Eriodictyol

Title: Eriodictyol
CAS Registry Number: 552-58-9
CAS Name: 2-(3,4-Dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one
Additional Names: 3¢,4¢,5,7-tetrahydroxyflavanone
Molecular Formula: C15H12O6
Molecular Weight: 288.25
Percent Composition: C 62.50%, H 4.20%, O 33.30%
Literature References: Isoln from Eriodictyon californicum (H. & A.) Greene, Hydrophyllaceae: Geissman, J. Am. Chem. Soc. 62, 3258 (1940); from lemon: Mager, Z. Physiol. Chem. 274, 109 (1942); Horowitz, J. Am. Chem. Soc. 79, 6561 (1957); US 2857318 (1958 to U.S. Dept. Agr.). Structure and synthesis: Reichel et al., Ann. 550, 146 (1942); Zemplén et al., Ber. 76B, 1112 (1943); Pew, J. Org. Chem. 27, 2935 (1962). Synthesis: G. Wurm, U. Geres, Arch. Pharm. 315, 183 (1982). See also Bioflavanoids.
Properties: Needles with 1½ H2O from dil alc, dec 257° (rapid heating). After drying in vacuo at 100° for 6 hours, dec 267°. uv max (alc): 290, 326 nm (log e 2.54, 2.16). Sparingly sol in boiling water, hot alcohol, ether, glacial acetic acid; sol in dil alkalies.
Absorption maximum: uv max (alc): 290, 326 nm (log e 2.54, 2.16)
Derivative Type: 7-L-Rhamnoside
Additional Names: Eriodictin
Molecular Formula: C21H22O10
Molecular Weight: 434.39
Percent Composition: C 58.06%, H 5.10%, O 36.83%
Literature References: Isoln from citrin: Bruckner, Szent-Györgyi, Nature 138, 1057 (1936). Structure: Mager, loc. cit.
Properties: Crystals from ethyl acetate, dec 184-186°. [a]D20 -51.5° (in pyridine). Sol in water, acetone, alcohol; practically insol in ether.
Optical Rotation: [a]D20 -51.5° (in pyridine)
Eriodictyon Eritadenine Eritoran Erlotinib Ertapenem

Eriodictyol
Eriodictyol.png
Identifiers
CAS number 552-58-9 YesY
PubChem 440735
ChemSpider 389606 N
UNII Q520486B8Y YesY
Jmol-3D images Image 1
Properties
Molecular formula C15H12O6
Molar mass 288.25 g/mol
 N (verify) (what is: YesY/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]