Ligand flavin hydroquinone

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Basic Ligand Information

Molecular Structure
Picture of flavin hydroquinone (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C12H11 N4O2R
flavin hydroquinone
GQPPNUDTGJSKSD-UHFFFAOYSA-N
Synonyms:
[reduced NADH-hemoprotein reductase], [reduced NADPH-hemoprotein reductase], [reduced NADPH.hemoprotein reductase], [reduced NADPH hemoprotein reductase]

Show all pahtways known for Show all pathways known for flavin hydroquinone

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (328 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
3-hydroxybenzoate + [reduced NADPH-hemoprotein reductase] + O2 = 3,4-dihydroxybenzoate + [oxidized NADPH-hemoprotein reductase] + H2O
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benzylamine + [reduced NADPH-hemoprotein reductase] + O2 = benzylamine N-oxide + [oxidized NADPH-hemoprotein reductase] + H2O
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dihydrochelirubine + [reduced NADPH-hemoprotein reductase] + O2 = 12-hydroxydihydrochelirubine + [oxidized NADPH-hemoprotein reductase] + H2O
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(S)-N-methylcoclaurine + [reduced NADPH-hemoprotein reductase] + O2 = (S)-3'-hydroxy-N-methylcoclaurine + [oxidized NADPH-hemoprotein reductase] + H2O
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vinorine + [reduced NADPH-hemoprotein reductase] + O2 = vomilenine + [oxidized NADPH-hemoprotein reductase] + H2O
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alpha-humulene + O2 + [reduced NADPH-hemoprotein reductase] = 0-hydroxy-alpha-humulene + [oxidized NADPH-hemoprotein reductase] + H2O
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tryprostatin B + [reduced NADPH-hemoprotein reductase] + O2 = 6-hydroxytryprostatin B + [oxidized NADPH-hemoprotein reductase] + H2O
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fumitremorgin C + 2 [reduced NADPH-hemoprotein reductase] + 2 O2 = 12alpha,13alpha-dihydroxyfumitremorgin C + 2 [oxidized NADPH-hemoprotein reductase] + 2 H2O
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dammarenediol-II + [reduced NADPH-hemoprotein reductase] + O2 = protopanaxadiol + [oxidized NADPH-hemoprotein reductase] + H2O
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protopanaxadiol + [reduced NADPH-hemoprotein reductase] + O2 = protopanaxatriol + [oxidized NADPH-hemoprotein reductase] + H2O
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ent-sandaracopimaradien-3beta-ol + [reduced NADPH-hemoprotein reductase] + O2 = oryzalexin E + [oxidized NADPH-hemoprotein reductase] + H2O
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ent-sandaracopimaradien-3beta-ol + [reduced NADPH-hemoprotein reductase] + O2 = oryzalexin D + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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dihydromonacolin L acid + [reduced NADPH-hemoprotein reductase] + O2 = 3alpha-hydroxy-3,5-dihydromonacolin L acid + [oxidized NADPH-hemoprotein reductase] + H2O
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monacolin L acid + [reduced NADPH-hemoprotein reductase] + O2 = monacolin J acid + [oxidized NADPH-hemoprotein reductase] + H2O
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methyl (2E,6E)-farnesoate + [reduced NADPH-hemoprotein reductase] + O2 = juvenile hormone III + [oxidized NADPH-hemoprotein reductase] + H2O
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(2E,6E)-farnesoate + [reduced NADPH-hemoprotein reductase] + O2 = juvenile-hormone-III carboxylate + [oxidized NADPH-hemoprotein reductase] + H2O
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dodecanoate + [reduced NADPH-hemoprotein reductase] + O2 = 7-hydroxydodecanoate + [oxidized NADPH-hemoprotein reductase] + H2O
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(-)-5'-demethoxyyatein + [reduced NADPH-hemoprotein reductase] + O2 = (-)-5'-demethylyatein + [oxidized NADPH-hemoprotein reductase] + H2O
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1,8-cineole + [reduced NADPH-hemoprotein reductase] + O2 = 2-endo-hydroxy-1,8-cineole + [oxidized NADPH-hemoprotein reductase] + H2O
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10-deoxysarpagine + [reduced NADPH-hemoprotein reductase] + O2 = sarpagine + [oxidized NADPH-hemoprotein reductase] + H2O
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lithocholate + [reduced NADPH-hemoprotein reductase] + O2 = 6beta-hydroxylithocholate + [oxidized NADPH-hemoprotein reductase] + H2O
