Eriodictyol

Eriodictyol

Names
IUPAC name (2S)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-chromanone
Other names Eriodictiol
Identifiers
CAS Number	552-58-9
3D model (Jmol)	Interactive image
ChemSpider	389606
ECHA InfoCard	100.008.198
PubChem	440735
UNII	Q520486B8Y
InChI InChI=1S/C15H12O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-5,13,16-19H,6H2/t13-/m0/s1 Key: SBHXYTNGIZCORC-ZDUSSCGKSA-N InChI=1/C15H12O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-5,13,16-19H,6H2/t13-/m0/s1 Key: SBHXYTNGIZCORC-ZDUSSCGKBZ
SMILES O=C2c3c(O[C@H](c1ccc(O)c(O)c1)C2)cc(O)cc3O
Properties
Chemical formula	C15H12O6
Molar mass	288.25 g/mol
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

Eriodictyol is a bitter-masking flavanone, a flavonoid extracted from Yerba Santa (Eriodictyon californicum), a plant native to North America.^[1] Eriodictyol is one of the 4 flavanones identified in this plant as having taste-modifying properties, the other three being: homoeriodictyol, its sodium salt and sterubin.^[2]

Eriodictyol was also found in the twigs of Millettia duchesnei,^[3] in Eupatorium arnottianum,^[4] and its glycosides (eriocitrin) in lemons and rose hips (Rosa canina).^[5]

References

1. Patricia Kaminski and Richard Katz. Yerba Santa Eriodictyon californicum. Flower Essence Society.
2. Ley JP, Krammer G, Reinders G, Gatfield IL, Bertram HJ (July 2005). "Evaluation of bitter masking flavanones from Herba Santa (Eriodictyon californicum (H. and A.) Torr., Hydrophyllaceae)". J. Agric. Food Chem. 53 (15): 6061–6. doi:10.1021/jf0505170. PMID 16028996.
3. Ngandeu F, Bezabih M, Ngamga D, et al. (January 2008). "Rotenoid derivatives and other constituents of the twigs of Millettia duchesnei". Phytochemistry. 69 (1): 258–63. doi:10.1016/j.phytochem.2007.05.038. PMID 17640692.
4. Clavin M, Gorzalczany S, Macho A, et al. (July 2007). "Anti-inflammatory activity of flavonoids from Eupatorium arnottianum". J Ethnopharmacol. 112 (3): 585–9. doi:10.1016/j.jep.2007.04.007. PMID 17570627.
5. Hvattum E (2002). "Determination of phenolic compounds in rose hip (Rosa canina) using liquid chromatography coupled to electrospray ionisation tandem mass spectrometry and diode-array detection". Rapid Commun. Mass Spectrom. 16 (7): 655–62. doi:10.1002/rcm.622. PMID 11921243.