1.1.1.188: prostaglandin-F synthase

This is an abbreviated version!
For detailed information about prostaglandin-F synthase, go to the full flat file.

Reaction

Synonyms

17beta-hydroxysteroid dehydrogenase type 5, 17betaHSD5, 20alpha-HSD/PGFS, 20alpha-hydroxysteroid dehydrogenase/prostaglandin F-synthase, 9,11-endoperoxidase reductase, AKR1B1, AKR1B3, AKR1B7, AKR1C3, Akr1cl, aldo-keto reductase, aldo-keto reductase 1C3, aldo-ketoreductase 1B1, ALDR1, ALR2, DD1, dihydrodiol dehydrogenase 1, LBRM2904_31.2170, LemaA.00019.a.B1, m-PGFS, More, NADPH-dependent prostaglandin D2 11-keto reductase, P100/11E, PG endoperoxide reductase, PGD 11-ketoreductase, PGD2 11-ketoreductase, PGF, PGF synthase, PGF synthase I, PGF synthase II, PGF2alpha synthase, PGF2alpha-synthase, PGF2alpha-synthetic activity, PGF2S, PGFS, PGFS I, PGFS-I, PGFS-II, PGFSI, PGFSII, PGH 9-,11-endoperoxide reductase, PGH2 9,11-endoperoxidase, PGH2 9,11-endoperoxide reductase, PGH2 9-,11-endoperoxide reductase, prostaglandin 11-keto reductase, prostaglandin 11-ketoreductase, prostaglandin D2 11-ketoreductase, prostaglandin D2-ketoreductase, prostaglandin F synthase, prostaglandin F synthase I, prostaglandin F synthase II, prostaglandin F synthetase, prostaglandin F2alpha synthase, prostaglandin F2alpha-synthase, prostaglandin-D2 11-reductase, prostaglandin-F2alpha synthase, prostamide/PGF synthase, prostamide/prostaglandin F synthase, reductase, 15-hydroxy-11-oxoprostaglandin, synthetase, prostaglandin F2alpha, Tc00.1047053508461.80, Tc00.1047053511287.49, TCDM_00059, TrcrA.00019.a.B1, type 5 17beta-hydroxysteroid dehydrogenase/prostaglandin F synthase, vas deferens protein

ECTree

     1 Oxidoreductases

         1.1 Acting on the CH-OH group of donors

             1.1.1 With NAD⁺ or NADP⁺ as acceptor

                1.1.1.188 prostaglandin-F synthase

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Results	in table
21	Activating Compound
99	AA Sequence
11	Application
1	CAS Registry Number
39	Cloned(Commentary)
60	Cofactor
9	Crystallization (Commentary)
103	Disease/ Diagnostics
18	Expression
41	General Information
2	General Stability
67	IC50 Value
90	Inhibitors
1	kcat/KM [mM/s]
21	Ki Value [mM]
107	KM Value [mM]
38	Localization
6	Metals/Ions
32	Molecular Weight [Da]
47	Natural Substrates/ Products (Substrates)
101	Organism
4	Pathway
60	PDB ID
21	pH Optimum
1	pH Range
33	Protein Variants
23	Purification (Commentary)
5	Reaction
4	Reaction Type
95	Reference
200	Source Tissue
37	Specific Activity [micromol/min/mg]
5	Storage Stability
185	Substrates and Products (Substrate)
16	Subunits
190	Synonyms
1	Systematic Name
15	Temperature Optimum [°C]
2	Temperature Range [°C]
2	Temperature Stability [°C]
7	Turnover Number [1/s]

IC50 Value

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IC50 Value on EC 1.1.1.188 - prostaglandin-F synthase

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IC50 VALUE [mM]

INHIBITOR

ORGANISM

UNIPROT

COMMENTARY

LITERATURE

IMAGE

0.005 - 0.06

(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl]-N-ethylhept-5-enamide

3 entries

0.3 - 1

(5Z)-7-[(1R,4S,5S,6R)-6-[(1E)-oct-1-en-1-yl]-2-azabicyclo[2.2.1]hept-5-yl]hept-5-enoic acid

