82579
ChemSpider
1.0
937
ChemSpider
3a-Hydroxy-5b-pregnane-20-one
17α,21-Dihydroxypregnenolone
HMDB0006759
HMDB
CHOLESTEROL
BioCyc
1.1.1.-
false
1.1.1.-
Cortisol + NADP → Cortisone + Hydrogen Ion + NADPH
LEFT_TO_RIGHT
1.0
HMDB0006755
HMDB
HMDB0006756
HMDB
1.14.99.10
false
1.14.99.10
21-Deoxycortisol + Oxygen + Reduced acceptor → Acceptor + Cortisol + Water
LEFT_TO_RIGHT
439153
PubChem-compound
HMDB0006757
HMDB
ReactionCatalysis948
ACTIVATION
HMDB0006758
HMDB
1.0
ReactionCatalysis947
ACTIVATION
83782
ChemSpider
HMDB0006753
HMDB
1.14.15.4
false
1.14.15.4
Deoxycorticosterone + Oxygen + Reduced adrenal ferredoxin → Corticosterone + Oxidized adrenal ferredoxin + Water
LEFT_TO_RIGHT
HMDB0006754
HMDB
ReactionCatalysis943
ACTIVATION
53477897
PubChem-compound
53477896
PubChem-compound
1.0
53477898
PubChem-compound
1.0
Cytochrome P450 11B2, mitochondrial
389571
ChemSpider
NADPH
PW000050
PathWhiz
HMDB0003259
HMDB
1.0
1.0
216208
ChemSpider
HMDB0006762
HMDB
11b,17a,21-Trihydroxypreg-nenolone
HMDB0006763
HMDB
600-57-7
CAS
HMDB0006764
HMDB
1.14.99.10
false
1.14.99.10
11b-Hydroxyprogesterone + Oxygen + Reduced acceptor → Acceptor + Corticosterone + Water
LEFT_TO_RIGHT
HMDB0006760
HMDB
Reaction1245
false
21-Deoxycortisol + Acceptor + Water → 11b-Hydroxyprogesterone + Oxygen + Reduced acceptor
LEFT_TO_RIGHT
1.0
ReactionCatalysis971
ACTIVATION
6166
PubChem-compound
11b,21-Dihydroxy-5b-pregnane-3,20-dione
CHEBI:16113
ChEBI
1164-98-3
CAS
24779614
PubChem-compound
C05475
KEGG Compound
1.0
C01780
KEGG Compound
PREGNENOLONE
BioCyc
1.0
CHEBI:16474
ChEBI
Hydrogen Ion
CHEBI:15022
ChEBI
Progesterone
952
ChemSpider
1.14.15.4
false
1.14.15.4
Cortexolone + Oxygen + Reduced adrenal ferredoxin → Cortisol + Oxidized adrenal ferredoxin + Water
LEFT_TO_RIGHT
1.14.15.4
false
1.14.15.4
17-Hydroxyprogesterone + Oxygen + Reduced adrenal ferredoxin → 21-Deoxycortisol + Oxidized adrenal ferredoxin + Water
LEFT_TO_RIGHT
ReactionCatalysis964
ACTIVATION
Reaction1279
false
Oxygen + Progesterone + Reduced acceptor → 17-Hydroxyprogesterone + Acceptor + Water
LEFT_TO_RIGHT
1.0
53477678
PubChem-compound
68-54-2
CAS
1.0
2.0
167685
PubChem-compound
1010
ChemSpider
CHEBI:16485
ChEBI
1.14.99.10
false
1.14.99.10
Oxygen + Progesterone + Reduced acceptor → Acceptor + Deoxycorticosterone + Water
LEFT_TO_RIGHT
ReactionCatalysis957
ACTIVATION
ReactionCatalysis956
ACTIVATION
1.0
1.14.99.10
false
1.14.99.10
Oxygen + Pregnenolone + Reduced acceptor → 21-Hydroxypregnenolone + Acceptor + Water
LEFT_TO_RIGHT
Reaction1267
false
Oxygen + Progesterone + Reduced adrenal ferredoxin → 11b-Hydroxyprogesterone + Oxidized adrenal ferredoxin + Water
LEFT_TO_RIGHT
ReactionCatalysis993
ACTIVATION
CHEBI:17026
ChEBI
ReactionCatalysis991
ACTIVATION
1.0
1.0
1.0
20A-HYDROXY-CHOLESTEROL
BioCyc
24774738
ChemSpider
Transport69
false
Progesterone (→) Transport: Homo sapiens, Cell, Endoplasmic Reticulum to Homo sapiens, Cell, Cytoplasm
