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Ligand cyanidin-3-O-rutinoside

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

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

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Show Natural Substrate (2 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.1.116

UDP-alpha-D-glucose + cyanidin 3-O-beta-D-rutinoside = UDP + cyanidin 3-O-beta-D-rutinoside 5-O-beta-D-glucoside

488478

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2.4.1.116

UDPglucose + cyanidin-3-O-D-rhamnosyl-1,6-D-glucoside = UDP + cyanidin-3-O-[D-rhamnosyl-1,6-D-glucoside]-5-O-D-glucoside

488478

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2.4.1.116

2 entries

Substrate in Enzyme-catalyzed Reactions (14 results)

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Show Substrate (14 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.3.1.115

malonyl-CoA + keracyanin = ?

706233

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2.4.1.116

UDP-alpha-D-glucose + cyanidin 3-O-beta-D-rutinoside = UDP + cyanidin 3-O-beta-D-rutinoside 5-O-beta-D-glucoside

488478

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2.4.1.116

UDP-glucose + cyanidin-3-O-D-rhamnosyl-1,6-D-glucoside = UDP + cyanidin-3-O-[D-rhamnosyl-1,6-D-glucoside]-5-O-D-glucoside

488478, 488479

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2.4.1.116

UDPglucose + cyanidin-3-O-D-rhamnosyl-1,6-D-glucoside = UDP + cyanidin-3-O-[D-rhamnosyl-1,6-D-glucoside]-5-O-D-glucoside

488478

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2.4.1.116

3 entries

2.4.1.298

UDP-alpha-D-glucose + cyanidin 3-O-beta-D-rutinoside = UDP + cyanidin 3-O-beta-D-rutinoside 5-O-beta-D-glucoside

722430, 722872, 736957

-

2.4.1.300

4-hydroxybenzoyl-beta-D-glucose + cyanidin 3-O-rutinoside = 4-hydroxybenzoic acid + cyanidin 3-O-rutinoside-7-O-beta-D-glucoside

736964

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2.4.1.300

caffeoyl-beta-D-glucose + cyanidin 3-O-rutinoside = caffeate + cyanidin 3-O-rutinoside-7-O-glucoside

736964

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2.4.1.300

feruloyl-beta-D-glucose + cyanidin 3-O-rutinoside = ferulate + cyanidin 3-O-rutinoside-7-O-beta-D-glucoside

736964

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2.4.1.300

isovanillyl-beta-D-glucose + cyanidin 3-O-rutinoside = isovanillate + cyanidin 3-O-rutinoside-7-O-beta-D-glucoside

736964

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2.4.1.300

p-coumaroyl-beta-D-glucose + cyanidin 3-O-rutinoside = p-coumarate + cyanidin 3-O-rutinoside-7-O-beta-D-glucoside

736964

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2.4.1.300

sinapoyl-beta-D-glucose + cyanidin 3-O-rutinoside = sinapoate + cyanidin 3-O-rutinoside-7-O-beta-D-glucoside

736964

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2.4.1.300

vanillyl-glucose + cyanidin 3-O-rutinoside = vanillate + cyanidin 3-O-rutinoside-7-O-beta-D-glucoside

736964

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2.4.2.51

UDP-D-xylose + cyanidin 3-O-(alpha-L-rhamnosyl-(1->6)-beta-D-glucoside) = UDP + cyanidin 3-O-(beta-D-xylosyl-1(->2)[alpha-L-rhamnosyl-(1->6)]-beta-D-glucoside)

723428

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2.4.2.51

UDP-alpha-D-xylose + cyanidin 3-O-alpha-L-rhamnosyl-(1->6)-beta-D-glucoside = UDP + cyanidin 3-O-beta-D-xylosyl-(1->2)-alpha-L-rhamnosyl-(1->6)-beta-D-glucoside

723428

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2.4.1.300

7 entries

2.4.2.51

2 entries

Product in Enzyme-catalyzed Reactions (1 result)

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Show Product (1 entry)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

2.4.1.B53

UDP-L-rhamnose + cyanidin 3-O-beta-D-glucoside = UDP + cyanidin 3-O-[alpha-L-rhamnosyl-(1->6)-beta-D-glucoside]

