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Ligand corticosterone

Basic Ligand Information

Molecular Structure

Show all BRENDA pathways known for corticosterone

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (12 results)

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Show Natural Substrate (12 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.146

corticosterone + NAD+ = 11-dehydrocorticosterone + NADH + H+

761000

1y5r, 3D-view

1.1.1.146

corticosterone + NADP+ = 11-dehydrocorticosterone + NADPH

696054, 700178, 699841, 656215, 654196

1y5r, 3D-view

1.1.1.146

corticosterone + NADP+ = 11-dehydrocorticosterone + NADPH + H+

761543, 657253

1y5r, 3D-view

1.1.1.146

corticosterone + NADPH + H+ = corticosterol + NADP+

761908

1y5r, 3D-view

1.1.1.B40

corticosterone + beta-NAD+ = 11-dehydrocorticosterone + beta-NADH

743434

-

1.1.1.B40

corticosterone + NAD+ = 11-dehydrocorticosterone + NADH + H+

654196, 696054, 700178, 699841, 656350, 654171, 655349, 656372, 667203

-

1.14.15.4

corticosterone + reduced adrenal ferredoxin + O2 = 11-deoxycorticosterone + adrenal ferredoxin + ?

690171

-

1.14.15.4

corticosterone + reduced adrenal ferredoxin + O2 = 18-hydroxy-corticosterone + oxidized adrenal ferredoxin + H2O

285401

-

1.14.15.4

corticosterone + reduced adrenodoxin + O2 = 18-hydroxycorticosterone + oxidized adrenodoxin + H2O

725981, 725828

-

1.1.1.146

4 entries

1.1.1.B40

2 entries

1.14.15.4

3 entries

1.14.15.5

corticosterone + reduced adrenal ferredoxin + O2 = 18-hydroxycorticosterone + oxidized adrenal ferredoxin + H2O

438758, 687068, 438757

-

1.3.1.3

corticosterone + NADPH + H+ = ?

390597

-

7.6.2.2

ATP + H2O + corticosterone/in = ADP + phosphate + corticosterone/out

733756

-

In Vivo Product in Enzyme-catalyzed Reactions (7 results)

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Show Natural Product (7 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.146

11-dehydrocorticosterone + NADPH + H+ = corticosterone + NADP+

0

1y5r, 3D-view

1.1.1.146

11-dehydrocorticosterone + NADPH = corticosterone + NADP+

0

1y5r, 3D-view

1.1.1.146

dehydrocorticosterone + NADPH = corticosterone + NADP+

0

1y5r, 3D-view

1.1.1.146

3 entries

1.1.1.B40

11-dehydrocorticosterone + NADPH = corticosterone + NADP+

0

-

1.14.15.4

11-deoxycorticosterone + reduced adrenal ferredoxin + O2 = corticosterone + oxidized adrenal ferredoxin + H2O

285401

-

1.14.15.4

11-deoxycorticosterone + reduced adrenodoxin + O2 = corticosterone + oxidized adrenodoxin + H2O

0

-

1.14.15.4

2 entries

7.6.2.2

ATP + H2O + corticosterone/in = ADP + phosphate + corticosterone/out

0

-

Substrate in Enzyme-catalyzed Reactions (31 results)

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Show Substrate (31 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.146

corticosterone + NAD+ = 11-dehydrocorticosterone + NADH + H+

761000, 761758

1y5r, 3D-view

1.1.1.146

corticosterone + NADP+ = 11-dehydrocorticosterone + NADPH

693886, 696054, 700178, 699841, 656215, 654196

1y5r, 3D-view

1.1.1.146

corticosterone + NADP+ = 11-dehydrocorticosterone + NADPH + H+

740024, 657253, 761543

1y5r, 3D-view

1.1.1.146

corticosterone + NADP+ = ?

668126

1y5r, 3D-view

1.1.1.146

corticosterone + NADPH + H+ = ?

740806

1y5r, 3D-view

1.1.1.146

corticosterone + NADPH + H+ = corticosterol + NADP+

285967, 655216, 761908

1y5r, 3D-view

1.1.1.149

corticosterone + NADH + H+ = ? + NAD+

763262

-

1.1.1.149

corticosterone + NADPH + H+ = ? + NADP+

285988

-

1.1.1.146

6 entries

1.1.1.149

2 entries

1.1.1.189

corticosterone + NADPH + H+ = ?

347776

-

1.1.1.201

corticosterone + NADP+ = 21-hydroxy-pregn-4-ene-3,11,20-trione + NADPH

656659

-

1.1.1.53

4-pregnen-11beta,21-diol-3,20-dione + NADPH = 4-pregnen-11beta,20alpha,21-triol-3-one + NADP+

668684

-

1.1.1.53

corticosterone + NADH + H+ = ? + NAD+

763346

-

1.1.1.B40

corticosterone + beta-NAD+ = 11-dehydrocorticosterone + beta-NADH

743434

-

1.1.1.B40

corticosterone + NAD+ = 11-dehydrocorticosterone + NADH + H+

654196, 696054, 700178, 697286, 699841, 656350, 654171, 655349, 656372, 667203, 667673

-

1.1.1.53

2 entries

1.1.1.B40

2 entries

1.14.13.54

Corticosterone + NADPH + O2 = ?

7390

-

1.14.15.4

corticosterone + reduced adrenal ferredoxin + O2 = 11-deoxycorticosterone + adrenal ferredoxin + ?

690171, 686286

-

1.14.15.4

corticosterone + reduced adrenal ferredoxin + O2 = 18-hydroxy-11-deoxycorticosterone + oxidized adrenal ferredoxin + ?

285390

-

1.14.15.4

corticosterone + reduced adrenal ferredoxin + O2 = 18-hydroxy-corticosterone + oxidized adrenal ferredoxin + H2O

285401

-

1.14.15.4

corticosterone + reduced adrenal ferredoxin + O2 = 18-hydroxycorticosterone + oxidized adrenal ferredoxin + H2O

285389, 285402, 285401

-

1.14.15.4

corticosterone + reduced adrenal ferredoxin + O2 = aldosterone + oxidized adrenal ferredoxin + H2O

285404, 285395

-

1.14.15.4

corticosterone + reduced adrenodoxin + O2 = 18-hydroxycorticosterone + oxidized adrenodoxin + H2O

725981, 725828

-

1.14.15.4

6 entries

1.14.15.5

corticosterone + reduced adrenal ferredoxin + O2 = 18-hydroxycorticosterone + oxidized adrenal ferredoxin + H2O

438757, 438758, 687068

-

1.14.15.8

corticosterone + reduced adrenodoxin + O2 = 15beta-hydroxycorticosterone + oxidized adrenodoxin + H2O

744148

-

1.14.15.8

corticosterone + reduced megaredoxin + O2 = 15beta-hydroxycorticosterone + oxidized megaredoxin + H2O

698682

-

1.14.15.8

2 entries

1.3.1.22

corticosterone + NADPH + H+ = 5alpha-dihydrocorticosterone + NADP+

396219, 725091

-

1.3.1.3

corticosterone + NADPH + H+ = ?

726492, 390597

-

1.3.99.4

corticosterone + 2,6-dichlorophenol-indophenol = 1,4-pregnene-17alpha,21-diol-3,20-dione + reduced 2,6-dichlorophenol-indophenol

743236

-

1.3.99.4

corticosterone + acceptor = 1,4-pregnene-17alpha,21-diol-3,20-dione + reduced acceptor

391375

-

1.3.99.4

2 entries

2.8.2.2

3'-phosphoadenylylsulfate + corticosterone = adenosine 3',5'-bisphosphate + corticosterone sulfate

645774, 645776, 645773

-

5.3.1.21

Corticosterone = 11beta,20-Dihydroxy-3-oxopregn-4-en-21-al

2656

-

7.6.2.2

ATP + H2O + corticosterone/in = ADP + phosphate + corticosterone/out

733756

-

Product in Enzyme-catalyzed Reactions (13 results)