LEFT_TO_RIGHT
Tetrahydrocortisol
1.14.15.6
false
1.14.15.6
20α-Hydroxycholesterol + Hydrogen Ion + Oxygen + Reduced adrenal ferredoxin → 20a,22b-Dihydroxycholesterol + Oxidized adrenal ferredoxin + Water
LEFT_TO_RIGHT
1.14.15.6
false
1.14.15.6
Cholesterol + Hydrogen Ion + Oxygen + Reduced adrenal ferredoxin → 22b-Hydroxycholesterol + Oxidized adrenal ferredoxin + Water
LEFT_TO_RIGHT
1.0
1.14.15.6
false
1.14.15.6
22b-Hydroxycholesterol + Hydrogen Ion + Oxygen + Reduced adrenal ferredoxin → 20a,22b-Dihydroxycholesterol + Oxidized adrenal ferredoxin + Water
LEFT_TO_RIGHT
1.14.15.6
false
1.14.15.6
17a,20a-Dihydroxycholesterol + Hydrogen Ion + Oxygen + Reduced adrenal ferredoxin → 17a-Hydroxypregnenolone + 4-Methylpentanal + Oxidized adrenal ferredoxin + Water
LEFT_TO_RIGHT
1.0
CHEBI:28043
ChEBI
1.14.15.6
false
1.14.15.6
Cholesterol + Hydrogen Ion + Oxygen + Reduced adrenal ferredoxin → 20α-Hydroxycholesterol + Oxidized adrenal ferredoxin + Water
LEFT_TO_RIGHT
ReactionCatalysis985
ACTIVATION
21506239
ChemSpider
1.0
ReactionCatalysis983
ACTIVATION
C00007
KEGG Compound
C21H34O5
Tetrahydrocortisol
366.24063
C00006
KEGG Compound
ReactionCatalysis981
ACTIVATION
566-65-4
CAS
CHEBI:18009
ChEBI
C00001
KEGG Compound
NADP
C21H32O2
5a-Pregnane-3,20-dione
316.24023
C00005
KEGG Compound
1.0
C00004
KEGG Compound
C00003
KEGG Compound
NADP
HMDB0004029
HMDB
1.14.99.10
false
1.14.99.10
17a-Hydroxypregnenolone + Hydrogen Ion + NADPH + Oxygen ↔ 17α,21-Dihydroxypregnenolone + NADP + Water
REVERSIBLE
Steroid 21-hydroxylase
Reaction1284
false
Oxygen + Pregnenolone + Reduced acceptor → 17a-Hydroxypregnenolone + Acceptor + Water
LEFT_TO_RIGHT
5a-Pregnane-3,20-dione
1.14.99.10
false
1.14.99.10
17-Hydroxyprogesterone + Oxygen + Reduced acceptor → Acceptor + Cortexolone + Water
LEFT_TO_RIGHT
11b,21-Dihydroxy-3,20-oxo-5b-pregnan-18-al
22b-Hydroxycholesterol
HMDB0004026
HMDB
ReactionCatalysis975
ACTIVATION
17a-Hydroxypregnenolone
57-88-5
CAS
1.0
Corticosterone
ReactionCatalysis974
ACTIVATION
1.14.15.6
false
1.14.15.6
20a,22b-Dihydroxycholesterol + 2 Hydrogen Ion + Oxygen + 2 Reduced adrenal ferredoxin → 4-Methylpentanal + 2 Oxidized adrenal ferredoxin + Pregnenolone + 2 Water
LEFT_TO_RIGHT
C21H32O5
3a,11b,21-Trihydroxy-20-oxo-5b-pregnan-18-al
364.22498
C21H32O5
11b,21-Dihydroxy-3,20-oxo-5b-pregnan-18-al
364.22498
Aldo-keto reductase family 1 member C4
C21H32O4
3a,21-Dihydroxy-5b-pregnane-11,20-dione
348.23007
15234-55-6
CAS
C21H30O4
21-Hydroxy-5b-pregnane-3,11,20-trione
346.21442
C21H32O5
Tetrahydrocortisone
364.22498
1.0
C21H27N7O14P2
NAD
663.10913
Deoxycorticosterone
HMDB0000903
HMDB
HMDB0000902
HMDB
11-Dehydrocorticosterone
Oxygen
1.0
NAD(P)
BioCyc
1.0
P05108
UniProt
HMDB0004031
HMDB
HMDB0004030
HMDB
HMDB0004035
HMDB
1.0
C27H46O3
17a,20a-Dihydroxycholesterol
418.3447
11222
PubChem-compound
H
Hydrogen Ion
1.007825
C21H28O5
Cortisone
360.19366
72-23-1
CAS
5773
