Compound: Homoeriodictyol
SMILES: O=C1c2c(O[C@@H](C1)c3cc(OC)c(O)cc3)cc(O)cc2O
InChIKey: FTODBIPDTXRIGS-ZDUSSCGKSA-N
Synonyms: Homoeriodictyol, 446-71-9, (-)-Homoeriodictyol, Eriodictyonone, 5,7,4'-Trihydroxy-3'-methoxyflavanone, Eriodictyol 3'-methyl ether, EHE7H3705C, (2S)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydrochromen-4-one, (S)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-benzopyrone, CHEBI:74960, DTXSID30196243, RefChem:146727, DTXCID40118734, 207-173-3, 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydrochromen-4-one, 3'-Methoxy-5,7,4'-trihydroxyflavanone, CHEMBL490170, (S)-5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)chroman-4-one, 4H-1-Benzopyran-4-one,2,3-dihydro-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-, (2S)-, (2S)-5,7-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)chroman-4-one, UNII-EHE7H3705C, EINECS 207-173-3, (S)-homoeriodictyol, MFCD00270390, GlyTouCan:G79032IT, HOMOERIODICTYOL [MI], SCHEMBL39497, orb1297338, SCHEMBL29411740, SCHEMBL30383489, G79032IT, HY-N8210, BDBM50325672, LMPK12140449, AKOS040760449, CCG-208391, EBC-615724, FM65712, (2S)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one, 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-, (2S)-, NCGC00163565-01, MS-24355, 5,7,4''-Trihydroxy-3''-methoxyflavanone, CS-0140307, NS00031450, C09756, E88706, (.+/-.)-5,7,4'-Trihydroxy-3'-methoxyflavanone, Q3139901, (2S)-5,7-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one, (2S)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one
Theoretical properties:
molecular_formula: C16H14O6
molecular_weight: 302.28 g/mol
exact_mass: 302.07903816 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 2
heavy_atom_count: 22
topological_polar_surface_area: 96.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Homoeriodictyol is a trihydroxyflavanone that consists of 3'-methoxyflavanone in which the three hydroxy substituents are located at positions 4', 5, and 7. It has a role as a metabolite and a flavouring agent. It is a member of 4'-hydroxyflavanones, a member of 3'-methoxyflavanones, a monomethoxyflavanone and a trihydroxyflavanone. It is functionally related to an eriodictyol.
chebi: A trihydroxyflavanone that consists of 3'-methoxyflavanone in which the three hydroxy substituents are located at positions 4', 5, and 7.
chembl: HOMOERIODICTYOL is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Homoeriodictyol is a bitter-masking flavanone extracted from Yerba Santa (Eriodictyon californicum) a plant growing in America.
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.
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%.