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Literature summary for 1.1.1.146 extracted from
- Metabolism of 11-oxogenated steroids. Metabolism in vitro by preparations of liver (1968), Biochem. J., 107, 239-258.
Inhibitors
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| 4-chloromercuribenzoate | complete inhibition of cortisol oxidation at 0.01 mM | Cavia porcellus |  |
| 4-chloromercuribenzoate | complete inhibition of cortisol oxidation at 0.01 mM | Rattus norvegicus | |
| 9alpha-Fluorocortisol | a competitive inhibitor of the oxidation of cortisol | Cavia porcellus | |
| 9alpha-Fluorocortisol | a competitive inhibitor of the oxidation of cortisol | Rattus norvegicus | |
| 9alpha-Fluorocortisol | competitive inhibition, Ki: 0.005 mM | Rattus sp. | |
| additional information | no inhibition of cortisol oxidation by 0,1 mM o-iodosobenzoate and 2alpha-methylcortisol | Cavia porcellus | |
| additional information | no inhibition of cortisol oxidation by 0,1 mM o-iodosobenzoate and 2alpha-methylcortisol | Rattus norvegicus | |
| o-Iodosobenzoate | complete inhibition of cortisol oxidation at 1 mM | Rattus sp. | |
| p-chloromercuribenzoate | complete inhibition of oxidation of cortisol at 0.01 mM | Rattus sp. | |
KM Value [mM]
| KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|
| additional information | - |
additional information | substrate specificity and kinetics | Cavia porcellus | |
| additional information | - |
additional information | substrate specificity and kinetics | Rattus norvegicus | |
| 0.0169 | - |
11beta-hydroxyprogesterone | - |
Cavia porcellus | |
| 0.0195 | - |
11beta,21-dihydroxypregn-4-en-3,20-dione | - |
Cavia porcellus | |
| 0.027 | - |
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione | - |
Cavia porcellus | |
| 0.0487 | - |
16alpha-Methylcortisol | - |
Cavia porcellus | |
| 0.075 | - |
1,2-dehydrocortisol | - |
Cavia porcellus | |
| 0.204 | - |
16alpha-methyl-1,2-dehydrocortisol | - |
Cavia porcellus | |
Localization
| Localization | Comment | Organism | GeneOntology No. | Textmining |
|---|---|---|---|---|
| microsome | - |
Cavia porcellus | - |
- |
| microsome | - |
Rattus norvegicus | - |
- |
Metals/Ions
| Metals/Ions | Comment | Organism | Structure |
|---|---|---|---|
| additional information | EDTA does not affect enzyme activity | Cavia porcellus | |
| additional information | EDTA does not affect enzyme activity | Rattus norvegicus |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| 17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH | Cavia porcellus | i.e. cortisone | 11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+ | i.e. cortisol | ? | |
| 17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH | Bos taurus | i.e. cortisone | 11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+ | i.e. cortisol | ? | |
| 17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH | Oryctolagus cuniculus | i.e. cortisone | 11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+ | i.e. cortisol | ? | |
| 17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH | Rattus sp. | i.e. cortisone | 11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+ | i.e. cortisol | ? | |
| 17alpha,21-dihydroxypregna-1,4-diene-3,11,20-trione + NADPH | Rattus sp. | i.e. prednisone | 11beta,17alpha,21-trihydroxypregna-1,4-diene-3,20-dione + NADP+ | i.e. prednisolone | ? | |
| 21-hydroxy-pregn-4-en-3,11,20-trione + NADPH | Cavia porcellus | - |
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+ | i.e. corticosterone | ? | |