ChemSpider
CHEBI:17252
ChEBI
C21H32O4
11b,21-Dihydroxy-5b-pregnane-3,20-dione
348.23007
6238
PubChem-compound
Cholesterol side-chain cleavage enzyme, mitochondrial
5775
ChemSpider
53-84-9
CAS
C21H30O5
17a,21-Dihydroxy-5b-pregnane-3,11,20-trione
362.20932
C21H32O5
Dihydrocortisol
364.22498
C21H34O2
3a-Hydroxy-5b-pregnane-20-one
318.2559
C21H32O5
11b,17a,21-Trihydroxypreg-nenolone
364.22498
C21H32O4
17α,21-Dihydroxypregnenolone
348.23007
17a-Hydroxypregnenolone
C27H46O3
20a,22b-Dihydroxycholesterol
418.3447
ReactionCatalysis999
ACTIVATION
P14060
UniProt
ReactionCatalysis998
ACTIVATION
ReactionCatalysis995
ACTIVATION
ReactionCatalysis996
ACTIVATION
44263339
PubChem-compound
1.0
20α-Hydroxycholesterol
C01124
KEGG Compound
SMILES
NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O
HMDB0000015
HMDB
SMILES
[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C
HMDB0000016
HMDB
1.0
13783449
PubChem-compound
HMDB0000253
HMDB
HMDB0000374
HMDB
1.0
P17516
UniProt
17-Hydroxyprogesterone
1.0
C05499
KEGG Compound
1.0
HMDB0000268
HMDB
C03681
KEGG Compound
Cytochrome P450 11B1, mitochondrial
Progesterone
1.0
1.0
SMILES
[H][C@@]12CC[C@H](C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C
Progesterone
Pregnenolone
C05502
KEGG Compound
C03205
KEGG Compound
17a,20a-Dihydroxycholesterol
44725717
PubChem-compound
7732-18-5
CAS
Cholesterol side-chain cleavage enzyme, mitochondrial
C27H46O2
20α-Hydroxycholesterol
402.3498
1.0
C05501
KEGG Compound
C05500
KEGG Compound
Water
HMDB0001487
HMDB
HMDB0000037
HMDB
SMILES
[H][C@@]12CC[C@](O)(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C
Corticosteroid 11-beta-dehydrogenase isozyme 2
Corticosteroid 11-beta-dehydrogenase isozyme 1
24850110
ChemSpider
1167-48-2
CAS
247020
PubChem-compound
4-METHYLPENTANAL
BioCyc
Corticosteroid 11-beta-dehydrogenase isozyme 2
Corticosteroid 11-beta-dehydrogenase isozyme 1
44263345
PubChem-compound
1.0
44263347
PubChem-compound
68-96-2
CAS
1.0
1.0
C00187
KEGG Compound
HMDB0001377
HMDB
C02373
KEGG Compound
SMILES
CC(C)CCC=O
1.0
SMILES
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C
SMILES
[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C
18-Hydroxycorticosterone
44263342
PubChem-compound
24850104
ChemSpider
24850108
ChemSpider
52-39-1
CAS
24850107
ChemSpider
962
PubChem-compound
Cortexolone
65554
PubChem-compound
1.0
Reduced adrenal ferredoxin
Oxidized adrenal ferredoxin
92810
PubChem-compound
1.0
1.0
SMILES
[H][C@@]12CC[C@](O)(C(C)=O)[C@@]1(C)C[C@@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C
CPD-293
BioCyc
C02140
KEGG Compound
C00080
KEGG Compound
Steroid 17-alpha-hydroxylase/17,20 lyase
SMILES
O=O
152-58-9
CAS
192735
PubChem-compound
Corticosteroid 11-beta-dehydrogenase isozyme 2
1119-16-0
CAS
P28845
UniProt
SMILES
[H][C@@]12CC[C@H](C(O)=O)[C@@]1(C)C[C@@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C
SMILES
