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Isoliquiritin (Standard)

CAT: 0804-HY-N0765RSize: 1 EachDry Ice: NoHazardous: No
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Description
Isoliquiritin (Standard) is the analytical standard of Isoliquiritin. This product is intended for research and analytical applications. Isoliquiritin, isolated from Licorice Root, inhibits angiogenesis and tube formation. Isoliquiritin also exhibits antidepressant-like, anti-oxidative, anti-Inflammatory effects and antifungal activity[1][2][3].
CAS Number
5041-81-6
UNSPSC
12352005
Target
Fungal; Reference Standards
Type
Reference compound
Related Pathways
Anti-infection; Others
Field of Research
Infection; Inflammation/Immunology; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/isoliquiritin-standard.html
Smiles
O[C@H]([C@@H](O)[C@@H]1O)[C@@H](O[C@@H]1CO)OC2=CC=C(/C=C/C(C(C=CC(O)=C3)=C3O)=O)C=C2
Molecular Formula
C21H22O9
Molecular Weight
418.39
References & Citations
[1]Kobayashi S, et al. Inhibitory effect of isoliquiritin, a compound in licorice root, on angiogenesis in vivo and tube formation in vitro. Biol Pharm Bull. 1995 Oct;18 (10) :1382-6.|[2]Wang W, et al. Antidepressant-like effects of liquiritin and isoliquiritin from Glycyrrhiza uralensis in the forced swimming test and tail suspension test in mice. Prog Neuropsychopharmacol Biol Psychiatry. 2008 Jul 1;32 (5) :1179-84.|[3]Luo J, et al. Antifungal Activity of Isoliquiritin and Its Inhibitory Effect against Peronophythora litchi Chen through a Membrane Damage Mechanism. Molecules. 2016 Feb 19;21 (2) :237.|[4]Zhou YZ, et al. Protective effect of isoliquiritin against corticosterone-induced neurotoxicity in PC12 cells. Food Funct. 2017 Mar 22;8 (3) :1235-1244. |[5]Liu Y, et al. Renoprotective Effects Of Isoliquiritin Against Cationic Bovine Serum Albumin-Induced Membranous Glomerulonephritis In Experimental Rat Model Through Its Anti-Oxidative And Anti-Inflammatory Properties. Drug Des Devel Ther. 2019 Oct 30;13:3735-3751.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards
Clinical Information
No Development Reported

Chemical Information

Isoliquiritin

Isoliquiritin is 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. It has a role as an antineoplastic agent and a plant metabolite. It is a beta-D-glucoside, a member of chalcones, a member of resorcinols and a monosaccharide derivative. It is functionally related to a trans-chalcone.

CAS Number5041-81-6
PubChem CID5318591
IUPAC Name(E)-1-(2,4-dihydroxyphenyl)-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-en-1-one
Molecular FormulaC21H22O9
Molecular Weight418.4
XLogP1.7
Topological Polar Surface Area157
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count9
Rotatable Bond Count6
Heavy Atom Count30
Formal Charge0
Complexity589
SMILES
C1=CC(=CC=C1/C=C/C(=O)C2=C(C=C(C=C2)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
InChI
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
InChIKey
YNWXJFQOCHMPCK-LXGDFETPSA-N
Chemical Structure
2D Structure
2D structure of Isoliquiritin
CAS: 5041-81-6
CID: 5318591
Formula: C21H22O9
MW: 418.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight418.4
XLogP31.7
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count9
Rotatable Bond Count6
Exact Mass418.12638228
Monoisotopic Mass418.12638228
Topological Polar Surface Area157 Ų
Heavy Atom Count30
Formal Charge0
Complexity589
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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