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Ligand 14-demethyllanosterol Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
Basic Ligand Information
C2 9 H4 8 O
14-demethyllanosterol
CHGIKSSZNBCNDW-QGBOJXOESA-N
4,4-dimethyl-5alpha-cholesta-8,24-dien-3beta-ol, 4,4-dimethyl-zymosterol, 4,4-dimethylzymosterol, 30-norlanosterol
Related pathways
MetaCyc
cholesterol biosynthesis I, sterol biosynthesis (methylotrophs), zymosterol biosynthesis
Show all BRENDA pathways known for 14-demethyllanosterol
Roles as Enzyme Ligand
In Vivo Substrate in Enzyme-catalyzed Reactions (2 results)
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4,4-dimethyl-zymosterol + reduced acceptor + O2 = 4-hydroxymethyl,4-methyl-zymosterol + acceptor + H2O
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4,4-dimethyl-5alpha-cholesta-8,24-dien-3beta-ol + NADP+ = 4,4-dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol + NADPH + H+
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In Vivo Product in Enzyme-catalyzed Reactions (3 results)
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lanosterol + [reduced NADPH-hemoprotein reductase] + O2 = 4,4-dimethylzymosterol + formate + [oxidized NADPH-hemoprotein reductase] + H2O
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4,4-dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol + NADPH + H+ = 4,4-dimethyl-5alpha-cholesta-8,24-dien-3beta-ol + NADP+
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4,4-dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol + NADPH = 4,4-dimethyl-5alpha-cholesta-8,24-dien-3beta-ol + NADP+
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Substrate in Enzyme-catalyzed Reactions (4 results)
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4,4-dimethyl-zymosterol + reduced acceptor + O2 = 4-hydroxymethyl,4-methyl-zymosterol + acceptor + H2O
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4,4-dimethyl-zymosterol + reduced acceptor + O2 = ?
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4,4-dimethyl-5alpha-cholesta-8,24-dien-3beta-ol + NADP+ = 4,4-dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol + NADPH + H+
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4,4-dimethyl-5alpha-cholesta-8,24-dien-3beta-ol + NADPH = 4,4-dimethyl-5alpha-cholesta-8-en-3beta-ol + NADP+
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Product in Enzyme-catalyzed Reactions (7 results)
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lanosterol + [reduced NADPH-hemoprotein reductase] + O2 = 4,4-dimethylzymosterol + formate + [oxidized NADPH-hemoprotein reductase] + H2O
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lanosterol + 6 reduced ferredoxin [iron-sulfur] cluster + 6 H+ + 3 O2 = 4,4-dimethylzymosterol + formate + 6 oxidized ferredoxin [iron-sulfur] cluster + 4 H2O
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oxolanosterol + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 = 4,4-dimethylzymosterol + formate + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
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4,4-dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol + NADPH + H+ = 4,4-dimethyl-5alpha-cholesta-8,24-dien-3beta-ol + NADP+
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4,4-dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol + NADPH = 4,4-dimethyl-5alpha-cholesta-8,24-dien-3beta-ol + NADP+
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4,4-dimethylcholesta-8,12,24-trien-3beta-ol + NADPH + H+ = 4,4-dimethylzymosterol + NADP+
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27-norsqualene = 30-norlanosterol + 26-normalabaricatriene
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Enzyme Kinetic Parameters
References & Links Literature References (7)
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Cholesterol biosynthesis from lanosterol: development of a novel assay method and characterization of rat liver microsomal lanosterol DELTA24-reductase
1997
Bae, S.H.; Paik, Y.K.
Biochem. J.
326
609-616
Enzymological properties of sterol-C4-methyl-oxidase of yeast sterol biosynthesis
2003
Darnet, S.; Rahier, A.
Biochim. Biophys. Acta
1633
106-117
Erg28p is a key protein in the yeast sterol biosynthetic enzyme complex
2005
Mo, C.; Bard, M.
J. Lipid Res.
46
1991-1998
Homology modelling of human DHCR24 (seladin-1) and analysis of its binding properties through molecular docking and dynamics simulations
2008
Pedretti, A.; Bocci, E.; Maggi, R.; Vistoli, G.
Steroids
73
708-719
Abnormal ergosterol biosynthesis activates transcriptional responses to antifungal azoles
2018
Hu, C.; Zhou, M.; Wang, W.; Sun, X.; Yarden, O.; Li, S.
Front. Microbiol.
9
9-9
Twin enzymes, divergent control The cholesterogenic enzymes DHCR14 and LBR are differentially regulated transcriptionally and post-translationally
2020
Capell-Hattam, I.M.; Sharpe, L.J.; Qian, L.; Hart-Smith, G.; Prabhu, A.V.; Brown, A.J.
J. Biol. Chem.
295
2850-2865
Twin enzymes, divergent control The cholesterogenic enzymes DHCR14 and LBR are differentially regulated transcriptionally and post-translationally
2020
Capell-Hattam, I.M.; Sharpe, L.J.; Qian, L.; Hart-Smith, G.; Prabhu, A.V.; Brown, A.J.
J. Biol. Chem.
295
2850-2865
Links to other databases for 14-demethyllanosterol