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Ligand sophoraflavanone B Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
Basic Ligand Information Molecular Structure
C2 0 H2 0 O5
sophoraflavanone B
LPEPZZAVFJPLNZ-SFHVURJKSA-N
(-)-(2S)-8-dimethylallylnaringenin, 8-dimethylallylnaringenin, 8-prenylnaringenin
Roles as Enzyme Ligand
In Vivo Substrate in Enzyme-catalyzed Reactions (1 result)
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8-dimethylallylnaringenin + [reduced NADPH-hemoprotein reductase] + O2 = leachianone G + [oxidized NADPH-hemoprotein reductase] + H2O
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In Vivo Product in Enzyme-catalyzed Reactions (2 results)
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3,3-dimethylallyl diphosphate + (2S)-naringenin = diphosphate + sophoraflavanone B
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dimethylallyl diphosphate + (-)-(2S)-naringenin = diphosphate + sophoraflavanone B
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Substrate in Enzyme-catalyzed Reactions (3 results)
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8-dimethylallylnaringenin + [reduced NADPH-hemoprotein reductase] + O2 = leachianone G + [oxidized NADPH-hemoprotein reductase] + H2O
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(-)-(2S)-8-dimethylallylnaringenin + [oxidized NADPH-hemoprotein reductase] + H2O = leachianone G + [oxidized NADPH-hemoprotein reductase] + H2O
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8-prenylnaringenin + H2O = 8-prenylnaringenin hydrate
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Product in Enzyme-catalyzed Reactions (4 results)
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3,3-dimethylallyl diphosphate + (2S)-naringenin = diphosphate + sophoraflavanone B
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3,3-dimethylallyl diphosphate + (2S)-naringenin = 8-dimethylallylnaringenin + diphosphate
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dimethylallyl diphosphate + (-)-(2S)-naringenin = diphosphate + sophoraflavanone B
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8-prenylnaringenin hydrate = 8-prenylnaringenin + H2O
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Inhibitor in Enzyme-catalyzed Reactions (2 results)
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flavonoid isolated from hop, inhibits enzyme activity, no effect on enzyme expression
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Enzyme Kinetic Parameters
KM Value (1 result)
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IC50 Value (1 result)
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0.000065
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pH not specified in the publication, temperature not specified in the publication
References & Links Literature References (5)
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8-dimethylallylnaringenin 2'-hydroxylase, the crucial cytochrome P450 mono-oxygenase for lavandulylated flavanone formation in Sophora flavescens cultured cells
2001
Yamamoto, H.; Yatou, A.; Inoue, K.
Phytochemistry
58
671-676
Characterization of leachianone G 2''-dimethylallyltransferase, a novel prenyl side-chain elongation enzyme for the formation of the lavandulyl group of sophoraflavanone G in Sophora flavescens Ait. cell suspension cultures
2003
Zhao, P.; Inoue, K.; Kouno, I.; Yamamoto, H.
Plant Physiol.
133
1306-1313
8-Prenylnaringenin is an inhibitor of multidrug resistance-associated transporters, P-glycoprotein and MRP1
2010
Wesolowska, O.; Wisniewski, J.; Sroda, K.; Krawczenko, A.; Bielawska-Pohl, A.; Paprocka, M.; Dus, D.; Michalak, K.
Eur. J. Pharmacol.
644
32-40
Effect of hop (Humulus lupulus L.) flavonoids on aromatase (estrogen synthase) activity
2006
Monteiro, R.; Becker, H.; Azevedo, I.; Calhau, C.
J. Agric. Food Chem.
54
2938-2943
Recombinant expression, purification and biochemical characterization of kievitone hydratase from Nectria haematococca
2018
Engleder, M.; Horvat, M.; Emmerstorfer-Augustin, A.; Wriessnegger, T.; Gabriel, S.; Strohmeier, G.; Weber, H.; Mueller, M.; Kaluzna, I.; Mink, D.; Schuermann, M.; Pichler, H.
PLoS ONE
13
e0192653
Links to other databases for sophoraflavanone B