Structure via PubChem · Public domain (PubChem)
hesperetin
Sign in to saveAlso known as Cyanidanon 4'-Methyl Ether 1626, (-)-Hesperetin, Hesperitin, 3',5,7-Trihydroxy-4'-methoxyflavanone, YSO2, (-)-(S)-Hesperetin, (S)-2,3-dihydro-5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one, NSC-57654
Hesperetin is the 4'-methoxy derivative of eriodictyol, a flavanone. The 7-O-glycoside of hesperetin, hesperidin, is a naturally occurring flavanone-glycoside, the main flavonoid in grapefruits, lemons, and sweet oranges.
Chemical data
- Formula
- C16H14O6
- Molecular weight
- 302.28 g/mol
- IUPAC name
- (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one
- SMILES
- COC1=C(C=C(C=C1)[C@@H]2CC(=O)C3=C(C=C(C=C3O2)O)O)O
- InChIKey
- AIONOLUJZLIMTK-AWEZNQCLSA-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
- Has use
- medication
Show 7 more facts
- melting point
- 230.0
- found in taxon
- Arabidopsis thaliana
- Commons category
- Hesperetin
- chemical formula
- C₁₆H₁₄O₆
- isomeric SMILES
- COC1=C(C=C(C=C1)[C@@H]2CC(=O)C3=C(C=C(C=C3O2)O)O)O
- canonical SMILES
- COC1=C(C=C(C=C1)C2CC(=O)C3=C(C=C(C=C3O2)O)O)O
- has characteristic
- bitterness
via Wikidata · CC0
~1 min read
Encyclopedic overview
5 sectionsContents
- Glycosides
- Metabolism
- Laboratory research
- References
- External links
Hesperetin is the 4'-methoxy derivative of eriodictyol, a flavanone. The 7-O-glycoside of hesperetin, hesperidin, is a naturally occurring flavanone-glycoside, the main flavonoid in grapefruits, lemons, and sweet oranges.
== Glycosides == Various glycosides of hesperetin are known, including hesperidin (hesperetin-7-O-rutinoside), a water-insoluble flavonoid glycoside with low water solubility, Hesperidin is found in citrus fruits and upon ingestion it releases its aglycone, hesperetin. Neohesperidin is the 7-O-neohesperidoside of hesperetin.
Excerpted from Wikipedia’s “hesperetin” article, available under the CC BY-SA 4.0 licence.