A flavonoid with diverse biological activities
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Isoliquiritin

Item No. 30270

Technical Information
Formal Name
(2E)-1-(2,4-dihydroxyphenyl)-3-[4-(β-D-glucopyranosyloxy)phenyl]-2-propen-1-one
CAS Number
5041-81-6
Synonyms
  • Isoliquiritoside
Molecular Formula
C21H22O9
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 20 mg/mlDMSO: 20 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.50 mg/ml
λmax
229, 362 nm
SMILES
OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](OC2=CC=C(/C=C/C(C3=C(O)C=C(O)C=C3)=O)C=C2)O1
InChi Code
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
InChi Key
YNWXJFQOCHMPCK-LXGDFETPSA-N
Origin
Plant/Glycyrrhiza glabra
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Isoliquiritin is a flavonoid that has been found in G. uralensis roots and has diverse biological activities.1,2,3 It inhibits LPS-induced nitrite and prostaglandin E2 (PGE2; Item No. 14010) production in RAW 264.7 cells when used at a concentration of 1.6 µM.1 Isoliquiritin (5-500 µg/ml) inhibits tube formation by isolated rat aortic endothelial cells.2 In vivo, isoliquiritin reduces carmine content, a marker of blood vessel formation, and pouch fluid weight in a mouse model of adjuvant-induced pouch granuloma formation (ED50s = 1.46 and 0.771 mg/kg, respectively). It increases cortical, hippocampal, and hypothalamic serotonin (5-HT) and norepinephrine levels and decreases immobility time in the forced swim and tail suspension tests in mice when administered at doses ranging from 10 to 40 mg/kg.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kim, J.Y., Park, S.J., Yun, K.J., et alIsoliquiritigenin isolated from the roots of Glycyrrhiza uralensis inhibits LPS-induced iNOS and COX-2 expression via the attenuation of NF-κB in RAW 264.7 macrophages. Eur. J. Pharmacol. 584(1), 175-184 (2008).

    2. Kobayashi, S., Miyamoto, T., Kimura, I., et alInhibitory effect of isoliquiritin, a compound in licorice root, on angiogenesis in vivo and tube formation in vitro. Biol. Pharm. Bull. 18(10), 1382-1386 (1995).

    3. Wang, W., Hu, X., Zhao, Z., et alAntidepressant-like effects of liquiritin and isoliquiritin from Glycyrrhiza uralensis in the forced swimming test and tail suspension test in mice. Prog. Neuropsychopharmacol. Biol. Psychiatry 32(5), 1179-1184 (2008).