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BRENDA support

Ligand 2-arachidonoylglycerol

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Basic Ligand Information

Molecular Structure
Picture of 2-arachidonoylglycerol (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C23H38O4
2-arachidonoylglycerol
RCRCTBLIHCHWDZ-DOFZRALJSA-N
Synonyms:
2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-glycerol, 2-arachidonoyl-glycerol, 2-arachidonoyl-sn-glycerol, 2-arachidonoyl glycerol, 2-arachidonylglycerol, 2-O-(5Z,8Z,11Z,14Z)-eicosatetraenoylglycerol, beta-arachidonoylglycerol, sn-2-arachidonoylglycerol
Pathway Source
Pathways

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (4 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
2-arachidonoylglycerol + H2O = ?
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (6 results)

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

Substrate in Enzyme-catalyzed Reactions (13 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
ATP + 2-arachidonoyl-sn-glycerol = ADP + 2-arachidonoyl-sn-glycerol 3-phosphate
show the reaction diagram
-
2-arachidonoylglycerol + H2O = arachidonic acid + glycerol
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (7 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE

Activator in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
activates 12(S)-HETE production in vivo
-

Inhibitor in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
inhibitor for both of the epsilon or the zeta isoforms of diacylglycerol kinase; inhibitor for both of the epsilon or the zeta isoforms of diacylglycerol kinase
-
0.05 mM, 67% loss of activity
-
37% inhibition at 0.1 mM
-

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (8 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE

KM Value (13 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.042
-
at pH 7.4 and 37°C

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.013
-
inhibits the hydrolysis of cytosolic 2-oleoylglycerol, IC50 value is 0.013 mM, the affinity for the enzyme is highest with an arachidonyl side chain and decreases to fatty acids of shorter chain length

References & Links

Links to other databases for 2-arachidonoylglycerol

ChEBI
PubChem
ChEBI
PubChem