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Ligand dehydroepiandrosterone

Basic Ligand Information

Molecular Structure

Pathway Source

Pathways

KEGG

Microbial metabolism in diverse environments, Ovarian steroidogenesis, Pathways in cancer, Prostate cancer, Steroid degradation, Steroid hormone biosynthesis more

MetaCyc

11-oxyandrogens biosynthesis, androgen biosynthesis

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (28 results)

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Show Natural Substrate (28 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.145

dehydroepiandrosterone + NAD+ = ?

656091

-

1.1.1.145

dehydroepiandrosterone + NAD+ = androst-5-en-3,17-dione + NADH

389383, 389371, 389389, 389401, 655345, 656091, 656577, 656657, 656788, 740914, 740998, 741261, 741423, 389380, 389396, 389393, 389394, 389376, 389391, 389370, 389382, 389400

-

1.1.1.145

dehydroepiandrosterone + NADH + H+ = androsterone + NAD+

656655

-

1.1.1.145

3 entries

1.1.1.51

dehydroepiandrosterone + NAD(P)H + H+ = androstenedione + NAD(P)+

763514

-

1.1.3.6

dehydroandrosterone + O2 = ? + H2O2

725869

1coy, 3D-view

1.1.3.6

dehydroepiandrosterone + O2 = androst-5-en-3,17-dione + H2O2

710959

1coy, 3D-view

1.1.3.6

2 entries

1.14.14.29

dehydroepiandrosterone + NADPH + H+ + o2 = 7alpha-hydroxy-dehydroepiandrosterone + NADP+ + H2O

728174

-

2.8.2.1

3'-phosphoadenylyl sulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + ?

702138

-

2.8.2.1

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

760542

-

2.8.2.14

3'-phosphoadenylyl sulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + ?

702138

-

2.8.2.14

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

761727

-

2.8.2.14

3'-phosphoadenylylsulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + ?

726539

-

2.8.2.14

3'-phosphoadenylylsulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + androst-5-en-17-one 3-sulfate

661602

-

2.8.2.15

3'-phosphoadenylyl sulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + ?

702138

-

2.8.2.15

3'-phosphoadenylyl sulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-O-sulfate

673311, 673295, 674394, 677143, 760621, 675477, 676256

-

2.8.2.15

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

677268

-

2.8.2.15

3'-phosphoadenylyl sulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + dehydroepiandrosterone O-sulfate

673061

-

2.8.2.15

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

738099, 738552

-

2.8.2.15

3'-phosphoadenylylsulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + androst-5-en-17-one 3-sulfate

662232

-

2.8.2.15

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

645733, 645736, 645735, 673295, 724113, 724741, 725980, 724959, 645724, 645739, 645730, 645722, 645731

-

2.8.2.2

3'-phosphoadenylyl sulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-O-sulfate

761169

1j99, 3D-view

2.8.2.2

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

690709, 691779, 692098, 673295, 694259, 760274, 761001, 761727, 661823, 675680, 761704, 760542, 675275, 677218

1j99, 3D-view

2.8.2.2

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

675680, 738296

1j99, 3D-view

2.8.2.2

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

645781, 645785, 645778, 645790, 645791, 645773, 645774, 645776, 645784, 645792, 645796, 645800, 645793, 645780, 645789, 645782, 645783, 645786, 645779, 645795, 645788

1j99, 3D-view

2.8.2.1

2 entries

2.8.2.14

4 entries

2.8.2.15

7 entries

2.8.2.2

4 entries

2.8.2.3

3'-phosphoadenylyl sulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + ?

702138

-

2.8.2.34

3'-phosphoadenylyl 5'-phosphosulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate

659105

-

2.8.2.4

3'-phosphoadenylyl sulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + ?

677219, 702138

-

2.8.2.4

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

677219, 760542

-

2.8.2.4

2 entries

In Vivo Product in Enzyme-catalyzed Reactions (5 results)

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Show Natural Product (5 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.14.14.32

7alpha-hydroxypregnenolone + [reduced NADPH-hemoprotein reductase] + O2 = 3beta-hydroxyandrost-5-en-17-one + acetate + [oxidized NADPH-hemoprotein reductase] + H2O

-

-

1.14.14.32

17alpha-hydroxypregnenolone + AH2 + O2 = dehydroepiandrosterone + acetate + A + H2O

-

-

1.14.14.32

17alpha-Hydroxypregnenolone = Dehydroepiandrosterone + acetaldehyde

-

-

3.1.6.2

dehydroepiandrosterone 3-sulfate + H2O = dehydroepiandrosterone + sulfate

-

-

3.1.6.2

dehydroepiandrosterone sulfate + H2O = dehydroepiandrosterone + sulfate

-

-

1.14.14.32

3 entries

3.1.6.2

2 entries

Substrate in Enzyme-catalyzed Reactions (89 results)

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Show Substrate (89 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.145

3beta-hydroxy-5-androsten-17-one + NAD+ = androstendione + NADH + H+

700557

-

1.1.1.145

5-androsten-3beta-ol-17-one + NAD+ = 5-androsten-3,17-dione + NADH

689697

-

1.1.1.145

androst-5-ene-3beta-ol-17-one + NAD+ = androst-5-ene-3,17-dione + NADH

389402

-

1.1.1.145

dehydroepiandrosterone + NAD+ = 5-androstene-3,17-dione + NADH + H+

763397

-

1.1.1.145

dehydroepiandrosterone + NAD+ = ?

670037, 656655, 389370, 662371, 656091

-

1.1.1.145

dehydroepiandrosterone + NAD+ = androst-5-en-3,17-dione + NADH

389383, 389384, 389371, 389389, 389401, 655345, 656091, 656577, 656657, 656788, 688685, 740914, 740998, 741261, 741423, 389380, 389396, 389393, 389394, 389376, 389390, 389391, 389370, 389382, 389400, 740503, 725813, 725820, 724518

-

1.1.1.145

dehydroepiandrosterone + NAD+ = androst-5-en-3,17-dione + NADH + H+

693887, 700182, 685186, 762899

-

1.1.1.145

dehydroepiandrosterone + NAD+ = androstenedione + NADH + H+

763756, 763397, 763139

-

1.1.1.145

dehydroepiandrosterone + NADH + H+ = androsterone + NAD+

656655

-

1.1.1.145

dehydroepiandrosterone + NADPH = 3beta-hydroxy-5-androsten-17-one + NADP+

389394

-

1.1.1.145

10 entries

1.1.1.148

dehydroepiandrosterone + NADPH = 5-androstene-3alpha,17alpha-diol + NADP+

668078

-

1.1.1.149

dehydroepiandrosterone + NADPH + H+ = ?

740126

-

1.1.1.239

dehydroepiandrosterone + NAD+ = ? + NADH + H+

740637

-

1.1.1.252

5-androstene-3beta-ol-17-one + NADPH + H+ = ? + NADP+

697279

-

1.1.1.270

dehydroepiandrosterone + NAD+ = androstenedione + NADH + H+

763397

-

1.1.1.270

dehydroepiandrosterone + NADH + H+ = 5-androstene-3,17-dione + NAD+

725813

-

1.1.1.270

2 entries

1.1.1.278

dehydroepiandrosterone + NADP+ = ?