[H][C@@]12CC[C@H]([C@H](C)[C@H](O)CCC(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C
HMDB0002111
HMDB
3a,21-Dihydroxy-5b-pregnane-11,20-dione
Reduced adrenal ferredoxin
C01176
KEGG Compound
P15538
UniProt
20a,22b-Dihydroxycholesterol
NADP
HMDB0000067
HMDB
SMILES
[H]OC([H])([H])C(=O)[C@@]1([H])C([H])([H])C([H])([H])[C@@]2([H])[C@]3([H])C([H])([H])C([H])([H])C4=C([H])C(=O)C([H])([H])C([H])([H])[C@]4(C([H])([H])[H])[C@@]3([H])[C@@]([H])(O[H])C([H])([H])[C@]12C([H])([H])[H]
68-42-8
CAS
HMDB0000063
HMDB
Oxidized adrenal ferredoxin
Dihydrocortisol
17α,21-Dihydroxypregnenolone
3-oxo-5-beta-steroid 4-dehydrogenase
CPD-272
BioCyc
21-Deoxycortisol
1.0
1.0
22833512
PubChem-compound
Cytochrome P450 11B1, mitochondrial
144508
ChemSpider
H2O
Water
18.010565
NADH
BioCyc
ReactionCatalysis921
ACTIVATION
2.0
NAD
BioCyc
977
PubChem-compound
NADPH
HMDB0059597
HMDB
50-23-7
CAS
5932
ChemSpider
CPD-286
BioCyc
11b,17a,21-Trihydroxypreg-nenolone
17a,21-Dihydroxy-5b-pregnane-3,11,20-trione
Steroid 17-alpha-hydroxylase/17,20 lyase
9863245
PubChem-compound
11b-Hydroxyprogesterone
21-Hydroxy-5b-pregnane-3,11,20-trione
SMILES
[H][C@@]12CC[C@H](C(=O)CO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C
P51857
UniProt
SMILES
[H][C@@]12CCC(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C
P26439
UniProt
ReactionCatalysis915
ACTIVATION
ReactionCatalysis916
ACTIVATION
C21H30O5
18-Hydroxycorticosterone
362.20932
ReactionCatalysis911
ACTIVATION
ReactionCatalysis912
ACTIVATION
566-01-8
CAS
17215925
ChemSpider
440708
PubChem-compound
440707
PubChem-compound
C21H28O5
Aldosterone
360.19366
129
PubChem-compound
Corticosterone
CHEBI:27832
ChEBI
SMILES
O
1.0
C21H30O3
17-Hydroxyprogesterone
330.21948
1.0
21-Hydroxypregnenolone
50-22-6
CAS
Cortisol
3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase type 1
3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase type 2
Steroid 17-alpha-hydroxylase/17,20 lyase
6002
ChemSpider
126
ChemSpider
SMILES
[H][C@@]12CC[C@H](C(=O)CO)[C@@]1(CO)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C
C27H46O
Cholesterol
386.35486
CHEBI:15846
ChEBI
C21H30O5
Cortisol
362.20932
2.0
17954-98-2
CAS
P19099
UniProt
P80365
UniProt
C21H30O4
Cortexolone
346.21442
53-59-8
CAS
1.0
1.0
C05469
KEGG Compound
5754
PubChem-compound
C21H30O2
Progesterone
314.22458
1038
PubChem-compound
5997
PubChem-compound
5994
PubChem-compound
5753
PubChem-compound
1.0
C05473
KEGG Compound
C05472
KEGG Compound
C05474
KEGG Compound
2.0
C05471
KEGG Compound
CHEBI:18093
ChEBI
Hydrogen Ion
C21H30O3
Deoxycorticosterone
330.21948
CHEBI:16906
ChEBI
Tetrahydrocortisone
CHEBI:16908
ChEBI
Tetrahydrocorticosterone
24758425
PubChem-compound
1.0
566-03-0
CAS
HMDB0000319
HMDB
C05477
KEGG Compound
C05476
KEGG Compound
440711
PubChem-compound
53-02-1
CAS
C05478
KEGG Compound
C05485
KEGG Compound
C05480
KEGG Compound
Aldosterone
C21H30N7O17P3
NADPH
745.0911
C21H28N7O17P3
NADP
743.07544
ALDOSTERONE
BioCyc
