Structure via PubChem · Public domain (PubChem)
isoliquiritigenin
Sign in to saveAlso known as (E)-1-(2,4-Dihydroxy-phenyl)-3-(4-hydroxy-phenyl)-propenone, trans-2',4,4'-trihydroxychalcone, (E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)-2-propene-1-one, 2',4,4'-Trihydroxychalcone, ILTG
Isoliquiritigenin is a chalcone found in the roots of several Glycyrrhiza species, such as liquorice, studied for its activity as a tyrosinase inhibitor, NMDA receptor antagonist, GABA modulator, and its potential antineoplastic and geroprotective effects.
Chemical data
- Formula
- C15H12O4
- Molecular weight
- 256.25 g/mol
- IUPAC name
- (E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
- SMILES
- C1=CC(=CC=C1/C=C/C(=O)C2=C(C=C(C=C2)O)O)O
- InChIKey
- DXDRHHKMWQZJHT-FPYGCLRLSA-N
- XLogP
- 3.2
- Polar surface area
- 77.8 Ų
- H-bond donors
- 3
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
1,087 papers- Isoliquiritigenin alleviates cerebral ischemia-reperfusion injury by reducing oxidative stress and ameliorating mitochondrial dysfunction via activating the Nrf2 pathway.Redox biology · 2024
- Isoliquiritigenin induces HMOX1 and GPX4-mediated ferroptosis in gallbladder cancer cells.Chinese medical journal · 2023
- Isoliquiritigenin, a potential therapeutic agent for treatment of inflammation-associated diseases.Journal of ethnopharmacology · 2024
- Isoliquiritigenin alleviates myocardial ischemia-reperfusion injury by regulating the Nrf2/HO-1/SLC7a11/GPX4 axis in mice.Free radical biology & medicine · 2024
- Isoliquiritigenin (ISL) and its Formulations: Potential Antitumor Agents.Current medicinal chemistry · 2019
via PubMed
Wikidata facts
- Mass
- 256.074
Show 6 more facts
- chemical formula
- C₁₅H₁₂O₄
- canonical SMILES
- C1=CC(=CC=C1C=CC(=O)C2=C(C=C(C=C2)O)O)O
- isomeric SMILES
- C1=CC(=CC=C1/C=C/C(=O)C2=C(C=C(C=C2)O)O)O
- subject has role
- enzyme inhibitor
- melting point
- 186
- has characteristic
- bitterness
via Wikidata · CC0
~2 min read
Encyclopedic overview
5 sectionsContents
- Occurrence
- Pharmacological properties
- Pharmakokinetics
- Mechanism of action
- References
Isoliquiritigenin is a chalcone found in the roots of several Glycyrrhiza species, such as liquorice, studied for its activity as a tyrosinase inhibitor, NMDA receptor antagonist, GABA modulator, and its potential antineoplastic and geroprotective effects.
== Occurrence == left|thumb|Liquorice roots Isoliquiritigenin occurs in some species of the genus Glycyrrhiza, including Glycyrrhiza glabra (licorice).
Excerpted from Wikipedia’s “isoliquiritigenin” article, available under the CC BY-SA 4.0 licence.