Keracyanin chloride  (Synonyms: Cyanidin 3-rutinoside chloride; Cyanidin 3-O-rutinoside chloride; Sambucin chloride)

Keracyanin chloride inhibits NF-κB/FAK/MAPK signaling pathway. Keracyanin chloride exhibits antioxidant, anti-inflammatory and hypoglycemic effects, and is orally active^{[1][2][3][4][5]}.

Keracyanin chloride (0.8 μM, 48 h) suppresses the phosphorylation level of NF-κB p65, inhibits the protein expression of PPAR-γ in THP-1 cell, downregulates the inflammation-related gene expression of TNF-α, IL-1β, IL-6 and MCP-1^[3].
Keracyanin chloride (10-200 µM, 24 h) inhibits blue light-induced ROS generation in HaCaT cell, inhibits FAK/MAPK/ERK/JNK signaling pathway, thereby exhibiting anti-inflammatory effect^[4].
Keracyanin chloride exhibits a weak inhibitory activity against intestinal α-glucosidase (IC₅₀s for maltase and sucrase are 2323 μM and 250.2 μM), delays carbohydrate digestion and absorption, and exhibits hypoglycemic effect^[5].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Keracyanin chloride (30-300 mg/kg, po, single dose) reduces postprandial blood glucose levels in Wistar rats models^[5].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

630.98

C₂₇H₃₁ClO₁₅

18719-76-1

Solid

Brown to reddish brown

OC1=C2C([O+]=C(C3=CC(O)=C(O)C=C3)C(O[C@@H]4O[C@@H]([C@@H](O)[C@H](O)[C@H]4O)CO[C@H]5[C@@H]([C@@H]([C@@H](O)[C@H](C)O5)O)O)=C2)=CC(O)=C1.[Cl-]

Room temperature in continental US; may vary elsewhere.

-20°C, sealed storage, away from moisture

*In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

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

  [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.  [Content Brief]

  [3]. Santamarina AB , et al., Anti-inflammatory effects of oleic acid and the anthocyanin keracyanin alone and in combination: effects on monocyte and macrophage responses and the NF-κB pathway. Food Funct. 2021 Sep 7;12(17):7909-7922.  [Content Brief]

  [4]. Lee H Y, et al. Cherry fruit anthocyanins cyanidin-3-O-glucoside and cyanidin-3-O-rutinoside protect against blue light-induced cytotoxicity in HaCaT cells[J]. Applied Biological Chemistry, 2023, 66(1): 3.

  [5]. Adisakwattana S, et al., Cyanidin-3-rutinoside alleviates postprandial hyperglycemia and its synergism with acarbose by inhibition of intestinal α-glucosidase. J Clin Biochem Nutr. 2011 Jul;49(1):36-41.  [Content Brief]