691108

-

1.1.1.51

5-androsten-3beta-ol-17-one + NAD(P)+ = 5-androstene-3,17-dione + NAD(P)H + H+

689697

-

1.1.1.51

dehydroepiandrosterone + NAD(P)+ = androst-5-en-3,17-dione + NAD(P)H + H+

699146, 691108

-

1.1.1.51

dehydroepiandrosterone + NAD(P)H + H+ = androstendiol + NAD(P)+

762074

-

1.1.1.51

dehydroepiandrosterone + NAD(P)H + H+ = androstenediol + NAD(P)+

696052

-

1.1.1.51

dehydroepiandrosterone + NAD(P)H + H+ = androstenedione + NAD(P)+

763514

-

1.1.1.51

dehydroepiandrosterone + NAD+ = 4-androstene-3,17-dione + NADH + H+

712201

-

1.1.1.51

dehydroepiandrosterone + NAD+ = androstene-3,17-dione + NADH + H+

713515

-

1.1.1.51

dehydroepiandrosterone + NADH + H+ = ? + NAD+

740637

-

1.1.1.51

dehydroepiandrosterone + NADPH + H+ = 5-androstene-3beta,17beta-diol + NADP+

670037, 669905

-

1.1.1.51

dehydroepiandrosterone + NADPH + H+ = androst-5-ene-3beta,17beta-diol + NADP+

700188

-

1.1.1.62

3beta-hydroxyandrost-5-en-17-one + NADPH = 3beta,17beta-dihydroxyandrost-5-ene + NADP+

287176

3dhe, 3D-view

1.1.1.62

5-androstene-3beta-ol-17-one + NADPH = 5-androstene-3beta,17beta-diol + NADP+

655524

3dhe, 3D-view

1.1.1.62

dehydroepiandrosterone + NAD(P)H + H+ = androstendiol + NAD(P)+

762074

3dhe, 3D-view

1.1.1.62

dehydroepiandrosterone + NAD(P)H = 5-androstene-3beta,17beta-diol + NAD(P)+

688007

3dhe, 3D-view

1.1.1.62

dehydroepiandrosterone + NAD(P)H = androst-5-ene-3beta,17beta-diol + NAD(P)+

697736

3dhe, 3D-view

1.1.1.62

dehydroepiandrosterone + NADP+ = ?

670265

3dhe, 3D-view

1.1.1.62

dehydroepiandrosterone + NADPH + H+ = 5-androstene-3beta,17beta-diol + NADP+

686263

3dhe, 3D-view

1.1.1.62

dehydroepiandrosterone + NADPH + H+ = androstenediol + NADP+

762074

3dhe, 3D-view

1.1.1.64

dehydroepiandrosterone + NADPH = androst-5-en-3beta,17beta-diol + NADP+

669905

-

1.1.1.64

dehydroepiandrosterone + NADPH = androst-5-ene-3beta,17beta-diol + NADP+

287229

-

1.1.3.6

3beta-hydroxyandrost-5-en-17-one + O2 = androst-5-en-3,17-dione + H2O2

723968

1coy, 3D-view

1.1.3.6

dehydro-epi-androsterone + O2 = ?

655611

1coy, 3D-view

1.1.3.6

dehydroandrosterone + O2 = ? + H2O2

725869

1coy, 3D-view

1.1.3.6

dehydroepiandrosterone + O2 = ?

684653

1coy, 3D-view

1.1.3.6

dehydroepiandrosterone + O2 = ? + H2O2

763720

1coy, 3D-view

1.1.3.6

dehydroepiandrosterone + O2 = androst-5-en-3,17-dione + H2O2

763712, 2892, 287653, 287657, 287648, 710964, 287646, 710959

1coy, 3D-view

1.1.3.6

dehydroisoandrosterone + O2 = androst-5-en-3,17-dione + H2O

287672, 657224

1coy, 3D-view

1.1.3.6

trans-dehydroandrosterone + O2 = ?

697914

1coy, 3D-view

1.14.14.29

dehydroepiandrosterone + NADPH + H+ + O2 = 3beta,7alpha-dihydroxy-5-androsten-17-one + NADP+ + H2O

657806

-

1.14.14.29

dehydroepiandrosterone + NADPH + H+ + o2 = 7alpha-hydroxy-dehydroepiandrosterone + NADP+ + H2O

686694, 688678, 728174, 702427

-

1.14.14.29

dehydroepiandrosterone + NADPH + H+ + O2 = ? + NADP+ + H2O

702427, 705397

-

1.14.15.30

dehydroepiandrosterone + 2 reduced ferredoxin [iron-sulfur] cluster + H+ + O2 = ?

745648

-

1.14.15.30

dehydroepiandrosterone + NADH + H+ + O2 = 3beta,9alpha-dihydroxy-5-androstene-17-one + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O

745648

-

1.1.1.51

10 entries

1.1.1.62

8 entries

1.1.1.64

2 entries

1.1.3.6

8 entries

1.14.14.29

3 entries

1.14.15.30

2 entries

1.14.15.35

dehydroepiandrostenedione + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 = ? + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O

727300

-

1.14.15.8

dehydroepiandrosterone + reduced adrenodoxin + O2 = 7beta-hydroxy-dehydroepiandrosterone + oxidized adrenodoxin + H2O

745699

-

2.4.1.173

androst-5-en-3beta-ol-17-one + UDP-glucose = ?

690224

-

2.4.1.173

dehydroepiandrosterone + UDP-glucose = UDP + dehydroepiandrosterone 3-beta-D-glucoside

671624, 672427

-

2.4.1.173

UDP-glucose + dehydroepiandrosterone = UDP + dehydroepiandrosterone 3-beta-D-glucoside

671624

-

2.4.1.173

3 entries

2.4.1.192

androst-5-en-3beta-ol-17-one + UDP-glucose = UDP + androst-5-en-3beta-ol-17-one 3-O-beta-D-glucoside

488871

-

2.8.2.1

3'-phosphoadenylyl sulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + ?

702138

-

2.8.2.1

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

760542

-

2.8.2.1

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

645659

-

2.8.2.14

3'-phosphoadenylyl sulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + ?

702138

-

2.8.2.14

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

761727

-

2.8.2.14

3'-phosphoadenylyl-sulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + ?

726539

-

2.8.2.14

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

645711

-

2.8.2.14

3'-phosphoadenylylsulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + ?

660699, 726539

-

2.8.2.14

3'-phosphoadenylylsulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + androst-5-en-17-one 3-sulfate

661602, 662862

-

2.8.2.15

3'-phosphoadenylyl sulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + ?

702138

-

2.8.2.15

3'-phosphoadenylyl sulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-O-sulfate

673311, 673295, 674394, 676256, 677143, 760621, 675477, 673061

-

2.8.2.15

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

677268

-

2.8.2.15

3'-phosphoadenylyl sulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + dehydroepiandrosterone O-sulfate

673061

-

2.8.2.15

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

738102, 738099, 738552

-

2.8.2.15

3'-phosphoadenylylsulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + ?

663165

-

2.8.2.15

3'-phosphoadenylylsulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + androst-5-en-17-one 3-sulfate

662232

-

2.8.2.15

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

645733, 645736, 645735, 673295, 724113, 724741, 725980, 645722, 645730, 724959, 645739, 645724, 645731

-

2.8.2.1

3 entries

2.8.2.14

6 entries

2.8.2.15

8 entries

2.8.2.18

3'-phosphoadenylylsulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + ?

645722, 645768

-

2.8.2.2

3'-phosphoadenylyl sulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + ?

760965

1j99, 3D-view

2.8.2.2

3'-phosphoadenylyl sulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-O-sulfate

761169

1j99, 3D-view

2.8.2.2

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

690709, 675275, 675604, 691779, 692098, 760542, 673295, 694259, 760274, 761001, 761727, 661823, 675680, 761704, 677218

1j99, 3D-view

2.8.2.2

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

675680, 738296

1j99, 3D-view

2.8.2.2

3'-phosphoadenylylsulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + ?

660699

1j99, 3D-view

2.8.2.2

3'-phosphoadenylylsulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + androst-5-en-17-one 3-sulfate

660699

1j99, 3D-view

2.8.2.2

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

645781, 645785, 645778, 645779, 645780, 645782, 645783, 645786, 645789, 645790, 645791, 645795, 660699, 738101, 645773, 645774, 645776, 645784, 645792, 645788, 645796, 645800, 738032, 738909, 645793

1j99, 3D-view

2.8.2.3

3'-phosphoadenylyl sulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + ?

702138

-

2.8.2.3

3'-phosphoadenylylsulfate + dehydroepiandrosterone = ?

645862

-

2.8.2.2

7 entries

2.8.2.3

2 entries

2.8.2.34

3'-phosphoadenylyl 5'-phosphosulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + dehydroepiandrosterone 3-sulfate

659105, 657890, 657891, 659656

-

2.8.2.4

3'-phosphoadenylyl sulfate + dehydroepiandrosterone = adenosine 3',5'-bisphosphate + ?

