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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H22O9
Molecular Weight 418.394
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of ISOLIQUIRITIN

SMILES

OC[C@H]1O[C@@H](OC2=CC=C(\C=C\C(=O)C3=C(O)C=C(O)C=C3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI

InChIKey=YNWXJFQOCHMPCK-LXGDFETPSA-N
InChI=1S/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-/m1/s1

HIDE SMILES / InChI

Molecular Formula C21H22O9
Molecular Weight 418.394
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 1
Optical Activity UNSPECIFIED

Isoliquiritin is a flavonoid glycoside compound from licorice possessing a broad spectrum of pharmacological activities including antioxidant, anti-inflammatory, and anti-depression activities. It was shown that isoliquiritin has a cytoprotective effect on corticosterone-induced neurotoxicity in PC12 cells, which may be related to its antioxidant action, inhibition of [Ca2+]i overload, and inhibition of the mitochondrial apoptotic pathway. In addition, it was found that isoliquiritin inhibited the p53-dependent pathway and showed crosstalk between Akt activities. Thus isoliquiritin may be an alternative agent for the treatment of lung cancer.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown

Sample Use Guides

in mice: isoliquiritin at doses of 10, 20 and 40 mg/kg significantly reduced the immobility time in the FST and TST in mice 30 min after treatment
Route of Administration: Oral
In Vitro Use Guide
Isoliquiritin exhibited significant antifungal activity against the tested pathogens, especially, P. litchi Chen, with a minimum inhibitory concentration of 27.33 mg/L. The morphology of P. litchi Chen was apparently changed by isoliquiritin through cytoplasm leakage and distortion of mycelia.
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:19:21 UTC 2023
Edited
by admin
on Sat Dec 16 08:19:21 UTC 2023
Record UNII
2Y348H1V4W
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ISOLIQUIRITIN
Common Name English
ISOLIQUIRITOSIDE
Common Name English
2-PROPEN-1-ONE, 1-(2,4-DIHYDROXYPHENYL)-3-(4-(.BETA.-D-GLUCOPYRANOSYLOXY)PHENYL)-, (2E)-
Systematic Name English
Code System Code Type Description
PUBCHEM
5318591
Created by admin on Sat Dec 16 08:19:21 UTC 2023 , Edited by admin on Sat Dec 16 08:19:21 UTC 2023
PRIMARY
CAS
5041-81-6
Created by admin on Sat Dec 16 08:19:21 UTC 2023 , Edited by admin on Sat Dec 16 08:19:21 UTC 2023
PRIMARY
EPA CompTox
DTXSID901317746
Created by admin on Sat Dec 16 08:19:21 UTC 2023 , Edited by admin on Sat Dec 16 08:19:21 UTC 2023
PRIMARY
FDA UNII
2Y348H1V4W
Created by admin on Sat Dec 16 08:19:21 UTC 2023 , Edited by admin on Sat Dec 16 08:19:21 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT