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Cyanidin Chloride

CAS# 528-58-5

Cyanidin Chloride

2D Structure

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Quality Control of Cyanidin Chloride

3D structure

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Cyanidin Chloride

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Chemical Properties of Cyanidin Chloride

Cas No. 528-58-5 SDF Download SDF
PubChem ID 68247 Appearance Red-black powder
Formula C15H11O6Cl M.Wt 322.70
Type of Compound Flavonoids Storage Desiccate at -20°C
Synonyms Cyanidol chloride; 3,3',4',5,7-Pentahydroxyflavylium chloride
Solubility Soluble in methan
Chemical Name 2-(3,4-dihydroxyphenyl)chromenylium-3,5,7-triol;chloride
SMILES C1=CC(=C(C=C1C2=C(C=C3C(=CC(=CC3=[O+]2)O)O)O)O)O.[Cl-]
Standard InChIKey COAWNPJQKJEHPG-UHFFFAOYSA-N
Standard InChI InChI=1S/C15H10O6.ClH/c16-8-4-11(18)9-6-13(20)15(21-14(9)5-8)7-1-2-10(17)12(19)3-7;/h1-6H,(H4-,16,17,18,19,20);1H
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Cyanidin Chloride

The peel of Glycinemax (L.) merr

Biological Activity of Cyanidin Chloride

DescriptionCyanidin Chloride, the main phenolic antioxidant in the grape (Vitis vinifera), in particular in the liposomal forms, could be used for treatment of diabetes mellitus complications. It has a dual effect on RANKL-induced osteoclastogenesis, exhibits therapeutic potential in prevention of osteoclasts related bone disorders.
TargetsHbA1c glycation | LXR-β | NFATc1 | c-Fos | Mitf
In vitro

Inhibition of lipid peroxidation and the active oxygen radical scavenging effect of anthocyanin pigments isolated from Phaseolus vulgaris L.[Pubmed: 8831722]

Biochem Pharmacol. 1996 Oct 11;52(7):1033-9.


METHODS AND RESULTS:
No attention has been paid to anthocyanin pigments from the viewpoint of inhibitors of lipid peroxidation and scavengers of active oxygen radicals; therefore, we investigated the antioxidative, radical scavenging, and inhibitory effects on lipid peroxidation by UV light irradiation of three anthocyanin pigments, pelargonidin 3-O-beta-D-glucoside (P3G), cyanidin 3-O-beta-D-glucoside (C3G), and delphinidin 3-O-beta-D-glucoside (D3G), isolated from the Phaseolus vulgaris L. seed coat, and their aglycons, pelargonidin chloride (Pel), Cyanidin Chloride (Cy), and delphinidin chloride (Del).
CONCLUSIONS:
All pigments had strong antioxidative activity in a liposomal system and reduced the formation of malondialdehyde by UVB irradiation. On the other hand, the extent of antioxidative activity in a rat liver microsomal system and the scavenging effect of hydroxyl radicals (-OH) and superoxide anion radicals (O2-) were influenced by their own structures.

In vivo

Treatment of diabetes in the mouse model by delphinidin and cyanidin hydrochloride in free and liposomal forms.[Pubmed: 24108435]

Planta Med. 2013 Nov;79(17):1599-604.

Cyanidin Chloride and delphinidin are the main phenolic antioxidants in the grape (Vitis vinifera). The aim of this study was to investigate the in vitro and in vivo inhibitory effects of delphinidin and Cyanidin Chloride in the free and liposomal forms on the albumin glycation reaction.
METHODS AND RESULTS:
Delphinidin and Cyanidin Chlorides were encapsulated in the liposomes using an extrusion method. The rate of albumin glycation was evaluated using the ELISA method. Finally, in vivo anti-glycation of delphinidin and Cyanidin Chloride in the free and liposomal forms in diabetic mice was investigated. The encapsulation efficacies of delphinidin and Cyanidin Chloride in the liposomes were 89.05 % ± 0.18 and 85.00 % ± 0.15, respectively. In vitro treatment with 100 mg/mL delphinidin and Cyanidin Chloride in free forms could reduce the rate of albumin glycation to 30.50 ± 3.46 and 46.00 ± 2.50 %, respectively. Under identical conditions, the delphinidin and Cyanidin Chloride-loaded liposomes could reduce the rate of albumin glycation to 8.50 ± 2.10 and 14.60 ± 3.60 %, respectively. In vivo testing showed that anti-glycation activity of delphinidin and cyanidin in loaded forms was higher than in free forms. The daily administration of 100 mg/kg delphinidin chloride-loaded liposomes to diabetic mice at eight weeks could decrease the rate of albumin and HbA1c glycation to 46.35 ± 1.20 and 3.60 ± 0.25 %, respectively. Moreover, under identical conditions, the loaded liposomes with Cyanidin Chloride could decrease the rate of albumin and HbA1c glycation to 55.56 ± 1.32 and 4.95 ± 0.20 %, respectively.
CONCLUSIONS:
The findings showed that delphinidin and Cyanidin Chloride, in particular in the liposomal forms, could be used for treatment of diabetes mellitus complications.

