Ligand (S)-N-methylcoclaurine

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Basic Ligand Information

Molecular Structure
Picture of (S)-N-methylcoclaurine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C18H21NO3
(S)-N-methylcoclaurine
BOKVLBSSPUTWLV-INIZCTEOSA-N
Synonyms:
(1S)-1-(4-hydroxybenzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(S)-N-methylcoclaurine + NADPH + H+ + O2 = (S)-3'-hydroxy-N-methylcoclaurine + NADP+ + H2O
show the reaction diagram
-
(S)-N-methylcoclaurine + [reduced NADPH-hemoprotein reductase] + O2 = (S)-3'-hydroxy-N-methylcoclaurine + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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2 (S)-N-methylcoclaurine + 2 (R)-N-methylcoclaurine + [reduced NADPH-hemoprotein reductase] + O2 = berbamunine + guattegaumerine + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE

Substrate in Enzyme-catalyzed Reactions (7 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
(S)-N-methylcoclaurine + NADPH + H+ + O2 = (S)-3'-hydroxy-N-methylcoclaurine + NADP+ + H2O
show the reaction diagram
-
(S)-N-methylcoclaurine + [reduced NADPH-hemoprotein reductase] + O2 = (S)-3'-hydroxy-N-methylcoclaurine + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
-
(S)-N-methylcoclaurine + [reduced NADPH-hemoprotein reductase] + O2 = 2,11-dimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline-1,10-diol + [oxidized NADPH-hemoprotein reductase] + 2 H2O
show the reaction diagram
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(S)-N-methylcoclaurine + [reduced NADPH-hemoprotein reductase] + O2 = ? + [oxidized NADPH-hemoprotein reductase] + 2 H2O
show the reaction diagram
-
(S)-N-methylcoclaurine + O2 = (S)-coclaurine + H2O2
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE

Inhibitor in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

KM Value (1 result)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.015
-
-

References & Links

Links to other databases for (S)-N-methylcoclaurine

ChEBI
PubChem
ChEBI
PubChem