W0769

Sigma-Aldrich

Wogonin hydrate

≥98% (HPLC), solid

Synonym(s):
5,7-Dihydroxy-8-methoxyflavone
Empirical Formula (Hill Notation):
C16H12O5 · xH2O
Molecular Weight:
284.26 (anhydrous basis)
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

solid

solubility

DMSO: ≥20 mg/mL

storage temp.

2-8°C

SMILES string

O.COc1c(O)cc(O)c2C(=O)C=C(Oc12)c3ccccc3

InChI

1S/C16H12O5.H2O/c1-20-15-12(19)7-10(17)14-11(18)8-13(21-16(14)15)9-5-3-2-4-6-9;/h2-8,17,19H,1H3;1H2

InChI key

XLCSETHCROERAU-UHFFFAOYSA-N

General description

Wogonin is a flavonoid component of Scutellaria baicalensis Georgi roots.

Application

Wogonin hydrate has been used to enhance the cytotoxicity of oxaliplatin in gastric cancer cells and zebrafish xenograft model and to test its effect on the expression and secretion of adiponectin in mature 3T3-L1 adipocytes.

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

Wogonin is an anti-inflammatory agent and COX-2 inhibitor, which inhibits the induction of both iNOS and COX-2. Wogonin inhibits COX-2 (IC50 = 46 μM) without affecting COX-1. Wogonin inhibits iNOS induction and thus inhibts activation-induced C6 glial cell death. Specifically, Wogonin inhibits NF-kappaB-mediated iNOS induction.
Wogonin co-treatment enhances apoptosis and antitumor potential of chemotherapeutic drug, oxaliplatin in gastric cancer cells. It also improves the efficacy of fluorouracil and paclitaxel. Wogonin anti-oxidative functionality may be useful in treating neurodegenerative and inflammatory diseases.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Matthew F Cusick et al.
Journal of virology, 87(3), 1849-1860 (2012-12-14)
Viral infections of the central nervous system (CNS) can trigger an antiviral immune response, which initiates an inflammatory cascade to control viral replication and dissemination. The extent of the proinflammatory response in the CNS and the timing of the release...
Chiu-Mei Lin et al.
The American journal of Chinese medicine, 40(2), 415-427 (2012-03-16)
Constitutive activation of the Janus kinase (JAK)/signal transducer and activator of transcription (STAT) pathway occurs commonly in cancer cells and endothelial cells, and contributes to angiogenesis. Wogonin is a compound with many biologically relevant properties. We previously reported that wogonin...
Dae-Hee Lee et al.
Cellular signalling, 24(11), 2216-2225 (2012-08-01)
We investigated the molecular basis of the ability of wogonin to control the intracellular signaling cascades of AMP-activated protein kinase (AMPK). This activity induces antitumor activities in glioblastoma multiforme (GBM) cells. Recently, the evolutionarily conserved serine/threonine kinase AMPK has emerged...
Tingqin Yan et al.
Diagnostic pathology, 9, 154-154 (2014-11-30)
Oxidative stress causes the defects of retinal pigment epithelial (RPE) cells that contribute to age-related macular degeneration (AMD). This study was conducted to determine whether wogonin could prevent H2O2-induced oxidative stress in RPE cells. A RPE cell line, ARPE-19, was...
Hui-Ying Li et al.
Journal of biomedicine & biotechnology, 2012, 267890-267890 (2012-04-27)
This work is to study the baicalin and its three analogs, baicalin, wogonoside, and wogonin, on the protective effect of neuron from oxygen-glucose deprivation (OGD) and toll-like receptor 2 (TLR2) expression in OGD damage. The results showed that baicalin and...
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