Structure Database (LMSD)
Common Name
Hesperetin
Systematic Name
[S,(-)]-2,3-Dihydro-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
Synonyms
- Eriodictyol 4'-monomethyl ether
- 5,7,3'-Trihydroxy-4'-methoxyflavanone
3D model of Hesperetin
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
Hesperetin is a flavonoid that has been found in citrus fruits and has diverse biological activities.1,2,3,4,5 It reduces ApoB protein levels, ACAT2 expression, and LDL degradation in HepG2 cells when used at a concentrations ranging from 10 to 200 µM.1 Hesperetin inhibits IgG-induced β-hexosaminidase release from RBL-2H3 cells (IC50 = 0.099 mg/ml).2 It inhibits LPS-induced nitric oxide (NO) production and reduces levels of inducible nitric oxide synthase (iNOS), IL-6, and IL-1β in BV-2 microglial cells.3 Hesperetin (5 mg/kg) inhibits passive cutaneous anaphylaxis in mice.2 It reduces body weight loss, colon shortening, and ulcer severity in a mouse model of TNBS-induced ulcerative colitis.4 Hesperetin reduces cortical and hippocampal neuronal apoptosis and increases time spent in the target quadrant in the Morris water maze in a mouse model of LPS-induced neuronal inflammation.5
This information has been provided by Cayman Chemical
References
References
String Representations
InChiKey (Click to copy)
AIONOLUJZLIMTK-AWEZNQCLSA-N
InChi (Click to copy)
InChI=1S/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1
SMILES (Click to copy)
C1(O)C=C2O[C@H](C3=CC=C(OC)C(O)=C3)CC(=O)C2=C(O)C=1
Other Databases
Wikipedia
KEGG ID
HMDB ID
CHEBI ID
PubChem CID
Cayman ID
PDB ID
GuidePharm ID
Calculated Physicochemical Properties
Heavy Atoms
22
Rings
3
Aromatic Rings
2
Rotatable Bonds
2
Van der Waals Molecular Volume
260.74
Topological Polar Surface Area
98.29
Hydrogen Bond Donors
3
Hydrogen Bond Acceptors
6
logP
2.52
Molar Refractivity
76.75
Admin
Created at
-
Updated at
2nd Apr 2025