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Show Product (13 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.146

11-dehydrocorticosterone + NADPH + H+ = corticosterone + NADP+

0

1y5r, 3D-view

1.1.1.146

11-dehydrocorticosterone + NADPH = corticosterone + NADP+

0

1y5r, 3D-view

1.1.1.146

dehydrocorticosterone + NADPH = corticosterone + NADP+

0

1y5r, 3D-view

1.1.1.146

3 entries

1.1.1.150

11beta-hydroxy-pregn-4-ene-3,20,21-trione + NADH = 11beta,21-dihydroxy-pregn-4-ene-3,20-dione + NAD+

286004

-

1.1.1.151

11beta-hydroxy-pregn-4-ene-3,20,21-trione + NADPH = 11beta,21-dihydroxy-pregn-4-ene-3,20-dione + NADP+

286004

-

1.1.1.B40

11-dehydrocorticosterone + beta-NADPH = corticosterone + beta-NADP+

0

-

1.1.1.B40

11-dehydrocorticosterone + NADPH = corticosterone + NADP+

0

-

1.1.1.B40

2 entries

1.14.14.16

11beta-hydroxyprogesterone + NADH + O2 = corticosterone + NAD+ + H2O

285439

-

1.14.15.4

11-deoxycorticosterone + adrenal ferredoxin + H2O = corticosterone + reduced adrenal ferredoxin + O2

0

-

1.14.15.4

11-deoxycorticosterone + reduced adrenal ferredoxin + O2 = corticosterone + oxidized adrenal ferredoxin + H2O

285392, 285410, 285391, 285407, 285393, 285394, 285402, 285404, 285401, 285406, 285389, 285390

-

1.14.15.4

11-deoxycorticosterone + reduced adrenodoxin + O2 = corticosterone + oxidized adrenodoxin + H2O

0

-

1.14.15.4

deoxycorticosterone + oxidized adrenodoxin + H2O = corticosterone + reduced adrenodoxin + O2

0

-

1.14.15.4

4 entries

7.6.2.2

ATP + H2O + corticosterone/in = ADP + phosphate + corticosterone/out

0

-

Activator in Enzyme-catalyzed Reactions (3 results)

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Show Activating Compound (3 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.141

4fold activation

285931

-

2.7.11.31

counteracts inhibiting effect of sucrose and increases hypothalamic AMPK activity to levels comparable with saline-drinking animals

705267

-

3.1.3.1

0.5 mM, 18% activation

691566

-

Inhibitor in Enzyme-catalyzed Reactions (11 results)

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Show Inhibitors (11 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.145

0.08 mM, 50% inhibition

656586

-

1.1.1.21

i.e. corticosterone

695881

-

1.1.1.50

-

389527

-

1.14.15.4

competitive inhibition of 11beta-hydroxylase activity

285402

-

1.4.1.3

-

743356

-

2.8.2.15

competitive inhibitor, inhibits cortisol sulfotransferase activity

645722

-

2.8.2.18

cortisol as substrate, strong

645768, 645769

-

3.1.3.1

2 mM, 13% inhibition

691566

-

3.1.3.1

5 mM, 90% inhibition of alkaline phosphatase grown in high phosphate medium, no effect is observed with alkaline phosphatase grown in low phosphate medium

678987

-

3.5.4.4

-

209637

-

3.5.4.4

inhibits the adenosine deaminase activity in an age- and region-specific manner

700148

-

3.1.3.1

2 entries

3.5.4.4

2 entries

3D Structure of Enzyme-Ligand-Complex (PDB) (2 results)

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Show 3D Structure of Enzyme-Ligand-Complex (PDB) (2 entries)

EC NUMBER

ENZYME 3D STRUCTURE

1.1.1.146

1y5r, 3D-view

3.1.1.4

4qf7, 3D-view

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (2 results)

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Show Turnover Number (2 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

