551-15-5

Basic information

• Product Name: LIQUIRITIN(SH)
• Synonyms: LIQUIRITIN(SH);Liquiritin(Liquiritoside);4',7-Dihydroxyflavanone4'-(β-D-glucopyranoside);Likviritin;Liquiritoside;(2S)-2,3-Dihydro-7-hydroxy-2-[4-(β-D-glucopyranosyloxy)phenyl]-4H-1-benzopyran-4-one;(2S)-2α-[4-(β-D-Glucopyranosyloxy)phenyl]-7-hydroxychroman-4-one;(S)-2,3-Dihydro-7-hydroxy-2-[4-(β-D-glucopyranosyloxy)phenyl]-4H-1-benzopyran-4-one
• CAS NO: 551-15-5
• Molecular Formula: C₂₁H₂₂O₉
• Molecular Weight: 418.396
• Product Categories: Flavanones;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Inhibitors
• Mol File: 551-15-5.mol

Chemical Properties

• Melting Point: 208 °C(Solv: ethanol (64-17-5))
• Boiling Point: 746.8 °C at 760 mmHg
• Flash Point: 265.9 °C
• Appearance: /
• Density: 1.529 g/cm³
• Vapor Pressure: 2.01E-23mmHg at 25°C
• Refractive Index: 1.67
• Storage Temp.: 2-8°C
• Solubility: DMSO (Slightly), Ethanol (Slightly), Methanol (Slightly)
• PKA: 7.70±0.40(Predicted)
• CAS DataBase Reference: LIQUIRITIN(SH)(CAS DataBase Reference)
• NIST Chemistry Reference: LIQUIRITIN(SH)(551-15-5)
• EPA Substance Registry System: LIQUIRITIN(SH)(551-15-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 551-15-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
LIQUIRITIN(SH) is used as a neuroprotective agent for its potential in treating neurodegenerative diseases. It demonstrates a protective effect against glutamate toxicity in DPC12 cells, which could be beneficial in addressing conditions such as Alzheimer's, Parkinson's, and other related disorders.
Used in Nutraceutical Industry:
LIQUIRITIN(SH) can be utilized as an ingredient in the development of dietary supplements and functional foods. Its neuroprotective properties can contribute to the enhancement of cognitive function and overall brain health, making it a valuable addition to products targeting cognitive support and maintenance.

InChI:InChI=1/C21H22O9/c22-9-17-18(25)19(26)20(27)21(30-17)28-12-4-1-10(2-5-12)15-8-14(24)13-6-3-11(23)7-16(13)29-15/h1-7,15,17-23,25-27H,8-9H2/t15-,17+,18+,19-,20+,21+/m0/s1

Downstream Products

• 492-61-5 β-D-glucose 
• 69097-97-8 7,4'-dihydroxy-dihydroflavone 
• 32274-71-8 7-Methylliquiritigenin 
• 93446-18-5 C₂₇H₃₂O₁₄ 
• 2196-14-7 7,4'-Dihydroxyflavon 
• 520-36-5 5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 
• 578-86-9 liquiritigenin 
• 22052-75-1 kumatakenin B-4'-O-glucoside 
• 81202-36-0 naringenin 4′-O-β-D-glucopyranoside 
• 113960-55-7 bufalin-3-(β-D-glucoside) 
• 95753-46-1 liquiritigenin dimethyl ether 

Relevant articles and documents

Structure-activity correlations for β-phenethylamines at human trace amine receptor 1

A cell line in which RD-HGA16 cells were stably transfected with the hTAAR 1 receptor was created and utilized to carry out a systematic evaluation of a series of β-phenethylamines. Fair agreement was observed with data obtained for aryl and ethylene chain substituted analogs in an AV12-664 cell line in which hemagglutinin-tagged hTAAR 1 was stably co-expressed with rat Gαs. Analogs with multiple substituents as well as analogs with bulky groups were found to be partial agonists. Analogs in which the primary amino group was converted to a secondary or a tertiary amino group by N-methylation were also partial agonists. Comparative Molecular Field Analysis (CoMFA) using the potency data yielded a regression coefficient r2 of 0.824. The steric field contribution to the model was 61% with the balance (39%) contributed by the electrostatic field. The collective results suggest that increasing steric bulk both at the amino nitrogen, particularly by N-dimethylation, and at the 4-position of the aromatic ring leads to low efficacy ligands.

FLAVONOID GLYCOSIDES OF THE ROOTS OF GLYCYRRHIZA URALENSIS

The structure of a flavanone glycoside from the roots of Glycyrrhiza uralensis has been confirmed as 4'-O- 2)-β-D-glucopyranosyl>liquiritigenin.In addition, two known flavonoid glucosides, ononin (a minor component) and liquiritin (a major component) were isolated from the same extract. - Key Word Index - Glycyrrhiza uralensis; Leguminosae; licorice roots; water extract; flavonoid glycosides; ononin; liquiritin; 4'-O-2)-β-D-glucopyranosyl>liquiritigenin.