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• • Molecular Structure
  • Sum Formula
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• Roles as Enzyme Ligand
• • In Vivo Substrate
  • In Vivo Product
  • Substrate
  • Product
  • Cofactor
  • Activator
  • Inhibitor
  • Metals and Ions
  • 3D Structure (PDB)
• Enzyme Kinetic Parameters
• • k_cat Value (Turnover Number)
  • K_M Value
  • K_i Value
  • IC₅₀ Value
• References & Links
• • References
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Ligand sophoraflavanone B

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (1 result)

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Show Natural Substrate (1 entry)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.14.14.142

8-dimethylallylnaringenin + [reduced NADPH-hemoprotein reductase] + O2 = leachianone G + [oxidized NADPH-hemoprotein reductase] + H2O

676359, 676566

-

In Vivo Product in Enzyme-catalyzed Reactions (2 results)

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Show Natural Product (2 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.5.1.70

3,3-dimethylallyl diphosphate + (2S)-naringenin = diphosphate + sophoraflavanone B

-

-

2.5.1.70

dimethylallyl diphosphate + (-)-(2S)-naringenin = diphosphate + sophoraflavanone B

-

-

2.5.1.70

2 entries

Substrate in Enzyme-catalyzed Reactions (3 results)

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Show Substrate (3 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.14.14.142

8-dimethylallylnaringenin + [reduced NADPH-hemoprotein reductase] + O2 = leachianone G + [oxidized NADPH-hemoprotein reductase] + H2O

676566, 676359

-

1.14.14.142

(-)-(2S)-8-dimethylallylnaringenin + [oxidized NADPH-hemoprotein reductase] + H2O = leachianone G + [oxidized NADPH-hemoprotein reductase] + H2O

676359

-

1.14.14.142

2 entries

4.2.1.95

8-prenylnaringenin + H2O = 8-prenylnaringenin hydrate

749123

-

Product in Enzyme-catalyzed Reactions (4 results)

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Show Product (4 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.5.1.70

3,3-dimethylallyl diphosphate + (2S)-naringenin = diphosphate + sophoraflavanone B

-

-

2.5.1.70

3,3-dimethylallyl diphosphate + (2S)-naringenin = 8-dimethylallylnaringenin + diphosphate

-

-

2.5.1.70

dimethylallyl diphosphate + (-)-(2S)-naringenin = diphosphate + sophoraflavanone B

-

-

2.5.1.70

3 entries

4.2.1.95

8-prenylnaringenin hydrate = 8-prenylnaringenin + H2O

-

-

Inhibitor in Enzyme-catalyzed Reactions (2 results)

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Show Inhibitors (2 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.14.14.14

flavonoid isolated from hop, inhibits enzyme activity, no effect on enzyme expression

725174

-

7.6.2.2

-

711932

-

Enzyme Kinetic Parameters

K_M Value (1 result)

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Show KM Value (1 entry)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

1.14.14.142

0.055

-

-

676359

IC₅₀ Value (1 result)

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Show IC50 Value (1 entry)

EC NUMBER

IC50 VALUE

IC50 VALUE MAXIMUM

COMMENTARY

LITERATURE

1.14.14.14

0.000065

-

pH not specified in the publication, temperature not specified in the publication

725174

References & Links

Literature References (5)

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Show Reference (5 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

676359

11672730

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

676566

14551337

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

711932

20633549

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

725174

16608212

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

749123

29420618

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

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Show Links (1 entry)

ChEBI

PubChem