1.14.15.4

0.0378

-

+/-0.2268, calculatetd from Kcat/Km

285402

1.3.1.3

0.032

-

pH 6.0, 37°C

726492

K_M Value (29 results)

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Show KM Value (29 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.1.1.146

0.0003

-

37°C, pH 7.4, in HEK-293 lysates expressing 11beta-HSD1

656215

1.1.1.146

0.0012

-

37°C, pH 7.4, in HEK-293 lysates expressing 11beta-HSD1

656215

1.1.1.146

0.00178

-

recombinant enzyme, at pH 7.4 and 37°C

740024

1.1.1.146

0.003

-

37°C, pH 7.4, recombinant 11beta-HSD1

657253

1.1.1.146

0.0032

-

37°C, pH 7.4, in HEK-293 lysates expressing 11beta-HSD1

656215

1.1.1.146

0.0042

-

native enzyme, at pH 7.4 and 37°C

740024

1.1.1.146

0.043

-

-

655216

1.1.1.146

0.043

-

37°C, pH 7.4, Hill coefficient of 0.7

654637

1.1.1.B40

0.000047

-

37°C, in non-pregnant myometrium

656372

1.1.1.B40

0.00006

-

37°C, after day 23 of pregnancy

656372

1.1.1.B40

0.000075

-

37°C, after day 10 of pregnancy

656372

1.1.1.B40

0.00013

-

pH 8.0, 28°C, isozyme 11beta-HSD2, R period

667203

1.1.1.B40

0.00014

-

pH 8.0, 28°C, isozyme 11beta-HSD2, PR period

667203

1.1.1.B40

0.00028

-

pH 8.0, 28°C, isozyme 11beta-HSD2, P period

667203

1.14.15.4

0.0059

-

+/-0.00018

285404

1.14.15.4

0.0084

-

without phospholipids

285402

1.14.15.4

0.009

-

+/-0.0009

285402

1.14.15.4

0.06

0.09

presence of methyltrienolone

285405

1.14.15.4

0.087

-

with phospholipids

285402

1.1.1.146

8 entries

1.1.1.B40

6 entries

1.14.15.4

5 entries

1.14.15.8

0.095

-

22°C

698682

1.3.1.22

0.000569

-

pH 7.4, 28°C

725091

1.3.1.22

0.002

-

isoenzyme 2

396219

1.3.1.22

0.004

-

isoenzyme 2

396219

1.3.1.22

0.008

-

isoenzyme 1

396219

1.3.1.22

0.018

-

isoenzyme 1

396219

1.3.1.22

5 entries

1.3.1.3

0.0022

-

pH 6.0, 37°C

726492

1.3.99.4

0.0204

-

i.e. 4-pregnene-11beta,21-diol-3,20-dione

391375

1.3.99.4

0.1619

-

pH 7.0, 30°C

743236

1.3.99.4

0.3743

-

pH 7.0, 30°C

743236

1.3.99.4

3 entries

IC₅₀ Value (5 results)

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Show IC50 Value (5 entries)

EC NUMBER

IC50 VALUE

IC50 VALUE MAXIMUM

COMMENTARY

LITERATURE

1.1.1.21

0.005

-

in 0.1 M potassium phosphate, pH 7.4, at 25°C

695881

1.4.1.3

0.001

-

pH 8.0, temperature not specified in the publication

743356

1.4.1.3

0.0021

-

pH 8.0, temperature not specified in the publication

743356

1.4.1.3

0.0025

-

presence of 0.1 M ADP, pH 8.0, temperature not specified in the publication

743356

1.4.1.3

0.0032

-

presence of 0.1 M ADP, pH 8.0, temperature not specified in the publication

743356

1.4.1.3

4 entries

References & Links

Literature References (81)

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Show Reference (81 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

2656

2322553

Purification and characterization of corticosteroid side chain isomerase

1990

Marandici, A.; Monder, C.

Biochemistry

29

1147-1154

7390

3486863

Studies on steroid monooxygenase from Cylindrocarpon radicicola ATCC 11011. Purification and characterization

1986

Itagaki, E.

