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BRENDA support

Ligand morphine

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Basic Ligand Information

Molecular Structure
Picture of morphine (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C17H19NO3
morphine
BQJCRHHNABKAKU-KBQPJGBKSA-N
Synonyms:
morphine[side 1], morphine[side 2]


Show all pahtways known for Show all BRENDA pathways known for morphine

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (8 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
morphine + NADP+ = morphinone + NADPH + H+
show the reaction diagram
-

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
codeine + 2-oxoglutarate + O2 = morphine + formaldehyde + succinate + CO2
show the reaction diagram
-
6-monoacetylmorphine + H2O = morphine + acetate
show the reaction diagram
-

Substrate in Enzyme-catalyzed Reactions (24 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
morphine + NAD+ = morphinone + NADH + H+
show the reaction diagram
-
morphine + NADP+ = morphinone + NADPH + H+
show the reaction diagram
-
3'-phosphoadenylyl sulfate + morphine = adenosine 3',5'-bisphosphate + ?
show the reaction diagram
-
ATP + H2O + morphine[side 1] = ADP + phosphate + morphine[side 2]
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
codeine + 2-oxoglutarate + O2 = morphine + formaldehyde + succinate + CO2
show the reaction diagram
-
6-monoacetylmorphine + H2O = morphine + acetate
show the reaction diagram
-
6-monoacetylmorphine + H2O = morphine + acetate
show the reaction diagram
-
6-monoacetylmorphine + H2O = morphine + acetate
show the reaction diagram
-
6-monoacetylmorphine + H2O = morphine + acetate
show the reaction diagram
-
ATP + H2O + morphine[side 1] = ADP + phosphate + morphine[side 2]
show the reaction diagram
-

Activator in Enzyme-catalyzed Reactions (7 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
morphine significantly reduces the testosterone concentration after acute and chronic exposure in the spinal cord. In contrast, the 5alpha-reductase 1 expression and of course dihydrotestosterone levels increase tfollowing chronic morphine administration
-
morphine increases 5alpha-reductase enzyme activity in the central nervous system
-
the chronic treatment with morphine produces a slight but significant enhancement in the levels of DAO mRNA in the forebrain regions, the levels increases by 24%-102% in the striatum (87% increase), hippocampus (102%), and cortex (24%)
-
morphine treatment enhances the level of phosphorylated, rather than unphosphorylated, PI3K and AKT, which are synchronously recruited to membrane. Levels of PTEN and p53, which are negative regulators of these signal molecules, are reduced, and as a result, the interaction between PTEN and p53 is completely interrupted
-
increase in activity in the striatum by 28% compared to untreated rats, and slightly in the hypothalamus and amygdala, withdrawal of the opioid reduces enzyme activity by 42%, overview
-
long-term morphine exposure (7 days) upregulates prohormone convertase 1/3 protein levels in the rat hypothalamus. The cyclic-AMP response element in the promoter of prohormone convertase 1/3 is required for morphine-induced regulation of prohormone convertase 1/3
-
chronic administration significantly augments both serine racemase mRNA and protein expression in all brain regions and leads to slight but significant elevation in the concentration of D-serine in the cortex, striatum, and hippocampus
-

Inhibitor in Enzyme-catalyzed Reactions (11 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
competitive inhibition
-
0.00001-0.1 mM morphine significantly reduces recombinant enzymatic activity (27% inhibition at 0.001 mM, 80% inhibition at more than 0.05 mM); 27% inhibition at 0.001 m, 80% inhibition at more than 0.05 mM
-
0.0013 mM, 6% inhibition
-
a higher efficacy mu-opioid agonist
-

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (4 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.49
-
pH 7.4, 25°C
0.49
-
pH 7.4, 25°C

KM Value (53 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.52
-
pH 7.4, 25°C
0.063
-
isoenzymes from capsule tissue

Ki Value (4 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0165
-
in 100 mM Tris-HCl buffer, pH 8.0, at 25°C

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.0128
-
in 100 mM Tris-HCl buffer, pH 8.0, at 25°C

References & Links

Links to other databases for morphine

ChEBI
PubChem
ChEBI
PubChem