677219, 702138, 760965

-

2.8.2.4

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

677219, 760542

-

2.8.2.4

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

645899, 645900, 645906, 645876, 645884, 645902

-

5.3.3.1

dehydroepiandrosterone = 3beta-hydroxy-4-androsten-17-one

652452, 662371

-

5.3.3.1

dehydroepiandrosterone = androstenedione

725807

-

2.8.2.4

3 entries

5.3.3.1

2 entries

Product in Enzyme-catalyzed Reactions (24 results)

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Show Product (24 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.145

androstenedione + NADPH + H+ = 3beta-hydroxy-5-androsten-17-one + NADP+

-

-

1.1.1.145

dehydroepiandrosterone + NADPH = 3beta-hydroxy-5-androsten-17-one + NADP+

-

-

1.1.1.145

androst-5-en-3,17-dione + NADH = dehydroepiandrosterone + NAD+

-

-

1.1.1.145

3 entries

1.1.1.239

androst-5-ene-3beta,17beta-diol + NAD+ = androst-5-ene-3beta-ol-17-one + NADH

287214

-

1.1.1.270

5-androstene-3,17-dione + NAD+ = dehydroepiandrosterone + NADH + H+

-

-

1.1.1.51

androst-5-ene-3beta,17beta-diol + NADP+ = dehydroepiandrosterone + NADPH

287072, 287073

-

1.1.1.62

5-androstene-3beta,17beta-diol + NAD+ = 5-androstene-3-beta-ol-17-one + NADH

-

3dhe, 3D-view

1.1.1.62

androstendiol + NAD(P)+ = dehydroepiandrosterone + NAD(P)H + H+

-

3dhe, 3D-view

1.14.14.32

17alpha-hydroxypregnenolone + [reduced NADPH-hemoprotein reductase] + O2 = 3beta-hydroxyandrost-5-en-17-one + acetate + [oxidized NADPH-hemoprotein reductase] + H2O

-

-

1.14.14.32

7alpha-hydroxypregnenolone + [reduced NADPH-hemoprotein reductase] + O2 = 3beta-hydroxyandrost-5-en-17-one + acetate + [oxidized NADPH-hemoprotein reductase] + H2O

-

-

1.14.14.32

pregnenolone + [reduced NADPH-hemoprotein reductase] + 2 O2 = 3beta-hydroxyandrost-5-en-17-one + acetate + [oxidized NADPH-hemoprotein reductase] + 2 H2O

-

-

1.14.14.32

17alpha-hydroxypregnenolone + ? + cytochrome b5 = dehydroepiandrosterone + ?

-

-

1.14.14.32

17alpha-hydroxypregnenolone + AH2 + O2 = dehydroepiandrosterone + acetate + A + H2O

-

-

1.14.14.32

17alpha-hydroxypregnenolone + [reduced NADPH-hemoprotein reductase] + O2 = dehydroepiandrosterone + [oxidized NADPH-hemoprotein reductase] + acetate + H2O

-

-

1.14.14.32

17alpha-Hydroxypregnenolone = Dehydroepiandrosterone + acetaldehyde

, 5126, 5131, 390127, 5127, 5130

-

1.14.14.32

17alpha-hydroxyprogesterone + AH2 + O2 = dehydroepiandrosterone + androstenedione + A + H2O

-

-

1.1.1.62

2 entries

1.14.14.32

8 entries

3.1.1.79

dehydroepiandrosterone oleate + H2O = dehydroepiandrosterone + oleate

-

-

3.1.6.1

dehydroepiandrosterone 3-sulfate + H2O = dehydroepiandrosterone + sulfate

-

-

3.1.6.2

3beta-hydroxyandrost-5-en-17-one 3-sulfate + H2O = 3beta-hydroxyandrost-5-en-17-one + sulfate

-

-

3.1.6.2

dehydroandrosterone 3-sulfate + H2O = dehydroandrosterone + sulfate

-

-

3.1.6.2

dehydroepiandrosterone 3-sulfate + H2O = dehydroepiandrosterone + sulfate

-

-

3.1.6.2

dehydroepiandrosterone sulfate + H2O = dehydroepiandrosterone + sulfate

-

-

3.1.6.2

dehydroisoandrosterone 3-sulfate + H2O = dehydroisoandrosterone + sulfate

-

-

3.1.6.2

5 entries

3.1.6.8

dehydroisoandrosterone sulfate + H2O = dehydroisoandrosterone + sulfate

-

-

Activator in Enzyme-catalyzed Reactions (1 result)

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Show Activating Compound (1 entry)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

7.6.2.2

stimulation of ATPase-activity arising from co-expression of isoforms ABCG5 and ABCG8

686719

-

Inhibitor in Enzyme-catalyzed Reactions (27 results)

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Show Inhibitors (27 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.145

0.01 mM reduced conversion of pregnenolone to 50%

389382

-

1.1.1.146

treatment of rats induces a shift from isoform 11beta-HSD1 to 11beta-HSD2 expression, increasing conversion from active to inactive glucocorticoids. Dehydroepiandrosterone likely modulates the transcription of 11beta-HSD2 in a phosphatidylinositol-3 kinase/Akt-dependent manner by increasing CCAAT/enhancer-binding protein beta mRNA and protein expression

687317

-

1.1.1.21

i.e. dehydroepiandrosterone

695881

-

1.1.1.49

uncompetitive inhibitor

711462

-

1.1.1.49

non-competitively inhibits

697523

-

1.1.1.49

uncompetitively inhibits bloodstream form cells

696748

-

1.1.1.49

3 entries

1.1.1.B40

treatment of rats induces a shift from isoform 11beta-HSD1 to 11beta-HSD2 expression, increasing conversion from active to inactive glucocorticoids. Dehydroepiandrosterone likely modulates the transcription of 11beta-HSD2 in a phosphatidylinositol-3 kinase/Akt-dependent manner by increasing CCAAT/enhancer-binding protein beta mRNA and protein expression

687317

-

1.14.14.29

inhibits hydroxylation of 5alpha-androstane-3beta,17beta-diol

686694

-

1.14.99.12

-

7389

-

1.3.1.22

good in vitro inhibitory activity, but compound does not bind to the androgen receptors

726491

-

1.4.1.3

-

743356

-

1.4.3.4

at 0.1 mM, inhibition of MAO-A by 44.2%; at 0.1 mM, inhibition of MAO-B by 61.2%

705454

-

2.3.1.26

-

486679

-

2.7.1.33

about 30% residual activity at 0.1 mM (isoform PanK3)

722018

-

2.8.2.15

-

662232

-

2.8.2.15

competitive inhibitor, inhibits cortisol sulfotransferase activity

645722

-

2.8.2.15

i.e. DHEA, substrate inhibition of SULT1A2

673061

-

2.8.2.15

substrate inhibition

677268, 724113

-

2.8.2.18

cortisol as substrate; kinetics

645722

-

2.8.2.18

cortisol as substrate; strong

645768, 645769

-

2.8.2.2

substrate inhibition

645793

1j99, 3D-view

2.8.2.2

substrate inhibition of SULT2A1, structure analysis of SULT2A1/DHEA and SULT2A1/PAP or SULT2A1/ADT, overview

694259

1j99, 3D-view

2.8.2.2

substrate inhibition of SULT2B1a and SULT2B1b; the potent substrate inhibition can be explained by trapping PAP in a dead-end complex, which impedes the release of the nucleotide coenzyme

761169

1j99, 3D-view

2.8.2.15

4 entries

2.8.2.18

2 entries

2.8.2.2

3 entries

2.8.2.4

-

645872

-

3.1.6.2

-

135604

-

3.1.6.2

competitive to 16alpha-hydroxydehydroepiandrosterone

135603

-

3.1.6.2

2 entries

5.3.3.1

-

748656

-

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

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

EC NUMBER

ENZYME 3D STRUCTURE

1.1.1.62

3dhe, 3D-view

1.1.3.6

1coy, 3D-view

2.8.2.2

1j99, 3D-view

Enzyme Kinetic Parameters

k_cat Value (Turnover Number) (78 results)