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8-dimethylallylnaringenin + [reduced NADPH-hemoprotein reductase] + O2 = leachianone G + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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(+)-pulegone + [reduced NADPH-hemoprotein reductase] + O2 = (+)-menthofuran + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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abietadiene + [reduced NADPH-hemoprotein reductase] + O2 = abietadienol + [oxidized NADPH-hemoprotein reductase] + H2O
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geranylgeraniol + [reduced NADPH-hemoprotein reductase] + O2 = 18-hydroxygeranylgeraniol + [oxidized NADPH-hemoprotein reductase] + H2O
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(+)-columbianetin + [reduced NADPH-hemoprotein reductase] + O2 = angelicin + acetone + [oxidized NADPH-hemoprotein reductase] + H2O
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(+)-valencene + [reduced NADPH-hemoprotein reductase] + O2 = alpha-nootkatol + beta-nootkatol + [oxidized NADPH-hemoprotein reductase] + H2O
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(S)-beta-macrocarpene + 3 O2 + 3 [reduced NADPH-hemoprotein reductase] = zealexin A1 + 4 H2O + 3 [oxidized NADPH-hemoprotein reductase]
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(+)-cis,trans-nepetalactol + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 = 7-deoxyloganetate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
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naringenin + [reduced NADPH-hemoprotein reductase] + O2 = 2-hydroxynaringenin + [oxidized NADPH-hemoprotein reductase] + H2O
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(S)-1-hydroxy-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2 = (13S,14R)-1,13-dihydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
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fraxetin + [reduced NADPH-hemoprotein reductase] + O2 = sideretin (reduced form) + [oxidized NADPH-hemoprotein reductase] + H2O
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indole-3-carbonyl nitrile + [reduced NADPH-hemoprotein reductase] + O2 = 4-hydroxyindole-3-carbonyl nitrile + [oxidized NADPH-hemoprotein reductase] + H2O
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squalene + [reduced NADPH-hemoprotein reductase] + O2 = (3S)-2,3-epoxy-2,3-dihydrosqualene + [oxidized NADPH-hemoprotein reductase] + H2O
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cholesterol + [reduced NADPH-hemoprotein reductase] + O2 = 7alpha-hydroxycholesterol + [oxidized NADPH-hemoprotein reductase] + H2O
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12-hydroxyjasmonoyl-L-isoleucine + [reduced NADPH-hemoprotein reductase] + O2 = 12-hydroxy-12-oxojasmonoyl-L-isoleucine + [oxidized NADPH-hemoprotein reductase] + H2O
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phenylacetate + [reduced NADPH-hemoprotein reductase] + O2 = (2-hydroxyphenyl)acetate + [oxidized NADPH-hemoprotein reductase] + H2O
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quinine + [reduced NADPH-hemoprotein reductase] + O2 = 3-hydroxyquinine + [oxidized NADPH-hemoprotein reductase] + H2O
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albendazole + [reduced NADPH-hemoprotein reductase] + O2 = 4'-hydroxyalbendazole + [oxidized NADPH-hemoprotein reductase] + H2O
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fenbendazole + [reduced NADPH-hemoprotein reductase] + O2 = hydroxyfenbendazole + [oxidized NADPH-hemoprotein reductase] + H2O
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7-deoxyloganin + [reduced NADPH-hemoprotein reductase] + O2 = loganin + [oxidized NADPH-hemoprotein reductase] + H2O
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(6aR,11aR)-3,9-dihydroxypterocarpan + [reduced NADPH-hemoprotein reductase] + O2 = (6aS,11aS)-3,6a,9-trihydroxypterocarpan + [oxidized NADPH-hemoprotein reductase] + H2O
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(S)-cis-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2 = allocryptopine + [oxidized NADPH-hemoprotein reductase] + H2O
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protopine + [reduced NADPH-hemoprotein reductase] + O2 = 6-hydroxyprotopine + [oxidized NADPH-hemoprotein reductase] + H2O
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coniferaldehyde + [reduced NADPH-hemoprotein reductase] + O2 = 5-hydroxyconiferaldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
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(S)-reticuline + [reduced NADPH-hemoprotein reductase] + O2 = (S)-corytuberine + [oxidized NADPH-hemoprotein reductase] + 2 H2O
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2-(L-cystein-S-yl)-2-(1H-indol-3-yl)acetonitrile + [reduced NADPH-hemoprotein reductase] + O2 = camalexin + hydrogen cyanide + CO2 + [oxidized NADPH-hemoprotein reductase] + H2O
