MW 376.4 Da, Purity >99%. Selective COX-1 inhibitor. Inhibits prolieration and induces cell cycle arrest at G0/G1 in vitro. Anti-inflammatory agent. Active in vivo and in vitro.
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- PLoS pathogens 17:e10099272021Host phospholipid peroxidation fuels ExoU-dependent cell necrosis and supports Pseudomonas aeruginosa-driven pathology.Applications:Unspecified applicationReactive species:Unspecified reactive speciesSalimata Bagayoko,Stephen Adonai Leon-Icaza,Miriam Pinilla,Audrey Hessel,Karin Santoni,David Péricat,Pierre-Jean Bordignon,Flavie Moreau,Elif Eren,Aurélien Boyancé,Emmanuelle Naser,Lise Lefèvre,Céline Berrone,Nino Iakobachvili,Arnaud Metais,Yoann Rombouts,Geanncarlo Lugo-Villarino,Agnès Coste,Ina Attrée,Dara W Frank,Hans Clevers,Peter J Peters,Céline Cougoule,Rémi Planès,Etienne MeunierPubMed 34516571
Key facts
- CAS number
- 74103-07-4
- Purity
- > 99%
- Form
- Solid
- Molecular weight
- 376.4 Da
- Molecular formula
- C19H24N2O6
- PubChem identifier
- 84003
- Nature
- Synthetic
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
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MW 376.4 Da, Purity >99%. Selective COX-1 inhibitor. Inhibits prolieration and induces cell cycle arrest at G0/G1 in vitro. Anti-inflammatory agent. Active in vivo and in vitro.
Key facts
- CAS number
- 74103-07-4
- Purity
- > 99%
- Form
- Solid
- Molecular weight
- 376.4 Da
- Molecular formula
- C19H24N2O6
- PubChem identifier
- 84003
- Nature
- Synthetic
- Biochemical name
- Ketorolac tromethamine
- Biological description
Selective COX-1 inhibitor. Inhibits prolieration and induces cell cycle arrest at G0/G1 in vitro. Anti-inflammatory agent. Active in vivo and in vitro.
- Canonical SMILES
- C1CN2C(=CC=C2C(=O)C3=CC=CC=C3)C1C(=O)O.C(C(CO)(CO)N)O
- InChI
- InChI=1S/C15H13NO3.C4H11NO3/c17-14(10-4-2-1-3-5-10)13-7-6-12-11(15(18)19)8-9-16(12)13;5-4(1-6,2-7)3-8/h1-7,11H,8-9H2,(H,18,19);6-8H,1-3,5H2
- InChIKey
- BWHLPLXXIDYSNW-UHFFFAOYSA-N
- IUPAC name
- 2-amino-2-(hydroxymethyl)propane-1,3-diol;5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid
Storage
- Shipped at conditions
- Ambient - Can Ship with Ice
- Appropriate short-term storage conditions
- Ambient
- Appropriate long-term storage conditions
- Ambient
- Storage information
- The product can be stored for up to 12 months
Supplementary info
- This supplementary information is collated from multiple sources and compiled automatically.
- Activity summary
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.
- Associated diseases and disorders
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.
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Chemical Structure - Ketorolac tromethamine, COX-1 inhibitor (ab142904)
2D chemical structure image of ab142904, Ketorolac tromethamine, COX-1 inhibitor
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