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Show Turnover Number (78 entries)

EC NUMBER

TURNOVER NUMBER [1/S]

TURNOVER NUMBER MAXIMUM [1/S]

COMMENTARY

LITERATURE

1.1.1.145

0.02

-

wild-type, pH 7.4

688685

1.1.1.145

0.021

-

wild-type, presence of 2-mercatoethanol pH 7.4

688685

1.1.1.145

0.023

-

pH 7.4, 27°C, recombinant isozyme 3beta-HSD1 mutant Q240R

662371

1.1.1.145

0.03

-

mutant C111S, presence of 2-mercatoethanol pH 7.4

688685

1.1.1.145

0.03

-

mutant E192A, pH 7.4, 27°C

725813

1.1.1.145

0.032

-

mutant C111S, pH 7.4

688685

1.1.1.145

0.0333

-

-

389390

1.1.1.145

0.04

-

mutant D61N, pH 7.4, 27°C

725813

1.1.1.145

0.047

-

mutant C111A, presence of 2-mercatoethanol pH 7.4

688685

1.1.1.145

0.048

-

mutant C83A, presence of 2-mercatoethanol pH 7.4

688685

1.1.1.145

0.05

-

mutant C72S, presence of 2-mercatoethanol pH 7.4

688685

1.1.1.145

0.05

-

wild-type 3beta-HSD1, pH 7.4, 27°C

725813

1.1.1.145

0.053

-

mutant C72S, pH 7.4

688685

1.1.1.145

0.055

-

27°C, pH 7.4

656577

1.1.1.145

0.055

-

in 0.02 M potassium phosphate buffer, pH 7.4

700182

1.1.1.145

0.055

-

mutant C83A, pH 7.4

688685

1.1.1.145

0.055

-

pH 7.4, 27°C, recombinant wild-type isozyme 3beta-HSD1

662371

1.1.1.145

0.055

-

pH 7.4, 27°C, wild-type enzyme

763397

1.1.1.145

0.055

-

wild-type, pH 7.4, 27°C

725820

1.1.1.145

0.06

-

27°C, pH 7.4

656091

1.1.1.145

0.06

-

mutant C111A, pH 7.4

688685

1.1.1.145

0.06

-

mutant E192A, pH 7.4, 27°C

725813

1.1.1.145

0.062

-

pH 7.4, 27°C, recombinant wild-type isozyme 3beta-HSD1

656091

1.1.1.145

0.075

-

mutant Q105M, pH 7.4, 27°C

725820

1.1.1.145

0.075

-

pH 7.4, 27°C, recombinant isozyme 3beta-HSD2 mutant Q105M

662371

1.1.1.145

0.087

-

mutant C72F, pH 7.4

688685

1.1.1.145

0.087

-

mutant C72F, presence of 2-mercatoethanol pH 7.4

688685

1.1.1.145

0.09

-

mutant R195R, pH 7.4, 27°C

725813

1.1.1.145

0.093

-

mutant P195R, pH 7.4, 27°C

725820

1.1.1.145

0.113

-

mutant Q105M, pH 7.4, 27°C

725820

1.1.1.145

0.113

-

pH 7.4, 27°C, recombinant isozyme 3beta-HSD1 mutant Q105M

662371

1.1.1.145

0.115

-

pH 7.4, 27°C, recombinant wild-type isozyme 3beta-HSD2

656091

1.1.1.145

0.118

-

mutant H156Y, pH 7.4, 27°C

725820

1.1.1.145

0.118

-

pH 7.4, 27°C, recombinant wild-type isozyme 3beta-HSD2

662371

1.1.1.145

0.12

-

27°C, pH 7.4

656091

1.1.1.145

0.12

-

27°C, pH 7.4, H156Y mutant 3beta-HSD1

656091

1.1.1.145

0.12

-

mutant R195P, pH 7.4, 27°C

725813

1.1.1.145

0.12

-

pH 7.4, 27°C, recombinant mutant H156Y

656091

1.1.1.145

0.128

-

pH 7.4, 27°C, chimeric R195P-1 mutant of the enzyme (3beta-HSD1)

763397

1.1.1.145

0.13

-

mutant R195P, pH 7.4, 27°C

725820

1.1.1.145

0.13

-

pH 7.4, 27°C, chimeric S194G-1 mutant of the enzyme (3beta-HSD1)

763397

1.1.1.145

0.14

-

wild-type 3beta-HSD2, pH 7.4, 27°C

725813

1.1.1.145

0.145

-

pH 7.4, 27°C, wild-type enzyme

763397

1.1.1.145

0.145

-

wild-type, pH 7.4, 27°C

725820

1.1.1.145

0.217

-

pH 7.4, 27°C, recombinant isozyme 3beta-HSD2 mutant R240Q

662371

1.1.1.145

0.64

-

pH 7.8, 30°C

763139

1.1.1.145

11.6

-

pH 8.5, 37°C

685186

1.1.1.145

47 entries

1.1.1.149

0.155

-

at pH 7.4 and 37°C

740126

1.1.1.270

0.055

-

pH 7.4, 27°C, wild-type enzyme

763397

1.1.1.270

0.1283

-

pH 7.4, 27°C, chimeric 195P-1 mutant

763397

1.1.1.270

0.13

-

pH 7.4, 27°C, chimeric S194G-1 mutant

763397

1.1.1.270

3 entries

1.1.1.51

0.01

-

pH 7.4, 25°C, recombinant enzyme

740637

1.1.1.62

0.12

-

mutant enzyme L149V

670265

1.1.1.62

0.16

-

wild-type enzyme

670265

1.1.3.6

0.69

-

-

287672

1.1.3.6

0.8

-

assay relies on detection of H2O2 formation

287670

1.1.3.6

0.8

-

H2O2 production assayed, 100 mM phosphate buffer

287674

1.1.3.6

0.8

-

product formation followed at 240 nm in the presence of 0.02 ml H2O2, substrate dissolved in Triton X-100, 100 mM phosphate buffer

287674

1.1.3.6

0.8

-

substrate trans-dehydroandrosterone, detection of product formation at 240 nm. 0.1 M potassium phosphate, 1% Triton X-100, 1.25% propan-2-ol, 25°C and pH 7.5

697914

1.1.3.6

1

-

substrate trans-dehydroandrosterone, rate of H2O2 formation detected with o-dianisidine and horseradish peroxidase. 0.1 M potassium phosphate, 1% Triton X-100, 1.25% propan-2-ol, 25°C and pH 7.5

697914

1.1.3.6

6

-

substrate trans-dehydroandrosterone, rate of H2O2 formation detected with o-dianisidine and horseradish peroxidase. 0.1 M potassium phosphate, 1% Triton X-100, 1.25% propan-2-ol, 25°C and pH 7.5

697914

1.1.3.6

6.82

-

pH 7.5, temperature not specified in the publication, wild-type enzyme

763712

1.1.3.6

7

-

assay relies on detection of H2O2 formation

287670

1.1.3.6

8.2

-

assay relies on spectroscopic detection of 4-cholesten-3-one formation

287670

1.1.3.6

8.2

-

product formation followed at 240 nm in the presence of 0.02 ml H2O2, substrate dissolved in Triton X-100, 100 mM phosphate buffer

287674

1.1.3.6

8.2

-

substrate trans-dehydroandrosterone, detection of product formation at 240 nm. 0.1 M potassium phosphate, 1% Triton X-100, 1.25% propan-2-ol, 25°C and pH 7.5