J. Biochem.

99

815-824

209637

10718633

Purification and characterization of intestinal adenosine deaminase from mice

2000

Singh, L.S.; Sharma, R.

Mol. Cell. Biochem.

204

127-134

285389

889836

Purification and properties of cytochrome p-450 (11beta- and 18-hydroxylase) from bovine adrenocortical mitochondria

1977

Watanuki, M.; Tilley, B.E.; Hall, P.F.

Biochim. Biophys. Acta

483

236-247

285390

412519

Cytochrome P-450 for 11beta- and 18-hydroxylase activities of bovine adrenocortical mitochondria: one enzyme or two?

1978

Watanuki, M.; Tilley, B.E.; Hall, P.F.

Biochemistry

17

127-130

285391

708075

Properties of an adrenal cytochrome P-450 (P-45011beta) for the hydroxylations of corticosteroids

1978

Sato, H.; Ashida, N.; Suhara, K.; Itagaki, E.; Takemori, S.; Katagiri, M.

Arch. Biochem. Biophys.

190

307-314

285392

2738055

Isolation of aldosterone synthase cytochrome P-450 from zona glomerulosa mitochondria of rat adrenal cortex

1989

Ogishima, T.; Mitani, F.; Ishimura, Y.

J. Biol. Chem.

264

10935-10938

285393

4155923

Studies on the partially purified heme protein P-450 from the adrenal cortex

1973

Cooper, D.Y.; Schleyer, H.; Levin, S.S.; Rosenthal, O.

Ann. N. Y. Acad. Sci.

212

227-242

285394

6978716

Integration of purified adrenocortical cytochrome P-45011beta into phospholipid vesicles

1982

Lombardo, A.; Defaye, G.; Guidicelli, C.; Monnier, N.; Chambaz, E.M.

Biochem. Biophys. Res. Commun.

104

1638-1645

285395

3485096

The synthesis of aldosterone by the adrenal cortex. Two zones (fasciculata and glomerulosa) possess one enzyme for 11beta-, 18-hydroxylation, and aldehyde synthesis

1986

Yanigabashi, K.; Haniu, M.; Shively, J.E.; Shen, W.H.; Hall, P.

J. Biol. Chem.

261

3556-3562

285401

9430822

Functional and expression analysis of ovine steroid 11beta-hydroxylase (cytochrome P 45011beta)

1997

Boon, W.C.; Roche, P.J.; Butkus, A.; McDougall, J.G.; Jeyaseelan, K.; Coghlan, J.P.

Endocr. Res.

23

325-347

285402

7556158

Inhibition of bovine cytochrome P-45011beta by 18-unsaturated progesterone derivatives

1995

Delorme, C.; Piffeteau, A.; Viger, A.; Marquet, A.

Eur. J. Biochem.

232

247-256

285404

9839008

18-Vinyldeoxycorticosterone: a potent inhibitor of the bovine cytochrome P-45011beta

1998

Davioud, E.; Piffeteau, A.; Delorme, C.; Coustal, S.; Marquet, A.

Bioorg. Med. Chem.

6

1781-1788

285405

8431474

Photoaffinity labeling of cytochrome P-45011beta with methyltrienolone as a probe for the substrate binding region

1993

Ohnishi, T.; Miura, S.; Ichikawa, Y.

Biochim. Biophys. Acta

1161

257-264

285406

9057984

Stereoselective reductive metabolism of metyrapone and inhibitory activity of metyrapone metabolites, metyrapol enantiomers, on steroid 11beta-hydroxylase in the rat

1997

Nagamine, S.; Horisaka, E.; Fukuyama, Y.; Maetani, K.; Matsuzawa, R.; Iwakawa, S.; Asada, S.

Biol. Pharm. Bull.

20

188-192

285407

7663533

Cloning and stable expression of the human mitochondrial cytochrome P45011B1 cDNA in V79 Chinese hamster cells and their application for testing of potential inhibitors

1995

Denner, K.; Vogel, R.; Schmalix, W.; Doehmer, J.; Bernhardt, R.

