Isoliquiritin (Standard)

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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 Number	5041-81-6
PubChem CID	5318591
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 Formula	C21H22O9
Molecular Weight	418.4
XLogP	1.7
Topological Polar Surface Area	157
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	6
Heavy Atom Count	30
Formal Charge	0
Complexity	589

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

CAS: 5041-81-6

CID: 5318591

Formula: C21H22O9

MW: 418.4

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	418.4
XLogP3	1.7
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	6
Exact Mass	418.12638228
Monoisotopic Mass	418.12638228
Topological Polar Surface Area	157 Å²
Heavy Atom Count	30
Formal Charge	0
Complexity	589
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

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300488	Isoliquiritin
300489	Isoliquiritin apioside
A14552-5	Isoliquiritin 5mg

Isoliquiritin (Standard)

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