Homoeriodictyol

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ImageFile=Homoeriodictyol.pngImageSize=200px
IUPACName=(2"S")-5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-chromanone
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Section1= Chembox Identifiers
CASNo=446-71-9
PubChem=73635
SMILES=COC1=C(C=CC(=C1) [C@@H] 2CC(=O)C3=C(C=C(C=C3O2)O)O)O
Section2= Chembox Properties
Formula=C₁₆H₁₄O₆
MolarMass=302.27876
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Homoeriodictyol is a bitter-masking flavanone extracted from Herba Santa ("Eriodictyon californicum") a plant growing in America. [Patricia Kaminski and Richard Katz. [http://www.flowersociety.org/Yerba_About.htm Yerba Santa "Eriodictyon californicum"] . Flower Essence Society.]

Homoeriodictyol (3`-methoxy-4`,5,7-trihydroxyflavanone) is one of the 4 flavanones identified by Symrise in this plant eliciting taste-modifying property: homoeriodictyol sodium salt, eriodictyol and sterubin. Homoeriodictyol Sodium salt elicited the most potent bitter-masking activity by reducing from 10 to 40% the bitterness of salicin, amarogentin, paracetamol and quinine. However no bitter-masking activity was detected with bitter linoleic acid emulsions. According to Symrise's scientists homoeriodictyol sodium salt seems to be a taste-modifier with large potential in food applications and pharmaceuticals. [Ley JP, Krammer G, Reinders G, Gatfield IL, Bertram HJ (2005) Evaluation of bitter masking flavanones from Herba Santa (Eriodictyon californicum (H. and A.) Torr., Hydrophyllaceae). J Agric Food Chem. 27;53(15):6061-6. PMID 16028996]

Structural relatives investigation based on eriodictyol and homoeriodictyol, found 2,4-Dihydroxybenzoic acid vanillylamide to elicits bitter-masking activity. At 0.1g/L, this vanillin derivative, was able to reduce the bitterness of a 0.5g/L caffeine solution by about 30%. [Ley JP, Blings M, Paetz S, Krammer GE, Bertram HJ (2006) New bitter-masking compounds: hydroxylated benzoic acid amides of aromatic amines as structural analogues of homoeriodictyol. J Agric Food Chem. 1;54(22):8574-9. PMID 17061836 ]

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