Cyanidin-3-O-rutinoside chloride

Names

[ Name ]:
Cyanidin-3-O-rutinoside chloride

[Synonym ]:
Cyanidin 3-rutinoside
Keracyanine
Antirrhinin
cyanidin-3-O-rhamnoglucoside
Cyaninoside
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-chromeniumyl 6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside chloride
cyanidin 3-O-rutinoside chloride
Sambucin
Cyanidin Chloride 3-Rhamnoglucoside
β-D-Glucopyranoside, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-1-benzopyrylium-3-yl 6-O-(6-deoxy-α-L-mannopyranosyl)-, chloride (1:1)
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}methyl)tetrahydro-2H-pyran-2-yl]oxy}chromenium chloride
Chlorure de 2-(3,4-dihydroxyphényl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-méthyltétrahydro-2H-pyran-2-yl]oxy}méthyl)tétrahydro-2H-pyran-2-yl]oxy}chroménium
KERACYANIN
Cyanidin-3-rhamnoglucoside chloride
(2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromenylium-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol,chloride
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-chromeniumyl-6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosidechlorid
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}methyl)tetrahydro-2H-pyran-2-yl]oxy}chromeniumchlorid
cyanidin 3-rhamnoglucoside
Keracyaninum
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxychromenium-3-yl 6-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside chloride
Prunicyanin
Keraciannai

Biological Activity

[Description]:

Keracyanin chloride (Cyanidin 3-rutinoside chloride), an anthocyanin, has antioxidant activity. Keracyanin chloride inhibits malonaldehyde formation in oxidized calf thymus DNA[1][2].

[Related Catalog]:

Research Areas >> Others

Signaling Pathways >> Others >> Others

[References]

[1]. Mazzaracchio P, et al. Interaction between gliadins and anthocyan derivatives. Food Chem. 2011 Dec 1;129(3):1100-7.

[2]. Matsufuji H, et al. Inhibition of malonaldehyde formation in oxidized calf thymus DNA with synthetic and natural antioxidants. J Agric Food Chem. 2004 Sep 8;52(18):5759-63.

Chemical & Physical Properties

[ Molecular Formula ]:
C₂₇H₃₁ClO₁₅

[ Molecular Weight ]:
630.979

[ Exact Mass ]:
630.135132

[ PSA ]:
252.36000

[ Storage condition ]:
−20°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: OA5007000

CHEMICAL NAME :: Keracyanin

CAS REGISTRY NUMBER :: 18719-76-1

LAST UPDATED :: 199512

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C27-H31-O15.Cl

MOLECULAR WEIGHT :: 631.03

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1900 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 364 gm/kg

SEX/DURATION :: male 26 week(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland, accessory glands

MUTATION DATA

TYPE OF TEST :: Cytogenetic analysis

TEST SYSTEM :: Rodent - hamster Lung

DOSE/DURATION :: 2 gm/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 147,262,1985

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
OA5007000

Synthetic Route

Click to get detail synthetic route

Articles

Thermal and pH degradation kinetics of anthocyanins in natural food colorant prepared from black rice bran.

J. Food Sci. Technol. 53 , 461-70, (2016)

The study of the stability of anthocyanins in food colorant powder is important to predict the quality changes occurring as the food products are processed, to prevent and control the degradation of t...

Cyanoside chloride and chromocarbe diethylamine are more effective than vitamin C against exercise-induced oxidative stress.

Pharmacol. Toxicol. 89(5) , 255-8, (2001)

Exercise generates free radicals only when it is exhaustive. Free radicals are involved in tissue damage caused by exercise. Antioxidant vitamins (vitamin C and E) and other antioxidants such as coenz...

Oral flavonoids, chromocarb diethylamine salt and cyaninosides chloride, to eliminate lipoperoxidation postvitrectomy.

Exp. Eye Res. 74(1) , 23-8, (2002)

This study was undertaken to determine the concentration of malondialdehyde, an end product of lipoperoxidation, in lens and retinal tissue postvitrectomy associated with oral administration of antiox...