1.1.1.239: 3alpha(17beta)-hydroxysteroid dehydrogenase (NAD+)

This is an abbreviated version, for detailed information about 3alpha(17beta)-hydroxysteroid dehydrogenase (NAD+), go to the full flat file.

Reaction

testosterone
+
NAD+
=
androstenedione
+
NADH
+
H+

Synonyms

17-ketoreductase, 17beta-HSD, 17beta-hydroxysteroid dehydrogenase type 5, 3alpha(17beta)-HSD, AKR1C3, aldo-keto reductase 1C3, dehydrogenase, 3alpha,17beta-hydroxy steroid, type 2 3alpha-hxdroxysteroid dehydrogenase/type 5 17beta-hydroxysteroid dehydrogenase, type 2 3alppha-hydroxysteroid dehydrogenase/type 5 17beta-hydroxysteroid dehydrogenase, type 3 17beta-hydroxysteroid dehydrogenase, type 5 beta-hydroxysteroid dehydrogenase

ECTree

     1 Oxidoreductases
         1.1 Acting on the CH-OH group of donors
             1.1.1 With NAD+ or NADP+ as acceptor
                1.1.1.239 3alpha(17beta)-hydroxysteroid dehydrogenase (NAD+)

Reference

Reference on EC 1.1.1.239 - 3alpha(17beta)-hydroxysteroid dehydrogenase (NAD+)

