Ligand progesterone

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Basic Ligand Information

Molecular Structure

C₂₁H₃₀O₂

progesterone

RJKFOVLPORLFTN-LEKSSAKUSA-N

Synonyms:

3,20-pregnene-4, 4-pregnen-3,20-dione, 4-pregnene-3,20-dione, luteol, pregn-4-en-3,20-dione, pregn-4-ene-3,20-dione, progesterone[side 1], progesterone[side 2], progestin, progestins, syngestrone

Show all BRENDA pathways known for progesterone

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (33 results)

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1.1.1.149

4 entries

1.1.1.210

progesterone + NADPH = 20alpha-hydroxy-4-pregnen-3-one + NADP+

286265, 286266

1.1.1.270

progesterone + NADPH + H+ = 4-pregnen-3beta-ol-20-one + NADP+

760652

1.1.1.357

progesterone + NAD(P)H + H+ = 20alpha-hydroxyprogesterone + NAD(P)+

724208

1.1.1.50

pregn-4-en-3,20-dione + NADPH + H+ = 3alpha-hydroxypregn-4-en-20-one + NADP+

741098

1.1.1.53

progesterone + NADPH = 20beta-hydroxy-pregn-4-ene-3-one + NADP+

287101, 287084, 287102

1.14.13.54

progesterone + NADPH + H+ + O2 = Testosterone acetate + NADP+ + H2O

progesterone + AH2 + O2 = 9alpha-hydroxyprogesterone + A + H2O

689732

1.14.99.4

progesterone + NADPH + H+ + O2 = Testosterone acetate + NADP+ + H2O

438221, 438217, 438220, 438218, 438219, 438216

1.3.1.22

progesterone + NADPH + H+ = 5alpha-pregnan-3-20-dione + NADP+

390654, 389557, 389563, 389562, 389560, 389559, 390651, 390653

In Vivo Product in Enzyme-catalyzed Reactions (9 results)

20alpha-hydroxyprogesterone + NAD(P)H + H+ = progesterone + NAD(P)+

1.1.1.50

3alpha-hydroxypregn-4-en-20-one + NADP+ = pregn-4-en-3,20-dione + NADPH + H+

1.1.1.51

pregnenolone + NAD+ = progesterone + NADH + H+

1.3.1.22

5alpha-pregnan-3,20-dione + NADP+ = progesterone + NADPH + H+

1.3.99.5

5alpha-pregn-3,20-dione + NADP+ = progesterone + NADPH + H+

Substrate in Enzyme-catalyzed Reactions (85 results)

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1.1.1.112

progesterone + NAD(P)H = 3alpha-hydroxy-4-pregnen-20-one + NAD(P)+

4-pregnen-3,20-dione + NADPH = ?

655213

1.1.1.210

progesterone + NADPH = 20alpha-hydroxy-4-pregnen-3-one + NADP+

286265, 286266, 286267

1.1.1.213

2 entries

1.1.1.239

progesterone + NADPH + H+ = 20alpha-hydroxyprogesterone + NADP+

progesterone + NADPH + H+ + O2 = Testosterone acetate + NADP+ + H2O

693956, 659076, 7389, 7390, 727906

4-pregnene-3,20-dione + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 = 9alpha-hydroxy-4-pregnene-3,20-dione + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O

717737, 717735

1.14.15.4

progesterone + reduced adrenodoxin + O2 = 11beta-hydroxyprogesterone + oxidized adrenodoxin + H2O

progesterone + AH2 + O2 = 9alpha-hydroxyprogesterone + A + H2O

3'-phosphoadenylyl sulfate + progesterone = adenosine 3',5'-bisphosphate + progesterone sulfate

760621

7.6.2.2

2 entries

Product in Enzyme-catalyzed Reactions (34 results)

20alpha-hydroxy-pregn-4-en-3-one + NADP+ = progesterone + NADPH

1.1.1.239

2 entries

1.1.1.270

pregnenolone + NADH + H+ = progesterone + NAD+

1.1.1.357

20alpha-hydroxyprogesterone + NAD(P)H + H+ = progesterone + NAD(P)+

1.1.1.50

3alpha-hydroxypregn-4-en-20-one + NADP+ = pregn-4-en-3,20-dione + NADPH + H+

1.1.1.51

5 entries

1.1.1.53

20beta-hydroxypregn-4-ene-3-one + NADP+ = pregn-4-ene-3,20-dione + NADPH

1.1.1.62

2 entries

1.3.1.22

5alpha-pregnan-3,20-dione + NADP+ = progesterone + NADPH + H+

1.3.99.5

5alpha-pregn-3,20-dione + NADP+ = progesterone + NADPH + H+

Activator in Enzyme-catalyzed Reactions (20 results)

best inducer

physiological levels of progesterone activate PE-NMT and sphingomyelin synthase

induces c-Mos expression

682213

2.8.2.4

specific induction by 0.01 mM, 7fold increase in sulfation of beta-estradiol, Ishikawa endometrial adenocarcinoma cells

concentration dependent activation of alkaline phosphatase grown in low phosphate medium

678987

3.4.11.9

exposure of HepG2 cells to 0.001 mM progesterone results in a significant increase in the AP-P activity of cell lysates

699834

3.4.21.10

up to 2fold activation

667370

3.4.21.77

upregulation in breast cancer

up-regulaion

up-regulaion

ODC activity gradually increases in the presence of progesterone

700166

7.6.2.2

1 mM increases the ATPase activity of the enzyme more than 5times

734772

Inhibitor in Enzyme-catalyzed Reactions (60 results)

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1.1.1.112

competitive inhibition vs. indanol

inhibition of 3beta-reductase activity

strong, competitive inhibitor of lactonization of 17-ketosteroids

progesterone acts as a competitive inhibitor for 11beta-hydroxylase and aldosterone synthase, inhibits aldosterone production by wild-type CYP11B1 and chimeric mutant CYP11B1/B2 in HEK-293 cells. The wild-type is more strongly inhibited than the chimera

inhibits the synthesis of 5alpha-dihydrotestosterone by competing with 4-en-3-one function of the testosterone for the 5alpha-reductase enzyme

decreases expression and phosphorylation of GSK-3 beta in the cerebellum but not in the hypothalamus, regulation of tau expression and phosphorylation by progesterone may contribute to the hormonal regulation of cerebellar function by the modification of neuronal cytoskeleton

679431

2.8.2.15

competitive inhibitor, inhibits cortisol sulfotransferase activity

0.5 mM, 29% inhibition

691566

3.5.4.4

progesterone decreases adenosine deaminase levels, adenosine deaminase levels show regional specificity with differences among the cerebral hemispheres, cerebellum, and brainstems structures

weak

supresses CFTR expression, alleviation of ovarian hyperstimulation syndrome symptoms

675997