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
SMILES
OC[C@H]1O[C@@H](OC2=CC=C(\C=C\C(=O)C3=CC=C(O)C=C3O)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
| 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
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: map04115 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24247527 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Protective effect of isoliquiritin against corticosterone-induced neurotoxicity in PC12 cells. | 2017-03-22 |
|
| Antidepressant-like effects of liquiritin and isoliquiritin from Glycyrrhiza uralensis in the forced swimming test and tail suspension test in mice. | 2008-07-01 |
|
| Inhibitory effect of isoliquiritin, a compound in licorice root, on angiogenesis in vivo and tube formation in vitro. | 1995-10 |
|
| Anti-human immunodeficiency virus phenolics from licorice. | 1988-06 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/18289754
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8593441
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
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2Y348H1V4W
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