17215925
ChemSpider
1.0
937
ChemSpider
P13667
UniProt
CHEBI:28919
ChEBI
Catechol O-methyltransferase
1.0
439153
PubChem-compound
2-Hydroxyestrone
SMILES
O
1.0
ReactionCatalysis64393
ACTIVATION
HMDB0001185
HMDB
Stromal cell-derived factor 2-like protein 1
2616-64-0
CAS
Cytochrome P450 3A5
NADPH
Cytochrome P450 1A1
1.0
CHEBI:17474
ChEBI
Uridine diphosphate glucuronic acid
P21964
UniProt
1.0
SMILES
[H][C@@]12C[C@@H](O)[C@H](O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C=C3
CHEBI:15846
ChEBI
1.0
C10H15N5O10P2
Adenosine 3',5'-diphosphate
427.02942
5870
PubChem-compound
C15H23N6O5S
S-Adenosylmethionine
399.14505
53-59-8
CAS
C19H24O3
2-Methoxyestrone
300.17255
1.0
5756
PubChem-compound
5757
PubChem-compound
NADH
ESTRONE-SULFATE
BioCyc
1038
PubChem-compound
CHEBI:17200
ChEBI
1.0
Hydrogen Ion
Endoplasmic reticulum resident protein 29
CHEBI:16474
ChEBI
952
ChemSpider
GO:0005829
GENE ONTOLOGY
C18H22O5S
Estrone sulfate
350.1188
CHEBI:1189
ChEBI
P11021
UniProt
566-76-7
CAS
1.0
CHEBI:16908
ChEBI
C00468
KEGG Compound
ADENOSYL-HOMO-CYS
BioCyc
UDP-GLUCURONATE
BioCyc
6031
PubChem-compound
Q6IN67
UniProt
485-80-3
CAS
1010
ChemSpider
Estriol
SMILES
O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(=O)OP(O)(O)=O)N1C=CC(=O)NC1=O
C21H30N7O17P3
NADPH
745.0911
3-5-ADP
BioCyc
HMDB0004483
HMDB
HMDB0004482
HMDB
C21H29N7O17P3
NADP
744.08325
Q9HCN8
UniProt
Adenosine 3',5'-diphosphate
C15H22N2O18P2
Uridine diphosphate glucuronic acid
580.0343
NADPH
BioCyc
1053-73-2
CAS
1.0
C02538
KEGG Compound
SMILES
C[S+](CC[C@H](N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N
979-92-0
CAS
1.0
Estradiol 17-beta-dehydrogenase 1
CHEBI:17263
ChEBI
2-Hydroxyestrone
Cytosol
CPD-6641
BioCyc
SMILES
[H][C@@]12CCC(=O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C(OC)=C3
440624
PubChem-compound
3001028
PubChem-compound
440623
PubChem-compound
1.0
1.0
C14H20N6O5S
S-Adenosylhomocysteine
384.12158
Cytochrome P450 3A5
58-68-4
CAS
UDP-glucuronosyltransferase 1-1
HMDB0001425
HMDB
HMDB0000335
HMDB
HMDB0000217
HMDB
SMILES
C[C@]12CC[C@H]3[C@@H](CCC4=C3C=CC(OS(O)(=O)=O)=C4)[C@@H]1CCC2=O
1.0
Q96GW1
UniProt
1.0
NADH
C00007
KEGG Compound
Oxygen
C00006
KEGG Compound
CHEBI:15414
ChEBI
Hydrogen Ion
CHEBI:18009
ChEBI
Q13087
UniProt
50-28-2
CAS
C00001
KEGG Compound
Q9UBS4
UniProt
9799
ChemSpider
Estrone glucuronide
1.0
C00005
KEGG Compound
C00004
KEGG Compound
C00003
KEGG Compound
NADPH
HMDB0000343
HMDB
SMILES
NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)N2C=NC3=C(N)N=CN=C23)[C@@H](O)[C@H]1O
Protein disulfide-isomerase A6
C24H32O8
2-Methoxyestrone 3-glucuronide
448.20972
HMDB0000221
HMDB
C24H30O8
Estrone glucuronide
446.19406
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=C(N)N=CN=C23)[C@H](O)[C@@H]1O
159296
PubChem-compound
17473
PubChem-compound
C05141
KEGG Compound
C11133
KEGG Compound
C11132
KEGG Compound
