18466-51-8
Chemical Structure
Callistephin chloride
Synonym(s): Pelargonidin-3-O-glucoside chloride
- CAS No.: 18466-51-8
- Formula:C21H21ClO10
- Molecular Weight:468.84
IUPAC Name: 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)chromenylium chloride
InChIKey: CAHGSEFWVUVGGL-UBNZBFALSA-N
SMILES: OC1=CC(O)=CC2=C1C=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C(C4=CC=C(O)C=C4)=[O+]2.[Cl-]
Biological Activity: Callistephin (Pelargonidin 3-O-glucoside) chloride is an anthocyanin. Callistephin chloride regulates the expression of inflammatory (reducing iNOS/TNF-α/COX-2) and apoptosis-related proteins by inhibiting p38 phosphorylation, and enhances the protective effect of Isoflurane (HY-A0134) on microglial cell damage. Callistephin chloride significantly reduces ROS levels, eliminates DPPH free radicals, protects retinal pigment epithelial cells, and inhibits lipid peroxidation. Callistephin chloride can alleviate glutamate excitotoxicity, reduce neuronal apoptosis, and protect cerebellar granule neurons. Callistephin chloride can inhibit the proliferation and metastasis of breast cancer cells by inducing apoptosis[1][2][3][4][5][6].
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Callistephin chloride | 98.31% | Callistephin (Pelargonidin 3-O-glucoside) chloride is an anthocyanin. Callistephin chloride regulates the expression of inflammatory (reducing iNOS/TNF-α/COX-2) and apoptosis-related proteins by inhibiting p38 phosphorylation, and enhances the protective effect of Isoflurane (HY-A0134) on microglial cell damage. Callistephin chloride significantly reduces ROS levels, eliminates DPPH free radicals, protects retinal pigment epithelial cells, and inhibits lipid peroxidation. Callistephin chloride can alleviate glutamate excitotoxicity, reduce neuronal apoptosis, and protect cerebellar granule neurons. Callistephin chloride can inhibit the proliferation and metastasis of breast cancer cells by inducing apoptosis. | ||||||||||||||||||||
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Callistephin chloride (Standard) | ≥98% | Callistephin (Pelargonidin 3-O-glucoside) chloride (Standard) is the analytical standard of Callistephin chloride (HY-W040045). This product is intended for research and analytical applications. Callistephin chloride is an anthocyanin. Callistephin chloride regulates the expression of inflammatory (reducing iNOS/TNF-α/COX-2) and apoptosis-related proteins by inhibiting p38 phosphorylation, and enhances the protective effect of Isoflurane (HY-A0134) on microglial cell damage. Callistephin chloride significantly reduces ROS levels, eliminates DPPH free radicals, protects retinal pigment epithelial cells, and inhibits lipid peroxidation. Callistephin chloride can alleviate glutamate excitotoxicity, reduce neuronal apoptosis, and protect cerebellar granule neurons. Callistephin chloride can inhibit the proliferation and metastasis of breast cancer cells by inducing apoptosis. | ||||||||||||||||||||
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- [1]. Bonarska-Kujawa D, et, al. Interaction of selected anthocyanins with erythrocytes and liposome membranes. Cell Mol Biol Lett. 2012 Jun;17(2):289-308. [Content Brief]
- [2]. Zhao L, et al. Callistephin enhances the protective effects of isoflurane on microglial injury through downregulation of inflammation and apoptosis. Mol Med Rep. 2019 Jul;20(1):802-812. [Content Brief]
- [3]. Yacout SM, Gaillard ER. The Anthocyanins, Oenin and Callistephin, Protect RPE Cells Against Oxidative Stress. Photochem Photobiol. 2017 Mar;93(2):590-599. [Content Brief]
- [4]. Winter AN, et al. Chemical basis for the disparate neuroprotective effects of the anthocyanins, callistephin and kuromanin, against nitrosative stress. Free Radic Biol Med. 2017 Feb;103:23-34. [Content Brief]
- [5]. Eroglu Ozkan E, et al. Antiproliferative effects of Turkish pomegranate (Punica granatum L.) extracts on MCF-7 human breast cancer cell lines with focus on antioxidant potential and bioactive compounds analyzed by LC-MS/MS. J Food Biochem. 2021 Sep;45(9):e13904. [Content Brief]
- [6]. Ghasemi Moravej F, et al. The Effect of Callistephin on Amyloid Beta-Induced Neurotoxicity in the Hippocampus of Male Rats[J]. Anatomical Sciences, 2016, 13(4): 215-220.