697914

1.1.3.6

9.56

-

pH 7.5, temperature not specified in the publication, mutant enzyme V64C

763712

1.1.3.6

13.68

-

pH 7.5, temperature not specified in the publication, mutant enzyme F70V

763712

1.1.1.62

2 entries

1.1.3.6

14 entries

1.14.14.29

0.033

-

-

686694

2.4.1.173

0.0072

-

for the cytosolic enzyme

672427

2.8.2.15

0.1

-

pH 7.5, 37°C

662232

2.8.2.2

2

-

pH 7.5, 37°C

645774

5.3.3.1

1990

-

mutant Q240R, isoform 1, 27°C, pH 7.4

662371

5.3.3.1

2064

-

mutant R240Q, isoform 2, 27°C, pH 7.4

662371

5.3.3.1

2088

-

mutant Q105M, isoform 1, 27°C, pH 7.4

662371

5.3.3.1

3012

-

wild-type, isoform 1, 27°C, pH 7.4

662371

5.3.3.1

4002

-

mutant Q105M, isoform 2, 27°C, pH 7.4

662371

5.3.3.1

4890

-

wild-type, isoform 2, 27°C, pH 7.4

662371

5.3.3.1

6 entries

K_M Value (162 results)

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Show KM Value (162 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.1.1.145

0.00009

-

-

389396

1.1.1.145

0.00012

-

3betaHSD VI

389384

1.1.1.145

0.00014

-

3betaHSD I

389383

1.1.1.145

0.00017

-

-

389382

1.1.1.145

0.00042

-

pH 7.5, 37°C

656655

1.1.1.145

0.00049

-

3betaHSD III

389383

1.1.1.145

0.00059

-

37°C, pH 8.4

656655

1.1.1.145

0.0007

-

wild-type, presence of 2-mercatoethanol pH 7.4

688685

1.1.1.145

0.001

-

-

389390

1.1.1.145

0.0016

-

microsomes

389391

1.1.1.145

0.00164

-

mutant Q105M, pH 7.4, 27°C

725820

1.1.1.145

0.0017

-

-

389385

1.1.1.145

0.0018

-

37°C, pH 7.4

656657

1.1.1.145

0.0024

-

type I

389400

1.1.1.145

0.0028

-

mutant C72S, pH 7.4

688685

1.1.1.145

0.0029

-

type II

389400

1.1.1.145

0.0037

-

27°C, pH 7.4

656091, 656577, 656788

1.1.1.145

0.0037

-

in 0.02 M potassium phosphate buffer, pH 7.4

700182

1.1.1.145

0.0037

-

pH 7.4

655345

1.1.1.145

0.0037

-

pH 7.4, 27°C, recombinant wild-type isozyme 3beta-HSD1

656091, 662371

1.1.1.145

0.0037

-

pH 7.4, 27°C, wild-type enzyme

763397

1.1.1.145

0.0037

-

wild type enzyme

389386

1.1.1.145

0.0037

-

wild-type 3beta-HSD1, pH 7.4, 27°C

725813

1.1.1.145

0.0037

-

wild-type, pH 7.4

688685

1.1.1.145

0.0037

-

wild-type, pH 7.4, 27°C

725820

1.1.1.145

0.0044

-

mutant C72S, presence of 2-mercatoethanol pH 7.4

688685

1.1.1.145

0.0045

-

mitochondria

389391

1.1.1.145

0.0045

-

modified enzyme

389386

1.1.1.145

0.005

-

-

389380

1.1.1.145

0.0061

-

pH 7.4, 27°C, recombinant isozyme 3beta-HSD1 mutant Q240R

662371

1.1.1.145

0.0075

-

mutant C83A, presence of 2-mercatoethanol pH 7.4

688685

1.1.1.145

0.0077

-

mutant P195R, pH 7.4, 27°C

725820

1.1.1.145

0.0077

-

mutant R195R, pH 7.4, 27°C

725813

1.1.1.145

0.0082

-

mutant E192A, pH 7.4, 27°C

725813

1.1.1.145

0.01

-

-

389380

1.1.1.145

0.0107

-

mutant R195P, pH 7.4, 27°C

725813, 725820

1.1.1.145

0.0107

-

pH 7.4, 27°C, chimeric R195P-1 mutant of the enzyme (3beta-HSD1)

763397

1.1.1.145

0.011

-

27°C, pH 7.4, S123A mutant 3betaHSD1

656577

1.1.1.145

0.0115

-

mutant C72F, presence of 2-mercatoethanol pH 7.4

688685

1.1.1.145

0.0124

-

pH 7.4, 27°C, chimeric S194G-1 mutant of the enzyme (3beta-HSD1)

763397

1.1.1.145

0.0127

-

mutant C72F, pH 7.4

688685

1.1.1.145

0.0156

-

pH 7.4, 27°C, wild-type enzyme

763397

1.1.1.145

0.0156

-

wild-type 3beta-HSD2, pH 7.4, 27°C

725813

1.1.1.145

0.0156

-

wild-type, pH 7.4, 27°C

725820

1.1.1.145

0.0168

-

mutant C111S, presence of 2-mercatoethanol pH 7.4

688685

1.1.1.145

0.0171

-

mutant C83A, pH 7.4

688685

1.1.1.145

0.0181

-

mutant C111S, pH 7.4

688685

1.1.1.145

0.0237

-

mutant C111A, presence of 2-mercatoethanol pH 7.4

688685

1.1.1.145

0.025

-

pH 7.4, 27°C, recombinant isozyme 3beta-HSD2 mutant Q105M

662371

1.1.1.145

0.0268

-

mutant C111A, pH 7.4

688685

1.1.1.145

0.0327

-

pH 7.4, 27°C, recombinant isozyme 3beta-HSD2 mutant R240Q

662371

1.1.1.145

0.0351

-

mutant E192A, pH 7.4, 27°C

725813

1.1.1.145

0.04

-

mutant Q105M, pH 7.4, 27°C

725820

1.1.1.145

0.0405

-

pH 7.4, 27°C, recombinant isozyme 3beta-HSD1 mutant Q105M

662371

1.1.1.145

0.042

-

27°C, pH 7.4, H156Y mutant

656788

1.1.1.145

0.042

-

27°C, pH 7.4, H156Y mutant 3beta-HSD1

656091

1.1.1.145

0.042

-

pH 7.4, H156Y mutant

655345

1.1.1.145

0.0424

-

mutant H156Y, pH 7.4, 27°C

725820

1.1.1.145

0.0424

-

pH 7.4, 27°C, recombinant mutant H156Y

656091

1.1.1.145

0.047

-

27°C, pH 7.4

655345, 656091, 656788

1.1.1.145

0.047

-

pH and temperature not specified in the publication

762899

1.1.1.145

0.0473

-

pH 7.4, 27°C, recombinant wild-type isozyme 3beta-HSD2

656091, 662371

1.1.1.145

0.0643

-

mutant D61N, pH 7.4, 27°C

725813

1.1.1.145

0.114

-

-

389394

1.1.1.145

0.13

-

NAD+ as cofactor

389402

1.1.1.145

0.221

-

pH 8.5, 37°C

685186

1.1.1.145

0.2419

-

pH 7.8, 30°C

763139

1.1.1.145

0.642

-

pH 7.8, 30°C

689697

1.1.1.145

68 entries

1.1.1.149

0.006

-

at pH 7.4 and 37°C

740126

1.1.1.270

0.0037

-

pH 7.4, 27°C, wild-type enzyme

763397

1.1.1.270

0.0107

-

pH 7.4, 27°C, chimeric 195P-1 mutant

763397

1.1.1.270

0.0124

-

pH 7.4, 27°C, chimeric S194G-1 mutant

763397

1.1.1.51

0.00001

-

37°C, pH not specified in the publication

713515

1.1.1.51

0.0043

-

pH 7.4, 25°C, recombinant enzyme

740637

1.1.1.51

0.642

-

50°C, pH 7.8

689697

1.1.1.62

0.0172

-

mutant enzyme L149V

670265

1.1.1.62

0.045

-

wild-type enzyme

670265

1.1.1.62

0.0598

-

-

287176

1.1.3.6

0.0036

-

-

2892

1.1.3.6

0.0275

-

-

287672

1.1.3.6

0.2

-

pH 7.5, 37°C, full-length isozyme ChoM2

725869

1.1.3.6

0.2

-

substrate trans-dehydroandrosterone, rate of H2O2 formation detected with o-dianisidine and horseradish peroxidase. 0.1 M potassium phosphate, 1% Triton X-100, 1.25% propan-2-ol, 25°C and pH 7.5

