Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary extracted from

  • Bush, I.E.; Hunter, S.A.; Meigs, R.A.
    Metabolism of 11-oxogenated steroids. Metabolism in vitro by preparations of liver (1968), Biochem. J., 107, 239-258.
    View publication on PubMedView publication on EuropePMC

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.1.1.146 4-chloromercuribenzoate complete inhibition of cortisol oxidation at 0.01 mM Cavia porcellus
1.1.1.146 4-chloromercuribenzoate complete inhibition of cortisol oxidation at 0.01 mM Rattus norvegicus
1.1.1.146 9alpha-Fluorocortisol a competitive inhibitor of the oxidation of cortisol Cavia porcellus
1.1.1.146 9alpha-Fluorocortisol a competitive inhibitor of the oxidation of cortisol Rattus norvegicus
1.1.1.146 9alpha-Fluorocortisol competitive inhibition, Ki: 0.005 mM Rattus sp.
1.1.1.146 additional information no inhibition of cortisol oxidation by 0,1 mM o-iodosobenzoate and 2alpha-methylcortisol Cavia porcellus
1.1.1.146 additional information no inhibition of cortisol oxidation by 0,1 mM o-iodosobenzoate and 2alpha-methylcortisol Rattus norvegicus
1.1.1.146 o-Iodosobenzoate complete inhibition of cortisol oxidation at 1 mM Rattus sp.
1.1.1.146 p-chloromercuribenzoate complete inhibition of oxidation of cortisol at 0.01 mM Rattus sp.

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.1.1.146 additional information
-
 additional information substrate specificity and kinetics Cavia porcellus
1.1.1.146 additional information
-
 additional information substrate specificity and kinetics Rattus norvegicus
1.1.1.146 0.0169
-
 11beta-hydroxyprogesterone
-
 Cavia porcellus
1.1.1.146 0.0195
-
 11beta,21-dihydroxypregn-4-en-3,20-dione
-
 Cavia porcellus
1.1.1.146 0.027
-
 11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione
-
 Cavia porcellus
1.1.1.146 0.0487
-
 16alpha-Methylcortisol
-
 Cavia porcellus
1.1.1.146 0.075
-
 1,2-dehydrocortisol
-
 Cavia porcellus
1.1.1.146 0.204
-
 16alpha-methyl-1,2-dehydrocortisol
-
 Cavia porcellus

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
1.1.1.146 microsome
-
 Cavia porcellus
-
-
1.1.1.146 microsome
-
 Rattus norvegicus
-
-

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
1.1.1.146 additional information EDTA does not affect enzyme activity Cavia porcellus
1.1.1.146 additional information EDTA does not affect enzyme activity Rattus norvegicus

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.1.1.146 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 ?
1.1.1.146 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 ?
1.1.1.146 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 ?
1.1.1.146 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 ?
1.1.1.146 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 ?
1.1.1.146 21-hydroxy-pregn-4-en-3,11,20-trione + NADPH Cavia porcellus
-
 11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+ i.e. corticosterone ?
1.1.1.146 21-hydroxy-pregn-4-en-3,11,20-trione + NADPH Bos taurus
-
 11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+ i.e. corticosterone ?
1.1.1.146 21-hydroxy-pregn-4-en-3,11,20-trione + NADPH Oryctolagus cuniculus
-
 11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+ i.e. corticosterone ?
1.1.1.146 21-hydroxy-pregn-4-en-3,11,20-trione + NADPH Rattus sp.
-
 11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+ i.e. corticosterone ?
1.1.1.146 cortisone + NAD(P)H Cavia porcellus
-
 cortisol + NAD(P)+
-
 r
1.1.1.146 cortisone + NAD(P)H Rattus norvegicus
-
 cortisol + NAD(P)+
-
 r
1.1.1.146 pregn-4-ene-3,11,20-trione + NADPH Cavia porcellus
-
 11beta-hydroxy-pregn-4-ene-3,20-dione + NADP+
-
 ?
1.1.1.146 pregn-4-ene-3,11,20-trione + NADPH Bos taurus
-
 11beta-hydroxy-pregn-4-ene-3,20-dione + NADP+
-
 ?
1.1.1.146 pregn-4-ene-3,11,20-trione + NADPH Oryctolagus cuniculus
-
 11beta-hydroxy-pregn-4-ene-3,20-dione + NADP+
-
 ?
1.1.1.146 pregn-4-ene-3,11,20-trione + NADPH Rattus sp.
-
 11beta-hydroxy-pregn-4-ene-3,20-dione + NADP+
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.1.1.146 Bos taurus
-
-
-
1.1.1.146 Cavia porcellus
-
-
-
1.1.1.146 Cavia porcellus
-
 guinea pig
-
1.1.1.146 Oryctolagus cuniculus
-
 rabbit
-
1.1.1.146 Rattus norvegicus
-
-
-
1.1.1.146 Rattus sp.
-
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.1.1.146 native enzyme from liver microsomes partially by microsome preparation Cavia porcellus
1.1.1.146 native enzyme from liver microsomes partially by microsome preparation Rattus norvegicus

