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W0769

Wogonin hydrate

≥98% (HPLC), solid

Synonym(s):

5,7-Dihydroxy-8-methoxyflavone

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About This Item

Empirical Formula (Hill Notation):
C16H12O5 · xH2O
CAS Number:
Molecular Weight:
284.26 (anhydrous basis)
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
Pricing and availability is not currently available.
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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.[1]

Application

Wogonin hydrate has been used to enhance the cytotoxicity of oxaliplatin in gastric cancer cells and zebrafish xenograft model[1] and to test its effect on the expression and secretion of adiponectin in mature 3T3-L1 adipocytes.[2]

Biochem/physiol Actions

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.[1] Wogonin anti-oxidative functionality may be useful in treating neurodegenerative and inflammatory diseases.[2]
Wogonin is an anti-inflammatory agent and COX-2 inhibitor, which inhibits the induction of both iNOS and COX-2.
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.

Features and Benefits

This compound is featured on the Nitric Oxide Synthases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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This Item
PHL89825S7576SML0014
Wogonin phyproof® Reference Substance

PHL89825

Wogonin

assay

≥98% (HPLC)

assay

≥95.0% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

form

solid

form

-

form

powder or solid

form

powder

Quality Level

100

Quality Level

-

Quality Level

200

Quality Level

100

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

2-8°C

solubility

DMSO: ≥20 mg/mL

solubility

-

solubility

methanol: 1 mg/mL

solubility

DMSO: ≥10 mg/mL


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Articles

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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
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
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



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