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Key Documents

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:
Molecular Weight:
432.38
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.25

Quality Level

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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