Tangeretin

Tangeretin (Tangeritin)
Names
	IUPAC name 5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
Identifiers
CAS Number	481-53-8 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:9400 ;
ChemSpider	61389 ;
ECHA InfoCard	100.006.883
EC Number	207-570-1;
KEGG	C10190 ;
PubChem CID	68077;
UNII	I4TLA1DLX6 ;
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 Key: ULSUXBXHSYSGDT-UHFFFAOYSA-N ; InChI=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,1-5H3 Key: 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[1]
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)[1]
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

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.[2]

It has also been used as a marker compound to detect contamination in citrus juices.[2]

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

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.[2]

Tangeretin is commercially available as a dietary supplement.

References

SciFinder.com (accessed Nov. 6, 2012). Tangeretin (481-53-8).
Uckoo, RM; et al. Sep. Purif. Technol. 2011.

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[SciFinder-1] SciFinder.com (accessed Nov. 6, 2012). Tangeretin (481-53-8).

[Uckoo-2] Uckoo, RM; et al. Sep. Purif. Technol. 2011.