697914

1.1.3.6

0.24

-

pH 7.5, 37°C

725869

1.1.3.6

0.25

-

pH 7.5, 37°C, truncated isozyme ChoM2

725869

1.1.3.6

0.27352

-

pH 7.5, temperature not specified in the publication, mutant enzyme F70V

763712

1.1.3.6

0.3

-

-

287674

1.1.3.6

0.3

-

assay relies on spectroscopic detection of 4-cholesten-3-one formation

287670

1.1.3.6

0.3

-

substrate trans-dehydroandrosterone, detection of product formation at 240 nm. 0.1 M potassium phosphate, 1% Triton X-100, 1.25% propan-2-ol, 25°C and pH 7.5

697914

1.1.3.6

0.31881

-

pH 7.5, temperature not specified in the publication, mutant enzyme V64C

763712

1.1.3.6

0.34121

-

pH 7.5, temperature not specified in the publication, wild-type enzyme

763712

1.1.3.6

0.4

-

-

287673

1.1.3.6

0.491

-

pH 7.5, 37°C

710964

1.1.3.6

0.5

-

-

287674

1.1.3.6

0.5

-

assay relies on detection of H2O2 formation

287670

1.1.3.6

0.8

-

-

287674

1.1.3.6

0.8

-

assay relies on detection of H2O2 formation

287670

1.1.3.6

0.9

-

substrate trans-dehydroandrosterone, rate of H2O2 formation detected with o-dianisidine and horseradish peroxidase. 0.1 M potassium phosphate, 1% Triton X-100, 1.25% propan-2-ol, 25°C and pH 7.5

697914

1.1.3.6

1

-

in the presence and absence of undecanol

287653

1.1.3.6

1.2

-

-

287674

1.1.3.6

1.2

-

assay relies on spectroscopic detection of 4-cholesten-3-one formation

287670

1.1.3.6

1.2

-

substrate trans-dehydroandrosterone, detection of product formation at 240 nm. 0.1 M potassium phosphate, 1% Triton X-100, 1.25% propan-2-ol, 25°C and pH 7.5

697914

1.14.14.29

0.005

-

-

686694

1.14.14.29

0.014

-

pH 7.4, 37°C

657806

1.1.1.270

3 entries

1.1.1.51

3 entries

1.1.1.62

3 entries

1.1.3.6

23 entries

1.14.14.29

2 entries

1.14.15.35

0.326

-

wild-type, pH 7.5, 37°C, S50 value, Hill coefficient 1.55

727300

2.4.1.173

0.04

-

activity is assayed radiometrically using UDP-[U-14C] glucose, at pH 8.0 and 37°C

671624

2.4.1.173

0.043

-

-

671624

2.4.1.173

0.119

-

for the cytosolic enzyme

672427

2.8.2.14

0.0014

-

isoform SULT2A1, in 50 mM Tris/HCl buffer, pH 7.4, 1 mM dithiothreitol, 5 mM MgCl2, and 1 mg/ml bovine serum albumin, at 37°C

702138

2.8.2.14

0.00383

-

apparent value, at pH 5.5 and 7.4, at 37°C

726539

2.8.2.14

0.00383

-

apparent value, in 50 mM NaH2PO4 buffer (pH 5.5), 2 mM MgCl2, at 37°C

726539

2.8.2.15

0.0006

-

truncated isoform SULT2B1b, in 50 mM Tris-HCl, pH 7.5, 10 mM MgCl2, at 37°C

673295

2.8.2.15

0.000788

-

pH 7.7, 37°C, 3-betaHST isoform

645736

2.8.2.15

0.0008

-

in 0.25 M potassium phosphate at pH 7.0, and 7.5 mM 2-mercaptoethanol, at 37°C

724741

2.8.2.15

0.0008

-

in 0.25 M potassium phosphate buffer (pH 7.0), at 37°C

724113

2.8.2.15

0.0016

-

pH 7.5, ?

645729

2.8.2.15

0.0019

-

pH 7.4, 37°C, isoenzyme DHEA-ST

645739

2.8.2.15

0.0031

-

pH 7.5, 37°C

662232

2.8.2.15

0.0038

-

full-length isoform SULT2B1b, in 50 mM Tris-HCl, pH 7.5, 10 mM MgCl2, at 37°C

673295

2.8.2.15

0.0044

-

pH 7.4, 37°C, isoenzyme His-SULT2B1a

645739

2.8.2.15

0.0051

-

isoform SULT2A1, in 50 mM Tris/HCl buffer, pH 7.4, 1 mM dithiothreitol, 5 mM MgCl2, and 1 mg/ml bovine serum albumin, at 37°C

702138

2.8.2.15

0.0093

-

pH 7.4, 37°C, isoenzyme SULT2B1a

645739

2.8.2.15

0.0109

-

pH 7.4, 37°C, isoenzyme His-SULT2B1b

645739

2.8.2.15

0.0185

-

pH 7.4, 37°C, isoenzyme SULT2B1b

645739

2.8.2.15

0.02

-

pH 7.5, 25°C, BNST4

663165

2.8.2.15

0.025

-

pH 7.0, 37°C, recombinant SULT1A2

673061

2.8.2.2

0.0006

-

pH 7.5, 37°C, recombinant truncated mutant SULT2B1

673295

2.8.2.2

0.0007

-

pH 7.0, 25°C, recombinant mutant Y238W

694259

2.8.2.2

0.0011

-

pH 7.0, 25°C, recombinant mutant Y238F

694259

2.8.2.2

0.001157

-

pH 7.7, 37°C

645781

2.8.2.2

0.0013

-

pH 7.0, 25°C, recombinant mutant M137I

694259

2.8.2.2

0.0013

-

pH 7.0, 25°C, recombinant mutant M137W

694259

2.8.2.2

0.0019

-

pH 7.0, 25°C, recombinant mutant M137V

694259

2.8.2.2

0.0019

-

pH 7.5, 37°C

645791

2.8.2.2

0.002

-

pH 7.4, 37°C

645798

2.8.2.2

0.0023

-

isoform SULT2B1a, pH and temperature not specified in the publication

738296

2.8.2.2

0.0023

-

SULT2B1a, pH and temperature not specified in the publication

761169

2.8.2.2

0.0025

-

isoform SULT2A1, pH and temperature not specified in the publication

738296

2.8.2.2

0.0025

-

pH 7.0, 25°C, recombinant wild-type enzyme

694259

2.8.2.2

0.0025

-

SULT2A1, pH and temperature not specified in the publication

761169

2.8.2.2

0.0033

-

pH 7.0, 25°C, recombinant mutant Y238A

694259

2.8.2.2

0.0036

-

pH 7.0, 25°C, recombinant mutant M137I/Y238A

694259

2.8.2.2

0.0038

-

pH 7.5, 37°C, recombinant wild-type, full-length SULT2B1

673295

2.8.2.2

0.0042

-

pH 7.0, 25°C, recombinant mutant M137V/Y238A

694259

2.8.2.2

0.0044

-

isoform SULT2B1b, pH and temperature not specified in the publication

738296

2.8.2.2

0.0044

-

SULT2B1b, pH and temperature not specified in the publication

761169

2.8.2.2

0.006

-

pH 8.0, 37°C

645773

2.8.2.2

0.0065

-

pH 7.0, 25°C, recombinant mutant M137V/Y238A

694259

2.8.2.2

0.0086

-

pH 7.5, 37°C

645792

2.8.2.2

0.012

-

-

645774

2.8.2.2

0.012

-

pH 5.5, 37°C

645776

2.8.2.2

0.0179

-

pH 7.5, 37°C, recombinant isozyme SULT2B1a

661823

2.4.1.173

3 entries

2.8.2.14

3 entries

2.8.2.15

15 entries

2.8.2.2

26 entries

2.8.2.34

0.00072

-

pH 6.5, 37°C, 5 mM MgCl2

659656

2.8.2.4

0.00005

-

pH 7.0, 37°C, SULT1E1-K85A

645902

2.8.2.4

0.0002

-

pH 7.0, 37°C, SULT1E1-wild-type

645902

2.8.2.4

0.00085

-

pH 6.5, 37°C

645884

2.8.2.4

0.0607

-

pH 7.0, 37°C, SULT1E1-wild-type

645902

5.3.3.1

0.0175

-

mutant R240Q, isoform 2, 27°C, pH 7.4

662371

5.3.3.1

0.0279

-

wild-type, isoform 1, 27°C, pH 7.4

662371

5.3.3.1

0.033

-

mutant Q105M, isoform 1, 27°C, pH 7.4

662371

5.3.3.1

0.0623

-

mutant Q240R, isoform 1, 27°C, pH 7.4

662371

5.3.3.1

0.0808

-

mutant Q105M, isoform 2, 27°C, pH 7.4

662371

5.3.3.1

0.0884

-

wild-type, isoform 2, 27°C, pH 7.4

662371

2.8.2.4

4 entries

5.3.3.1

6 entries

K_i Value (21 results)