| 21-hydroxy-pregn-4-en-3,11,20-trione + NADPH | Bos taurus | - |
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+ | i.e. corticosterone | ? | |
| 21-hydroxy-pregn-4-en-3,11,20-trione + NADPH | Oryctolagus cuniculus | - |
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+ | i.e. corticosterone | ? | |
| 21-hydroxy-pregn-4-en-3,11,20-trione + NADPH | Rattus sp. | - |
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+ | i.e. corticosterone | ? | |
| cortisone + NAD(P)H | Cavia porcellus | - |
cortisol + NAD(P)+ | - |
r | |
| cortisone + NAD(P)H | Rattus norvegicus | - |
cortisol + NAD(P)+ | - |
r | |
| pregn-4-ene-3,11,20-trione + NADPH | Cavia porcellus | - |
11beta-hydroxy-pregn-4-ene-3,20-dione + NADP+ | - |
? | |
| pregn-4-ene-3,11,20-trione + NADPH | Bos taurus | - |
11beta-hydroxy-pregn-4-ene-3,20-dione + NADP+ | - |
? | |
| pregn-4-ene-3,11,20-trione + NADPH | Oryctolagus cuniculus | - |
11beta-hydroxy-pregn-4-ene-3,20-dione + NADP+ | - |
? | |
| pregn-4-ene-3,11,20-trione + NADPH | Rattus sp. | - |
11beta-hydroxy-pregn-4-ene-3,20-dione + NADP+ | - |
? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Bos taurus | - |
- |
- |
| Cavia porcellus | - |
- |
- |
| Cavia porcellus | - |
guinea pig | - |
| Oryctolagus cuniculus | - |
rabbit | - |
| Rattus norvegicus | - |
- |
- |
| Rattus sp. | - |
- |
- |
Purification (Commentary)
| Purification (Comment) | Organism |
|---|---|
| native enzyme from liver microsomes partially by microsome preparation | Cavia porcellus |
| native enzyme from liver microsomes partially by microsome preparation | Rattus norvegicus |
Source Tissue
| Source Tissue | Comment | Organism | Textmining |
|---|---|---|---|
| liver | - |
Cavia porcellus | - |
| liver | - |
Rattus norvegicus | - |
| liver | - |
Bos taurus | - |
| liver | - |
Oryctolagus cuniculus | - |
| liver | - |
Rattus sp. | - |
Specific Activity [micromol/min/mg]
| Specific Activity Minimum [µmol/min/mg] | Specific Activity Maximum [µmol/min/mg] | Comment | Organism |
|---|---|---|---|
| 0.00011 | - |
oxidation of cortisol | Oryctolagus cuniculus |
| 0.00014 | - |
oxidation of cortisol | Rattus sp. |
| 0.00017 | - |
reduction of cortisone | Bos taurus |
| 0.00018 | - |
reduction of cortisone | Oryctolagus cuniculus |
| 0.00021 | - |
oxidation of cortisol | Cavia porcellus |
| 0.00045 | - |
reduction of cortisone | Cavia porcellus |
Storage Stability
| Storage Stability | Organism |
|---|---|
| -15°C, acetone-dried powder of washed microsomes, oxidating activity 3 months, reducing activity 2 months | Rattus sp. |
| -15°C, purified microsomes stored as frozen pellets, retain their ability to oxidize cortisol to cortisone with little loss in activity over several months, their ability to reduce cortisone to cortisol declines fairly rapidly to 30% of maximal activity within 30 days, the stability of acetone-dried powders of washed microsomes is high, and oxidizing activity is stable for 3 months, reducing activity for up to 2 months | Cavia porcellus |
| -15°C, purified microsomes stored as frozen pellets, retain their ability to oxidize cortisol to cortisone with little loss in activity over several months, their ability to reduce cortisone to cortisol declines fairly rapidly to 30% of maximal activity within 30 days, the stability of acetone-dried powders of washed microsomes is high, and oxidizing activity is stable for 3 months, reducing activity for up to 2 months | Rattus norvegicus |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| 1,2-dehydrocortisone + NADPH | - |
