Ligand homovanillic acid

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Basic Ligand Information

Molecular Structure
Picture of homovanillic acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C9H10O4
homovanillic acid
QRMZSPFSDQBLIX-UHFFFAOYSA-N
Synonyms:
2-(4-hydroxy-3-methoxyphenyl)ethanoic acid, 3-methoxy-4-hydroxyphenylacetate, 3-methoxy-4-hydroxyphenylacetic acid, 4-hydroxy-3-methoxy-phenylacetic acid, 4-hydroxy-3-methoxyphenylacetate, 4-hydroxy-3-methoxy phenyl acetic acid, homovanillate

Show all pahtways known for Show all pathways known for homovanillic acid

Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
homovanillic acid + O2 = ?
show the reaction diagram
-
3'-phosphoadenylylsulfate + homovanillic acid = adenosine 3',5'-bisphosphate + ?
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
3-methoxy-4-hydroxyphenylacetaldehyde + NAD+ + H2O = 3-methoxy-4-hydroxyphenylacetate + NADH + H+
show the reaction diagram
-
-
methyl 4-hydroxy-3-methoxyphenylacetate + H2O = methanol + 4-hydroxy-3-methoxyphenylacetate
show the reaction diagram
-
-

Inhibitor in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
at pH 7.4
-
derived from ginger rhizom, Zingiber officinale, IC50: 0.0185 mM, suppresses nt only sorbitol accumulation in human erythrocytes
-
0.25 mM, 50% inhibition, competitive
-
5% inhibition at 4.5 mM
-

3D Structure of Enzyme-Ligand-Complex (PDB) (1 result)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (1 result)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
408
-
pH 4.5, 55°C

KM Value (1 result)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.014
-
pH 5.8, 37°C

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.0185
-
derived from ginger rhizom, Zingiber officinale, IC50: 0.0185 mM, suppresses nt only sorbitol accumulation in human erythrocytes

References & Links

Links to other databases for homovanillic acid

ChEBI
PubChem
ChEBI
PubChem