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Literature summary for 1.3.1.22 extracted from

  • Hirata, N.; Tokunaga, M.; Naruto, S.; Iinuma, M.; Matsuda, H.
    Testosterone 5alpha-reductase inhibitory active constituents of Piper nigrum leaf (2007), Biol. Pharm. Bull., 30, 2402-2405.
    View publication on PubMed
Search for more literature for 1.3.1.22

Inhibitors

Inhibitors Comment Organism Structure
(+)-methysticin
-
 Rattus norvegicus
(3R,4R)-3-(1,3-benzodioxol-5-ylmethyl)-4-(1,3,5-benzotrioxepin-6-ylmethyl)tetrahydrofuran-2-ol
-
 Rattus norvegicus
(3R,4R)-3-(1,3-benzodioxol-5-ylmethyl)-4-(1,3,5-benzotrioxepin-7-ylmethyl)tetrahydrofuran-2-ol i.e. (-)-cubebin Rattus norvegicus
(3R,4R)-3-(1,3-benzodioxol-5-ylmethyl)-4-(2,3-dimethoxybenzyl)tetrahydrofuran-2-ol
-
 Rattus norvegicus
(3R,4R)-3-(1,3-benzodioxol-5-ylmethyl)-4-(3,4-dimethoxybenzyl)tetrahydrofuran-2-ol i.e. (-)-3,4-dimethoxy-3,4-desmethylenedioxycubebin Rattus norvegicus
ethinylestradiol 63.3% inhibition at 1 mM Rattus norvegicus
additional information no inhibitory activity of yangonin, (+)-methysticin, (+)-kawain, 5,6-dehydrokawain, and 7,8-epoxyyangonin against 5alpha reductase; yangonin, (+)-methysticin, (+)-kawain, 5,6-dehydrokawain, and 7,8-epoxyyangonin show no significant 5alpha-reductase inhibitory activity Rattus norvegicus
Piper betle ethanolic whole plant extract 42.3% inhibition at 2 mg/ml Rattus norvegicus
Piper cueba ethanolic fruit extract 28.0% inhibition at 2 mg/ml Rattus norvegicus
Piper kadsura ethanolic leaf extract 19.0% inhibition at 2 mg/ml Rattus norvegicus
Piper kadsura ethanolic rhizome extract 36.5% inhibition at 2 mg/ml Rattus norvegicus
Piper kadsura ethanolic root extract 39.2% inhibition at 2 mg/ml Rattus norvegicus
Piper kadsura ethanolic stem extract 16.9% inhibition at 2 mg/ml Rattus norvegicus
Piper longum ethanolic whole plant extract 12.3% inhibition at 2 mg/ml Rattus norvegicus
Piper methysticum ethanolic leaf extract 28.4% inhibition at 2 mg/ml Rattus norvegicus
Piper methysticum ethanolic rhizome extract 42.5% inhibition at 2 mg/ml Rattus norvegicus
Piper methysticum ethanolic stem extract 21.9% inhibition at 2 mg/ml Rattus norvegicus
Piper nigrum ethanolic fruit extract 63% inhibition at 2 mg/ml Rattus norvegicus
Piper nigrum ethanolic leaf extract 53.0% inhibition at 2 mg/ml Rattus norvegicus
Piper nigrum ethanolic stem extract 40.8% inhibition at 2 mg/ml Rattus norvegicus
piperine
-
 Rattus norvegicus
yangonin
-
 Rattus norvegicus

Organism

Organism UniProt Comment Textmining
Rattus norvegicus
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
liver
-
 Rattus norvegicus
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
testosterone + NADPH + H+
-
 Rattus norvegicus 5alpha-dihydrotestosterone + NADP+
-
 ?
testosterone + NADPH + H+
-
 Rattus norvegicus 5alpha-dihydrotestosterone + NADP+ + H+
-
 ?

Synonyms

Synonyms Comment Organism
testosterone 5alpha-reductase
-
 Rattus norvegicus

Cofactor

Cofactor Comment Organism Structure
NADPH
-
 Rattus norvegicus

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.44
-
-
 Rattus norvegicus (3R,4R)-3-(1,3-benzodioxol-5-ylmethyl)-4-(1,3,5-benzotrioxepin-6-ylmethyl)tetrahydrofuran-2-ol
0.44
-
-
 Rattus norvegicus (3R,4R)-3-(1,3-benzodioxol-5-ylmethyl)-4-(1,3,5-benzotrioxepin-7-ylmethyl)tetrahydrofuran-2-ol
0.48
-
-
 Rattus norvegicus piperine
0.81
-
-
 Rattus norvegicus ethinylestradiol
1.03
-
-
 Rattus norvegicus (3R,4R)-3-(1,3-benzodioxol-5-ylmethyl)-4-(2,3-dimethoxybenzyl)tetrahydrofuran-2-ol
1.03
-
-
 Rattus norvegicus (3R,4R)-3-(1,3-benzodioxol-5-ylmethyl)-4-(3,4-dimethoxybenzyl)tetrahydrofuran-2-ol