tangeretin tangeretin tangeretin is an o-polymethoxylated flavone that is found in tangerine and other citrus peels. tangeretin strengthens the cell wall and acts as a plant's defensive mechanism against disease-causing pathogens. tangeretin (tangeritin) names iupac name 4′,5,6,7,8-pentamethoxyflavone systematic iupac name 5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-4h-1-benzopyran-4-one identifiers cas number 481-53-8 y 3d model (jsmol) interactive image chebi chebi:9400 n chemspider 61389 n echa infocard 100.006.883 ec number 207-570-1 kegg c10190 n pubchem cid 68077 unii i4tla1dlx6 y comptox dashboard (epa) dtxsid30197417 inchi inchi=1s/c20h20o7/c1-22-12-8-6-11(7-9-12)14-10-13(21)15-16(23-2)18(24-3)20(26-5)19(25-4)17(15)27-14/h6-10h,1-5h3 nkey: ulsuxbxhsysgdt-uhfffaoysa-n ninchi=1/c20h20o7/c1-22-12-8-6-11(7-9-12)14-10-13(21)15-16(23-2)18(24-3)20(26-5)19(25-4)17(15)27-14/h6-10h,1-5h3key: ulsuxbxhsysgdt-uhfffaoyag smiles o=c2c1=c(oc)c(oc)=c(oc)c(oc)=c1oc(c3=cc=c(oc)c=c3)=c2 properties chemical formula c20h20o7 molar mass 372.37 g/mol density 1.244 ± 0.06 g/cm3 melting point 155 to 156 °c (311 to 313 °f; 428 to 429 k) boiling point 565.3 ± 50.0 °c (1,049.5 ± 90.0 °f; 838.4 ± 50.0 k) solubility in water 0.037 g/l except where otherwise noted, data are given for materials in their standard state (at 25 °c , 100 kpa). n verify (what is yn ?) infobox references it has also been used as a marker compound to detect contamination in citrus juices. the following is a list of methods used to extract tangeretin from citrus peels: column chromatography preparative-high performance liquid chromatography super critical fluid chromatography high speed counter current chromatography a combination of vacuum flash silica gel chromatography and flash c8 column chromatography flash chromatography isolation using ionic liquids and a cycle of centrifugation and decantation the low solubility of tangeretin is one of the main reasons for the low bioavailability of tangeretin (and other flavonoids in general), and has been reported as a major challenge when using the compound in laboratory procedures. however, methods for tangeretin extraction are currently being tested to maximize efficiency and percent yields as its uses in treatment of cancer and other diseases are becoming better understood. tangeretin is commercially available as a dietary supplement. tangeretin has also demonstrated beneficial applications in other pharmaceutical, nutraceutical, and cosmetic processes. tangeretin can be found as various synonyms throughout literature and research, including tangeritin and 5,6,7,8,4’-pentamethoxyflavone (viii)