D8440

15-Deoxy-Δ^12,14-prostaglandin J₂

≥95% (HPLC), 1 mg/mL in methyl acetate

• Synonym(s): 11-Oxoprosta-(5Z,9,12E,14E)-tetraen-1-oic acid, 15-Deoxy-Δ12,14-PGJ₂
• Empirical Formula (Hill Notation): C₂₀H₂₈O₃
• CAS Number: 87893-55-8
• Molecular Weight: 316.43
• EC Number: 201-185-2
• MDL number: MFCD00065806
• UNSPSC Code: 12352211
• PubChem Substance ID: 329798863
• NACRES: NA.77

Properties

• Quality Level: 200
• Assay: ≥95% (HPLC)
• form: liquid
• concentration: 1 mg/mL in methyl acetate
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: CCCCC\C=C\C=C1/[C@@H](C\C=C/CCCC(O)=O)C=CC1=O
• InChI: 1S/C20H28O3/c1-2-3-4-5-6-10-13-18-17(15-16-19(18)21)12-9-7-8-11-14-20(22)23/h6-7,9-10,13,15-17H,2-5,8,11-12,14H2,1H3,(H,22,23)/b9-7-,10-6+,18-13+/t17-/m0/s1
• InChI key: VHRUMKCAEVRUBK-GODQJPCRSA-N

Description

General description

15-Deoxy-Δ12,14-prostaglandin J2 (15d-PGJ2) is a prostaglandin J2 (PGJ2) metabolite and a naturally occurring derivative of prostaglandin D2. It is produced during inflammatory processes.

Application

15-Deoxy-Δ12,14-prostaglandin J2 has been used:

• to study its effect on lipid accumulation, viability/mitochondrial activity, and amount of vasculature in vascularized adipose tissue model
• as a peroxisome proliferator-activated receptor (PPARγ) agonist to activate intestinal fatty acid binding protein (I-FABP)-PPARγ pathway
• as a supplement in culture medium for induced neural stem/progenitor cells (NSPCs) differentiation

Biochem/physiol Actions

15-Deoxy-Δ12,14-prostaglandin J2 (15d-PGJ2) regulates inflammatory response in vivo. 15d-PGJ2 also elicits PPARγ-independent inhibition of nuclear factor (NF)-κB dependent transcription. It acts as an anti-angiogenic factor and triggers endothelial cell apoptosis.

Selective agonist to PPARγ (peroxisome proliferator-activated receptors). Inhibits the proliferation of cancer cell lines that express PPARγ and cyclooxygenase-2 (COX-2).

Safety Information

• Pictograms: GHS02,GHS07
• Signal Word: Danger
• Hazard Statements: H225,H319,H336
• Precautionary Statements: P210 - P233 - P240 - P241 - P242 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3
• Target Organs: Central nervous system
• Supplementary Hazards: EUH066
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 2
• Flash Point(F): 15.8 °F - closed cup
• Flash Point(C): -9 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves