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D8440

Sigma-Aldrich

15-Deoxy-Δ12,14-prostaglandin J2

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

Synonym(e):

11-Oxoprosta-(5Z,9,12E,14E)-tetraen-1-oic acid, 15-Deoxy-Δ12,14-PGJ2

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About This Item

Empirische Formel (Hill-System):
C20H28O3
CAS-Nummer:
87893-55-8
Molekulargewicht:
316.43
EG-Nummer:
201-185-2
MDL-Nummer:
MFCD00065806
UNSPSC-Code:
12352211
PubChem Substanz-ID:
329798863
NACRES:
NA.77

Qualitätsniveau

200

Assay

≥95% (HPLC)

Form

liquid

Konzentration

1 mg/mL in methyl acetate

Versandbedingung

wet ice

Lagertemp.

−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

InChIKey

VHRUMKCAEVRUBK-GODQJPCRSA-N

Allgemeine Beschreibung

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.

Anwendung

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. Wirkung

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).

Piktogramme

FlameExclamation mark
GHS02,GHS07

Signalwort

Danger

Gefahreneinstufungen

Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

Zielorgane

Central nervous system

Zusätzliche Gefahrenhinweise

EUH066

Lagerklassenschlüssel

3 - Flammable liquids

WGK

WGK 2

Flammpunkt (°F)

15.8 °F - closed cup

Flammpunkt (°C)

-9 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves

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Oncotarget, 7(40), 64690-64701 (2016-09-08)
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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.
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