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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Ohmura, M.; Hara, A.; Nakagawa, M.; Sawada, H.
Demonstration of 3alpha(17beta)-hydroxysteroid dehydrogenase distinct from 3alpha-hydroxysteroid dehydrogenase in hamster liver
Biochem. J.
266
583-589
1990
Mesocricetus auratus
Manually annotated by BRENDA team
Sawada, H.; Hara, A.; Ohmura, M.; Nakayama, T.; Deyashi, Y.
Kinetic and stereochemical characterization of hamster liver 3alpha-hydroxysteroid dehydrogenase and 3alpha(17beta)-hydroxysteroid dehydrogenase
J. Biochem.
109
770-775
1991
Mesocricetus auratus
Manually annotated by BRENDA team
Krazeisen, A.; Breitling, R.; Möller, G.; Adamski, J.
Phytoestrogens inhibit human 17beta-hydroxysteroid dehydrogenase type 5
Mol. Cell. Endocrinol.
171
151-162
2001
Homo sapiens
Manually annotated by BRENDA team
Stupans, I.; Kong, S.; Kirlich, S.; McKinnon, R.A.; Murray, M.
Testosterone dehydrogenase activity in koala liver: characterization of cofactor and steroid substrate differences
Comp. Biochem. Physiol. B
125
245-250
2000
Homo sapiens, Macropus eugenii, Phascolarctos cinereus, Rattus norvegicus
Manually annotated by BRENDA team
Carre, J.L.; Quemener, E.; Amet, Y.; Simon, B.; Berthou, F.; Mangin, P.; Floch, H.H.; Abalain, J.H.
Characterization and solubization of testosterone 17beta-hydroxysteroid dehydrogenase in human hyperplastic prostate
J. Steroid Biochem. Mol. Biol.
46
265-267
1993
Homo sapiens
Manually annotated by BRENDA team
Dumont, M.; Luu-The, V.; de Lanoit, Y.; Labrie, F.
Expression of human 17beta-hydroxysteroid dehydrogenase in mammalian cells
J. Steroid Biochem. Mol. Biol.
41
605-608
1992
Homo sapiens
Manually annotated by BRENDA team
Itagaki, E.; Iwaya, T.
Purification and characterization of 17beta-hydroxysteroid dehydrogenase from Cylindrocarpon radicicola
J. Biochem.
103
1039-1044
1988
Ilyonectria destructans
Manually annotated by BRENDA team
Payne, D.W.; Talalay, P.
Isolation of novel microbiol 3alpha-, 3beta, and 17beta-hydroxysteroid dehydrogenases
J. Biol. Chem.
260
13648-13655
1985
Alcaligenes sp.
Manually annotated by BRENDA team
Blomquist, C.H.; Kotts, C.E.; Hakanson, E.Y.
Microsomal 17beta-hydroxysteroid dehydrogenase of guinea pig liver: detergent solubilization and a comparison of kinetic and stability properties of bound and solubilized forms
J. Steroid Biochem.
8
193-198
1977
Cavia porcellus
Manually annotated by BRENDA team
Markert, C.; Träger, L.
Enzyminduktion bei Streptomyces hydrogenans, V. Charakterisierung der Testosteron-17beta-Dehydrogenase und ihre Induktion durch Steroide
Hoppe-Seyler's Z. Physiol. Chem.
356
1843-1852
1975
Streptomyces exfoliatus
-
Manually annotated by BRENDA team
Ghraf, R.; Raible, M.; Schriefers, H.
11beta- und 17beta-Hydroxysteroid-dehydrogenase-Aktivitäten der Rattenleber
Hoppe-Seyler's Z. Physiol. Chem.
354
299-305
1973
Rattus norvegicus
Manually annotated by BRENDA team
Endahl, G.L.; Kochakian, C.D.; Hamm, D.
Separation of a triphosphopyridine nucleotide-specific from a diphosphopyridine nucleotide-specific 17beta-hydroxy-(testosterone)dehydrogenase of guinea pig liver
J. Biol. Chem.
235
2793-2796
1960
Cavia porcellus
-
Manually annotated by BRENDA team
Villee, C.A.; Spencer, J.M.
Some properties of the pyridine nucleotide-specific 17beta-hydroxy steroid dehydrogenases of guinea pig liver
J. Biol. Chem.
235
3615-3619
1960
Cavia porcellus
Manually annotated by BRENDA team
Sweat, M.L.; Samuels, L.T.; Lumry, R.
Preparation and characterization of the enzyme which converts testosterone to androstendione
J. Biol. Chem.
185
75-84
1950
Bos taurus
Manually annotated by BRENDA team
Ngatcha, B.T.; Laplante, Y.; Labrie, F.; Luu-The, V.; Poirier, D.
3beta-Alkyl-androsterones as inhibitors of type 3 17beta-hydroxysteroid dehydrogenase: inhibitory potency in intact cells, selectivity towards isoforms 1, 2, 5 and 7, binding affinity for steroid receptors, and proliferative/antiproliferative activities on AR+ and ER+ cell lines
Mol. Cell. Endocrinol.
248
225-232
2006
Homo sapiens
Manually annotated by BRENDA team
Fung, K.M.; Samara, E.N.; Wong, C.; Metwalli, A.; Krlin, R.; Bane, B.; Liu, C.Z.; Yang, J.T.; Pitha, J.V.; Culkin, D.J.; Kropp, B.P.; Penning, T.M.; Lin, H.K.
Increased expression of type 2 3alpha-hydroxysteroid dehydrogenase/type 5 17beta-hydroxysteroid dehydrogenase (AKR1C3) and its relationship with androgen receptor in prostate carcinoma
Endocr. Relat. Cancer
13
169-180
2006
Homo sapiens
Manually annotated by BRENDA team
Azzarello, J.; Fung, K.M.; Lin, H.K.
Tissue distribution of human AKR1C3 and rat homolog in adult genitourinary system
J. Histochem. Cytochem.
56
853-861
2008
Homo sapiens, Rattus norvegicus
Manually annotated by BRENDA team
Guise, C.P.; Abbattista, M.R.; Singleton, R.S.; Holford, S.D.; Connolly, J.; Dachs, G.U.; Fox, S.B.; Pollock, R.; Harvey, J.; Guilford, P.; Donate, F.; Wilson, W.R.; Patterson, A.V.
The bioreductive prodrug PR-104A is activated under aerobic conditions by human aldo-keto reductase 1C3
Cancer Res.
70
1573-1584
2010
Homo sapiens
Manually annotated by BRENDA team
Nakamura, Y.; Hornsby, P.; Casson, P.; Morimoto, R.; Satoh, F.; Xing, Y.; Kennedy, M.; Sasano, H.; Rainey, W.
Type 5 17ß-hydroxysteroid dehydrogenase (AKR1C3) contributes to testosterone production in the adrenal reticularis
J. Clin. Endocrinol. Metab.
94
2192-2198
2009
Homo sapiens
Manually annotated by BRENDA team
Byrns, M.C.; Duan, L.; Lee, S.H.; Blair, I.A.; Penning, T.M.
Aldo-keto reductase 1C3 expression in MCF-7 cells reveals roles in steroid hormone and prostaglandin metabolism that may explain its over-expression in breast cancer
J. Steroid Biochem. Mol. Biol.
118
177-187
2010
Homo sapiens
Manually annotated by BRENDA team
Ashley, R.A.; Yu, Z.; Fung, K.M.; Frimberger, D.; Kropp, B.P.; Penning, T.M.; Lin, H.K.
Developmental evaluation of aldo-keto reductase 1C3 expression in the cryptorchid testis
Urology
76
67-72
2010
Homo sapiens
Manually annotated by BRENDA team
Jackson, V.J.; Yosaatmadja, Y.; Flanagan, J.U.; Squire, C.J.
Structure of AKR1C3 with 3-phenoxybenzoic acid bound
Acta Crystallogr. Sect. F
68
409-413
2012
Homo sapiens, Homo sapiens (P42330)
Manually annotated by BRENDA team
Adeniji, A.O.; Twenter, B.M.; Byrns, M.C.; Jin, Y.; Winkler, J.D.; Penning, T.M.
Discovery of substituted 3-(phenylamino)benzoic acids as potent and selective inhibitors of type 5 17beta-hydroxysteroid dehydrogenase (AKR1C3)
Bioorg. Med. Chem. Lett.
21
1464-1468
2011
Homo sapiens (P42330)
Manually annotated by BRENDA team
Chen, M.; Adeniji, A.O.; Twenter, B.M.; Winkler, J.D.; Christianson, D.W.; Penning, T.M.
Crystal structures of AKR1C3 containing an N-(aryl)amino-benzoate inhibitor and a bifunctional AKR1C3 inhibitor and androgen receptor antagonist. Therapeutic leads for castrate resistant prostate cancer
Bioorg. Med. Chem. Lett.
22
3492-3497
2012
Homo sapiens (P42330)
Manually annotated by BRENDA team
Sinreih, M.; Sosic, I.; Beranic, N.; Turk, S.; Adeniji, A.O.; Penning, T.M.; Rizner, T.L.; Gobec, S.
N-Benzoyl anthranilic acid derivatives as selective inhibitors of aldo-keto reductase AKR1C3
Bioorg. Med. Chem. Lett.
22
5948-5951
2012
Homo sapiens (P42330)
Manually annotated by BRENDA team
Matsunaga, T.; Hojo, A.; Yamane, Y.; Endo, S.; El-Kabbani, O.; Hara, A.
Pathophysiological roles of aldo-keto reductases (AKR1C1 and AKR1C3) in development of cisplatin resistance in human colon cancers
Chem. Biol. Interact.
202
234-242
2013
Homo sapiens (P42330)
Manually annotated by BRENDA team
Heinrich, D.M.; Flanagan, J.U.; Jamieson, S.M.; Silva, S.; Rigoreau, L.J.; Trivier, E.; Raynham, T.; Turnbull, A.P.; Denny, W.A.
Synthesis and structure-activity relationships for 1-(4-(piperidin-1-ylsulfonyl)phenyl)pyrrolidin-2-ones as novel non-carboxylate inhibitors of the aldo-keto reductase enzyme AKR1C3
Eur. J. Med. Chem.
62
738-744
2013
Homo sapiens (P42330)
Manually annotated by BRENDA team
Gazvoda, M.; Beranic, N.; Turk, S.; Burja, B.; Kocevar, M.; Rizner, T.L.; Gobec, S.; Polanc, S.
2,3-diarylpropenoic acids as selective non-steroidal inhibitors of type-5 17?-hydroxysteroid dehydrogenase (AKR1C3)
Eur. J. Med. Chem.
62
89-97
2013
Homo sapiens (P42330)
Manually annotated by BRENDA team
Zakharov, V.; Lin, H.K.; Azzarello, J.; McMeekin, S.; Moore, K.N.; Penning, T.M.; Fung, K.M.
Suppressed expression of type 2 3alpha/type 5 17beta-hydroxysteroid dehydrogenase (AKR1C3) in endometrial hyperplasia and carcinoma
Int. J. Clin. Exp. Pathol.
3
608-617
2010
Homo sapiens (P42330)
Manually annotated by BRENDA team
Miller, V.L.; Lin, H.K.; Murugan, P.; Fan, M.; Penning, T.M.; Brame, L.S.; Yang, Q.; Fung, K.M.
Aldo-keto reductase family 1 member C3 (AKR1C3) is expressed in adenocarcinoma and squamous cell carcinoma but not small cell carcinoma
Int. J. Clin. Exp. Pathol.
5
278-289
2012
Homo sapiens
Manually annotated by BRENDA team
Brozic, P.; Turk, S.; Adeniji, A.O.; Konc, J.; Janezic, D.; Penning, T.M.; Lanisnik Rizner, T.; Gobec, S.
Selective inhibitors of aldo-keto reductases AKR1C1 and AKR1C3 discovered by virtual screening of a fragment library
J. Med. Chem.
55
7417-7424
2012
Homo sapiens (P42330)
Manually annotated by BRENDA team
Byrns, M.C.; Mindnich, R.; Duan, L.; Penning, T.M.
Overexpression of aldo-keto reductase 1C3 (AKR1C3) in LNCaP cells diverts androgen metabolism towards testosterone resulting in resistance to the 5alpha-reductase inhibitor finasteride
J. Steroid Biochem. Mol. Biol.
130
7-15
2012
Homo sapiens (P42330)
Manually annotated by BRENDA team