3 entries

0.13 - 1

(5Z)-7-[(1R,4S,5S,6R)-6-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-2-azabicyclo[2.2.1]hept-5-yl]hept-5-enoic acid

3 entries

0.06 - 1

(5Z)-7-[(1S,4S,5S,6R)-2-methyl-6-[(1E)-oct-1-en-1-yl]-2-azabicyclo[2.2.1]hept-5-yl]hept-5-enoic acid

3 entries

0.052

1-(4-aminobenzyl)-5-methoxy-2-methylindoleacetic acid

Homo sapiens

P42330

pH 7.0, 37°C

685035

0.00021

2-(1-(4-chlorobenzoyl)-5-methoxy-1H-indol-3-yl )-N-((trifluoromethyl)sulfonyl)acetamide

Homo sapiens

P42330

pH not specified in the publication, temperature not specified in the publication

725674

0.00009

3-(1-(4-chlorobenzoyl)-3-ethyl-5-methoxy-1H-indol-2-yl)-propanoic acid

Homo sapiens

P42330

pH not specified in the publication, temperature not specified in the publication

725674

0.00022

3-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)-propanoic acid

Homo sapiens

P42330

pH not specified in the publication, temperature not specified in the publication

725674

0.002

4-benzoyl-benzoic acid

Homo sapiens

P42330

-

697271

0.0004

4-carboxy-2',4'-dinitrodiphenylamine

Homo sapiens

P42330

-

697271

0.011

4-carboxy-2-aminodiphenylamine

Homo sapiens

P42330

-

697271

0.0015

4-chloro-N-(4-tolyl)-anthranilic acid

Homo sapiens

P42330

-

697271

0.003

4-chloro-N-phenylanthranilic acid

Homo sapiens

P42330

-

697271

0.002

4-nitro-N-phenylanthranilic acid

Homo sapiens

P42330

-

697271

0.011

5-methyl-N-phenylanthranilic acid

Homo sapiens

P42330

-

697271

0.005

Ag+

Bos taurus

-

IC50 = 0.005 mM

389454

1.2

aspirin

Homo sapiens

P42330

-

697271

0.018

benzbromarone

Mus musculus

Q9D5U2

wild-type, pH 7, 37°C

760437

0.005 - 0.06

bimatoprost

3 entries

0.95

Cd2+

Bos taurus

-

IC50 = 0.95 mM

389454

0.4

Cu2+

Bos taurus

-

IC50 = 0.4 mM

389454

0.0087

estradiol

Mus musculus

Q9D5U2

wild-type, pH 7, 37°C

760437

0.037

Ethacrynic acid

Mus musculus

Q9D5U2

wild-type, pH 7, 37°C

760437

0.054

Flufenamic acid

Mus musculus

Q9D5U2

wild-type, pH 7, 37°C

760437

0.0078

flurbiprofen

2 entries

0.3

HgCl2

Bos taurus

-

IC50 = 0.3 mM, the liver-type isozyme is 2fold less sensitive than the lung-type isozyme

389454

0.0099

Ibuprofen

2 entries

0.0023

indomethacin

2 entries

0.0023

indomethacin methyl ester

Homo sapiens

P42330

pH 7.0, 37°C

685035

0.0007

Meclofenamic acid

2 entries

0.00039

Mefenamic acid

Homo sapiens

P42330

-

697271

0.0078

N-(4-chlorobenzoyl)-melatonin

Homo sapiens

P42330

pH 7.0, 37°C

685035

0.0014

naproxen

2 entries

0.13 - 1

ONO1349

3 entries

0.3 - 1

ONO1370

3 entries

0.06 - 1

ONO1373

3 entries

0.014

quercetin

Mus musculus

Q9D5U2

wild-type, pH 7, 37°C

760437

0.77

salicylic acid

Homo sapiens

P42330

-

697271

0.0034

sulindac

2 entries

0.1 - 0.45

Tolrestat

3 entries

1.4

Zn2+

Bos taurus

-

IC50 = 1.4 mM

389454

0.04

Zomepirac

2 entries

0.005

(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl]-N-ethylhept-5-enamide

Homo sapiens

P42330

recombinant enzyme, using prostaglandin D2 as substrate, in 0.1 M potassium phosphate buffer, pH 6.5, at 37°C