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2 (S)-N-methylcoclaurine + 2 (R)-N-methylcoclaurine + [reduced NADPH-hemoprotein reductase] + O2 = berbamunine + guattegaumerine + [oxidized NADPH-hemoprotein reductase] + H2O
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(R)-reticuline + [reduced NADPH-hemoprotein reductase] + O2 = salutaridine + [oxidized NADPH-hemoprotein reductase] + H2O
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(S)-tetrahydrocolumbamine + [reduced NADPH-hemoprotein reductase] + O2 = (S)-canadine + [oxidized NADPH-hemoprotein reductase] + H2O
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cyclo(L-tyrosyl-L-tyrosyl) + [reduced NADPH-hemoprotein reductase] + O2 = mycocyclosin + [oxidized NADPH-hemoprotein reductase] + 2 H2O
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tryprostatin A + [reduced NADPH-hemoprotein reductase] + O2 = fumitremorgin C + [oxidized NADPH-hemoprotein reductase] + H2O
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(-)-matairesinol + [reduced NADPH-hemoprotein reductase] + O2 = (-)-pluviatolide + [oxidized NADPH-hemoprotein reductase] + H2O
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(+)-piperitol + [reduced NADPH-hemoprotein reductase] + O2 = (+)-sesamin + [oxidized NADPH-hemoprotein reductase] + 2 H2O
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In Vivo Product in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
aminopyrene + [reduced NADPH-hemoprotein reductase] + O2 = ? + formaldehyde + [reduced NADPH-hemoprotein reductase] + O2
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (942 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
ethylbenzene + [reduced NADPH-hemoprotein reductase] + O2 = cis-2,3-dihydroxy-1-ethyl-cyclohexa-4,6-diene + [oxidized NADPH-hemoprotein reductase] + H2O
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3-hydroxybenzoate + [reduced NADPH-hemoprotein reductase] + O2 = 3,4-dihydroxybenzoate + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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benzylamine + [reduced NADPH-hemoprotein reductase] + O2 = benzylamine N-oxide + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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dihydrosanguinarine + [reduced NADPH-hemoprotein reductase] + O2 = 10-hydroxydihydrosanguinarine + [oxidized NADPH-hemoprotein reductase] + H2O
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dihydrochelirubine + [reduced NADPH-hemoprotein reductase] + O2 = 12-hydroxydihydrochelirubine + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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(S)-N-methylcoclaurine + [reduced NADPH-hemoprotein reductase] + O2 = (S)-3'-hydroxy-N-methylcoclaurine + [oxidized NADPH-hemoprotein reductase] + H2O
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vinorine + [reduced NADPH-hemoprotein reductase] + O2 = vomilenine + [oxidized NADPH-hemoprotein reductase] + H2O
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3-hydroxyindolin-2-one + [reduced NADPH-hemoprotein reductase] + O2 = 2-hydroxy-2H-1,4-benzoxazin-3(4H)-one + [oxidized NADPH-hemoprotein reductase] + H2O
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2-hydroxy-2H-1,4-benzoxazin-3(4H)-one + [reduced NADPH-hemoprotein reductase] + O2 = 2,4-dihydroxy-2H-1,4-benzoxazin-3(4H)-one + [oxidized NADPH-hemoprotein reductase] + H2O
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ent-cassa-12,15-diene + [reduced NADPH-hemoprotein reductase] + O2 = 11-(S)-hydroxy-entcassa-12,15-diene + [oxidized NADPH-hemoprotein reductase] + H2O
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alpha-humulene + O2 + [reduced NADPH-hemoprotein reductase] = 0-hydroxy-alpha-humulene + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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tryprostatin B + [reduced NADPH-hemoprotein reductase] + O2 = 6-hydroxytryprostatin B + [oxidized NADPH-hemoprotein reductase] + H2O
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fumitremorgin C + 2 [reduced NADPH-hemoprotein reductase] + 2 O2 = 12alpha,13alpha-dihydroxyfumitremorgin C + 2 [oxidized NADPH-hemoprotein reductase] + 2 H2O
show the reaction diagram
