Homoeriodictyol
{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 401003639
| ImageFile=Homoeriodictyol.png
| ImageSize=200px
| ImageFile2=Homoeriodictyol 3D BS.png
| ImageSize2=200px
| IUPACName = (2S)-4′,5,7-Trihydroxy-3′-methoxyflavan-4-one
| SystematicName = (2S)-5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one
| OtherNames =
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|??}}
| CASNo=446-71-9
| PubChem=73635
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 490170
| UNII_Ref = {{fdacite|changed|FDA}}
| UNII = EHE7H3705C
| SMILES=COC1=C(C=CC(=C1)[C@@H]2CC(=O)C3=C(C=C(C=C3O2)O)O)O
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 66296
| InChI = 1/C16H14O6/c1-21-14-4-8(2-3-10(14)18)13-7-12(20)16-11(19)5-9(17)6-15(16)22-13/h2-6,13,17-19H,7H2,1H3/t13-/m0/s1
| InChIKey = FTODBIPDTXRIGS-ZDUSSCGKBL
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C16H14O6/c1-21-14-4-8(2-3-10(14)18)13-7-12(20)16-11(19)5-9(17)6-15(16)22-13/h2-6,13,17-19H,7H2,1H3/t13-/m0/s1
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = FTODBIPDTXRIGS-ZDUSSCGKSA-N
}}
|Section2={{Chembox Properties
| Formula=C16H14O6
| MolarMass=302.27876
| Appearance=
| Density=
| MeltingPt=
| BoilingPt=
| Solubility=
}}
|Section3={{Chembox Hazards
| MainHazards=
| FlashPt=
| AutoignitionPt =
}}
}}
Homoeriodictyol is a bitter-masking flavanone extracted from Yerba 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.{{cite journal |vauthors=Ley JP, Krammer G, Reinders G, Gatfield IL, Bertram HJ |title=Evaluation of bitter masking flavanones from Herba Santa (Eriodictyon californicum (H. and A.) Torr., Hydrophyllaceae) |journal=J. Agric. Food Chem. |volume=53 |issue=15 |pages=6061–6 |date=July 2005 |pmid=16028996 |doi=10.1021/jf0505170 }}
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%.{{cite journal |vauthors=Ley JP, Blings M, Paetz S, Krammer GE, Bertram HJ |title=New bitter-masking compounds: hydroxylated benzoic acid amides of aromatic amines as structural analogues of homoeriodictyol |journal=J. Agric. Food Chem. |volume=54 |issue=22 |pages=8574–9 |date=November 2006 |pmid=17061836 |doi=10.1021/jf0617061 }}