1.0 2011-09-21 01:58:41 UTC 2017-04-03 05:02:20 UTC FDB029626 15-Deoxy-delta-12,14-prostaglandin J2 2-glycerol ester 15-deoxy-Δ12,14-Prostaglandin J2-2-glycerol ester (15-deoxy-Δ12,14-PGJ2-2-glycerol ester) is formed from PGD2 by the elimination of two molecules of water. It binds selectively to PPARγ with an EC50 value of 2 ?M in a murine chimera system.1,2 15-deoxy-Δ12,14-PGJ2-2-glycerol ester is more potent than PGD2, Δ12-PGJ2, and PGJ2 in stimulating lipogenesis in C3H10T1/2 cells. The EC50 value for induction of adipocyte differentiation in cultured fibroblasts is 7 ?M.1 PG glycerol esters are generated by the action of cyclooxygenase-2 on the endocannabinoid 2-arachidonyl glycerol.3 The biosynthesis of PGH, PGD, PGE, PGF, and TXA-2-glyceryl ester compounds have all been documented. While the stability and metabolism of these PG products has been investigated,4 little is known about their intrinsic biological activity. [HMDB] 15-deoxy-delta-12,14-PGJ2-2-glycerol ester 15-Deoxy-Delta12,14-pgj2-2-glycerol ester 15-Deoxy-Delta12,14-prostaglandin j2-2-glycerol ester 15-Deoxy-Δ12,14-pgj2-2-glycerol ester 15-Deoxy-Δ12,14-prostaglandin j2-2-glycerol ester C23H34O5 390.5131 390.240624198 1,3-dihydroxypropan-2-yl (5Z)-7-[(1S,5E)-5-[(2Z)-oct-2-en-1-ylidene]-4-oxocyclopent-2-en-1-yl]hept-5-enoate 1,3-dihydroxypropan-2-yl (5Z)-7-[(1S,5E)-5-[(2Z)-oct-2-en-1-ylidene]-4-oxocyclopent-2-en-1-yl]hept-5-enoate 56-81-5 CCCCC\C=C/C=C1/C(=O)C=C[C@@H]1C\C=C/CCCC(=O)OC(CO)CO InChI=1S/C23H34O5/c1-2-3-4-5-6-10-13-21-19(15-16-22(21)26)12-9-7-8-11-14-23(27)28-20(17-24)18-25/h6-7,9-10,13,15-16,19-20,24-25H,2-5,8,11-12,14,17-18H2,1H3/b9-7-,10-6-,21-13+/t19-/m0/s1 JGKIBUMNHSZUSL-WZOKZYBXSA-N belongs to the class of organic compounds known as prostaglandins and related compounds. These are unsaturated carboxylic acids consisting of a 20 carbon skeleton that also contains a five member ring, and are based upon the fatty acid arachidonic acid. Prostaglandins and related compounds Organic compounds Lipids and lipid-like molecules Fatty Acyls Eicosanoids Aliphatic homomonocyclic compounds 2-monoacylglycerols Carboxylic acid esters Cyclic ketones Fatty acid esters Hydrocarbon derivatives Monocarboxylic acids and derivatives Organic oxides Primary alcohols 2-acyl-sn-glycerol Alcohol Aliphatic homomonocyclic compound Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic ketone Fatty acid ester Glycerolipid Hydrocarbon derivative Ketone Monoacylglycerol Monocarboxylic acid or derivatives Monoradylglycerol Organic oxide Organic oxygen compound Organooxygen compound Primary alcohol Prostaglandin skeleton Solid logp 4.44 ALOGPS logs -4.46 ALOGPS solubility 1.36e-02 g/l ALOGPS logp 4.28 ChemAxon pka_strongest_acidic 14.28 ChemAxon pka_strongest_basic -3 ChemAxon iupac 1,3-dihydroxypropan-2-yl (5Z)-7-[(1S,5E)-5-[(2Z)-oct-2-en-1-ylidene]-4-oxocyclopent-2-en-1-yl]hept-5-enoate ChemAxon average_mass 390.5131 ChemAxon mono_mass 390.240624198 ChemAxon smiles CCCCC\C=C/C=C1/C(=O)C=C[C@@H]1C\C=C/CCCC(=O)OC(CO)CO ChemAxon formula C23H34O5 ChemAxon inchi InChI=1S/C23H34O5/c1-2-3-4-5-6-10-13-21-19(15-16-22(21)26)12-9-7-8-11-14-23(27)28-20(17-24)18-25/h6-7,9-10,13,15-16,19-20,24-25H,2-5,8,11-12,14,17-18H2,1H3/b9-7-,10-6-,21-13+/t19-/m0/s1 ChemAxon inchikey JGKIBUMNHSZUSL-WZOKZYBXSA-N ChemAxon polar_surface_area 83.83 ChemAxon refractivity 115.47 ChemAxon polarizability 45.35 ChemAxon rotatable_bond_count 15 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 40156 Specdb::CMs 161377 Specdb::MsMs 562771 Specdb::MsMs 562772 Specdb::MsMs 562773 Specdb::MsMs 2293065 Specdb::MsMs 2293066 Specdb::MsMs 2293067 Specdb::MsMs 2329488 Specdb::MsMs 2329489 Specdb::MsMs 2329490 Specdb::MsMs 2645166 Specdb::MsMs 2645167 Specdb::MsMs 2645168 Specdb::MsMs 2680275 Specdb::MsMs 2680276 Specdb::MsMs 2680277 HMDB13656