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dammarenediol-II + [reduced NADPH-hemoprotein reductase] + O2 = protopanaxadiol + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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protopanaxadiol + [reduced NADPH-hemoprotein reductase] + O2 = protopanaxatriol + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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ent-sandaracopimaradien-3beta-ol + [reduced NADPH-hemoprotein reductase] + O2 = oryzalexin E + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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monacolin L acid + [reduced NADPH-hemoprotein reductase] + O2 = monacolin J acid + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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(2E,6E)-farnesoate + [reduced NADPH-hemoprotein reductase] + O2 = juvenile-hormone-III carboxylate + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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(-)-5'-demethoxyyatein + [reduced NADPH-hemoprotein reductase] + O2 = (-)-5'-demethylyatein + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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(-)-4'-demethyl-deoxypodophyllotoxin + [reduced NADPH-hemoprotein reductase] + O2 = (-)-4'-demethylepipodophyllotoxin + [oxidized NADPH-hemoprotein reductase] + H2O
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1,8-cineole + [reduced NADPH-hemoprotein reductase] + O2 = 2-endo-hydroxy-1,8-cineole + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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2-(or 4-)dimethylallyl-(6aS,11aS)-3,6a,9-trihydroxypterocarpan + [reduced NADPH-hemoprotein reductase] + O2 = glyceollin + [oxidized NADPH-hemoprotein reductase] + H2O
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10-deoxysarpagine + [reduced NADPH-hemoprotein reductase] + O2 = sarpagine + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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lithocholate + [reduced NADPH-hemoprotein reductase] + O2 = 6beta-hydroxylithocholate + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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8-dimethylallylnaringenin + [reduced NADPH-hemoprotein reductase] + O2 = leachianone G + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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(+)-pulegone + [reduced NADPH-hemoprotein reductase] + O2 = (+)-menthofuran + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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abietadiene + [reduced NADPH-hemoprotein reductase] + O2 = abietadienol + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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geranylgeraniol + [reduced NADPH-hemoprotein reductase] + O2 = 18-hydroxygeranylgeraniol + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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indole + [reduced NADPH-hemoprotein reductase] + O2 = indolin-2-one + [oxidized NADPH-hemoprotein reductase] + H2O
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L-tryptophan + 2 [reduced NADPH-hemoprotein reductase] + 2 O2 = (E)-indol-3-ylacetaldoxime + 2 [oxidized NADPH-hemoprotein reductase] + CO2 + 3 H2O
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(S)-1-hydroxy-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2 = (13S,14R)-1,13-dihydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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squalene + [reduced NADPH-hemoprotein reductase] + O2 = (3S)-2,3-epoxy-2,3-dihydrosqualene + [oxidized NADPH-hemoprotein reductase] + H2O
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phenylacetate + [reduced NADPH-hemoprotein reductase] + O2 = (2-hydroxyphenyl)acetate + [oxidized NADPH-hemoprotein reductase] + H2O
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(3S,6E)-nerolidol + [reduced NADPH-hemoprotein reductase] + O2 = (3E)-4,8-dimethylnona-1,3,7-triene + [oxidized NADPH-hemoprotein reductase] + but-3-en-2-one + 2 H2O
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beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2 = maniladiol + [oxidized NADPH-hemoprotein reductase] + H2O
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beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2 = daturadiol + [oxidized NADPh-hemoprotein reductase] + H2O
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demethylsuberosin + [reduced NADPH-hemoprotein reductase] + O2 = (+)-marmesin + [oxidized NADPH-hemoprotein reductase] + H2O
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9beta-pimara-7,15-diene + [reduced NADPH-hemoprotein reductase] + O2 = 9beta-pimara-7,15-diene-3beta-ol + [oxidized NADPH-hemoprotein reductase] + H2O
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drimenol + [reduced NADPH-hemoprotein reductase] + O2 = drimendiol + [oxidized NADPH-hemoprotein reductase] + H2O
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fenbendazole + [reduced NADPH-hemoprotein reductase] + O2 = hydroxyfenbendazole + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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