandin F2alpha-synthase i.e. type 2 isozyme AKR1C3 Homo sapiens
type 5 17beta-hydroxysteroid dehydrogenase i.e. type 2 isozyme AKR1C3 Homo sapiens

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
25
-
assay at Homo sapiens

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.0018
-
androsterone pH 7.4, 25°C, recombinant isozyme AKR1C4 Homo sapiens
0.007
-
androsterone pH 7.4, 25°C, recombinant isozyme AKR1C2 Homo sapiens
0.015
-
benzenedihydrodiol pH 7.4, 25°C, recombinant isozyme AKR1C3 Homo sapiens
0.02
-
benzenedihydrodiol pH 7.4, 25°C, recombinant isozyme AKR1C2 Homo sapiens
0.03
-
benzenedihydrodiol pH 7.4, 25°C, recombinant isozyme AKR1C4 Homo sapiens
0.05
-
benzenedihydrodiol pH 7.4, 25°C, recombinant isozyme AKR1C1 Homo sapiens
0.09
-
1-Indanol pH 7.4, 25°C, recombinant isozyme AKR1C3 Homo sapiens
0.13
-
1-Acenaphthenol pH 7.4, 25°C, recombinant isozyme AKR1C4 Homo sapiens
0.158
-
1-Indanol pH 7.4, 25°C, recombinant isozyme AKR1C4 Homo sapiens
0.163
-
1-Indanol pH 7.4, 25°C, recombinant isozyme AKR1C2 Homo sapiens
0.21
-
1-Indanol pH 7.4, 25°C, recombinant isozyme AKR1C1 Homo sapiens
0.42
-
1-Acenaphthenol pH 7.4, 25°C, recombinant isozyme AKR1C3 Homo sapiens
0.49
-
1-Acenaphthenol pH 7.4, 25°C, recombinant isozyme AKR1C1 Homo sapiens
0.59
-
1-Acenaphthenol pH 7.4, 25°C, recombinant isozyme AKR1C2 Homo sapiens

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.4
-
assay at Homo sapiens