Pharmacogenetics

5

89-96

285410

8674838

Cloning and expression of the rat adrenal cytochrome P-450 11B3 (CYP11B3) enzyme cDNA: preferential 18-hydroxylation over 11beta-hydroxylation of DOC

1995

Zhou, M.Y.; Gomez-Sanchez, E.P.; Foecking, M.F.; Gomez-Sanchez, C.E.

Mol. Cell. Endocrinol.

114

137-145

285439

13416221

Hydroxylation of steroids at carbon 21

1957

Ryan, K.J.; Engel, L.L.

J. Biol. Chem.

225

103-114

285931

2059213

Regulation of synthesis and activity of NAD+-dependent 15-hydroxy-prostaglandin dehydrogenase (15-PGDH) by dexamethasone and phorbol ester in human erythroleukemia (HEL) cells

1991

Xun, C.Q.; Ensor, C.M.; Tai, H.H.

Biochem. Biophys. Res. Commun.

177

1258-1265

285967

4384445

Metabolism of 11-oxogenated steroids. Metabolism in vitro by preparations of liver

1968

Bush, I.E.; Hunter, S.A.; Meigs, R.A.

Biochem. J.

107

239-258

285988

4400473

20alpha-Hydroxysteroid dehydrogenase of porcine testes

1972

Sato, F.; Takagi, Y.; Shikita, M.

J. Biol. Chem.

247

815-823

286004

14253469

The 21-hydroxysteroid dehydrogenases of liver. A nicotinamide adenine dinucleotide phosphate dehydrogenase and two nicotinamide adenine dinucleotide dehydrogenases

1965

Monder, C.; White, A.

J. Biol. Chem.

240

71-77

347776

1597188

Purification and properties of prostaglandin 9-ketoreductase from pig and human kidney. Identity with human carbonyl reductase

1992

Schieber, A.; Frank, R.W.; Ghisla, S.

Eur. J. Biochem.

206

491-502

389527

3170514

Purification and characterization of NADP+-dependent 3alpha-hydroxysteroid dehydrogenase from mouse liver cytosol

1988

Hara, A.; Inoue, Y.; Nakagawa, M.; Naganeo, F.; Sawada, H.

J. Biochem.

103

1027-1034

390597

11342103

Genomic organization of a human 5beta-reductase and its pseudogene and substrate selectivity of the expressed enzyme

2001

Charbonneau, A.; The, V.L.

Biochim. Biophys. Acta

1517

228-235

391375

2317517

Purification and characterization of 3-ketosteroid-delta 1-dehydrogenase from Nocardia corallina

1990

Itagaki, E.; Wakabayashi, T.; Hatta, T.

Biochim. Biophys. Acta

1038

60-67

396219

7734398

Cloning, expression and functional characterization of type 1 and type 2 steroid 5alpha-reductase from cynomolgus monkey: comparison with human and rat isoenzymes

1995

Levy, M.A.; Brandt, M.; Sheedy, K.M.; Holt, D.A.; Heaslip, J.I.; Trill, J.J.; Ryan, P.J.; Morris, R.A.; Garrison, L.M.; Bergsma, D.J.

J. Steroid Biochem. Mol. Biol.

52

307-319

438757

4381410

Studies on aldosterone biosynthesis in vitro

1966

Raman, P.B.; Sharma, D.C.; Dorfman, R.I.

Biochemistry

5

1795-1804

438758

9177280

CMO I deficiency caused by a point mutation in exon 8 of the human CYP11B2 gene encoding steroid 18-hydroxylase (P450C18)

1997

Nomoto, S.; Massa, G.; Mitani, F.; Ishimura, Y.; Miyahara, K.; Toda, K.; Nagano, I; Yamashiro, T.; Ogoshi, S.; Fukata, J.I.; Onishi, S.; Hashimoto, K.; Doi, Y.; Imura, H.; Shizuta, Y.

Biochem. Biophys. Res. Commun.

234

382-385

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