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homoeriodictyol

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EntityQ3139901· pop 10· linked from 33 articles

homoeriodictyol

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Also known as Eriodictyonone, (S)-2,3-Dihydro-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4-benzopyrone, (-)-Homoeriodictyol, 5,7,4'-Trihydroxy-3'-methoxyflavanone, Eriodictyol 3'-methyl ether

Homoeriodictyol is a bitter-masking flavanone extracted from Yerba Santa (Eriodictyon californicum) a plant growing in America.

Chemical data

Formula
C16H14O6
Molecular weight
302.28 g/mol
IUPAC name
(2S)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydrochromen-4-one
SMILES
COC1=C(C=CC(=C1)[C@@H]2CC(=O)C3=C(C=C(C=C3O2)O)O)O
InChIKey
FTODBIPDTXRIGS-ZDUSSCGKSA-N
XLogP
2.4
Polar surface area
96.2 Ų
H-bond donors
3
H-bond acceptors
6
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Subclass of
flavanone
Mass
302.079
Show 7 more facts
subject has role
flavor enhancer
fabrication method
extraction
chemical formula
C₁₆H₁₄O₆
isomeric SMILES
COC1=C(C=CC(=C1)[C@@H]2CC(=O)C3=C(C=C(C=C3O2)O)O)O
canonical SMILES
COC1=C(C=CC(=C1)C2CC(=O)C3=C(C=C(C=C3O2)O)O)O
Commons category
Homoeriodictyol
has characteristic
bitterness
Sources (3)

via Wikidata · CC0

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Encyclopedic overview

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Contents
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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.

Excerpted from Wikipedia’s “homoeriodictyol” article, available under the CC BY-SA 4.0 licence.

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