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.1.1.146 liver
-
 Cavia porcellus
-
1.1.1.146 liver
-
 Rattus norvegicus
-
1.1.1.146 liver
-
 Bos taurus
-
1.1.1.146 liver
-
 Oryctolagus cuniculus
-
1.1.1.146 liver
-
 Rattus sp.
-

Specific Activity [micromol/min/mg]

EC Number Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
1.1.1.146 0.00011
-
 oxidation of cortisol Oryctolagus cuniculus
1.1.1.146 0.00014
-
 oxidation of cortisol Rattus sp.
1.1.1.146 0.00017
-
 reduction of cortisone Bos taurus
1.1.1.146 0.00018
-
 reduction of cortisone Oryctolagus cuniculus
1.1.1.146 0.00021
-
 oxidation of cortisol Cavia porcellus
1.1.1.146 0.00045
-
 reduction of cortisone Cavia porcellus

Storage Stability

EC Number Storage Stability Organism
1.1.1.146 -15°C, acetone-dried powder of washed microsomes, oxidating activity 3 months, reducing activity 2 months Rattus sp.
1.1.1.146 -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
1.1.1.146 -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)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.1.1.146 1,2-dehydrocortisone + NADPH
-
 Cavia porcellus 1,2-dehydrocortisol + NADP+
-
 r
1.1.1.146 1,2-dehydrocortisone + NADPH
-
 Rattus norvegicus 1,2-dehydrocortisol + NADP+
-
 r
1.1.1.146 11-oxo-progesterone + NADPH + H+
-
 Cavia porcellus 11beta-hydroxyprogesterone + NADP+
-
 r
1.1.1.146 11-oxo-progesterone + NADPH + H+
-
 Rattus norvegicus 11beta-hydroxyprogesterone + NADP+
-
 r
1.1.1.146 12alpha-fluoro-11-dehydrocorticosterone + NADPH
-
 Rattus sp. 12alpha-fluoro-corticosterone + NADP+
-
 ir
1.1.1.146 16alpha-methyl-1,2-dehydrocortisone + NADPH
-
 Cavia porcellus 16alpha-methyl-1,2-dehydrocortisol + NADP+
-
 r
1.1.1.146 16alpha-methyl-1,2-dehydrocortisone + NADPH
-
 Rattus norvegicus 16alpha-methyl-1,2-dehydrocortisol + NADP+
-
 r
1.1.1.146 16alpha-methylcortisol + NADP+
-
 Rattus sp. 16alpha-methylcortisone + NADPH
-
 ?
1.1.1.146 16alpha-methylcortisone + NADPH
-
 Cavia porcellus 16alpha-methylcortisol + NADP+
-
 r
1.1.1.146 16alpha-methylcortisone + NADPH
-
 Rattus norvegicus 16alpha-methylcortisol + NADP+
-
 r
1.1.1.146 16beta-methylcortisol + NADP+
-
 Rattus sp. 16beta-methylcortisone + NADPH
-
 ?
1.1.1.146 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 ?
1.1.1.146 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 ?
1.1.1.146 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 ?
1.1.1.146 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 ?
1.1.1.146 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 ?
1.1.1.146 21-hydroxy-pregn-4-en-3,11,20-trione + NADPH
-
 Cavia porcellus 11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+ i.e. corticosterone ?
1.1.1.146 21-hydroxy-pregn-4-en-3,11,20-trione + NADPH
-
 Bos taurus 11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+ i.e. corticosterone ?
1.1.1.146 21-hydroxy-pregn-4-en-3,11,20-trione + NADPH
-
 Oryctolagus cuniculus 11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+ i.e. corticosterone ?
1.1.1.146 21-hydroxy-pregn-4-en-3,11,20-trione + NADPH
-
 Rattus sp. 11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+ i.e. corticosterone ?
1.1.1.146 9alpha-fluoro-11-oxoprogesterone + NADPH
-
 Rattus sp. 9alpha-fluoro-11beta-hydroxyprogesterone + NADP+
-
 ir
1.1.1.146 9alpha-fluorocortisone + NADPH
-
 Cavia porcellus 9alpha-fluorocortisol + NADP+
-
 r
1.1.1.146 9alpha-fluorocortisone + NADPH
-
 Rattus norvegicus 9alpha-fluorocortisol + NADP+
-
 r
1.1.1.146 9alpha-fluorocortisone + NADPH
-
 Rattus sp. 9alpha-fluorocortisol + NADP+
-
 ir
1.1.1.146 androst-4-ene-3,11,17-trione + NADPH
-
 Cavia porcellus 11beta-hydroxyandrost-4-ene-3,17-dione + NADP+
-
 r
1.1.1.146 androst-4-ene-3,11,17-trione + NADPH
-
 Bos taurus 11beta-hydroxyandrost-4-ene-3,17-dione + NADP+
-
 r
1.1.1.146 androst-4-ene-3,11,17-trione + NADPH
-
 Oryctolagus cuniculus 11beta-hydroxyandrost-4-ene-3,17-dione + NADP+
-
 r
1.1.1.146 androst-4-ene-3,11,17-trione + NADPH
-
 Rattus sp. 11beta-hydroxyandrost-4-ene-3,17-dione + NADP+
-
 r
1.1.1.146 corticosterone + NADPH + H+
-
 Cavia porcellus corticosterol + NADP+
-
 r
1.1.1.146 corticosterone + NADPH + H+
-
 Rattus norvegicus corticosterol + NADP+
-
 r
1.1.1.146 cortisone + NAD(P)H
-
 Cavia porcellus cortisol + NAD(P)+
-
 r
1.1.1.146 cortisone + NAD(P)H
-
 Rattus norvegicus cortisol + NAD(P)+
-
 r
1.1.1.146 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 ?
-
 ?
1.1.1.146 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 ?
-
 ?
1.1.1.146 pregn-4-ene-3,11,20-trione + NADPH
-
 Cavia porcellus 11beta-hydroxy-pregn-4-ene-3,20-dione + NADP+
-
 ?
1.1.1.146 pregn-4-ene-3,11,20-trione + NADPH
-
 Bos taurus 11beta-hydroxy-pregn-4-ene-3,20-dione + NADP+
-
 ?
1.1.1.146 pregn-4-ene-3,11,20-trione + NADPH
-
 Oryctolagus cuniculus 11beta-hydroxy-pregn-4-ene-3,20-dione + NADP+
-
 ?
1.1.1.146 pregn-4-ene-3,11,20-trione + NADPH
-
 Rattus sp. 11beta-hydroxy-pregn-4-ene-3,20-dione + NADP+
-
 ?

