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AB142471

Wogonin, COX-2 inhibitor

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MW 284.26 Da, Purity >98%. Cell permeable COX-2 inhibitor (IC50 = 46 μM). Also inhibits CDK7 and CDK9 activity (IC50 values are 12.3 and 0.19 μM for CDK7 and CDK9 respectively). Anti-inflammatory reagent and apoptosis inducer. Active in vivo.

View Alternative Names

Cyclooxygenase, Cyclooxygenase 2b, Cyclooxygenase-2, EC 1.14.99.1, GRIPGHS, Glucocorticoid-regulated inflammatory Prostaglandin G/H synthase, Glucocorticoid-regulated inflammatory cyclooxygenase, Macrophage activation-associated marker protein P71/73, OTTHUMP00000033524, PES-2, PGG/HS, PGH synthase 2, PGH2_HUMAN, PGHS-2, PHS 2, PHS II, PTGS2, Prostaglandin G/H synthase, Prostaglandin G/H synthase 2, Prostaglandin G/H synthase 2 precursor, Prostaglandin G/H synthase and cyclooxygenase, Prostaglandin H2 synthase 2, Prostaglandin-endoperoxide synthase 2, TIS10, TIS10 protein, fj02a10, hCox 2, prostaglandin-endoperoxide synthase 2 (prostaglandin G/H synthase and cyclooxygenase), ptgs2a, unp1239, wu:fj02a10

2 Images
Immunocytochemistry/ Immunofluorescence - Wogonin, COX-2 inhibitor (AB142471)
  • ICC/IF

Unknown

Immunocytochemistry/ Immunofluorescence - Wogonin, COX-2 inhibitor (AB142471)

ab32087 staining MCL1 in HCT116 cells treated with wogonin (ab142471), by ICC/IF. Decrease of MCL1 expression correlates with increased concentration of wogonin, as described in literature.
The cells were incubated at 37°C for 2h in media containing different concentrations of ab142471 (wogonin) in DMSO, fixed with 4% formaldehyde for 10 minutes at room temperature and blocked with PBS containing 10% goat serum, 0.3 M glycine, 1% BSA and 0.1% tween for 2h at room temperature. Staining of the treated cells with ab32087 (1/100) dilution was performed overnight at 4°C in PBS containing 1% BSA and 0.1% tween. A DyLight® 488 anti-rabbit polyclonal antibody (ab96899) at 1/250 dilution was used as the secondary antibody. Nuclei were counterstained with DAPI and are shown in blue.

Chemical Structure - Wogonin, COX-2 inhibitor (AB142471)
  • Chemical Structure

Lab

Chemical Structure - Wogonin, COX-2 inhibitor (AB142471)

2D chemical structure image of ab142471, Wogonin, COX-2 inhibitor

Key facts

CAS number

632-85-9

Purity

>98%

Source

Scutellaria Baicalensis Georgi

Molecular weight

284.26 Da

Molecular formula

C<sub>1</sub><sub>6</sub>H<sub>1</sub><sub>2</sub>O<sub>5</sub>

PubChem

5281703

Nature

Native

Solubility

Soluble in DMSO to 50 mM

Biochemical name

Wogonin

Biological description

Cell permeable COX-2 inhibitor (IC50 = 46 μM). Also inhibits CDK7 and CDK9 activity (IC50 values are 12.3 and 0.19 μM for CDK7 and CDK9 respectively). Anti-inflammatory reagent and apoptosis inducer. Active in vivo.

Canonical smiles

COC1=C(C=C(C2=C1OC(=CC2=O)C3=CC=CC=C3)O)O

InChi

InChI=1S/C16H12O5/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

InChiKey

XLTFNNCXVBYBSX-UHFFFAOYSA-N

IUPAC Name

5,7-dihydroxy-8-methoxy-2-phenylchromen-4-one

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate long-term storage conditions
-20°C
Storage information
Store under desiccating conditions|The product can be stored for up to 12 months

Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

Cyclooxygenase 2 also known as COX2 is an enzyme involved in the conversion of arachidonic acid to prostaglandins which are lipid compounds with hormone-like effects. It has alternative names including prostaglandin-endoperoxide synthase 2. The molecular weight of COX2 is approximately 72 kDa. This enzyme is expressed in various tissues including the brain kidneys and areas of inflammation. COX2 expression increases during inflammatory responses and is induced by pro-inflammatory cytokines.
Biological function summary

COX2 plays a significant role in the inflammatory response and is part of the complex process of synthesizing prostaglandins. These compounds mediate inflammation and pain making COX2 an important target for understanding these processes. COX2 is not ubiquitously expressed but rather is induced in activated macrophages and other cells during inflammatory conditions. Its function is also important for normal physiological processes like ovulation and implantation.

Pathways

COX2 is essential in the prostaglandin biosynthesis pathway connecting it to the arachidonic acid metabolism pathway. Cyclooxygenase 2 works with phospholipase A2 which releases arachidonic acid from the phospholipid membrane. COX2 then converts this acid to prostaglandin H2 a precursor for other prostaglandins. COX1 the other isoform of cyclooxygenase is closely related to COX2 and while they have different expression patterns they share some functional similarities in these pathways.

COX2 is connected to inflammatory conditions like arthritis and cancer. Its expression often increases in various cancer types contributing to tumor growth and metastasis by promoting angiogenesis and suppressing immune responses. The enzyme is also linked to rheumatoid arthritis where its overexpression exacerbates inflammation. COX2 inhibitors like ketorolac tromethamine or naproxen structure mitigate symptoms by decreasing prostaglandin synthesis. These inhibitors also interact with COX1 but selective inhibition of COX2 targets inflammation more effectively with fewer gastric side effects associated with COX1 inhibition.

Product protocols

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