Abcam, ab141015, (S)-(+)-Ibuprofen, Non-selective COX inhibitor

Size: 100mg
MW 206.28 Da, Purity >99%. Non-selective COX inhibitor (IC 50 values are 2.9 and 1.1 μM for COX1 and COX2, respectively). Non-steroidal anti-inflammatory drug (NSAID). Rapidly crosses the blood-brain barrier.
Key facts
CAS number:51146-56-6,
Purity:>99%,
Form:SolidSee storage information,
Molecular weight:206.28 Da,
Molecular formula:C13H18O2,
PubChem:39912,
Nature:Synthetic,
Solubility:Soluble in DMSO to 100 mMSoluble in ethanol to 100 mM,
Biochemical name:Dexibuprofen,
Biological description:Non-selective COX inhibitor (IC50 values are 2.9 and 1.1 μM for COX1 and COX2, respectively). Non-steroidal anti-inflammatory drug (NSAID). Rapidly crosses the blood-brain barrier.,
Canonical smiles:CC(C)CC1=CC=C(C=C1)C(C)C(=O)O,
Isomeric smiles:C[C@@H](C1=CC=C(C=C1)CC(C)C)C(=O)O,
InChi:InChI=1S/C13H18O2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15/h4-7,9-10H,8H2,1-3H3,(H,14,15)/t10-/m0/s1,
InChiKey:HEFNNWSXXWATRW-JTQLQIEISA-N,
IUPAC Name:(2S)-2-[4-(2-methylpropyl)phenyl]propanoic acid

Properties and Storage Information:
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 Information:
This supplementary information is collated from multiple sources and compiled automatically.
Cyclooxygenase (COX) enzymes including COX-1 and COX-2 also known as prostaglandin-endoperoxide synthase 1 and 2 are involved in the conversion of arachidonic acid to prostaglandins. COX-1 typically weighs about 70 kDa while COX-2 is around 72 kDa. COX-1 is constitutively expressed in most tissues providing homeostatic functions whereas COX-2 expression is inducible and often upregulated in specific tissues during inflammation or other pathophysiological conditions. COX enzymes are important targets for non-steroidal anti-inflammatory drugs (NSAIDs) including ibuprofen which acts as a COX inhibitor; these drugs help to reduce inflammation and pain.
Biological function summary
The cyclooxygenase enzymes play essential roles in mediating the inflammatory response regulating vascular homeostasis and protecting the gastric mucosa. COX-2 in particular is usually expressed during inflammatory processes and is part of the cellular response to cytokines and growth factors. It is involved in the synthesis of pro-inflammatory prostaglandins and when upregulated can significantly increase inflammation at the injury or infection site. COX inhibitors including ibuprofen and others target these enzymes to modulate these biological functions effectively.
Pathways
The COX enzymes are key components of the prostaglandin synthesis pathway. They catalyze the rate-limiting step of this pathway helping convert arachidonic acid to prostaglandin H2 a precursor of various prostaglandins and thromboxanes. COX-2's activity in the inflammation pathway is linked with the nuclear factor kappa B (NF-κB) pathway which regulates the immune response. AKR1C3 another enzyme related to the production of prostaglandins interacts in similar pathways highlighting the interconnected nature of these biological processes.
COX-2 is strongly associated with inflammation-related conditions such as arthritis and cancer. For instance overexpression of COX-2 is found in several cancers and contributes to tumor growth and metastasis. COX-1 while less associated with inflammation plays a role in maintaining gastrointestinal integrity. NSAIDs like ibuprofen which target COX enzymes help manage pain and inflammation in conditions like arthritis but can have side effects such as gastrointestinal irritation due to COX-1 inhibition. CXCR2 and TDP-43 are other proteins that may interact with the inflammatory pathways COX-2 is involved in potentially influencing both disease progression and therapy outcomes.