Cyanidin Chloride | CAS#528-58-5 | natural Antioxidant

MedKoo Cat#: 525758 | Name: Cyanidin Chloride

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Cyanidin Chloride is a blocker of the cytokine interleukin-17A binding to the IL-17RA subunit to alleviate inflammation in vivo.

Chemical Structure

Cyanidin Chloride

CAS#528-58-5

Theoretical Analysis

MedKoo Cat#: 525758

Name: Cyanidin Chloride

CAS#: 528-58-5

Chemical Formula: C15H11ClO6

Exact Mass: 322.0244

Molecular Weight: 322.70

Elemental Analysis: C, 55.83; H, 3.44; Cl, 10.99; O, 29.75

Price and Availability

Size	Price	Availability
5mg	USD 350.00	2 Weeks
10mg	USD 650.00	2 Weeks
25mg	USD 1,250.00	2 Weeks

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Synonym

Cyanidin Chloride; Cyanidol chloride; IdB 1027; IdB1027; IdB-1027

IUPAC/Chemical Name

2-(3,4-Dihydroxyphenyl)chromenylium-3,5,7-triol chloride

InChi Key

COAWNPJQKJEHPG-UHFFFAOYSA-N

InChi Code

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

SMILES Code

OC1=C(C2=CC=C(O)C(O)=C2)[O+]=C3C=C(O)C=C(O)C3=C1.[Cl-]

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Cyanidin Chloride (IdB 1027), a subclass of anthocyanin, displays antioxidant and anti-carcinogenesis properties.

In vitro activity:

The effect of C3G (cyanidin-3-glucoside) on the viability of H1299, A549, and BEAS-2B cells was assessed by using the CCK-8 assay. As seen in Fig. 1A and B, cell viability was markedly reduced in C3G 10-, 20-, 40-, and 80-μM groups in both H1299 and A549 cells and in a dose-dependent manner (P < 0.05, P < 0.01). Reference: World J Surg Oncol. 2021 Aug 6;19(1):232. https://pubmed.ncbi.nlm.nih.gov/34362378/

In vivo activity:

In As depicted in Figure 2B, compared to PCL group, the rats in the three cyan (cyaniding) groups exhibited a significant decrease in serum total bilirubin. Reference: World J Gastroenterol. 2021 Apr 14; 27(14): 1435–1450. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8047539/

	Solvent	mg/mL	mM
Solubility
	DMSO	20.5	63.53
	DMF	25.0	77.47
	DMF:PBS (pH 7.2) (1:9)	0.1	0.31
	Ethanol	16.0	49.58

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 322.70 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Chen X, Zhang W, Xu X. Cyanidin-3-glucoside suppresses the progression of lung adenocarcinoma by downregulating TP53I3 and inhibiting PI3K/AKT/mTOR pathway. World J Surg Oncol. 2021 Aug 6;19(1):232. doi: 10.1186/s12957-021-02339-7. PMID: 34362378; PMCID: PMC8348822. 2. Samarpita S, Rasool M. Cyanidin attenuates IL-17A cytokine signaling mediated monocyte migration and differentiation into mature osteoclasts in rheumatoid arthritis. Cytokine. 2021 Jun;142:155502. doi: 10.1016/j.cyto.2021.155502. Epub 2021 Mar 31. PMID: 33810944. 3. Matboli M, Hasanin AH, Hussein R, El-Nakeep S, Habib EK, Ellackany R, Saleh LA. Cyanidin 3-glucoside modulated cell cycle progression in liver precancerous lesion, in vivo study. World J Gastroenterol. 2021 Apr 14;27(14):1435-1450. doi: 10.3748/wjg.v27.i14.1435. PMID: 33911466; PMCID: PMC8047539. 4. Ouyang S, Chen W, Gaofeng Z, Changcheng L, Guoping T, Minyan Z, Yang L, Min Y, Luo J. Cyanidin‑3‑O‑β‑glucoside protects against pulmonary artery hypertension induced by monocrotaline via the TGF‑β1/p38 MAPK/CREB signaling pathway. Mol Med Rep. 2021 May;23(5):338. doi: 10.3892/mmr.2021.11977. Epub 2021 Mar 24. PMID: 33760143; PMCID: PMC7974420.