654368

0.006

(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl]-N-ethylhept-5-enamide

Homo sapiens

P42330

recombinant enzyme, using prostaglandin H2 as substrate, in 0.1 M potassium phosphate buffer, pH 6.5, at 37°C

654368

0.06

(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl]-N-ethylhept-5-enamide

Homo sapiens

P42330

recombinant enzyme, using prostamide D2 as substrate, in 0.1 M potassium phosphate buffer, pH 6.5, at 37°C

654368

0.3

(5Z)-7-[(1R,4S,5S,6R)-6-[(1E)-oct-1-en-1-yl]-2-azabicyclo[2.2.1]hept-5-yl]hept-5-enoic acid

Homo sapiens

P42330

recombinant enzyme, using prostaglandin H2 as substrate, in 0.1 M potassium phosphate buffer, pH 6.5, at 37°C

654368

1

(5Z)-7-[(1R,4S,5S,6R)-6-[(1E)-oct-1-en-1-yl]-2-azabicyclo[2.2.1]hept-5-yl]hept-5-enoic acid

Homo sapiens

P42330

IC50 about 1 mM, recombinant enzyme, using prostaglandin D2 as substrate, in 0.1 M potassium phosphate buffer, pH 6.5, at 37°C

654368

1

(5Z)-7-[(1R,4S,5S,6R)-6-[(1E)-oct-1-en-1-yl]-2-azabicyclo[2.2.1]hept-5-yl]hept-5-enoic acid

Homo sapiens

P42330

IC50 about 1 mM, recombinant enzyme, using prostamide D2 as substrate, in 0.1 M potassium phosphate buffer, pH 6.5, at 37°C

654368

0.13

(5Z)-7-[(1R,4S,5S,6R)-6-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-2-azabicyclo[2.2.1]hept-5-yl]hept-5-enoic acid

Homo sapiens

P42330

recombinant enzyme, using prostaglandin H2 as substrate, in 0.1 M potassium phosphate buffer, pH 6.5, at 37°C

654368

1

(5Z)-7-[(1R,4S,5S,6R)-6-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-2-azabicyclo[2.2.1]hept-5-yl]hept-5-enoic acid

Homo sapiens

P42330

IC50 about 1 mM, recombinant enzyme, using prostaglandin D2 as substrate, in 0.1 M potassium phosphate buffer, pH 6.5, at 37°C

654368

1

(5Z)-7-[(1R,4S,5S,6R)-6-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-2-azabicyclo[2.2.1]hept-5-yl]hept-5-enoic acid

Homo sapiens

P42330

IC50 about 1 mM, recombinant enzyme, using prostamide D2 as substrate, in 0.1 M potassium phosphate buffer, pH 6.5, at 37°C

654368

0.06

(5Z)-7-[(1S,4S,5S,6R)-2-methyl-6-[(1E)-oct-1-en-1-yl]-2-azabicyclo[2.2.1]hept-5-yl]hept-5-enoic acid

Homo sapiens

P42330

recombinant enzyme, using prostaglandin H2 as substrate, in 0.1 M potassium phosphate buffer, pH 6.5, at 37°C

654368

1

(5Z)-7-[(1S,4S,5S,6R)-2-methyl-6-[(1E)-oct-1-en-1-yl]-2-azabicyclo[2.2.1]hept-5-yl]hept-5-enoic acid

Homo sapiens

P42330

IC50 about 1 mM, recombinant enzyme, using prostaglandin D2 as substrate, in 0.1 M potassium phosphate buffer, pH 6.5, at 37°C

654368

1

(5Z)-7-[(1S,4S,5S,6R)-2-methyl-6-[(1E)-oct-1-en-1-yl]-2-azabicyclo[2.2.1]hept-5-yl]hept-5-enoic acid

Homo sapiens

P42330

IC50 about 1 mM, recombinant enzyme, using prostamide D2 as substrate, in 0.1 M potassium phosphate buffer, pH 6.5, at 37°C