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Show KI Value (21 entries)

EC NUMBER

KI VALUE [MM]

KI VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.1.1.49

0.0011

-

in the presence of NADP+

696748

1.1.1.49

0.0017

-

in the presence of D-glucose 6-phosphate

696748

1.1.1.49

0.0215

-

substrate D-glucose 6-phosphate, pH 7.6, temperature not specified in the publication

711462

1.1.1.49

0.0223

-

substrate NADP+, pH 7.6, temperature not specified in the publication

711462

1.1.1.49

4 entries

1.14.14.29

0.024

-

-

686694

2.8.2.15

0.008

-

in 0.25 M potassium phosphate buffer (pH 7.0), at 37°C

724113

2.8.2.15

0.0106

-

pH 7.5, 37°C

662232

2.8.2.15

0.112

-

pH 7.0, 37°C, recombinant SULT1A2

673061

2.8.2.2

0.0061

-

pH 7.0, 25°C, recombinant wild-type enzyme

694259

2.8.2.2

0.0061

-

SULT2A1, pH and temperature not specified in the publication

761169

2.8.2.2

0.0071

-

pH 7.0, 25°C, recombinant mutant M137W

694259

2.8.2.2

0.012

-

pH 7.0, 25°C, recombinant mutant Y238F

694259

2.8.2.2

0.015

-

pH 7.0, 25°C, recombinant mutant Y238W

694259

2.8.2.2

0.022

-

SULT2B1b, pH and temperature not specified in the publication

761169

2.8.2.2

0.036

-

pH 7.0, 25°C, recombinant mutant M137I

694259

2.8.2.2

0.045

-

pH 7.0, 25°C, recombinant mutant Y238A

694259

2.8.2.2

0.048

-

SULT2B1a, pH and temperature not specified in the publication

761169

2.8.2.2

0.053

-

pH 7.0, 25°C, recombinant mutant M137V

694259

2.8.2.2

0.17

-

pH 7.0, 25°C, recombinant mutant M137I/Y238A

694259

2.8.2.2

0.466

-

pH 7.0, 25°C, recombinant mutant M137V/Y238A

694259

2.8.2.15

3 entries

2.8.2.2

12 entries

2.8.2.4

0.17

-

pH 8.1, 37°C

645872

IC₅₀ Value (7 results)

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Show IC50 Value (7 entries)

EC NUMBER

IC50 VALUE

IC50 VALUE MAXIMUM

COMMENTARY

LITERATURE

1.1.1.21

0.0011

-

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

695881

1.1.1.49

0.0056

-

pH 7.6, temperature not specified in the publication

711462

1.3.1.22

0.000025

-

pH 6.5, 37°C

726491

1.4.1.3

0.0072

-

pH 8.0, temperature not specified in the publication

743356

1.4.1.3

0.0294

-

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

743356

1.4.1.3

0.216

-

pH 8.0, temperature not specified in the publication

743356

1.4.1.3

0.396

-

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 (212)

top print hide

Show Reference (212 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

2892

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The substrate specificity and stereochemistry, reversibility and inhibition of the 3-oxo steroid DELTA 4-DELTA 5-isomerase component of cholesterol oxidase

1977

Smith, A.G.; Brooks, C.J.W.

Biochem. J.

167

121-129

5126

1730815

Insulin inhibits adrenal 17,20-lyase activity in man

1992

Nestler, J.E.; McClanahan, M.A.; Clore, J.N.; Blackard, W.G.

J. Clin. Endocrinol.

74

362-367

5127

1451787

Rainbow trout cytochrome P-450 c17 (17alpha-hydroxylase/17,20-lyase)

1992

Sakai, N.; Tanaka, M.; Adachi, S.; Miller, W.L.; Nagahama, Y.

FEBS Lett.

30

60-64

5130

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Inhibition of steroid C17(20) lyase with C-17-heteroaryl steroids

1996

Burkhart, J.P.; Gates, C.A.; Laughlin, M.E.; Resvick, R.J.; Peet, N.P.

Bioorg. Med. Chem.

4

1411-1420

5131

9113066

Homology modelling of the enzyme P450 17alpha-hydroxylase/17,20-lyase-a taget for prostate cancer chemotherapy-from the crystal structure of P450BM-3

1997

Burke, D.F.; Laughton, C.A.; Neidle, S.

Anticancer Drug Des.

12

113-123

7389

3486864

Studies on steroid monooxygenase from Cylindrocarpon radicicola ATCC 11011. Oxygenative lactonization of androstenedione to testololactone

1986

Itagaki, E.

J. Biochem.

99

825-832

135603

6220952

Human placental steroid-sulfatase. Kinetics of the in-vitro hydrolysis of dehydroepiandrosterone 3-sulfate and of 16 alpha-hydroxydehydroepiandrosterone 3-sulfate

1983

Dibbelt, L.; Kuss, E.

Hoppe-Seyler's Z. Physiol. Chem.

364

187-191

135604

2953589

Purification and properties of arylsulfatase C from human placenta

1987

Vaccaro, A.M.; Salvioli, R.; Muscillo, M.; Renola, L.

Enzyme

37

115-126

287072

4405572

Isolation and characterization of 17beta-hydroxy steroid dehydrogenase from human erythrocytes

1972

Mulder, E.; Lamers-Stahlhofen, G.J.M.; van der Molen, H.J.

Biochem. J.

127

649-659

287073

4152755

A 3(17)beta-hydroxysteroid dehydrogenase in rat erythrocytes. Conversion of 5alpha-dihydrotestosterone into 5alpha-androstane-3beta,17beta-diol and purification of the enzyme by affinity chromatography

1974

Heyns, W.; de Moor, P.

Biochim. Biophys. Acta

358

1-13

287176

6231029

Dehydroepiandrosterone is a substrate for estradiol 17beta-dehydrogenase from human placenta

1984

Mendoza-Hernandez, G.; Calcagno, M.; Sanchez-Nuncio, H.R.; Diaz-Zagoya, J.C.

Biochem. Biophys. Res. Commun.

119

83-87

287214

2997177

Isolation of novel microbiol 3alpha-, 3beta, and 17beta-hydroxysteroid dehydrogenases

1985

Payne, D.W.; Talalay, P.

J. Biol. Chem.

260

13648-13655

287229

237755

Relationship between steroids and pyridine nucleotides in the oxido-reduction catalyzed by the 17beta-hydroxysteroid dehydrogenase purified from the porcine testicular microsomal fraction

1975

Inano, H.; Tamaoki, B.

Eur. J. Biochem.

53

319-326

287646

-

Properties of crystalline 3beta-hydroxysteroid oxidase of Brevibacterium sterolicum

1974

Uwajima, T.; Yagi, H.; Terado, O.

Agric. Biol. Chem.

38

1149-1156

287648

956143

Some enzymatic properties of 3beta-hydroxysteroid oxidase produced by Streptomyces violascens

1976

Tomioka, H.; Kagawa, M.; Nakamura, S.

