D8440
15-Deoxy-Δ12,14-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
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About This Item
Empirical Formula (Hill Notation):
C20H28O3
CAS Number:
Molecular Weight:
316.43
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352211
EC Number:
201-185-2
MDL number:
Quality Level
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
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).
Disclaimer
Supply conditions do not apply to the regions and states of Brazil: North, Northeast, Mato Grosso do Sul, Mato Grosso, and Rio Grande do Sul.
signalword
Danger
hcodes
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3
target_organs
Central nervous system
supp_hazards
Storage Class
3 - Flammable liquids
wgk
WGK 2
flash_point_f
15.8 °F - closed cup
flash_point_c
-9 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves
Regulatory Information
危险化学品
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Gas chromatographic-mass spectrometric measurement of 15-deoxy-delta(12,14)-prostaglandin J(2), the peroxisome proliferator-activated receptor gamma ligand, in urine.
C Thévenon et al.
Clinical chemistry, 47(4), 768-770 (2001-03-29)
15-Deoxy-$\Delta$ (12, 14)-prostaglandin J2 induces vascular endothelial cell apoptosis through the sequential activation of MAPKS and p53
Ho TC, et al.
Test, 283(44), 30273-30288 (2008)
L Chastine Bell-Parikh et al.
The Journal of clinical investigation, 112(6), 945-955 (2003-09-17)
15-deoxy-Delta12,14-PGJ2 (15d-PGJ2) has been identified as an endogenous ligand for PPARgamma, inducing adipogenesis in vitro. Additional roles for this molecule in the propagation and resolution of inflammation, ligation of NF-kappaB, and mediation of apoptosis have been proposed. However, quantitative, physiochemical
Global Trade Item Number
| SKU | GTIN |
|---|---|
| D8440-100UG | 04061838070760 |