Brand  (β version)

color scheme of protein:

hetatm:

x
information
centroid:
interaction residue:

chain:

Ligands
Code Name Link
0SL (3r)-1-(naphthalen-2-ylsulfonyl)piperidine-3-carboxylic acid
ACT Acetate ion
EDO 1,2-ethanediol
NAP Nadp nicotinamide-adenine-dinucleotide phosphate
Code : 4FA3
Header : OXIDOREDUCTASE/OXIDOREDUCTASE inhibitor
Title : Crystal structure of human 17beta-hydroxysteroid dehydrogenase type 5 in complex with (R)-1-(naphthalen-2-ylsulfonyl)piperidine-3-carboxylic acid (86)
Release Data : 2012-10-10
Compound :
mol_id molecule chains synonym
1 Aldo-keto reductase family 1 member C3 A 17-beta-hydroxysteroid dehydrogenase type 5, 17-beta-HSD 5, 3-alpha-HSD type II, brain, 3-alpha-hydroxysteroid dehydrogenase type 2, 3-alpha-HSD type 2, Chlordecone reductase homolog HAKRb, Dihydrodiol dehydrogenase 3, DD-3, DD3, Dihydrodiol dehydrogenase type I, HA1753, Indanol dehydrogenase, Prostaglandin F synthase, PGFS, Testosterone 17-beta-dehydrogenase 5, Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase
ec: 1.-.-.-, 1.1.1.213, 1.1.1.112, 1.1.1.188, 1.1.1.63, 1.1.1.64, 1.3.1.20
Source :
mol_id organism_scientific organism_common expression_system
1 Homo sapiens  (taxid:9606) Human Escherichia coli  (taxid:469008)
gene: AKR1C3, DDH1, HSD17B5, KIAA0119, PGFS
expression_system_strain: BL21 DE3
expression_system_vector_type: PLASMID
expression_system_plasmid: pET21a
Authors : Turnbull, A.P., Jamieson, S.M.F., Brooke, D.G., Heinrich, D., Atwell, G.J., Silva, S., Hamilton, E.J., Rigoreau, L.J.M., Trivier, E., Soudy, C., Samlal, S.S., Owen, P.J., Schroeder, E., Raynham, T., Flanagan, J.U., Denny, W.A.
Keywords : TIM-barrel, aldo-keto reductase, OXIDOREDUCTASE-OXIDOREDUCTASE inhibitor complex
Exp. method : X-RAY DIFFRACTION ( 2.20 Å )
Citation :

3-(3,4-Dihydroisoquinolin-2(1H)-ylsulfonyl)benzoic acids; a New Class of Highly Potent and Selective Inhibitors of the Type 5 17-beta-hydroxysteroid Dehydrogenase AKR1C3

Jamieson, S.M.,Brooke, D.G.,Heinrich, D.  et al.
(2012)  J.Med.Chem.  55 : 7746 - 7758

PubMed: 22877157
DOI: 10.1021/jm3007867

Chain : A
UniProt : P42330 (AK1C3_HUMAN)
Reaction : Trans-1,2-dihydrobenzene-1,2-diol + NADP(+) = catechol + NADPH.
A 3-alpha-hydroxysteroid + NAD(P)(+) = a 3- oxosteroid + NAD(P)H.
(5Z,13E)-(15S)-9-alpha,11-alpha,15- trihydroxyprosta-5,13-dienoate + NADP(+) = (5Z,13E)-(15S)-9- alpha,15-dihydroxy-11-oxoprosta-5,13-dienoate + NADPH.
Testosterone + NAD(+) = androstenedione + NADH.
Testosterone + NADP(+) = androst-4-ene-3,17- dione + NADPH.
Indan-1-ol + NAD(P)(+) = indanone + NAD(P)H.