15-deoxy-Delta12,14-Prostaglandin D2-d4

15-deoxy-Delta12,14-Prostaglandin D2-d4 (15-deoxy-Delta12,14-PGD2-d4) is an internal standard for the quantification of 15-deoxy-Delta12,14-PGD2 (Cay-12700) by GC- or LC-MS. 15-deoxy-Delta12,14-PGD2 is a metabolite of PGD2 (Cay-12010). It is an agonist of PGD2 receptor 2 (DP2) that binds DP2 (Ki = 50 nM for the mouse receptor expressed in HEK293 cell membranes) and induces activation of eosinophils (EC50 = 8 nM). It also stimulates the recruitment of steroid receptor coactivator-1 (SRC-1) to peroxisome proliferator-activated receptor gamma (PPARgamma) and induces PPARgamma-mediated transcription in a reporter assay when used at a concentration of 5 µM. 15-deoxy-Delta12,14-PGD2 is cytotoxic to L1210 murine leukemia cells (IC50 = 0.3 µg/ml). It inhibits ADP-induced platelet aggregation (IC50 = 320 ng/ml) less potently than PGD2.Formal Name: rac-(Z)-7-((1R,5S,E)-5-hydroxy-2-((E)-oct-2-en-1-ylidene)-3-oxocyclopentyl)hept-5-enoic-3,3,4,4-d4 acid. CAS Number: 2750534-91-7. Synonyms: 15-deoxy-Delta12,14-PGD2-d4. Molecular Formula: C20H26D4O4. Formula Weight: 338.5. Purity: >99% deuterated forms (d1-d4). Formulation: (Request formulation change), A solution in methyl acetate. Solubility: DMF: 20 mg/ml, DMSO: 20 mg/ml, Ethanol: 20 mg/ml, PBS (pH 7.2): 2.5 mg/ml. SMILES: O=C1/C([C@@H](C/C=C\C([2H])([2H])C([2H])([2H])CC(O)=O)[C@@H](O)C1)=C/C=C/CCCCC. InChi Code: InChI=1S/C20H30O4/c1-2-3-4-5-6-9-12-16-17(19(22)15-18(16)21)13-10-7-8-11-14-20(23)24/h6-7,9-10,12,17,19,22H,2-5,8,11,13-15H2,1H3,(H,23,24)/b9-6+,10-7-,16-12+/t17-,19+/m1/s1/i8D2,11D2. InChi Key: QUGBPWLPAUHDTI-REOPIEGSSA-N.