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660430-03-5

660430-03-5 Structure

660430-03-5 Structure
IdentificationBack Directory
[Name]

Protectin D1
[CAS]

660430-03-5
[Synonyms]

NPD1
Protectin D1
Protectin D-1,Protectin D1
4,7,11,13,15,19-Docosahexaenoic acid, 10,17-dihydroxy-, (4Z,7Z,10R,11E,13E,15Z,17S,19Z)-
[Molecular Formula]

C22H32O4
[MOL File]

660430-03-5.mol
[Molecular Weight]

360.49
Chemical PropertiesBack Directory
[Boiling point ]

559.4±50.0 °C(Predicted)
[density ]

1.048±0.06 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

DMF: 50 mg/ml; DMSO: 50 mg/ml; Ethanol: 50 mg/ml; PBS (pH 7.2): 0.1 mg/ml
[form ]

Liquid
[pka]

4.58±0.10(Predicted)
[color ]

Colorless to light yellow
Hazard InformationBack Directory
[Description]

Protectin D1 is a specialized pro-resolving mediator (SPM) synthesized from docosahexaenoic acid (DHA; ). DHA is oxidized to 16S,17S-epoxy-protectin, which is converted to protectin D1 enzymatically. Protectin D1 increases phagocytosis of apoptotic polymorphonuclear leukocytes (PMNs) by macrophages in a non-phlogistic manner and is generated in vitro during macrophage-apoptotic interactions. It enhances phagocytosis in mice after 24 hours, but not at the initiation or peak of inflammation. It also decreases PMN infiltration in a zymosan-induced mouse model of inflammation when administered at a dose of 300 ng per animal. Protectin D1 (200 μg, i.v.) inhibits increases in neutrophil counts in bronchoalveolar fluid (BALF) and lung myeloperoxidase activity in a mouse model of pulmonary injury and inflammation induced by intratracheal LPS instillation. It also decreases pulmonary edema and promotes neutrophil apoptosis in BALF.
[Uses]

Protectin D1 is a potent anti-inflammatory lipid mediator.
[Definition]

ChEBI: Protectin D1 is a dihydroxydocosahexaenoic acid that is (4Z,7Z,11E,13E,15Z,19Z)-docosahexaenoic acid in which the two hydroxy substituents are located at positions 10 and 17 (the 10R,17S-stereoisomer). Protectin D1 is one of the specialised proresolving mediators. When produced in neural tissues, it is called neuroprotectin D1 It has a role as an anti-inflammatory agent, a neuroprotective agent, a PPARgamma agonist, an apoptosis inhibitor, a hepatoprotective agent, a human xenobiotic metabolite and a specialised pro-resolving mediator. It is a dihydroxydocosahexaenoic acid, a secondary allylic alcohol and a protectin.
[in vivo]

Protectin D1 (0.5, 1 μM/kg/day, i.p., once daily for 3 days) improves cardiac function and reduced infarct size in I/R-induced AMI rat model by inhibiting oxidative stress and inflammation[3]. Protectin D1 (0.08 mg/kg, i.p., single dose) exerts anti-inflammatory effects in CLP-induced sepsis rat model by reducing ROS concentration, inhibiting NALP3 inflammasome activation, and decreasing pro-inflammatory cytokine levels[4].

Animal Model:I/R-induced acute myocardial infarction (AMI) rat model, male Sprague Dawley rats (8 weeks old)[3]
Dosage:0.5 μM/kg, 1 μM/kg
Administration:Intraperitoneal injection (i.p.), once daily for 3 days before surgery
Result:Significantly reduced I/R-induced heart rate (HR), improved left ventricular ejection fraction (EF%) and fractional shortening (FS%), and reduced myocardial infarction area.
Animal Model:Cecal ligation and puncture (CLP)-induced sepsis Wistar rat model (8 weeks old, 200 g)[4]
Dosage:0.08 mg/kg
Administration:Intraperitoneal injection (i.p.), single dose (12 hours before surgery)
Result:Significantly reduced ROS concentration in hepatocytes of CLP-induced rats, decreased NALP3, ASC, and Caspase-1 expression levels, and lowered serum IL-18 and IL-1β concentrations.
[IC 50]

Human Endogenous Metabolite; IL-1β
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