Protocol of Cyanidin Chloride

Cell Research

Dual Effect of Cyanidin on RANKL-Induced Differentiation and Fusion of Osteoclasts.[Pubmed: 25545964]

J Cell Physiol. 2014 Dec 24.

Bone homeostasis is maintained by the balance between osteoblastic bone formation and osteoclastic bone resorption. Osteoclasts are multinucleated cells derived from hematopoietic stem cells (HSCs) or monocyte/macrophage progenitor cells and formed by osteoclasts precursors (OCPs) fusion. Cyanidin Chloride is an anthocyanin widely distributed in food diet with novel antioxidant activity. However, the effect of Cyanidin Chloride on osteoclasts is still unknown.
METHODS AND RESULTS:
We investigated the effect of Cyanidin Chloride on RANKL-induced osteoclasts differentiation and cell fusion. The results showed that Cyanidin Chloride had a dual effect on RANKL-induced osteoclastogenesis. Lower dosage of cyanidin (< 1μg/ml) has a promoting effect on osteoclastogenesis while higher dosage of Cyanidin Chloride (> 10μg/ml) has an inhibitory effect. Fusogenic genes like CD9, ATP6v0d2, DC-STAMP, OC-STAMP and osteoclasts related genes like NFATc1, mitf and c-fos were all regulated by Cyanidin Chloride consistent to its dual effect. Further exploration showed that low concentration of Cyanidin Chloride could increase osteoclasts fusion whereas higher dosage of cyanidin lead to the increase of LXR-β expression and activation which is suppressive to osteoclasts differentiaton.
CONCLUSIONS:
All these results showed that Cyanidin Chloride exhibits therapeutic potential in prevention of osteoclasts related bone disorders.

Cyanidin Chloride Dilution Calculator

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Cyanidin Chloride Molarity Calculator

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Preparing Stock Solutions of Cyanidin Chloride

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.0989 mL 15.4943 mL 30.9885 mL 61.9771 mL 77.4713 mL
5 mM 0.6198 mL 3.0989 mL 6.1977 mL 12.3954 mL 15.4943 mL
10 mM 0.3099 mL 1.5494 mL 3.0989 mL 6.1977 mL 7.7471 mL
50 mM 0.062 mL 0.3099 mL 0.6198 mL 1.2395 mL 1.5494 mL
100 mM 0.031 mL 0.1549 mL 0.3099 mL 0.6198 mL 0.7747 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Cyanidin Chloride

Dual Effect of Cyanidin on RANKL-Induced Differentiation and Fusion of Osteoclasts.[Pubmed:25545964]

J Cell Physiol. 2016 Mar;231(3):558-67.

Bone homeostasis is maintained by the balance between osteoblastic bone formation and osteoclastic bone resorption. Osteoclasts are multinucleated cells derived from hematopoietic stem cells (HSCs) or monocyte/macrophage progenitor cells and formed by osteoclasts precursors (OCPs) fusion. Cyanidin is an anthocyanin widely distributed in food diet with novel antioxidant activity. However, the effect of cyanidin on osteoclasts is still unknown. We investigated the effect of cyanidin on RANKL-induced osteoclasts differentiation and cell fusion. The results showed that cyanidin had a dual effect on RANKL-induced osteoclastogenesis. Lower dosage of cyanidin (< 1 microg/ml) has a promoting effect on osteoclastogenesis while higher dosage of cyanidin (> 10 microg/ml) has an inhibitory effect. Fusogenic genes like CD9, ATP6v0d2, DC-STAMP, OC-STAMP, and osteoclasts related genes like NFATc1, mitf, and c-fos were all regulated by cyanidin consistent to its dual effect. Further exploration showed that low concentration of cyanidin could increase osteoclasts fusion whereas higher dosage of cyanidin lead to the increase of LXR-beta expression and activation which is suppressive to osteoclasts differentiaton. All these results showed that cyanidin exhibits therapeutic potential in prevention of osteoclasts related bone disorders.

