Isoliquiritigenin

• CAS: 961-29-5
• Catalog Number: ACM961295
• Category: Inhibitors
• Molecular Weight: 256.25
• Molecular Formula: C15H12O4
• Description: Isoliquiritigenin is an anti-tumor flavonoid from the root of Glycyrrhiza uralensis Fisch., which inhibits aldose reductase with an IC50 of 320 nM. Isoliquiritigenin is a potent inhibitor of influenza virus replication with an EC50 of 24.7 μM.
• Synonyms: 2',4,4'-Trihydroxy-trans-chalcone
• IUPAC Name: (E)-1-(2,4-Dihydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
• Canonical SMILES: C1=CC(=CC=C1C=CC(=O)C2=C(C=C(C=C2)O)O)O
• InChI: InChI=1S/C15H12O4/c16-11-4-1-10(2-5-11)3-8-14(18)13-7-6-12(17)9-15(13)19/h1-9,16-17,19H/b8-3+
• InChI Key: DXDRHHKMWQZJHT-FPYGCLRLSA-N
• Boiling Point: 504.0±42.0 °C
• Melting Point: 206-210 °C
• Density: 1.384±0.06 g/cm³
• Appearance: Yellow to orange powder
• Storage: 2-8 °C
• Complexity: 331
• Exact Mass: 256.07355886
• Isomeric SMILES: C1=CC(=CC=C1/C=C/C(=O)C2=C(C=C(C=C2)O)O)O
• Monoisotopic Mass: 256.07355886
• pKa: 7.50±0.35(Predicted)
• Shipping: Can be shipped at room temperature, where not in use may vary.
• Source: PlantsLeguminosaeGlycyrrhiza uralensis Fisch.
• Topological Polar Surface Area: 77.8 Ų

Synthetic Use

Upstream Synthesis Route 1

• 60-18-4

• 961-29-5
• 7400-08-0
• 578-86-9
• 480-41-1

Reference: [1] Patent: WO2016/71505, 2016, A1, . Location in patent: Page/Page column 39; 40

Upstream Synthesis Route 2

• 133346-24-4

• 961-29-5
• 69097-97-8

Reference: [1]Acta Chemica Scandinavica,1991,vol. 45,p. 212 - 215

Downstream Synthesis Route 1

• 961-29-5

• 578-86-9

Reference: [1] Synthetic Communications, 2013, vol. 43, # 7, p. 1023 - 1029
[2] Patent: TW2017/22896, 2017, A, . Location in patent: Paragraph 0014; 0015

Downstream Synthesis Route 2

• 961-29-5

• 69097-97-8

Reference: [1]RSC Advances,2015,vol. 5,p. 5830 - 5845

Downstream Synthesis Route 3

• 186581-53-3
• 961-29-5

• 84713-40-6

Reference: [1]Journal of the Chemical Society. Chemical communications,1982,p. 1319 - 1321

* For details of the synthesis route, please refer to the original source to ensure accuracy.