Estradiol
ReactionCatalysis64445
ACTIVATION
53-57-6
CAS
C00019
KEGG Compound
DnaJ homolog subfamily B member 11
Protein disulfide-isomerase A4
HSP90B1 protein
1.0
ReactionCatalysis64449
ACTIVATION
C21H28N7O14P2
NAD
664.11694
S-ADENOSYLMETHIONINE
BioCyc
1.0
78 kDa glucose-regulated protein
HMDB0000902
HMDB
C00015
KEGG Compound
5660
ChemSpider
CHEBI:27974
ChEBI
C21H29N7O14P2
NADH
665.12476
NAD(P)
BioCyc
Estrogen sulfotransferase
1.0
1.0
389514
ChemSpider
H
Hydrogen Ion
1.007825
50-27-1
CAS
388301
ChemSpider
UDP-glucuronosyltransferase 1-1
ReactionCatalysis64433
ACTIVATION
Stromal cell-derived factor 2-like protein 1
389515
ChemSpider
Endoplasmic reticulum resident protein 29
Protein disulfide-isomerase A4
1.0
Protein disulfide-isomerase A6
Peptidyl-prolyl cis-trans isomerase B
C00021
KEGG Compound
HYOU1 protein
SMILES
[H][C@@]12C[C@@H](O)C(=O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C=C3
53-84-9
CAS
Protein disulfide-isomerase A2
Protein disulfide-isomerase A2
78 kDa glucose-regulated protein
1.0
2.0
SMILES
[H][C@@]12CCC(=O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C(O)=C3
CHEBI:1156
ChEBI
482-67-7
CAS
HYOU1 protein
Cytochrome P450 1A1
NADP
P14061
UniProt
ReactionCatalysis64440
ACTIVATION
CHEBI:17985
ChEBI
DnaJ homolog subfamily B member 11
Estradiol
Estrone Metabolism
Endoplasmic Reticulum Membrane
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
103012
ChemSpider
C00951
KEGG Compound
CHEBI:17980
ChEBI
5682
ChemSpider
362-08-3
CAS
UDP
BioCyc
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
C05299
KEGG Compound
C05298
KEGG Compound
1.0
P04798
UniProt
P30040
UniProt
HMDB0000010
HMDB
P22309
UniProt
ReactionCatalysis64412
ACTIVATION
2.8.2.4
false
2.8.2.4
Estrone + Phosphoadenosine phosphosulfate → Adenosine 3',5'-diphosphate + Estrone sulfate
LEFT_TO_RIGHT
103124
ChemSpider
5553
ChemSpider
ReactionCatalysis64419
ACTIVATION
HMDB0000935
HMDB
5554
ChemSpider
5675
ChemSpider
S-Adenosylmethionine
2479-90-5
CAS
HMDB0000939
HMDB
C00167
KEGG Compound
HMDB0000145
HMDB
1.0
1.0
Estradiol 17-beta-dehydrogenase 1
NAD
C9H14N2O12P2
Uridine 5'-diphosphate
404.0022
2-Methoxyestrone 3-glucuronide
ReactionCatalysis64401
ACTIVATION
Reaction74260
false
Estrone + Hydrogen Ion + NADPH + Oxygen → 16a-Hydroxyestrone + NADP + Water
LEFT_TO_RIGHT
1.1.1.62
false
1.1.1.62
Estrone + Hydrogen Ion + NADPH ↔ Estradiol + NADP
REVERSIBLE
C10H15N5O13P2S
Phosphoadenosine phosphosulfate
506.98624
1.0
Homo sapiens
140102
ChemSpider
CPD-352
BioCyc
ESTRONE
BioCyc
C00054
KEGG Compound
C00053
KEGG Compound
388299
ChemSpider
7732-18-5
CAS
1.0
1.0
C18H22O2
Estrone
270.162
HMDB0001487
HMDB
Water
O2
Oxygen
31.98983
HSP90B1 protein
GO:0005789
GENE ONTOLOGY
Reaction74269
false
16a-Hydroxyestrone + Hydrogen Ion + NADH ↔ Estriol + NAD
REVERSIBLE
C18H24O2
Estradiol
272.17764
16522
ChemSpider
HMDB0000151
