Frontier Scientific, Inc. Technical Data Sheet P.O. Box 31 Catalog No: JK410534 Logan, UT 84323-0031 Phone: 1-435-753-1901 www.frontiersci.com For research use only [email protected] Not intended or approved for diagnostic or therapeutic use.

Product Name: -3-O-glucoside chloride, 98%, from Glycinemax (L.) merr.

Catalog Number: JK410534

Sizes Available: 5 mg, 25 mg and larger sizes available

Molecular weight: 449.4 g/mol

Molecular Formula: C21H321O11+

CAS Number: 7084-24-4

Storage: Store at 2-8 Co, under dry conditions.

Synonyms: KUROMANIN, Cyanidin 3-O-glucoside, UNII-Q6NK5V5B5O, Cyanidin 3- glucoside, cyanidin-3-glucoside, Cyanidin 3-O-beta-D-glucoside, Q6NK5V5B5O, CHEBI:28426, Chrysanthemin, SCHEMBL409593, cyanidin 3-O- -D-glucoside

Uses: Natural Product, Peroxynitrite radical scavenger, antiinflammation agent, red wine. Grape pomace, nutraceutical, berries, phytochemicals

Cyanidin-3-O-glucoside chloride, is a synthetic fine chemical useful in biochemical studies of signaling cascades and biochemistry. Found in many fruits and vegentables and in natural substances in plants.

Selected References:

Bao, Jinsong, Yizhong Cai, Mei Sun, Guoyun Wang, and Harold. Corke. , Flavonols, and Free Radical Scavenging Activity of Chinese Bayberry (Myrica Rubra) Extracts and Their Color Properties and Stability. Journal of Agricultural and Food Chemistry 53, no. 2327–32. https://doi.org/10.1021/jf048312z. Borges, Gina, Alexandra Degeneve, William Mullen, and Alan. Crozier. Identification of Flavonoid and Phenolic Antioxidants in Black Currants, Blueberries, Raspberries, Red Currants, and Cranberries. Journal of Agricultural and Food Chemistry 58, no. (2010): 3901–9. https://doi.org/10.1021/jf902263n.

Chen, Wei, Yanqiang Gao, Weibo Xie, Liang Gong, Kai Lu, Wensheng Wang, Yang Li, et al. Genome-Wide Association Analyses Provide Genetic and Biochemical Insights into Natural Variation in Rice Metabolism. Nature Genetics 46, no. (2014): 714–21. https://doi.org/10.1038/ng.3007.

Chen, Wei, Liang Gong, Zilong Guo, Wensheng Wang, Hongyan Zhang, Xianqing Liu, Sibin Yu, Lizhong Xiong, and Jie. Luo. A Novel Integrated Method for Large-Scale Detection, Identification, and Quantification of Widely Targeted Metabolites: Application in the Study of Rice Metabolomics. Molecular Plant 6, no. (2013): 1769–80. https://doi.org/10.1093/mp/sst080.

DuPont, M. Susan, Zofia Mondin, Gary Williamson, and Keith R. Price. Effect of Variety, Processing, and Storage on the Flavonoid Glycoside Content and Composition of Lettuce and Endive. Journal of Agricultural and Food Chemistry 48, no. (2000): 3957–64. https://doi.org/10.1021/jf0002387.

Ghiselli, Andrea, Mirella Nardini, Alessandro Baldi, and Cristina. Scaccini. Antioxidant Activity of Different Phenolic Fractions Separated from an Italian Red Wine. Journal of Agricultural and Food Chemistry 46, no. (1998): 361–67. https://doi.org/10.1021/JF970486B.

Jones, Patrik, Burkhard Messner, Jun-Ichiro Nakajima, Anton R. Schaeffner, and Kazuki. Saito. UGT73C6 and UGT78D1, Glycosyltransferases Involved in Flavonol Glycoside Biosynthesis in Arabidopsis Thaliana. Journal of Biological Chemistry 278, no. (2003): 43910–18. https://doi.org/10.1074/jbc.M303523200.

Kammerer, Dietmar, Achim Claus, Reinhold Carle, and Andreas. Schieber. Polyphenol Screening of Pomace from Red and White Grape Varieties ( L.) by HPLC-DAD- MS/MS. Journal of Agricultural and Food Chemistry 52, no. (2004): 4360–67. https://doi.org/10.1021/jf049613b.

Marinova, Krasimira, Lucille Pourcel, Barbara Weder, Michael Schwarz, Denis Barron, Jean-Marc Routaboul, Isabelle Debeaujon, and Markus. Klein. The Arabidopsis MATE Transporter TT12 Acts as a Vacuolar Flavonoid/H+-Antiporter Active in Proanthocyanidin-Accumulating Cells of the Coat. Plant Cell 19, no. (2007): 2023–38. https://doi.org/10.1105/tpc.106.046029.

