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BRENDA support

Ligand cyanidin 3-O-beta-D-glucoside

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Basic Ligand Information

Molecular Structure
Picture of cyanidin 3-O-beta-D-glucoside (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C21H20O11
cyanidin 3-O-beta-D-glucoside
RKWHWFONKJEUEF-GQUPQBGVSA-O
Synonyms:
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1-benzopyran-1-ium-3-yl beta-D-glucopyranoside, Chrysanthemin, cyanidin-3-glucoside, cyanidin-3-O-beta-D-glucoside, cyanidin-3-O-glucoside, cyanidin 3-O-beta-glucoside, cyanidin 3-O-glucoside

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (9 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
S-adenosyl-L-methionine + cyanidin 3-O-beta-D-glucoside = S-adenosyl-L-homocysteine + peonidin 3-O-beta-D-glucoside + H+
show the reaction diagram
-
UDP-D-glucuronate + cyanidin 3-O-beta-D-glucoside = UDP + cyanidin 3-O-(2-O-beta-D-glucuronosyl)-beta-D-glucoside
show the reaction diagram
-
UDP-alpha-D-glucose + cyanidin 3-O-beta-D-glucoside = UDP + cyanidin 3,5-di-O-beta-D-glucoside
show the reaction diagram
-
1-O-vanilloyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside = vanillate + cyanidin 3,5-di-O-beta-D-glucoside
show the reaction diagram
-
1-O-vanilloyl-beta-D-glucose + cyanidin 3-O-beta-D-glucoside = vanillate + cyanidin 3,7-di-O-beta-D-glucoside
show the reaction diagram
-
UDP-alpha-D-xylose + cyanidin 3-O-beta-D-glucoside = UDP + cyanidin 3-O-beta-D-sambubioside
show the reaction diagram
-
cyanidin-3-O-beta-D-glucoside + H2O = cyanidin + beta-D-glucose
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
UDP-alpha-D-glucose + cyanidin = UDP + cyanidin 3-O-beta-D-glucoside
show the reaction diagram
-
UDP-alpha-D-glucose + cyanidin = UDP + cyanidin 3-O-beta-D-glucoside
show the reaction diagram
-

Substrate in Enzyme-catalyzed Reactions (37 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
S-adenosyl-L-methionine + cyanidin 3-O-glucoside = S-adenosyl-L-homocysteine + peonidin 3-O-glucoside
show the reaction diagram
-
UDP-glucose + cyanidin-3-O-glucoside = UDP + cyanidin-3,5-diglucoside
show the reaction diagram
-
UDP-alpha-D-glucose + cyanidin 3-O-beta-D-glucoside = UDP + cyanidin 3,5-di-O-beta-D-glucoside
show the reaction diagram
-
UDP-L-rhamnose + cyanidin 3-O-beta-D-glucoside = UDP + cyanidin 3-O-[alpha-L-rhamnosyl-(1->6)-beta-D-glucoside]
show the reaction diagram
-
cyanidin-3-O-beta-D-glucoside + H2O = cyanidin + beta-D-glucose
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (9 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
UDP-alpha-D-glucose + cyanidin = UDP + cyanidin 3-O-beta-D-glucoside
show the reaction diagram
-

Inhibitor in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
from Aronia melanocarpa concentrate, inhibits in a concentration-dependent manner
-
mixed competitive and non-competitive mode of interaction with both enzyme isozymes
-
5 mM, product inhibition
-
noncompetitive inhibition
-
isolated from flower buds of Rosa damascena. Metal ions might be involved in the inhibition
-

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (16 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.162
-
recombinant enzyme, pH 7.5, temperature not specified in the publication
77
-
pH 6.5, 30°C
0.17
-
pH 5.0, 30°C, recombinant enzyme

KM Value (16 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0028
-
-
0.506
-
pH 6.5, 30°C
23.4
-
-
0.0229
-
pH 5.0, 30°C, recombinant enzyme

Ki Value (2 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE

IC50 Value (4 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.25
-
-
0.0343
-
pH not specified in the publication, temperature not specified in the publication, MAO-A
0.0146
-
pH 7.0, 37°C
0.1388
-
pH 8.3, 37°C

References & Links

Links to other databases for cyanidin 3-O-beta-D-glucoside

ChEBI
PubChem
ChEBI
PubChem