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Literature summary for 1.3.1.72 extracted from

  • Mueller, C.; Hemmers, S.; Bartl, N.; Plodek, A.; Koerner, A.; Mirakaj, V.; Giera, M.; Bracher, F.
    New chemotype of selective and potent inhibitors of human delta 24-dehydrocholesterol reductase (2017), Eur. J. Med. Chem., 140, 305-320 .
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
(1R,3aR,5aS,7S,9aS,9bR,11aR)-9a,11a-dimethyl-1-[(2R,3E)-4-phenylbut-3-en-2-yl]-2,3,3a,5,5a,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-7-ol
-
Homo sapiens
(1R,3aR,5aS,7S,9aS,9bR,11aR)-9a,11a-dimethyl-1-[(2S)-1-oxopropan-2-yl]-2,3,3a,5,5a,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-7-yl acetate
-
Homo sapiens
(20S)-pregn-5-ene-3,20-diol
-
Homo sapiens
(2S)-2-[(1R,3aR,5aS,7S,9aS,9bR,11aR)-7-(acetyloxy)-9a,11a-dimethyl-2,3,3a,5,5a,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl]propanoic acid
-
Homo sapiens
(2S)-2-[(1R,3aR,5aS,7S,9aS,9bR,11aR)-7-hydroxy-9a,11a-dimethyl-2,3,3a,5,5a,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl]-N-methylpropanamide
-
Homo sapiens
(3S,20S)-20-(aminomethyl)-pregn-7-en-3-yl acetate
-
Homo sapiens
(3S,20S)-20-(ethoxyaminocarbonyl)-pregn-7-en-3-yl acetate
-
Homo sapiens
(3S,20S)-20-(hydroxycarbamoyl)-pregn-7-en-3-yl acetate
-
Homo sapiens
(3S,20S)-20-(hydroxymethyl)-pregn-7-en-3-ol
-
Homo sapiens
(3S,20S)-20-(methoxyaminocarbonyl)-pregn-7-en-3-ylacetate
-
Homo sapiens
(3S,20S)-20-(methyl-carbamoyl)-pregn-7-en-3beta-ol i.e. MGI-21 Homo sapiens
(3S,20S)-20-(N,N-dimethylaminocarbonyl)-pregn-7-en-3-yl acetate
-
Homo sapiens
(3S,20S)-20-[((E)-2-methylbut-2-enoyloxy)methyl]-pregn-7-en-3-yl acetate
-
Homo sapiens
(3S,20S)-20-[((E)-but-2-enoyloxy)methyl]-pregn-7-en-3-yl acetate
-
Homo sapiens
(3S,20S)-20-[(butanoylamino)methyl]-pregn-7-en-3-ylacetate
-
Homo sapiens
(3S,20S)-20-[(dimethylamino)acetoxymethyl]-pregn-7-en-3-yl acetate
-
Homo sapiens
(3S,20S)-20-[(formyloxy)methyl]-pregn-7-en-3-yl acetate
-
Homo sapiens
(3S,20S)-20-[(N-methyl-N-butanoylamino)methyl]-pregn-7-en-3-yl acetate
-
Homo sapiens
(3S,20S)-20-[(N-methyl-N-propanoylamino)methyl]-pregn-7-en-3-yl acetate
-
Homo sapiens
(3S,20S)-20-[(propanylamino)methyl]-pregn-7-en-3-yl acetate
-
Homo sapiens
(3S,20S)-20-[N-methyl-N-(2-methylpropyl)-aminocarbonyl]-pregn-7-en-3-yl acetate
-
Homo sapiens
(7S,9aR,11aS)-1-[(2S)-1-hydroxypropan-2-yl]-9a,11a-dimethyl-2,3,3a,3b,4,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-7-ol
-
Homo sapiens
(7S,9aS,11aR)-1-[(2S)-1-hydroxypropan-2-yl]-9a,11a-dimethyl-2,3,3a,5,5a,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-7-yl acetate
-
Homo sapiens
3beta-[2-(diethylamino)ethoxy]androst-5-en-17-one i.e. U18666A Homo sapiens
4-[(E)-2-((3S,20R)-3-hydroxypregn-7-en-20-yl)-ethenyl]-1-methylpyridinium iodide i.e. DR 258 Homo sapiens
6-(6-aminohexyl)-5-chloronaphthalene-1-sulfonamide i.e. W-7 Homo sapiens
N,N-dimethyl-3beta-hydroxy-cholenamide
-
Homo sapiens
trifluoroperazine
-
Homo sapiens
Triparanol
-
Homo sapiens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
cholesta-5,7,24-trien-3beta-ol + NADPH + H+ Homo sapiens
-
7-dehydrocholesterol + NADP+
-
?
cholesta-7,24-dien-3beta-ol + NADPH + H+ Homo sapiens
-
lathosterol + NADP+
-
?
desmosterol + NADPH + H+ Homo sapiens
-
cholesterol + NADP+
-
?
lanosterol + NADPH + H+ Homo sapiens
-
4,4,14alpha-trimethyl-5alpha-cholesta-8-en-3beta-ol + NADP+
-
?
zymosterol + NADPH + H+ Homo sapiens
-
zymostenol + NADP+
-
?

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
HL-60 cell
-
Homo sapiens
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
cholesta-5,7,24-trien-3beta-ol + NADPH + H+
-
Homo sapiens 7-dehydrocholesterol + NADP+
-
?
cholesta-7,24-dien-3beta-ol + NADPH + H+
-
Homo sapiens lathosterol + NADP+
-
?
desmosterol + NADPH + H+
-
Homo sapiens cholesterol + NADP+
-
?
lanosterol + NADPH + H+
-
Homo sapiens 4,4,14alpha-trimethyl-5alpha-cholesta-8-en-3beta-ol + NADP+
-
?
zymosterol + NADPH + H+
-
Homo sapiens zymostenol + NADP+
-
?

Synonyms

Synonyms Comment Organism
DELTA24-dehydrocholesterol reductase
-
Homo sapiens
DHCR24
-
Homo sapiens
seladin-1
-
Homo sapiens

Cofactor

Cofactor Comment Organism Structure
NADPH
-
Homo sapiens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.0000001
-
at 37┬░C, pH not specified in the publication Homo sapiens (3S,20S)-20-(hydroxymethyl)-pregn-7-en-3-ol
0.0000025
-
at 37┬░C, pH not specified in the publication Homo sapiens (7S,9aR,11aS)-1-[(2S)-1-hydroxypropan-2-yl]-9a,11a-dimethyl-2,3,3a,3b,4,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-7-ol
0.0000029
-
at 37┬░C, pH not specified in the publication Homo sapiens (1R,3aR,5aS,7S,9aS,9bR,11aR)-9a,11a-dimethyl-1-[(2R,3E)-4-phenylbut-3-en-2-yl]-2,3,3a,5,5a,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-7-ol
0.0000033
-
at 37┬░C, pH not specified in the publication Homo sapiens (7S,9aS,11aR)-1-[(2S)-1-hydroxypropan-2-yl]-9a,11a-dimethyl-2,3,3a,5,5a,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-7-yl acetate
0.0000042
-
at 37┬░C, pH not specified in the publication Homo sapiens (3S,20S)-20-[(formyloxy)methyl]-pregn-7-en-3-yl acetate
0.0000055
-
at 37┬░C, pH not specified in the publication Homo sapiens (3S,20S)-20-[(dimethylamino)acetoxymethyl]-pregn-7-en-3-yl acetate
0.0000063
-
at 37┬░C, pH not specified in the publication Homo sapiens (3S,20S)-20-[((E)-but-2-enoyloxy)methyl]-pregn-7-en-3-yl acetate
0.000198
-
at 37┬░C, pH not specified in the publication Homo sapiens (3S,20S)-20-(aminomethyl)-pregn-7-en-3-yl acetate
0.000203
-
at 37┬░C, pH not specified in the publication Homo sapiens (3S,20S)-20-[((E)-2-methylbut-2-enoyloxy)methyl]-pregn-7-en-3-yl acetate
0.000805
-
at 37┬░C, pH not specified in the publication Homo sapiens (3S,20S)-20-(methoxyaminocarbonyl)-pregn-7-en-3-ylacetate
0.000823
-
at 37┬░C, pH not specified in the publication Homo sapiens (2S)-2-[(1R,3aR,5aS,7S,9aS,9bR,11aR)-7-hydroxy-9a,11a-dimethyl-2,3,3a,5,5a,6,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl]-N-methylpropanamide
0.0169
-
at 37┬░C, pH not specified in the publication Homo sapiens (3S,20S)-20-[(butanoylamino)methyl]-pregn-7-en-3-ylacetate