Eriodictyol

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Eriodictyol

IUPAC name (2S)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-chromanone
Other names Eriodictiol
Identifiers
CAS number	552-58-9^Y
PubChem	440735
ChemSpider	389606^N
UNII	Q520486B8Y^Y
Jmol-3D images	{{#if:O=C2c3c(O[C@H](c1ccc(O)c(O)c1)C2)cc(O)cc3O\|Image 1
SMILES O=C2c3c(O[C@H](c1ccc(O)c(O)c1)C2)cc(O)cc3O
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^N Key: SBHXYTNGIZCORC-ZDUSSCGKSA-N^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
Properties
Molecular formula	C₁₅H₁₂O₆
Molar mass	288.25 g/mol
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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] lemons and one of its glycoside in rose hips (Rosa canina).^[5]

References

↑ Patricia Kaminski and Richard Katz. Yerba Santa Eriodictyon californicum. Flower Essence Society.
↑ 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.
↑ 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.
↑ 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.
↑ 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.

v t e Flavanones and their glycosides

Flavanones	Alpinetin Butin Eriodictyol Naringenin Pinocembrin

O-methylated flavanones	Hesperetin Homoeriodictyol Isosakuranetin Sakuranetin Sterubin

C-methylated flavanones	Poriol

Glycosides	Eriocitrin Neoeriocitrin Hesperidin Liquiritin Naringin (Naringenin-7-rutinoside) Narirutin Poncirin Sakuranin

Acetylated	8-Prenylnaringenin Isoxanthohumol Sophoraflavanone G

Acetylated glycosides	Nirurin

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