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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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Dr. Gustavo Molina Guzmán, Chilean exile, dies at age 68.
American journal of public health, 69(2), 189-189 (1979-02-01)
Ya-Xian Wu et al.
International immunopharmacology, 90, 107187-107187 (2020-11-30)
Sophoricoside (SOP), an isoflavone glycoside isolated from seed of Sophora japonica L., has been reported to have various pharmacological activities, including anti-cancer, anti-allergy and anti-inflammation. However, the effect of SOP on lipopolysaccharides (LPS)-acute lung injury (ALI) is completely unclear. Here
Treatment of tendonitis in horses.
A E Goodship et al.
The Veterinary record, 130(6), 127-127 (1992-02-08)

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