Cavia porcellus | 1,2-dehydrocortisol + NADP+ | - |
r | |
| 1,2-dehydrocortisone + NADPH | - |
Rattus norvegicus | 1,2-dehydrocortisol + NADP+ | - |
r | |
| 11-oxo-progesterone + NADPH + H+ | - |
Cavia porcellus | 11beta-hydroxyprogesterone + NADP+ | - |
r | |
| 11-oxo-progesterone + NADPH + H+ | - |
Rattus norvegicus | 11beta-hydroxyprogesterone + NADP+ | - |
r | |
| 12alpha-fluoro-11-dehydrocorticosterone + NADPH | - |
Rattus sp. | 12alpha-fluoro-corticosterone + NADP+ | - |
ir | |
| 16alpha-methyl-1,2-dehydrocortisone + NADPH | - |
Cavia porcellus | 16alpha-methyl-1,2-dehydrocortisol + NADP+ | - |
r | |
| 16alpha-methyl-1,2-dehydrocortisone + NADPH | - |
Rattus norvegicus | 16alpha-methyl-1,2-dehydrocortisol + NADP+ | - |
r | |
| 16alpha-methylcortisol + NADP+ | - |
Rattus sp. | 16alpha-methylcortisone + NADPH | - |
? | |
| 16alpha-methylcortisone + NADPH | - |
Cavia porcellus | 16alpha-methylcortisol + NADP+ | - |
r | |
| 16alpha-methylcortisone + NADPH | - |
Rattus norvegicus | 16alpha-methylcortisol + NADP+ | - |
r | |
| 16beta-methylcortisol + NADP+ | - |
Rattus sp. | 16beta-methylcortisone + NADPH | - |
? | |
| 17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH | i.e. cortisone | Cavia porcellus | 11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+ | i.e. cortisol | ? | |
| 17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH | i.e. cortisone | Bos taurus | 11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+ | i.e. cortisol | ? | |
| 17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH | i.e. cortisone | Oryctolagus cuniculus | 11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+ | i.e. cortisol | ? | |
| 17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH | i.e. cortisone | Rattus sp. | 11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+ | i.e. cortisol | ? | |
| 17alpha,21-dihydroxypregna-1,4-diene-3,11,20-trione + NADPH | i.e. prednisone | Rattus sp. | 11beta,17alpha,21-trihydroxypregna-1,4-diene-3,20-dione + NADP+ | i.e. prednisolone | ? | |
| 21-hydroxy-pregn-4-en-3,11,20-trione + NADPH | - |
Cavia porcellus | 11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+ | i.e. corticosterone | ? | |
| 21-hydroxy-pregn-4-en-3,11,20-trione + NADPH | - |
Bos taurus | 11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+ | i.e. corticosterone | ? | |
| 21-hydroxy-pregn-4-en-3,11,20-trione + NADPH | - |
Oryctolagus cuniculus | 11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+ | i.e. corticosterone | ? | |
| 21-hydroxy-pregn-4-en-3,11,20-trione + NADPH | - |
Rattus sp. | 11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+ | i.e. corticosterone | ? | |
| 9alpha-fluoro-11-oxoprogesterone + NADPH | - |
Rattus sp. | 9alpha-fluoro-11beta-hydroxyprogesterone + NADP+ | - |
ir | |
| 9alpha-fluorocortisone + NADPH | - |
Cavia porcellus | 9alpha-fluorocortisol + NADP+ | - |
r | |
| 9alpha-fluorocortisone + NADPH | - |
Rattus norvegicus | 9alpha-fluorocortisol + NADP+ | - |
r | |
| 9alpha-fluorocortisone + NADPH | - |
Rattus sp. | 9alpha-fluorocortisol + NADP+ | - |
ir | |
| androst-4-ene-3,11,17-trione + NADPH | - |
Cavia porcellus | 11beta-hydroxyandrost-4-ene-3,17-dione + NADP+ | - |
r | |
| androst-4-ene-3,11,17-trione + NADPH | - |
Bos taurus | 11beta-hydroxyandrost-4-ene-3,17-dione + NADP+ | - |
r | |
| androst-4-ene-3,11,17-trione + NADPH | - |
Oryctolagus cuniculus | 11beta-hydroxyandrost-4-ene-3,17-dione + NADP+ | - |
