ChemicalBook--->CAS DataBase List--->5041-81-6

5041-81-6

5041-81-6 Structure

5041-81-6 Structure
IdentificationBack Directory
[Name]

ISOLIQUIRITIN
[CAS]

5041-81-6
[Synonyms]

Aids004475
Aids-004475
ISOLIQUIRITIN
neoisoliquritin
Isoliquiritoside
2',4,4'-Trihydroxychalcone 4-beta-D-glucopyranoside
2',4,4'-Trihydroxychalcone 4-(beta-D-glucopyranoside)
[(E)-2',4'-Dihydroxychalcone-4-yl]β-D-glucopyranoside
(E)-1-(2,4-Dihydroxyphenyl)-3-[4-(β-D-glucopyranosyloxy)phenyl]-2-propen-1-one
4-[(1E)-3-(2,4-dihydroxyphenyl)-3-oxoprop-1-en-1-yl]phenyl beta-D-glucopyranoside
2-Propen-1-one, 1-(2,4-dihydroxyphenyl)-3-[4-(.beta.-D-glucopyranosyloxy)phenyl]-, (2E)-
[EINECS(EC#)]

1308068-626-2
[Molecular Formula]

C21H22O9
[MDL Number]

MFCD00272145
[MOL File]

5041-81-6.mol
[Molecular Weight]

418.39
Chemical PropertiesBack Directory
[Melting point ]

185-186℃
[Boiling point ]

743.5±60.0 °C(Predicted)
[density ]

1.528
[storage temp. ]

4°C, protect from light
[solubility ]

Soluble in methan
[form ]

powder
[pka]

7.46±0.35(Predicted)
[color ]

Ochre
[biological source]

plant
[Major Application]

metabolomics
vitamins, nutraceuticals, and natural products
[InChI]

InChI=1/C21H22O9/c22-10-17-18(26)19(27)20(28)21(30-17)29-13-5-1-11(2-6-13)3-8-15(24)14-7-4-12(23)9-16(14)25/h1-9,17-23,25-28H,10H2/b8-3+/t17-,18-,19+,20-,21-/s3
[InChIKey]

YNWXJFQOCHMPCK-RQOZFYCLNA-N
[SMILES]

[C@@H]1([C@H](O)[C@H]([C@H](O)[C@@H](CO)O1)O)OC1=CC=C(/C=C/C(=O)C2C=CC(O)=CC=2O)C=C1 |&1:0,1,3,4,6,r|
Safety DataBack Directory
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Chemical Properties]

Yellow crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from licorice.
[Uses]

It is a natural product derived from plant source th at finds application in compound screening libraries, metabolomics, phytochemical, and pharmaceutical research.
[Definition]

ChEBI: A monosaccharide derivative that is trans-chalcone substituted by hydroxy groups at positions 2' and 4' and a beta-D-glucopyranosyloxy group at position 4 respectively.
[Biological Activity]

Isoliquiritin triggers apoptotic cell death by increasing the levels of p53 and p21 in A549 non-small cell lung cancer cells while also inhibiting the p53-dependent pathway and revealing interactions with Akt activities. FutherIsoliquiritin has demonstrated neuroprotective activity against oxidative stress and has the capability to restrain the growth of microbial pathogens.
[in vivo]

Isoliquiritin (0.31-3.1 mg/kg, i.p., once a day for 5 days) inhibits granuloma angiogenesis in mice[1].
Isoliquiritin (10-40 mg/kg, oral gavage) shows antidepressant-like effects in FST and TST tests in mice[2].
Isoliquiritin ((10 mg/kg/bw/day, p.o.) shows anti-oxidative and anti-Inflammatory properties, and relieves cationic BSA-Induced membranous glomerulonephritis in experimental rat model[5].

Animal Model:Mice in Forced Swimming Test (FST) and the Tail Suspension Test (TST)[2]
Dosage:10, 20 and 40 mg/kg
Administration:oral gavage
Result:Reduced the immobility time in the FST and TST in mice.
Increased 5-HT and NE level and Reduced the ratio of 5-HIAA/5-HT in the hippocampus, hypothalamus and cortex.
[target]

HIV
[storage]

4°C, protect from light
Spectrum DetailBack Directory
[Spectrum Detail]

ISOLIQUIRITIN(5041-81-6)1HNMR
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