In vitro protocol:

In vivo protocol:

1. Matboli M, Hasanin AH, Hussein R, El-Nakeep S, Habib EK, Ellackany R, Saleh LA. Cyanidin 3-glucoside modulated cell cycle progression in liver precancerous lesion, in vivo study. World J Gastroenterol. 2021 Apr 14;27(14):1435-1450. doi: 10.3748/wjg.v27.i14.1435. PMID: 33911466; PMCID: PMC8047539. 2. Ouyang S, Chen W, Gaofeng Z, Changcheng L, Guoping T, Minyan Z, Yang L, Min Y, Luo J. Cyanidin‑3‑O‑β‑glucoside protects against pulmonary artery hypertension induced by monocrotaline via the TGF‑β1/p38 MAPK/CREB signaling pathway. Mol Med Rep. 2021 May;23(5):338. doi: 10.3892/mmr.2021.11977. Epub 2021 Mar 24. PMID: 33760143; PMCID: PMC7974420.

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Malvidin and cyanidin derivatives from açai fruit (Euterpe oleracea Mart.) counteract UV-A-induced oxidative stress in immortalized fibroblasts. J Photochem Photobiol B. 2017 May 12;172:42-51. doi: 10.1016/j.jphotobiol.2017.05.013. [Epub ahead of print] PubMed PMID: 28527426. 5: Baron G, Altomare A, Regazzoni L, Redaelli V, Grandi S, Riva A, Morazzoni P, Mazzolari A, Carini M, Vistoli G, Aldini G. Pharmacokinetic profile of bilberry anthocyanins in rats and the role of glucose transporters: LC-MS/MS and computational studies. J Pharm Biomed Anal. 2017 Apr 27. pii: S0731-7085(17)31023-3. doi: 10.1016/j.jpba.2017.04.042. [Epub ahead of print] PubMed PMID: 28499643. 6: Luna-Vital D, Li Q, West L, West M, Gonzalez de Mejia E. Anthocyanin condensed forms do not affect color or chemical stability of purple corn pericarp extracts stored under different pHs. Food Chem. 2017 Oct 1;232:639-647. doi: 10.1016/j.foodchem.2017.03.169. Epub 2017 Apr 7. PubMed PMID: 28490122. 7: Qian BJ, Wu CF, Lu MM, Xu W, Jing P. Effect of complexes of cyanidin-3-diglucoside-5-glucoside with rutin and metal ions on their antioxidant activities. Food Chem. 2017 Oct 1;232:545-551. doi: 10.1016/j.foodchem.2017.04.010. Epub 2017 Apr 6. PubMed PMID: 28490109. 8: He Y, Wen L, Liu J, Li Y, Zheng F, Min W, Yue H, Pan P. Optimisation of pulsed electric fields extraction of anthocyanin from Beibinghong Vitis Amurensis Rupr. Nat Prod Res. 2017 May 7:1-7. doi: 10.1080/14786419.2017.1324963. [Epub ahead of print] PubMed PMID: 28480755. 9: Rasouli H, Hosseini-Ghazvini SM, Adibi H, Khodarahmi R. Differential α-amylase/α-glucosidase inhibitory activities of plant-derived phenolic compounds: a virtual screening perspective for the treatment of obesity and diabetes. Food Funct. 2017 May 24;8(5):1942-1954. doi: 10.1039/c7fo00220c. PubMed PMID: 28470323. 10: Rugină D, Hanganu D, Diaconeasa Z, Tăbăran F, Coman C, Leopold L, Bunea A, Pintea A. Antiproliferative and Apoptotic Potential of Cyanidin-Based Anthocyanins on Melanoma Cells. Int J Mol Sci. 2017 Apr 30;18(5). pii: E0949. doi: 10.3390/ijms18050949. PubMed PMID: 28468289. 11: Wang Y, Kim HJ, Sparrow JR. Quercetin and cyanidin-3-glucoside protect against photooxidation and photodegradation of A2E in retinal pigment epithelial cells. Exp Eye Res. 2017 Apr 28;160:45-55. doi: 10.1016/j.exer.2017.04.010. [Epub ahead of print] PubMed PMID: 28461203. 12: Nakagawa K, Maeda H. Investigating Pigment Radicals in Black Rice Using HPLC and Multi-EPR. J Oleo Sci. 2017;66(5):543-547. doi: 10.5650/jos.ess16245. PubMed PMID: 28458389. 13: Warner EF, Smith MJ, Zhang Q, Raheem KS, O'Hagan D, O'Connell MA, Kay CD. Signatures of anthocyanin metabolites identified in humans inhibit biomarkers of vascular inflammation in human endothelial cells. Mol Nutr Food Res. 2017 Apr 29. doi: 10.1002/mnfr.201700053. 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