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SMB00438

Sigma-Aldrich

Sophoricoside

≥98% (HPLC)

Synonym(s):

5′,7′-Dihydroxy-4′-glucosyloxyisoflavone, Genistein-4′-O-glucoside

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About This Item

Empirical Formula (Hill Notation):
C21H20O10
CAS Number:
152-95-4
Molecular Weight:
432.38
UNSPSC Code:
12352205
PubChem Substance ID:
329825016
NACRES:
NA.25

Quality Level

200

assay

≥98% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

OC1=CC(O)=C(C(C(C2=CC=C(O[C@H]3O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]3O)C=C2)=CO4)=O)C4=C1

InChI

1S/C21H20O10/c22-7-15-18(26)19(27)20(28)21(31-15)30-11-3-1-9(2-4-11)12-8-29-14-6-10(23)5-13(24)16(14)17(12)25/h1-6,8,15,18-24,26-28H,7H2/t15-,18-,19+,20-,21-/m0/s1

InChI key

ISQRJFLLIDGZEP-JDCPMNFLSA-N

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General description

Sophoricoside is an isoflavone glycoside found in the fruit of Sophora japonica. It is a structural isomer of genistin.

Biochem/physiol Actions

Sophoricoside (SOP) improves lipopolysaccharides (LPS)-induced acute lung injury (ALI) in mice by activating the adenosine monophosphate-activated protein kinase (AMPK)/nuclear factor erythroid 2-related factor 2 (Nrf2) signaling pathway. It also improves contact dermatitis by inhibiting the nuclear factor-kappa B (NF-κB) pathway in B cells in mice model.
Sophoricoside elicits anti-cancer, immunosuppressive, and anti-inflammatory activities. It inhibits proinflammatory cytokine production in human mast cells and has the potential to treat allergic inflammation diseases.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Su-Jin Kim et al.
Molecules (Basel, Switzerland), 18(5), 6113-6127 (2013-05-24)
Sophoricoside exhibits numerous pharmacological effects, including anti- inflammatory and anti-cancer actions, yet the exact mechanism that accounts for the anti-allergic effects of sophoricoside is not completely understood. The aim of the present study was to elucidate whether and how sophoricoside
L Chang et al.
Indian journal of pharmaceutical sciences, 75(3), 330-338 (2013-10-02)
A new, sensitive and selective high-performance liquid chromatography-tandem mass spectrometric method has been developed for the determination of six major flavonoids including sophoricoside, genistin, genistein, rutin, quercetin, kaempferol in Fructus sophorae. Principal component analysis and hierarchical clustering analysis were used

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