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Literature summary for 1.3.1.22 extracted from

  • Srivilai, J.; Rabgay, K.; Khorana, N.; Waranuch, N.; Nuengchamnong, N.; Wisuitiprot, W.; Chuprajob, T.; Changtam, C.; Suksamrarn, A.; Chavasiri, W.; Sornkaew, N.; Ingkaninan, K.
    Anti-androgenic curcumin analogues as steroid 5-alpha reductase inhibitors (2017), Med. Chem. Res., 26, 1550-1556 .
No PubMed abstract available
Search for more literature for 1.3.1.22

Inhibitors

Inhibitors Comment Organism Structure
(1E,4E,6E)-1,7-bis(3-hydroxy-4-methoxyphenyl)hepta-1,4,6-trien-3-one
-
 Homo sapiens
(1E,4E,6E)-1,7-bis(3-hydroxyphenyl)hepta-1,4,6-trien-3-one
-
 Homo sapiens
(1E,4E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,4,6-trien-3-one
-
 Homo sapiens
(1E,4E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,4,6-trien-3-one
-
 Homo sapiens
(1E,4E,6E)-1,7-diphenylhepta-1,4,6-trien-3-one
-
 Homo sapiens
(1E,4E,6E)-1-(2-chlorophenyl)-7-phenylhepta-1,4,6-trien-3-one
-
 Homo sapiens
(1E,4E,6E)-1-(3-hydroxy-4-methoxyphenyl)-7-(3-hydroxyphenyl)hepta-1,4,6-trien-3-one
-
 Homo sapiens
(1E,4E,6E)-1-(3-nitrophenyl)-7-phenylhepta-1,4,6-trien-3-one
-
 Homo sapiens
(1E,4E,6E)-1-(4-hydroxy-3-methoxyphenyl)-7-(3-hydroxyphenyl)hepta-1,4,6-trien-3-one
-
 Homo sapiens
(1E,4E,6E)-1-(4-methoxyphenyl)-7-phenylhepta-1,4,6-trien-3-one
-
 Homo sapiens
(1E,4E,6E)-7-(3-hydroxyphenyl)-1-(4-hydroxyphenyl)hepta-1,4,6-trien-3-one
-
 Homo sapiens
(1E,4E,6E)-7-[3-(cycloprop-2-en-1-yloxy)phenyl]-1-(2-hydroxyphenyl)hepta-1,4,6-trien-3-one
-
 Homo sapiens
(1E,6E)-1,7-bis(3,4-dihydroxyphenyl)hepta-1,6-diene-3,5-dione
-
 Homo sapiens
(2E)-3-(4-hydroxy-3-methoxycyclohexa-1,5-dien-1-yl)-N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]prop-2-enamide
-
 Homo sapiens
(2E)-3-(4-hydroxy-3-methoxycyclohexa-1,5-dien-1-yl)-N-[2-(4-hydroxyphenyl)ethyl]prop-2-enamide
-
 Homo sapiens
(2E)-3-(4-hydroxy-3-methoxycyclohexa-1,5-dien-1-yl)-N-[2-(4-methoxyphenyl)ethyl]prop-2-enamide
-
 Homo sapiens
(4E,6E)-1-(4-hydroxyphenyl)-7-phenylhepta-4,6-dien-3-one
-
 Homo sapiens
(6E)-1-(4-hydroxyphenyl)-7-phenylhept-6-en-3-one
-
 Homo sapiens
2-hydroxy-4-[(4E,6E)-3-oxo-7-phenylhepta-4,6-dien-1-yl]phenyl acetate
-
 Homo sapiens
2-methoxy-5-[(6E)-3-methoxy-7-phenylhept-6-en-1-yl]benzene-1,4-diol
-
 Homo sapiens
4-[(6E)-3-oxo-7-phenylhept-6-en-1-yl]phenyl acetate
-
 Homo sapiens
bisdemethoxycurcumin 22.2% inhibition at 0.3 mM Homo sapiens
curcumin complete inhibition at 0.3 mM Homo sapiens
demethoxycurcumin complete inhibition at 0.3 mM Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
testosterone + NADPH + H+ Homo sapiens
-
 5alpha-dihydrotestosterone + NADP+
-
 ?
testosterone + NADPH + H+ Homo sapiens CRL-1740
-
 5alpha-dihydrotestosterone + NADP+
-
 ?

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-
Homo sapiens CRL-1740
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
LNCaP clone FGC
-
 Homo sapiens
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
testosterone + NADPH + H+
-
 Homo sapiens 5alpha-dihydrotestosterone + NADP+
-
 ?
testosterone + NADPH + H+
-
 Homo sapiens CRL-1740 5alpha-dihydrotestosterone + NADP+
-
 ?

Synonyms

Synonyms Comment Organism
S5alphaR
-
 Homo sapiens
steroid 5-alpha reductase
-
 Homo sapiens

Cofactor

Cofactor Comment Organism Structure
NADPH
-
 Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00892
-
 at pH 7.4 and 37°C Homo sapiens (1E,4E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,4,6-trien-3-one
0.0134
-
 at pH 7.4 and 37°C Homo sapiens curcumin
0.0153
-
 at pH 7.4 and 37°C Homo sapiens (1E,6E)-1,7-bis(3,4-dihydroxyphenyl)hepta-1,6-diene-3,5-dione
0.0225
-
 at pH 7.4 and 37°C Homo sapiens demethoxycurcumin
0.0788
-
 at pH 7.4 and 37°C Homo sapiens (1E,4E,6E)-1-(4-hydroxy-3-methoxyphenyl)-7-(3-hydroxyphenyl)hepta-1,4,6-trien-3-one
0.0886
-
 at pH 7.4 and 37°C Homo sapiens (1E,4E,6E)-7-(3-hydroxyphenyl)-1-(4-hydroxyphenyl)hepta-1,4,6-trien-3-one
0.0935
-
 at pH 7.4 and 37°C Homo sapiens (1E,4E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,4,6-trien-3-one
0.3
-
 at pH 7.4 and 37°C Homo sapiens bisdemethoxycurcumin