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Literature summary extracted from

  • Buhler, H.; Perschel, F.H.; Hierholzer, K.
    Inhibition of rat renal 11beta-hydroxysteroid dehydrogenase by steroidal compounds and triterpenoids; structure/function relationship (1991), Biochim. Biophys. Acta, 1075, 206-212.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.1.1.146 3-[(3-cholamidopropyl)dimethylammonio]-1-propanesulfonate i.e. CHAPS; oxidase IC50: 0.17 mM, reductase IC50: 0.82 mM Rattus sp.
1.1.1.146 alpha-glycyrrhetinic acid oxidase, IC50: 14 nmol, reductase, IC50: 42 nmol Rattus sp.
1.1.1.146 beta-glycyrrhetinic acid oxidase, IC50: 2.9 nmol, reductase, IC50: 13 nmol Rattus sp.
1.1.1.146 betulin inhibition at 0.1 mM: oxidase 36%, reductase 34.5% Rattus sp.
1.1.1.146 cholesterol oxidase: 18.6% inhibition at 0.1 mM, reductase: 7.4% inhibition at 0.1 mM Rattus sp.
1.1.1.146 G-strophanthidin inhibition at 0.1 mM: oxidase 4.8%, reductase 6.1% Rattus sp.
1.1.1.146 glycyrrhizic acid oxidase, IC50: 0.0039 mM, reductase, IC50: 0.013 mM Rattus sp.
1.1.1.146 helvolic acid inhibition at 0.1 mM: oxidase 13%, reductase 18.5% Rattus sp.
1.1.1.146 lanosterol oxidase IC50: 0.00065 mM, reductase IC50: 0.0017 mM Rattus sp.
1.1.1.146 lupeol inhibition at 0.1 mM: oxidase 52%, reductase 38.4% Rattus sp.
1.1.1.146 additional information all inhibitory compounds tested show competitive inhibition, more effective inhibition of oxidative than reductive activity, inhibition is enhanced by C11-oxygen function and a C7-OH function, inhibition is influenced by steric conformation of inhibitor Rattus sp.
1.1.1.146 N,N-bis(3-D-gluconamidopropyl)cholamide i.e. BIGCHAP; oxidase IC50: 0.0026 mM, reductase IC50: 0.0058 mM Rattus sp.
1.1.1.146 N,N-bis(3-D-gluconamidopropyl)deoxycholamide i.e. deoxy-BIGCHAP; oxidase IC50: 0.055 mM, reductase IC50: 0.58 mM Rattus sp.
1.1.1.146 oleanolic acid oxidase IC50: 0.00015 mM, reductase IC50: 0.00055 mM Rattus sp.

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.1.1.146 11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+ Rattus sp.
-
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH + H+
-
r

Organism

EC Number Organism UniProt Comment Textmining
1.1.1.146 Rattus sp.
-
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.1.1.146 kidney
-
Rattus sp.
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.1.1.146 11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
-
Rattus sp. 21-hydroxy-pregn-4-en-3,11,20-trione + NADPH + H+
-
r

Cofactor

EC Number Cofactor Comment Organism Structure
1.1.1.146 NADP+
-
Rattus sp.
1.1.1.146 NADPH
-
Rattus sp.

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.1.1.146 0.000013
-
oxidase, IC50: 2.9 nmol, reductase, IC50: 13 nmol Rattus sp. beta-glycyrrhetinic acid
1.1.1.146 0.000042
-
oxidase, IC50: 14 nmol, reductase, IC50: 42 nmol Rattus sp. alpha-glycyrrhetinic acid
1.1.1.146 0.00055
-
oxidase IC50: 0.00015 mM, reductase IC50: 0.00055 mM Rattus sp. oleanolic acid
1.1.1.146 0.0017
-
oxidase IC50: 0.00065 mM, reductase IC50: 0.0017 mM Rattus sp. lanosterol
1.1.1.146 0.0058
-
oxidase IC50: 0.0026 mM, reductase IC50: 0.0058 mM Rattus sp. N,N-bis(3-D-gluconamidopropyl)cholamide
1.1.1.146 0.013
-
oxidase, IC50: 0.0039 mM, reductase, IC50: 0.013 mM Rattus sp. glycyrrhizic acid
1.1.1.146 0.58
-
oxidase IC50: 0.055 mM, reductase IC50: 0.58 mM Rattus sp. N,N-bis(3-D-gluconamidopropyl)deoxycholamide
1.1.1.146 0.82
-
oxidase IC50: 0.17 mM, reductase IC50: 0.82 mM Rattus sp. 3-[(3-cholamidopropyl)dimethylammonio]-1-propanesulfonate