Isoliquiritigenin

Base Information

• Chemical Name: Isoliquiritigenin
• CAS No.: 961-29-5
• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.258
• Hs Code.: 29145090
• European Community (EC) Number: 237-316-5,677-489-8
• UNII: B9CTI9GB8F
• DSSTox Substance ID: DTXSID2022466
• Nikkaji Number: J120.923J,J74.686J
• Wikipedia: Isoliquiritigenin
• Wikidata: Q3155537
• Pharos Ligand ID: KSWJJ8UMX34S
• Metabolomics Workbench ID: 26572
• ChEMBL ID: CHEMBL129795
• Mol file: 961-29-5.mol

Synonyms:2',4',4-trihydroxychalcone;6'-deoxychalcone;GU 17;GU-17;isoliquiritigenin

Chemical Property of Isoliquiritigenin

Chemical Property:

• Appearance/Colour: powder
• Melting Point: 206-210 °C
• Boiling Point: 504.015 °C at 760 mmHg
• PKA: 7.50±0.35(Predicted)
• Flash Point: 272.711 °C
• PSA: 77.76000
• Density: 1.384 g/cm³
• LogP: 2.69950
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive & Hygroscopic
• Solubility.: H2O: <0.1 mg/mL
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 256.07355886
• Heavy Atom Count: 19
• Complexity: 331

Purity/Quality:

99% ^*data from raw suppliers

Isoliquiritigenin 95-98% ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• 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
• Uses: aldose reductase inhibitor, antineoplastic, antiinflammatory Isoliquiritigenin (ISL) is a flavonoid found in licorice root and several other plants that displays antioxidant, anti-inflammatory, and antitumor activities as well as hepatoprotection against steatosis-induced oxidative stress. ISL induces quinone reductase-1, a phase II enzyme that deactivates radicals and electrophiles, with a concentration required to double activity (CD) value of 1.8 μM in murine hepatoma cells. Isoliquiritigenin (ISL) is a flavonoid found in licorice root and several other plants that displays antioxidant, anti-inflammatory, and antitumor activities as well as hepatoprotection against steatosis-induced oxidative stress. ISL induces quinone reduc

Technology Process of Isoliquiritigenin

There total 77 articles about Isoliquiritigenin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

1-(2,4-dimethoxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-one (18493-30-6) → isoliquirtigenin (961-29-5,13745-20-5)

Guidance literature:

With boron tribromide; In dichloromethane; at 20 ℃; for 48h;

Reference yield: 98.0%

metochalcone (30925-62-3) → isoliquirtigenin (961-29-5,13745-20-5)

Guidance literature:

metochalcone; With boron tribromide; In dichloromethane; at 0 - 20 ℃; for 48h;

With potassium tartrate sodium salt; In methanol; dichloromethane; water; at 20 ℃;

Reference yield: 95.8%

(E)-1-[2-hydroxy-4-(tetrahydro-2H-pyran-2-yloxy)-phenyl]-3-[4-(tetrahydro-2H-pyran-2-yloxy)-phenyl]prop-2-en-1-one (130600-80-5) → isoliquirtigenin (961-29-5,13745-20-5)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 6h;

DOI:10.3390/molecules191117715

upstream raw materials:

2',4'-dihydroxy-4-acetophenone

4-hydroxy-benzaldehyde

1-(2,4-dihydroxyphenyl)-3-hydroxy-3-(4'-hydroxyphenyl)-1-propanone

2'-Hydroxy-4'-(aethoxy-methoxy)-acetophenon

Downstream raw materials:

7,4'-Dihydroxyflavon

2',4'-dihydroxy-4-acetophenone

5-hydroxy-2-(4-hydroxphenyl)chroman-4-one

4-hydroxy-benzaldehyde

Refernces

• 1、 Kang, Hee,Ku, Jin-Mo,Lee, Jung-hun,Lee, Sukchan,Park, Kye Won,Roh, Kangsan,Song, Youngju. "Synthesis and evaluation of butein derivatives for in vitro and in vivo inflammatory response suppression in lymphedema". . . Retrieved 2020/05/01.
• 2、 Choi, Jung-Won,Hwang, Ki-Chul,Jeong, Seongtae,Kim, Kundo,Kim, Sang Woo,Lee, Jiyun,Lee, Seahyoung,Lee, Yunmi,Lim, Soyeon,Oh, Sena. "Isoliquiritigenin Derivatives Inhibit RANKL-Induced Osteoclastogenesis by Regulating p38 and NF-κB Activation in RAW 264.7 Cells". supporting information. . Retrieved 2020/09/17.