J. Biochem.

79

903-915

287653

-

Influence of long-chain primary alcohols on cholesterol oxidase from Schizophyllum commune

1983

Abe, T.; Nihira, T.; Tanaka, A.; Fukui, S.

Biochim. Biophys. Acta

749

69-76

287657

36375

Purification and some properties of cholesterol oxidase from Schizophyllum commune with covalently bound flavin

1979

Fukuyama, M.; Miyake, Y.

J. Biochem.

85

1183-1193

287670

9428686

Characterization of cholesterol oxidase from Streptomyces hygroscopicus and Brevibacterium sterolicum

1997

Gadda, G.; Wels, G.; Pollegioni, L.; Zucchelli, S.; Amrosius, D.; Pilone, M.S.; Ghisla, S.

Eur. J. Biochem.

250

369-376

287672

10194345

Crystal structure determination of cholesterol oxidase from Streptomyces and structural characterization of key active site mutants

1999

Kimberley Yue, Q.; Kass, I.J.; Sampson, N.S.; Vrielink, A.

Biochemistry

38

4277-4286

287673

10467115

Cholesterol oxidase from Streptomyces hycroscopicus and Brevibacterium sterolicum: effect of surfactants and organic solvents on activity

1999

Pollegioni, L.; Gadda, G.; Ambrosius, D.; Ghisla, S.; Pilone, M.S.

Biotechnol. Appl. Biochem.

30

27-33

287674

10447682

Kinetic mechanisms of cholesterol oxidase from Streptomyces hygroscopicus and Brevibacterium sterolicum

1999

Pollegioni, L.; Wels, G.; Pilone, M.S.; Ghisla, S.

Eur. J. Biochem.

264

140-151

389370

495965

Preparation of highly purified 3alpha- and 3beta-hydroxysteroid dehydrogenases from Pseudomonas sp

1979

Shikita, M.; Talalay, P.

Anal. Biochem.

95

286-292

389371

1610797

Affinity labeling of human placental 3beta-hydroxy-DELTA5-steroid dehydrogenase and steroid delta-isomerase: evidence for bifunctional catalysis by a different conformation of the same protein for each enzyme activity

1992

Thomas, J.L.; Strickler, R.C.; Myers, R.P.; Covey, D.F

Biochemistry

31

5522-5527

389376

4226148

Purification and properties of 3-beta-hydroxysteroid dehydrogenase and delta-5-3-ketosteroid isomerase from bovine corpora lutea

1966

Cheatum, S.G.; Warren, J.C.

Biochim. Biophys. Acta

122

1-13

389380

6603965

Differences in inhibition by various steroids of rat testis and Pseudomonas testosteroni DELTA5-3beta-hydroxysteroid dehydrogenase

1983

Spona, J.

Endocrinol. Exp.

17

107-118

389382

11070354

Kinetic properties of microsomal 3beta hydroxysteroid dehydrogenase-isomerase from the testis of Bufo arenarum H

2000

Pozzi, A.G.; Canosa, L.F.; Calvo, J.C.; Ceballos, N.R.

J. Steroid Biochem. Mol. Biol.

73

257-264

389383

8477648

Enzyme characteristics of two distinct forms of mouse 3beta-hydroxysteroid dehydrogenase/DELTA5-DELTA4-isomerase complementary deoxyribonucleic acids expressed in COS-1 cells

1993

Clarke, T.R.; Bain, P.A.; Sha, L.; Payne, A.H.

Endocrinology

132

1971-1976

389384

9075693

Isolation of a new mouse 3beta-hydroxysteroid dehydrogenase isoform, 3beta-HSD VI, expressed during early pregnancy

1997

Abbaszade, I.G.; Arensburg, J.; Park, C.H.; Kasa-Vubu, J.Z.; Orly, J.; Payne, A.H.

Endocrinology

138

1392-1399

389385

10686147

Membrane-bound human 3beta-hydroxysteroid dehydrogenase: overexpression with his-tag using a baculvirus system and single-step purification

2000

Huang, Y.W.; Lu, M.L.; Qi, H.; Lin, S.X.

Protein Expr. Purif.

18

169-174

389386

11463578

The engineered, cytosolic form of human type I 3beta-hydroxysteroid dehydrogenase/isomerase: purification, characterization and crystallization

2001

Thomas, J.L.; Mason, J.I.; Blanco, G.; Veisaga, M.L.

J. Mol. Endocrinol.

27

77-83

389389

11061520

3beta-Hydroxysteroid dehydrogenase/DELTA5---4-isomerase activity associated with the human 17beta-hydroxysteroid dehydrogenase type 2 isoform

2000

Suzuki, T.; Sasana, H.; Andersson, S.; Mason, J.I.

J. Clin. Endocrinol.

85

3669-3672

389390

10704908

Bovine adrenal 3beta-hydroxysteroid dehydrogenase (E.C. 1.1.1.145)/5-ene-4-ene isomerase (E.C. 5.3.3.1): characterization and its inhibition by isoflavones

1999

Wong, C.K.; Keung, W.M.

J. Steroid Biochem. Mol. Biol.

71

191-202

389391

8119176

Characterization of the 3beta-hydroxysteroid dehydrogenase activity associated with bovine adrenocortical mitochondria

1994

Cherradi, N.; Defaye, G.; Chambaz, E.M.

Endocrinology

134

1358-1364

389393

1388046

Kinetic evidence for separate 3beta-hydroxysteroid dehydrogenase-isomerases in androgen and 16-androstene biosynthetic pathways in the pig testis

1992

Hebert, P.; Cooke, G.M.

J. Steroid Biochem. Mol. Biol.

42

901-910

389394

7841933

Purification and characterization of 5alpha-dihydrotestosterone 3beta-hydroxysteroid dehydrogenase from mature pig testicular cytosol

1994

Nakajin, S.; Ishii, A.; Shinoda, M.

Biol. Pharm. Bull.

17

1155-1160

389396

1955079

3beta-Hydroxysteroid dehydrogenase/DELTA 5-4-isomerase expression in rat and characterization of the testis isoform

1991

Lorence, M.C.; Naville, D.; Graham-Lorence, S.E.; Mack, S.O.; Murry, B.A.; Trant, J.M.; Mason, J.I.

Mol. Cell. Endocrinol.

80

21-31

389400

8547173

Expression and characterization of isoforms of 3beta-hydroxysteroid dehydrogenase/delta 5->4-isomerase in the hamster

1995

Rogerson, F.M.; LeHoux, J.G.; Mason, J.I.

J. Steroid Biochem. Mol. Biol.

55

481-487

389401

7918109

Over-expression of human type I (placental) 3beta-hydroxy-5-ene-steroid dehydrogenase/isomerase in insect cells infected with recombinant baculovirus

1994

Nash, W.E.; Mercer, R.W.; Blanco, G.; Strickler, R.C.; Mason, J.I.; Thomas, J.L.

J. Steroid Biochem. Mol. Biol.

50

235-240

389402

10550629

DELTA5-3beta-Hydroxysteroid dehydrogenase from Digitalis lanata Ehrh. - a multifunctional enzyme in steroid metabolism?

1999

Finsterbusch, A.; Lindemann, P.; Grimm, R.; Eckerskorn, C.; Luckner, M.

Planta

209

478-486

390127

9115645

Characterization of the adrenal cytochrome P450C17 in the hamster, a small animal model for the study of adrenal dehydroepiandrosterone biosynthesis

1997

Cloutier, M.; Fleury, A.; Courtemanche, J.; Ducharme, L.; Mason, J.I.; Lehoux, J.G.

DNA Cell Biol.

16

357-368

486679

7362263

Acyl CoA:cholesterol acyl transferase activity in human placental microsomes: inhibition by progesterone

1980

Simpson, E.R.; Burkhart, M.F.

Arch. Biochem. Biophys.

200

79-85

488871

-

Substrate specificity of partially purified UDP-glucose:nuatigenin glucosyltransferase from oat leaves

1988

Kalinowska, M.; Wojciechowski, Z.A.

Plant Sci.

55

239-245

645659

8117269

Human liver thermolabile phenol sulfotransferase: cDNA cloning, expression and characterization

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