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SMB01065

Sigma-Aldrich

Neolicuroside

≥85% (LC/MS-ELSD)

Synonym(s):

4-O-(beta-D-apiofuranosyl(1-2)-beta-D-glucopyranosyl)isoliquiritigenin, Isoliquiritigenin-4′-O-apiosyl(1→2)glucoside, Isoliquiritin apioside

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About This Item

Empirical Formula (Hill Notation):
C26H30O13
CAS Number:
Molecular Weight:
550.51
MDL number:
UNSPSC Code:
12352205
NACRES:
NA.25

Pricing and availability is not currently available.

biological source

plant

Assay

≥85% (LC/MS-ELSD)

form

solid

mol wt

550.51

solubility

water: slightly soluble

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

InChI

1S/C26H30O13/c27-10-19-20(32)21(33)22(39-25-23(34)26(35,11-28)12-36-25)24(38-19)37-15-5-1-13(2-6-15)3-8-17(30)16-7-4-14(29)9-18(16)31/h1-9,19-25,27-29,31-35H,10-12H2/b8-3+/t19-,20-,21+,22-,23+,24-,25+,26-/m1/s1

InChI key

VMMVZVPAYFZNBM-KVFWHIKKSA-N

General description

Neolicuroside, also known as Isoliquiritin apioside, is a chalcone glycoside structurally related to steroidal saponins. This bioactive plant metabolite is commonly derived from the roots of Glycyrrhiza Sp. plants and has demonstrated anti-inflammatory, anti-tussive, anti-tumor, antigenotoxic(1), anti-diabetic, and antioxidant properties.
Natural product derived from plant source.

Application

It is a natural product derived from plant source that finds application in compound screening libraries, metabolomics, phytochemical, and pharmaceutical research.

Biochem/physiol Actions

Neolicuroside modulates signaling pathways (e.g., MAPK, NF-κB), impacting vital cell processes such as proliferation, differentiation, and apoptosis. Its multitargeted mechanism includes scavenging free radicals, suppressing pro-inflammatory cytokine production, inhibiting matrix metalloproteinase (MMP) activity and hindering cancer cell growth through apoptosis and cell cycle arrest. Furthermore, it also exerts immunomodulatory effects possibly by activating toll-like receptor 4 (TLR4).

Features and Benefits

  • High quality compound suitable for multiple research applications
  • Compatible with HPLC and mass spectrometry techniques

Other Notes

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Evaluation of antigenotoxic activity of isoliquiritin apioside from Glycyrrhiza glabra L
Kaur P, et al.
Toxicology in vitro, 23, 680-686 (2009)

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