HMDB
HMDB0000153
HMDB
NAD
PW031778
PathWhiz
Reaction74253
false
Estradiol + Hydrogen Ion + NADPH + Oxygen → Estriol + NADP + Water
LEFT_TO_RIGHT
Estriol
Estrogen sulfotransferase
10214
PubChem-compound
7782-44-7
CAS
HMDB0001377
HMDB
1.0
HMDB0001134
HMDB
SMILES
NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](OP(O)(O)=O)[C@H]1O
S-Adenosylhomocysteine
115255
PubChem-compound
1.0
P20815
UniProt
1.0
9606
TAXONOMY
962
PubChem-compound
31983
ChemSpider
2-Methoxyestrone
1.0
53-16-7
CAS
58-98-0
CAS
UDP-glucuronosyltransferase 1-1
SMILES
NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OS(O)(=O)=O)[C@@H](OP(O)(O)=O)[C@H]1O
362-06-1
CAS
1.0
5893
PubChem-compound
1.0
PAPS
BioCyc
C00080
KEGG Compound
1.0
SMILES
[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C=C3
SMILES
O=O
22833612
PubChem-compound
1.0
17216256
ChemSpider
HMDB0002111
HMDB
HMDB0000295
HMDB
SMILES
[H][C@@]12CCC(=O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C=C3
5809
ChemSpider
CHEBI:15377
ChEBI
CHEBI:15379
ChEBI
2-Methoxyestrone
1.0
CHEBI:15378
ChEBI
SMILES
[H+]
1.0
Reaction74232
false
2-Hydroxyestrone + S-Adenosylmethionine → 2-Methoxyestrone + S-Adenosylhomocysteine
LEFT_TO_RIGHT
CHEBI:16469
ChEBI
C18H22O3
16a-Hydroxyestrone
286.1569
Estrone
2272513
ChemSpider
5886
PubChem-compound
CHEBI:776
ChEBI
Catechol O-methyltransferase
16a-Hydroxyestrone
1.0
1.0
115116
PubChem-compound
C18H22O3
2-Hydroxyestrone
286.1569
2.4.1.17
false
2.4.1.17
Estrone + Uridine diphosphate glucuronic acid → Estrone glucuronide + Uridine 5'-diphosphate
LEFT_TO_RIGHT
16a-Hydroxyestrone
HMDB0000061
HMDB
2.4.1.17
false
2.4.1.17
2-Methoxyestrone + Uridine diphosphate glucuronic acid → 2-Methoxyestrone 3-glucuronide + Uridine 5'-diphosphate
LEFT_TO_RIGHT
481-97-0
CAS
Peptidyl-prolyl cis-trans isomerase B
Reaction74221
false
Estrone + Hydrogen Ion + NADH + Oxygen → 2-Hydroxyestrone + NAD + Water
LEFT_TO_RIGHT
1.0
Estrone
SMILES
N[C@@H](CCSC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC2=C1N=CN=C2N)C(O)=O
C05300
KEGG Compound
SMP0030880
SMPDB
SMILES
O[C@@H]1[C@@H](COP(O)(=O)OP(O)(=O)O[C@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)O[C@H]([C@@H]1O)N1C=CC(=O)NC1=O
25577-70-2
CAS
25246222
PubChem-compound
22833512
PubChem-compound
P49888
UniProt
ReactionCatalysis929
ACTIVATION
H2O
Water
18.010565
Estrogen sulfotransferase
Estrone sulfate
Uridine 5'-diphosphate
NADH
BioCyc
NAD
BioCyc
NADP
977
PubChem-compound
CHEBI:17659
ChEBI
HMDB0059597
HMDB
1.0
1.0
CHEBI:16680
ChEBI
Q15084
UniProt
P23284
UniProt
24762165
PubChem-compound
SMILES
[H][C@@]12CCC(=O)[C@@]1(C)CC[C@]1([H])C3=CC(OC)=C(O[C@@H]4O[C@H](O)[C@@H](O)[C@H](O)[C@H]4O)C=C3CC[C@@]21[H]
SMILES
[H][C@@]12CCC(=O)[C@@]1(C)CC[C@]1([H])C3=CC=C(O[C@@H]4O[C@@H]([C@@H](O)[C@H](O)[C@H]4O)C(O)=O)C=C3CC[C@@]21[H]
Phosphoadenosine phosphosulfate
C18H24O3
Estriol
288.17255
1.0