Ligand (-)-secologanin

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Basic Ligand Information

Molecular Structure
Picture of (-)-secologanin (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C17H24O10
(-)-secologanin
CSKKDSFETGLMSB-NRZPKYKESA-N
Synonyms:
secologanin

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
dopamine + secologanin = (1S)-deacetylisoipecoside + H2O
show the reaction diagram
-
dopamine + secologanin = (1R)-deacetylipecoside + H2O
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
loganin + NADPH + H+ + O2 = secologanin + NADP+ + 2 H2O
show the reaction diagram
-
-
S-adenosyl-L-methionine + secologanate = S-adenosyl-L-homocysteine + secologanin
show the reaction diagram
-
-
3-alpha(S)-strictosidine + H2O = tryptamine + secologanin
show the reaction diagram
-

Substrate in Enzyme-catalyzed Reactions (44 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
secologanin + H2O = secologanin aglycone
show the reaction diagram
dopamine + secologanin = (1S)-deacetylisoipecoside + H2O
show the reaction diagram
-
dopamine + secologanin = (1R)-deacetylipecoside + H2O
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
loganin + NADPH + H+ + O2 = secologanin + NADP+ + 2 H2O
show the reaction diagram
-
-
3-alpha(S)-strictosidine + H2O = tryptamine + secologanin
show the reaction diagram
-

Inhibitor in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
0.5 mM, 25% inhibition
-

3D Structure of Enzyme-Ligand-Complex (PDB) (2 results)

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
4.5
-
in reaction with tryptamine

KM Value (13 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.9
-
with fixed concentration of dopamine of 5 mM

References & Links

Links to other databases for (-)-secologanin

ChEBI
PubChem
ChEBI
PubChem