Inhibition of lipid peroxidation and the active oxygen radical scavenging effect of anthocyanin pigments isolated from Phaseolus vulgaris L.[Pubmed:8831722]

Biochem Pharmacol. 1996 Oct 11;52(7):1033-9.

No attention has been paid to anthocyanin pigments from the viewpoint of inhibitors of lipid peroxidation and scavengers of active oxygen radicals; therefore, we investigated the antioxidative, radical scavenging, and inhibitory effects on lipid peroxidation by UV light irradiation of three anthocyanin pigments, pelargonidin 3-O-beta-D-glucoside (P3G), cyanidin 3-O-beta-D-glucoside (C3G), and delphinidin 3-O-beta-D-glucoside (D3G), isolated from the Phaseolus vulgaris L. seed coat, and their aglycons, pelargonidin chloride (Pel), Cyanidin Chloride (Cy), and delphinidin chloride (Del). All pigments had strong antioxidative activity in a liposomal system and reduced the formation of malondialdehyde by UVB irradiation. On the other hand, the extent of antioxidative activity in a rat liver microsomal system and the scavenging effect of hydroxyl radicals (-OH) and superoxide anion radicals (O2-) were influenced by their own structures.

Treatment of diabetes in the mouse model by delphinidin and cyanidin hydrochloride in free and liposomal forms.[Pubmed:24108435]

Planta Med. 2013 Nov;79(17):1599-604.

Cyanidin and delphinidin are the main phenolic antioxidants in the grape (Vitis vinifera). The aim of this study was to investigate the in vitro and in vivo inhibitory effects of delphinidin and Cyanidin Chloride in the free and liposomal forms on the albumin glycation reaction. Delphinidin and Cyanidin Chlorides were encapsulated in the liposomes using an extrusion method. The rate of albumin glycation was evaluated using the ELISA method. Finally, in vivo anti-glycation of delphinidin and Cyanidin Chloride in the free and liposomal forms in diabetic mice was investigated. The encapsulation efficacies of delphinidin and Cyanidin Chloride in the liposomes were 89.05 % +/- 0.18 and 85.00 % +/- 0.15, respectively. In vitro treatment with 100 mg/mL delphinidin and Cyanidin Chloride in free forms could reduce the rate of albumin glycation to 30.50 +/- 3.46 and 46.00 +/- 2.50 %, respectively. Under identical conditions, the delphinidin and Cyanidin Chloride-loaded liposomes could reduce the rate of albumin glycation to 8.50 +/- 2.10 and 14.60 +/- 3.60 %, respectively. In vivo testing showed that anti-glycation activity of delphinidin and cyanidin in loaded forms was higher than in free forms. The daily administration of 100 mg/kg delphinidin chloride-loaded liposomes to diabetic mice at eight weeks could decrease the rate of albumin and HbA1c glycation to 46.35 +/- 1.20 and 3.60 +/- 0.25 %, respectively. Moreover, under identical conditions, the loaded liposomes with Cyanidin Chloride could decrease the rate of albumin and HbA1c glycation to 55.56 +/- 1.32 and 4.95 +/- 0.20 %, respectively. The findings showed that delphinidin and Cyanidin Chloride, in particular in the liposomal forms, could be used for treatment of diabetes mellitus complications.

Description

Cyanidin Chloride (IdB 1027), a subclass of anthocyanin, displays antioxidant and anti-carcinogenesis properties. Cyanidin Chloride (IdB 1027) inhibits osteoclast formation, hydroxyapatite resorption, and receptor activator of NF-κB ligand (RANKL)-induced osteoclast marker gene expression.

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