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Inhibitor in Enzyme-catalyzed Reactions (1 result)

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Show Inhibitors (1 entry)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

1.4.3.4

-

713198

-

Enzyme Kinetic Parameters

K_M Value (2 results)

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Show KM Value (2 entries)

EC NUMBER

KM VALUE [MM]

KM VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

2.4.1.116

3.6

-

-

488478

2.4.1.116

3.6

-

pH 7.4, 30°C

488478

2.4.1.116

2 entries

IC₅₀ Value (2 results)

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Show IC50 Value (2 entries)

EC NUMBER

IC50 VALUE

IC50 VALUE MAXIMUM

COMMENTARY

LITERATURE

1.4.3.4

0.0332

-

pH not specified in the publication, temperature not specified in the publication, MAO-A

713198

1.4.3.4

0.0351

-

pH not specified in the publication, temperature not specified in the publication, MAO-B

713198

1.4.3.4

2 entries

References & Links

Literature References (9)

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Show Reference (9 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

488478

751641

Identification, properties, and genetic control of UDP-glucose: cyanidin-3-rhamnosyl-(1 -6)-glucoside-5-O-glucosyltransferase isolated from petals of the red campion (Silene dioica)

1978

Kamsteeg, J.; van Brederode, J.; van Nigtevecht, G.

Biochem. Genet.

16

1059-1071

488479

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The pH-dependent substrate specificity of UDP-glucose: anthocyandin 3-rhamnosylglucoside, 5-O-glucosyltransferase in petals of Silene dioica: the formation of anthocyanidin 3,5-diglucosides

1980

Kamsteeg, J.; van Brederode, J.; van Nigtevecht, G.

Z. Pflanzenphysiol.

96

87-93

706233

18419782

Nucleocytoplasmic-localized acyltransferases catalyze the malonylation of 7-O-glycosidic (iso)flavones in Medicago truncatula

2008

Yu, X.; Chen, M.; Liu, C.

Plant J.

55

382-396

713198

19416630

Berry anthocyanins and their aglycons inhibit monoamine oxidases A and B

2009

Dreiseitel, A.; Korte, G.; Schreier, P.; Oehme, A.; Locher, S.; Domani, M.; Hajak, G.; Sand, P.G.

Pharmacol. Res.

59

306-311

722430

19338353

A double mutation in the anthocyanin 5-O-glucosyltransferase gene disrupts enzymatic activity in Vitis vinifera L.

2009

Janvary, L.; Hoffmann, T.; Pfeiffer, J.; Hausmann, L.; Töpfer, R.; Fischer, T.; Schwab, W.

J. Agric. Food Chem.

57

3512-3518

722872

18375606

Cloning and characterization of the UDP-glucose:anthocyanin 5-O-glucosyltransferase gene from blue-flowered gentian

2008

Nakatsuka, T.; Sato, K.; Takahashi, H.; Yamamura, S.; Nishihara, M.

J. Exp. Bot.

59

1241-1252

723428

21899608

Two glycosyltransferases involved in anthocyanin modification delineated by transcriptome independent component analysis in Arabidopsis thaliana

2012

Yonekura-Sakakibara, K.; Fukushima, A.; Nakabayashi, R.; Hanada, K.; Matsuda, F.; Sugawara, S.; Inoue, E.; Kuromori, T.; Ito, T.; Shinozaki, K.; Wangwattana, B.; Yamazaki, M.; Saito, K.

Plant J.

69

154-167

736957

26159788

Molecular and biochemical characterization of the UDP-glucose:anthocyanin 5-O-glucosyltransferase from Vitis amurensis

2015

He, F.; Chen, W.K.; Yu, K.J.; Ji, X.N.; Duan, C.Q.; Reeves, M.J.; Wang, J.

Phytochemistry

117

363-372

736964

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Isolation of anthocyanin 7-O-glucosyltransferase from Canterbury bells (Campanula medium)

2014

Miyahara, T.; Tani, T.; Takahashi, M.; Nishizaki, Y.; Ozeki, Y.; Sasaki, N.

Plant Biotechnol.

31

555-559

Links to other databases for cyanidin-3-O-rutinoside

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Show Links (1 entry)

ChEBI

PubChem

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