Ligand 5-hydroxyindoleacetate

Please wait a moment until all data is loaded. This message will disappear when all data is loaded.

Basic Ligand Information

Molecular Structure
Picture of 5-hydroxyindoleacetate (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C10H9NO3
5-hydroxyindoleacetate
DUUGKQCEGZLZNO-UHFFFAOYSA-N
Synonyms:
5-hydroxyindol-3-ylacetic acid, 5-hydroxyindol acetate, 5-hydroxyindolacetate, 5-hydroxyindole-3-acetate, 5-hydroxyindole acetic acid, 5-hydroxyindoleacetic acid, 5-hydroxy indole acetic acid
Pathway Source
Pathways

Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
5-hydroxyindoleacetate + NAD(P)H + O2 + H+ = ? + NAD(P)+ + H2O
show the reaction diagram
-
5-hydroxyindol-3-ylacetic acid + Fe2+ + O2 = ?
show the reaction diagram
-
5-hydroxyindoleacetic acid + S-adenosyl-L-methionine = S-adenosyl-L-homocysteine + 5-methoxyindoleacetic acid
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
indoleacetate + NAD(P)H + O2 + H+ = 5-hydroxyindoleacetate + NAD(P)+ + H2O
show the reaction diagram
-
5-hydroxyindol acetaldehyde + NAD+ + H2O = 5-hydroxyindol acetate + NADH
show the reaction diagram
-
-
5-hydroxyindole-3-acetyldehyde + NAD+ + H2O = 5-hydroxyindole-3-acetate + NADH + H+
show the reaction diagram
-
-

Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
125% increase in pyridoxine 5-phosphate oxidase activity, 9% increase in pyridoxamine 5-phosphate oxidase activity
-

Inhibitor in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
1 mM, 61.5% inhibition
-
11% inhibition at 4.5 mM
-
55% inhibition with tyrosine at 3 mM and 5-hydroxyindole acetic acid at 12 mM
-
the conversion of 5-hydroxy-L-tryptophan is 20% inhibited by 0.33 mM 5-hydroxy indole acetic acid
-

Enzyme Kinetic Parameters

KM Value (2 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
23
-
-
0.00834
-
-

References & Links

Links to other databases for 5-hydroxyindoleacetate

ChEBI
PubChem
-
PubChem