McDougall, Gordon J., Patricia Dobson, Pauline Smith, Alison Blake, and Derek. Stewart. Assessing Potential Bioavailability of Raspberry Anthocyanins Using an in Vitro Digestion System. Journal of Agricultural and Food Chemistry 53, no. 5896–5904. https://doi.org/10.1021/jf050131p.

McGhie, Tony K., Gary D. Ainge, Laura E. Barnett, Janine M. Cooney, and Dwayne J. Jensen. Glycosides from Berry Fruit Are Absorbed and Excreted Unmetabolized by Both Humans and Rats. Journal of Agricultural and Food Chemistry 51, no. (2003): 4539–48. https://doi.org/10.1021/jf026206w. Revilla, Eugenio, Jose-Maria Ryan, and Guillermo. Martin-Ortega. Comparison of Several Procedures Used for the Extraction of Anthocyanins from Red Grapes. Journal of Agricultural and Food Chemistry 46, no. (1998): 4592–97. https://doi.org/10.1021/JF9804692.

Romani, Annalisa, Nadia Mulinacci, Patrizia Pinelli, Franco F. Vincieri, and Antonio. Cimato. Polyphenolic Content in Five Tuscany Cultivars of Olea Europaea L. Journal of Agricultural and Food Chemistry 47, no. (1999): 964–67. https://doi.org/10.1021/JF980264T.

Solomon, Anat, Sara Golubowicz, Zeev Yablowicz, Shlomo Grossman, Margalit Bergman, Hugo E. Gottlieb, Arie Altman, Zohar Kerem, and Moshe A. Flaishman. Antioxidant Activities and Anthocyanin Content of Fresh Fruits of Common Fig (Ficus Carica L.). Journal of Agricultural and Food Chemistry 54, no. (2006): 7717–23. https://doi.org/10.1021/jf060497h.

Tabart, Jessica, Claire Kevers, Joel Pincemail, Jean-Olivier Defraigne, and Jacques. Dommes. Comparative Antioxidant Capacities of Phenolic Compounds Measured by Various Tests. Food Chemistry 113, no. (2009): 1226–33. https://doi.org/10.1016/j.foodchem.2008.08.013.

Talavera, Severine, Catherine Felgines, Odile Texier, Catherine Besson, Angel Gil-Izquierdo, Jean-Louis Lamaison, and Christian. Remesy. Anthocyanin Metabolism in Rats and Their Distribution to Digestive Area, Kidney, and Brain. Journal of Agricultural and Food Chemistry 53, no. 3902–8. https://doi.org/10.1021/jf050145v.

Tsuda, Takanori, Fumihiko Horio, and Toshihiko. Osawa. Absorption and Metabolism of Cyanidin 3-O-β-D-Glucoside in Rats. FEBS Letters 449, no. (1999): 179–82. https://doi.org/10.1016/S0014-5793(99)00407-X.

Vinha, Ana F., Federico Ferreres, Branca M. Silva, Patricia Valentao, Ana Goncalves, Jose A. Pereira, M. Beatriz Oliveira, Rosa M. Seabra, and Paula B. Andrade. Phenolic Profiles of Portuguese Olive Fruits (Olea Europaea L.): Influences of Cultivar and Geographical Origin. Food Chemistry 89, no. (2004): 561–68. https://doi.org/10.1016/j.foodchem.2004.03.012.

Wojdylo, Aneta, Adam Figiel, and Jan. Oszmianski. Effect of Drying Methods with the Application of Vacuum Microwaves on the Bioactive Compounds, Color, and Antioxidant Activity of Strawberry Fruits. Journal of Agricultural and Food Chemistry 57, no. (2009): 1337–43. https://doi.org/10.1021/jf802507j.

Zhao, Jian, and Richard A. Dixon. MATE Transporters Facilitate Vacuolar Uptake of Epicatechin 3’-O-Glucoside for Proanthocyanidin Biosynthesis in Medicago Truncatula and Arabidopsis. Plant Cell 21, no. (2009): 2323–40. https://doi.org/10.1105/tpc.109.067819.

Hazardous Properties and Cautions: The toxicological and pharmacological properties of this compound are not fully known. For further information see the MSDS on request. Cyanidin-3-O-glucoside chloride is manufactured, shipped according to standard practices, and intended for research and development in a laboratory utilizing prudent procedures for handling chemicals of unknown toxicity, under the supervision of persons technically qualified to evaluate potential risks and authorized to enforce appropriate health and safety measures. As with all research chemicals, precautions should be taken to avoid unnecessary exposures or risks.

Warranty and Disclaimer: Frontier Scientific, Inc. warrants the product conforms to the specifications stated herein. In the event of nonconformity, Frontier will replace products or refund purchase price, at its sole option, and Frontier shall not be responsible for any other loss or damage, whether known or foreseeable to Frontier. No other warranties apply, express or implied, including but not limited to warranty of fitness for any purpose or implied warranty of merchantability. Purchaser is solely responsible for all consequences of its use of the product and Frontier assumes no responsibility therefore, ) including success of purchaser's research and development, or health or safety of any uses of the product.