Mitochondrion
C21H32O3
17a-Hydroxypregnenolone
332.23514
NADPH
BioCyc
1.0
CHEBI:16973
ChEBI
Acceptor
SMILES
[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C
CPD-6641
BioCyc
C05488
KEGG Compound
C05487
KEGG Compound
Cytochrome P450 11B2, mitochondrial
SMILES
[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C
C05489
KEGG Compound
58-68-4
CAS
SMILES
[H][C@@]12CC[C@H](C(=O)CO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C
Water
1.0
C05497
KEGG Compound
Cortisone
1.0
C05490
KEGG Compound
1.0
HMDB0000217
HMDB
HMDB0001547
HMDB
NADH
21-Deoxycortisol
64-85-7
CAS
Oxygen
1.0
C05498
KEGG Compound
NADPH
C05138
KEGG Compound
SMILES
NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](COP([O-])(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O
HMDB0000221
HMDB
1.0
SMILES
[H][C@@]12CC[C@](O)(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C
1.0
1.0
CHEBI:1294
ChEBI
CHEBI:28952
ChEBI
SMILES
[H][C@@]12CC[C@H](C(=O)CO)[C@]1(C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C)C=O
CHEBI:1296
ChEBI
SMILES
NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O
C21H32O3
21-Hydroxypregnenolone
332.23514
91451
PubChem-compound
53-57-6
CAS
Reaction58
false
Cortexolone + Hydrogen Ion + NADH ← 17α,21-Dihydroxypregnenolone + NAD
RIGHT_TO_LEFT
Reaction56
false
21-Hydroxypregnenolone + NAD → Deoxycorticosterone + Hydrogen Ion + NADH
LEFT_TO_RIGHT
17-Hydroxyprogesterone
3a,11b,21-Trihydroxy-20-oxo-5b-pregnan-18-al
10748
ChemSpider
C6H12O
4-Methylpentanal
100.08881
16735652
ChemSpider
11-DEOXY-CORTISOL
BioCyc
HMDB0001318
HMDB
Reaction55
false
17a-Hydroxypregnenolone + NAD → 17-Hydroxyprogesterone + Hydrogen Ion + NADH
LEFT_TO_RIGHT
222803
PubChem-compound
SubPathwayInteraction817
SubPathway817Reaction
SubPathwayReaction
Reaction52
false
NAD + Pregnenolone → Hydrogen Ion + NADH + Progesterone
LEFT_TO_RIGHT
1.0
C21H29N7O14P2
NADH
665.12476
Cortisone
Aldosterone
CHEBI:16827
ChEBI
C21H32O2
Pregnenolone
316.24023
1.0
CHEBI:16962
ChEBI
Progesterone
24840621
ChemSpider
23141070
ChemSpider
2.0
Steroid Biosynthesis
SubPathway
CHEBI:385115
ChEBI
GO:0005739
GENE ONTOLOGY
GO:0005737
GENE ONTOLOGY
HMDB0003759
HMDB
Cortisol
1.0
1.0
1.0
HMDB0000363
HMDB
C21H34O4
Tetrahydrocorticosterone
350.2457
SMILES
CC12CC[C@@H](O)CC1CCC1C3CCC(C(=O)CO)C3(CC(O)C21)C=O
SMILES
[H][C@@]12CCC(C(=O)CO)C1(CC(O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C)C=O
SMILES
[H][C@@]12CCC(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C
SMILES
[H][C@@]12CCC(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])CC(=O)CC[C@]12C
Endoplasmic Reticulum
Endoplasmic Reticulum Membrane
516-72-3
CAS
SMILES
[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CC[C@@]2([H])C[C@@H](O)CC[C@]12C
SMILES
NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](COP([O-])(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O
5682
ChemSpider
11b-Hydroxyprogesterone
222786
PubChem-compound
