Structure via PubChem · Public domain (PubChem)
hesperidin
Sign in to saveAlso known as Cirantin, Hesperidoside, (S)-(-)-hesperidin
Hesperidin is a flavanone glycoside found in citrus fruits. Its aglycone is hesperetin. Its name is derived from the word "hesperidium", for fruit produced by citrus trees.
Chemical data
- Formula
- C28H34O15
- Molecular weight
- 610.6 g/mol
- IUPAC name
- (2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one
- SMILES
- C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=O)C[C@H](OC4=C3)C5=CC(=C(C=C5)OC)O)O)O)O)O)O)O)O
- InChIKey
- QUQPHWDTPGMPEX-QJBIFVCTSA-N
- XLogP
- -1.1
- Polar surface area
- 234 Ų
- H-bond donors
- 8
- H-bond acceptors
- 15
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 3
- Molecule type
- Small molecule
- Indications
- osteoporosis, rheumatoid arthritis
via ChEMBL · EBI
Research
4,317 papers- Hesperidin: A Review on Extraction Methods, Stability and Biological Activities.Nutrients · 2022
- Hesperidin inhibits lung fibroblast senescence via IL-6/STAT3 signaling pathway to suppress pulmonary fibrosis.Phytomedicine : international journal of phytotherapy and phytopharmacology · 2023
- Hesperidin: A Therapeutic Agent For Obesity.Drug design, development and therapy · 2019
- Hesperidin potentiates ghrelin signaling.Recent patents on food, nutrition & agriculture · 2014
- Hesperidin as a Neuroprotective Agent: A Review of Animal and Clinical Evidence.Molecules (Basel, Switzerland) · 2019
via PubMed
Wikidata facts
- Subclass of
- flavanone
- Mass
- 610.19
Show 6 more facts
- chemical formula
- C₂₈H₃₄O₁₅
- canonical SMILES
- CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=O)CC(OC4=C3)C5=CC(=C(C=C5)OC)O)O)O)O)O)O)O)O
- isomeric SMILES
- C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=CC(=C4C(=O)C[C@H](OC4=C3)C5=CC(=C(C=C5)OC)O)O)O)O)O)O)O)O
- Commons category
- Hesperidin
- different from
- hesperadin
- found in taxon
- Citrus japonica
via Wikidata · CC0
~3 min read
Encyclopedic overview
10 sectionsContents
- Sources
- ''Rutaceae''
- ''Lamiaceae''
- Content in foods
- Metabolism
- Research
- Biosynthesis
- See also
- References
- External links
Hesperidin is a flavanone glycoside found in citrus fruits. Its aglycone is hesperetin. Its name is derived from the word "hesperidium", for fruit produced by citrus trees.
Hesperidin was first isolated in 1828 by French chemist M. Lebreton from the white inner layer of citrus peels (mesocarp, albedo).
Excerpted from Wikipedia’s “hesperidin” article, available under the CC BY-SA 4.0 licence.