r | |
| androst-4-ene-3,11,17-trione + NADPH | - |
Rattus sp. | 11beta-hydroxyandrost-4-ene-3,17-dione + NADP+ | - |
r | |
| corticosterone + NADPH + H+ | - |
Cavia porcellus | corticosterol + NADP+ | - |
r | |
| corticosterone + NADPH + H+ | - |
Rattus norvegicus | corticosterol + NADP+ | - |
r | |
| cortisone + NAD(P)H | - |
Cavia porcellus | cortisol + NAD(P)+ | - |
r | |
| cortisone + NAD(P)H | - |
Rattus norvegicus | cortisol + NAD(P)+ | - |
r | |
| additional information | substrate specificity overview, DELTA4-3-ketones and 5alpha-hydrogen steroids are readily metabolized by the enzyme, 5beta-hydrogen steroids and DELTA4-3-ketones with certain large a-substituents are metabolized to a limited extent or not at all, halogen substitution in the 9alpha-position enhances the rate of reduction of 11-ketones but blocks the oxidation of the related 11beta-ols | Cavia porcellus | ? | - |
? | |
| additional information | substrate specificity overview, DELTA4-3-ketones and 5alpha-hydrogen steroids are readily metabolized by the enzyme, 5beta-hydrogen steroids and DELTA4-3-ketones with certain large a-substituents are metabolized to a limited extent or not at all, halogen substitution in the 9alpha-position enhances the rate of reduction of 11-ketones but blocks the oxidation of the related 11beta-ols | Rattus norvegicus | ? | - |
? | |
| pregn-4-ene-3,11,20-trione + NADPH | - |
Cavia porcellus | 11beta-hydroxy-pregn-4-ene-3,20-dione + NADP+ | - |
? | |
| pregn-4-ene-3,11,20-trione + NADPH | - |
Bos taurus | 11beta-hydroxy-pregn-4-ene-3,20-dione + NADP+ | - |
? | |
| pregn-4-ene-3,11,20-trione + NADPH | - |
Oryctolagus cuniculus | 11beta-hydroxy-pregn-4-ene-3,20-dione + NADP+ | - |
? | |
| pregn-4-ene-3,11,20-trione + NADPH | - |
Rattus sp. | 11beta-hydroxy-pregn-4-ene-3,20-dione + NADP+ | - |
? | |
Temperature Optimum [°C]
| Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 18 | 20 | assay at | Cavia porcellus |
| 18 | 20 | assay at | Rattus norvegicus |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 6.5 | - |
cortisone reduction | Cavia porcellus |
| 6.5 | - |
cortisone reduction | Rattus norvegicus |
| 9.5 | - |
cortisol oxidation | Cavia porcellus |
| 9.5 | - |
cortisol oxidation | Rattus norvegicus |
pH Range
| pH Minimum | pH Maximum | Comment | Organism |
|---|---|---|---|
| additional information | - |
pH profile of forward and reverse reaction | Cavia porcellus |
| additional information | - |
pH profile of forward and reverse reaction | Rattus norvegicus |
Cofactor
| Cofactor | Comment | Organism | Structure |
|---|---|---|---|
| NAD+ | NADP+ is the preferred cofactor, low activity with NAD+ | Cavia porcellus | |
| NAD+ | NADP+ is the preferred cofactor, low activity with NAD+ | Rattus norvegicus | |
| NADH | NADPH is the preferred cofactor, low activity with NADH | Cavia porcellus | |
| NADH | NADPH is the preferred cofactor, low activity with NADH | Rattus norvegicus | |
| NADP+ | - |
Cavia porcellus | |
| NADP+ | - |
Oryctolagus cuniculus | |
| NADP+ | - |
Rattus sp. | |
| NADP+ | preferred cofactor, low activity with NAD+ | Cavia porcellus | |
| NADP+ | preferred cofactor, low activity with NAD+ | Rattus norvegicus | |
| NADPH | - |
Cavia porcellus | |
| NADPH | - |
Oryctolagus cuniculus | |
| NADPH | - |
Rattus sp. | |
| NADPH | preferred cofactor, low activity with NADH | Cavia porcellus | |
| NADPH | preferred cofactor, low activity with NADH | Rattus norvegicus | |
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