Corticosteroid 11-beta-dehydrogenase isozyme 1
Aldo-keto reductase family 1 member C4
ReactionCatalysis1041
ACTIVATION
1.0
561-65-9
CAS
ReactionCatalysis1042
ACTIVATION
11-Dehydrocorticosterone
11-DEOXYCORTICOSTERONE
BioCyc
167253
ChemSpider
SMILES
[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C
58997
ChemSpider
3-oxo-5-beta-steroid 4-dehydrogenase
CHEBI:15339
ChEBI
CHEBI:17998
ChEBI
ReactionCatalysis1050
ACTIVATION
P05093
UniProt
SMILES
[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])CC(=O)CC[C@]12C
SMILES
CC12CC(O)C3C(CC=C4CC(O)CCC34C)C1CC[C@]2(O)C(=O)CO
SMILES
[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C
Reduced acceptor
SMILES
[H][C@@]12CC[C@]([H])([C@@](C)(O)[C@H](O)CCC(C)C)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2CC(O)CC[C@]12C
5675
ChemSpider
SMILES
[H]C12CC[C@](O)([C@](C)(O)CCCC(C)C)[C@@]1(C)CCC1([H])[C@@]2([H])CC=C2C[C@@H](O)CC[C@]12C
SMILES
[H][C@@]12CCC(C(=O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])CC(=O)CC[C@]12C
1.0
5551
ChemSpider
SMILES
[H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])CC(=O)CC[C@]12C
5550
ChemSpider
SMILES
[H][C@]12CCC3C4CC[C@H](C(C)=O)[C@@]4(C)CCC3[C@@]1(C)CC[C@@H](O)C2
1.0
4-Methylpentanal
NAD
ReactionCatalysis1052
ACTIVATION
Cytoplasm
ReactionCatalysis1051
ACTIVATION
NADPH
CHEBI:28750
ChEBI
C00735
KEGG Compound
1.0
Homo sapiens
C21H28O4
11-Dehydrocorticosterone
344.19876
C21H30O4
21-Deoxycortisol
346.21442
Acceptor
388299
ChemSpider
HMDB0000949
HMDB
Reduced acceptor
C27H46O2
22b-Hydroxycholesterol
402.3498
Hydrogen Ion
1.0
O2
Oxygen
31.98983
GO:0005789
GENE ONTOLOGY
SMP0000023
SMPDB
GO:0005783
GENE ONTOLOGY
21-Hydroxylase Deficiency (CYP21)
Deoxycorticosterone
C20H28O4
11b-Hydroxyprogesterone
332.19876
PW000552
PathWhiz
C01953
KEGG Compound
Cortisol
1.0
53-06-5
CAS
7782-44-7
CAS
1.0
Tetrahydrocorticosterone
Cholesterol
SubPathwayInput
C21H30O4
Corticosterone
346.21442
Reaction1302
false
20α-Hydroxycholesterol + Hydrogen Ion + NADPH + Oxygen → 17a,20a-Dihydroxycholesterol + NADP + Water
LEFT_TO_RIGHT
1.0
9606
TAXONOMY
1.0
57-83-0
CAS
SMILES
CC(C)CCC[C@@](C)(O)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C
5893
PubChem-compound
CHEBI:28324
ChEBI
ReactionCatalysis1004
ACTIVATION
1.0
10417-86-4
CAS
ReactionCatalysis1006
ACTIVATION
ReactionCatalysis1008
ACTIVATION
1.0
Reaction1217
false
NADP + Tetrahydrocorticosterone ↔ 11b,21-Dihydroxy-5b-pregnane-3,20-dione + NADPH
REVERSIBLE
1.3.1.3
false
1.3.1.3
Hydrogen Ion + NADPH + Progesterone ↔ 5a-Pregnane-3,20-dione + NADP
REVERSIBLE
Steroid 21-hydroxylase
Reaction1337
false
3a-Hydroxy-5b-pregnane-20-one + NADP ↔ 5a-Pregnane-3,20-dione + Hydrogen Ion + NADPH
REVERSIBLE
1.0
Reaction1334
false
Cortisol + Hydrogen Ion + NADH ↔ 11b,17a,21-Trihydroxypreg-nenolone + NAD
REVERSIBLE
Reaction1214
true
Corticosterone → 11b,21-Dihydroxy-5b-pregnane-3,20-dione
LEFT_TO_RIGHT
1.14.15.4
false
1.14.15.4
17α,21-Dihydroxypregnenolone + Oxygen + Reduced adrenal ferredoxin → 11b,17a,21-Trihydroxypreg-nenolone + Oxidized adrenal ferredoxin + Water
LEFT_TO_RIGHT
Reaction1211
false
18-Hydroxycorticosterone + Oxygen + Reduced adrenal ferredoxin → Aldosterone + Oxidized adrenal ferredoxin + 2 Water
LEFT_TO_RIGHT
193458
ChemSpider
1.14.15.4
false
1.14.15.4
Corticosterone + Oxygen + Reduced adrenal ferredoxin → 18-Hydroxycorticosterone + Oxidized adrenal ferredoxin + Water
LEFT_TO_RIGHT
ReactionCatalysis1002
ACTIVATION
CHEBI:15377
ChEBI
193441
ChemSpider
CHEBI:15379
ChEBI
HMDB0006283
HMDB
CHEBI:15378
ChEBI
SMILES
[H+]
146693
ChemSpider
53-05-4
CAS
1.3.1.3
false
1.3.1.3
11b,21-Dihydroxy-3,20-oxo-5b-pregnan-18-al + NADP → Aldosterone + NADPH
LEFT_TO_RIGHT
P08686
UniProt
12444617
PubChem-compound
3a,21-Dihydroxy-5b-pregnane-11,20-dione
5886
PubChem-compound
CHEBI:16581
ChEBI
CHEBI:16341
ChEBI
1.0
C00762
KEGG Compound
1.0
440695
PubChem-compound
HMDB0001830
HMDB
145-13-1
CAS
ReactionCatalysis1017
ACTIVATION
Corticosterone
HMDB0002802
HMDB
CHEBI:783
ChEBI
Reaction1327
false
NADP + Tetrahydrocortisol ↔ Dihydrocortisol + Hydrogen Ion + NADPH
REVERSIBLE
SMP0000576
SMPDB
Reaction1207
false
11b,21-Dihydroxy-3,20-oxo-5b-pregnan-18-al + NADPH → 3a,11b,21-Trihydroxy-20-oxo-5b-pregnan-18-al + NADP
LEFT_TO_RIGHT
ReactionCatalysis1010
ACTIVATION
387-79-1
CAS
1.3.1.3
false
1.3.1.3
Dihydrocortisol + NADP ↔ Cortisol + Hydrogen Ion + NADPH
REVERSIBLE
1.3.1.3
false
1.3.1.3
17a,21-Dihydroxy-5b-pregnane-3,11,20-trione + NADP ↔ Cortisone + Hydrogen Ion + NADPH
REVERSIBLE
Reaction1324
false
NADP + Tetrahydrocortisone ↔ 17a,21-Dihydroxy-5b-pregnane-3,11,20-trione + Hydrogen Ion + NADPH
REVERSIBLE
CHEBI:27584
ChEBI
ReactionCatalysis1014
ACTIVATION
ReactionCatalysis1013
ACTIVATION
1.0
3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase type 2
Cortexolone
164838
PubChem-compound
389583
ChemSpider
389582
ChemSpider
389586
ChemSpider
C00410
KEGG Compound
1.0
Corticosterone
641-77-0
CAS
1.1.1.146
false
1.1.1.146
NADP + Tetrahydrocorticosterone → 3a,21-Dihydroxy-5b-pregnane-11,20-dione + Hydrogen Ion + NADPH
LEFT_TO_RIGHT
Reaction1236
false
3a,21-Dihydroxy-5b-pregnane-11,20-dione + NADP → 21-Hydroxy-5b-pregnane-3,11,20-trione + Hydrogen Ion + NADPH
LEFT_TO_RIGHT
Reaction1234
true
11-Dehydrocorticosterone → 21-Hydroxy-5b-pregnane-3,11,20-trione
LEFT_TO_RIGHT
NADP
1482-50-4
CAS
SMILES
[H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)CC[C@]12C
CHEBI:17650
ChEBI
SMILES
C[C@]12C[C@H](O)C3C(CCC4C[C@H](O)CC[C@]34C)C1CC[C@]2(O)C(=O)CO
3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase type 1
ReactionCatalysis1038
ACTIVATION
1.1.1.-
false
1.1.1.-
Corticosterone + NADP → 11-Dehydrocorticosterone + NADPH
LEFT_TO_RIGHT
Pregnenolone
ReactionCatalysis1039
ACTIVATION
1.0
8038941
ChemSpider
ReactionCatalysis2244
ACTIVATION
ReactionCatalysis2243
ACTIVATION
ReactionCatalysis2245
ACTIVATION