654368

0.005

bimatoprost

Homo sapiens

P42330

recombinant enzyme, using prostaglandin D2 as substrate,in 0.1 M potassium phosphate buffer, pH 6.5, at 37°C

654368

0.006

bimatoprost

Homo sapiens

P42330

recombinant enzyme, using prostaglandin H2 as substrate,in 0.1 M potassium phosphate buffer, pH 6.5, at 37°C

654368

0.06

bimatoprost

Homo sapiens

P42330

recombinant enzyme, using prostamide D2 as substrate,in 0.1 M potassium phosphate buffer, pH 6.5, at 37°C

654368

0.0078

flurbiprofen

Homo sapiens

P42330

-

697271

0.0078

flurbiprofen

Homo sapiens

P42330

pH 7.0, 37°C

685035

0.0099

Ibuprofen

Homo sapiens

P42330

-

697271

0.0099

Ibuprofen

Homo sapiens

P42330

pH 7.0, 37°C

685035

0.0023

indomethacin

Homo sapiens

P42330

-

697271

0.0023

indomethacin

Homo sapiens

P42330

pH 7.0, 37°C

685035

0.0007

Meclofenamic acid

Homo sapiens

P42330

-

697271

0.0007

Meclofenamic acid

Homo sapiens

P42330

pH 7.0, 37°C

685035

0.0014

naproxen

Homo sapiens

P42330

-

697271

0.0014

naproxen

Homo sapiens

P42330

pH 7.0, 37°C

685035

0.13

ONO1349

Homo sapiens

P42330

recombinant enzyme, using prostaglandin H2 as substrate,in 0.1 M potassium phosphate buffer, pH 6.5, at 37°C

654368

1

ONO1349

Homo sapiens

P42330

recombinant enzyme, using prostaglandin D2 as substrate,in 0.1 M potassium phosphate buffer, pH 6.5, at 37°C

654368

1

ONO1349

Homo sapiens

P42330

recombinant enzyme, using prostamide D2 as substrate,in 0.1 M potassium phosphate buffer, pH 6.5, at 37°C

654368

0.3

ONO1370

Homo sapiens

P42330

recombinant enzyme, using prostaglandin H2 as substrate,in 0.1 M potassium phosphate buffer, pH 6.5, at 37°C

654368

1

ONO1370

Homo sapiens

P42330

recombinant enzyme, using prostaglandin D2 as substrate,in 0.1 M potassium phosphate buffer, pH 6.5, at 37°C

654368

1

ONO1370

Homo sapiens

P42330

recombinant enzyme, using prostamide D2 as substrate,in 0.1 M potassium phosphate buffer, pH 6.5, at 37°C

654368

0.06

ONO1373

Homo sapiens

P42330

recombinant enzyme, using prostaglandin H2 2 as substrate,in 0.1 M potassium phosphate buffer, pH 6.5, at 37°C

654368

1

ONO1373

Homo sapiens

P42330

recombinant enzyme, using prostaglandin D2 as substrate,in 0.1 M potassium phosphate buffer, pH 6.5, at 37°C

654368

1

ONO1373

Homo sapiens

P42330

recombinant enzyme, using prostamide D2 2 as substrate,in 0.1 M potassium phosphate buffer, pH 6.5, at 37°C

654368

0.0034

sulindac

Homo sapiens

P42330

-

697271

0.0034

sulindac

Homo sapiens

P42330

pH 7.0, 37°C

685035

0.1

Tolrestat

Homo sapiens

P42330

recombinant enzyme, using prostaglandin D2 as substrate,in 0.1 M potassium phosphate buffer, pH 6.5, at 37°C

654368

0.3

Tolrestat

Homo sapiens

P42330

recombinant enzyme, using prostaglandin H2 as substrate,in 0.1 M potassium phosphate buffer, pH 6.5, at 37°C

654368

0.45

Tolrestat

Homo sapiens

P42330

recombinant enzyme, using prostamide D2 as substrate,in 0.1 M potassium phosphate buffer, pH 6.5, at 37°C

654368

0.04

Zomepirac

Homo sapiens

P42330

-

697271

0.04

Zomepirac

Homo sapiens

P42330

pH 7.0, 37°C

685035