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.
In the Vinony graph
Vinony's link graph records 641 inbound references to isoliquiritigenin, and connects out to liver, small intestine and liquorice.
It is catalogued under topics including 4-Hydroxyphenyl compounds, Chalconoids and Chembox image size set.
Vinony links it to 10 Wikipedia language editions.
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.