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.1.1.146 18 20 assay at Cavia porcellus
1.1.1.146 18 20 assay at Rattus norvegicus

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.1.1.146 6.5
-
 cortisone reduction Cavia porcellus
1.1.1.146 6.5
-
 cortisone reduction Rattus norvegicus
1.1.1.146 9.5
-
 cortisol oxidation Cavia porcellus
1.1.1.146 9.5
-
 cortisol oxidation Rattus norvegicus

pH Range

EC Number pH Minimum pH Maximum Comment Organism
1.1.1.146 additional information
-
 pH profile of forward and reverse reaction Cavia porcellus
1.1.1.146 additional information
-
 pH profile of forward and reverse reaction Rattus norvegicus

Cofactor

EC Number Cofactor Comment Organism Structure
1.1.1.146 NAD+ NADP+ is the preferred cofactor, low activity with NAD+ Cavia porcellus
1.1.1.146 NAD+ NADP+ is the preferred cofactor, low activity with NAD+ Rattus norvegicus
1.1.1.146 NADH NADPH is the preferred cofactor, low activity with NADH Cavia porcellus
1.1.1.146 NADH NADPH is the preferred cofactor, low activity with NADH Rattus norvegicus
1.1.1.146 NADP+
-
 Cavia porcellus
1.1.1.146 NADP+
-
 Oryctolagus cuniculus
1.1.1.146 NADP+
-
 Rattus sp.
1.1.1.146 NADP+ preferred cofactor, low activity with NAD+ Cavia porcellus
1.1.1.146 NADP+ preferred cofactor, low activity with NAD+ Rattus norvegicus
1.1.1.146 NADPH
-
 Cavia porcellus
1.1.1.146 NADPH
-
 Oryctolagus cuniculus
1.1.1.146 NADPH
-
 Rattus sp.
1.1.1.146 NADPH preferred cofactor, low activity with NADH Cavia porcellus
1.1.1.146 NADPH preferred cofactor, low activity with NADH Rattus norvegicus