11beta-Prostaglandin F2alpha-d4

11beta-Prostaglandin F2alpha-d4 (11beta-PGF2alpha-d4) is intended for use as an internal standard for the quantification of 11beta-PGF2alpha (Cay-16520) by GC- or LC-MS. 11beta-PGF2alpha is the primary metabolite of PGD2 (Cay-12010). It is formed from PGD2 via the NADPH-dependent aldo-keto reductase PGF synthase (PGFS, Cay-10007940) in the liver or lung. 11beta-PGF2alpha induces contraction of isolated cat iris sphincter, which endogenously expresses high levels of PGF2alpha (FP) receptors, with an EC50 value of 0.045 µM. It also induces contraction of isolated human bronchial smooth muscle when used at concentrations ranging from 0.1 to 30 µM. 11beta-PGF2alpha (0.1 and 1 µM) induces phosphorylation of ERK and CREB, as well as increases the viability of MCF-7 breast cancer cells stably expressing the FP receptor when used at concentrations of 0.1 and 1 µM.Formal Name: 9alpha,11beta,15S-trihydroxy-prosta-5Z,13E-dien-1-oic-3,3,4,4-d4 acid. CAS Number: 1240398-18-8. Synonyms: 9alpha,11beta-PGF2alpha-d4, 11beta-PGF2alpha-d4, 11-epi PGF2alpha-d4. Molecular Formula: C20H30D4O5. Formula Weight: 358.5. Purity: >99% deuterated forms (d1-d4). Formulation: (Request formulation change), A solution in ethanol. Solubility: Ethanol: 100 mg/ml, DMF: 100 mg/ml, DMSO: 100 mg/ml, PBS (pH 7.2): 10 mg/ml. SMILES: O[C@@H]1[C@H](/C=C/[C@H](O)CCCCC)[C@@H](C/C=C\C([2H])([2H])C([2H])([2H])CC(O)=O)[C@@H](O)C1. InChi Code: InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-19,21-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,18-,19-/m0/s1/i5D2,8D2. InChi Key: PXGPLTODNUVGFL-SGSFECARSA-N.