7-keto Cholesterol-d7

7-keto Cholesterol-d7 is intended for use as an internal standard for the quantification of 7-keto cholesterol (Cay-16339) by GC- or LC-MS. 7-keto Cholesterol is a bioactive sterol and a major oxysterol component of oxidized LDL. It is produced by oxidation of cholesterol via ethanol-mediated lipid peroxidation or photodamage as well as oxidation of 7-dehydro cholesterol (Cay-14612) by the cytochrome P450 (CYP) isoform CYP7A1. 7-keto Cholesterol inhibits CYP7A1 (IC50 = ~1 µM). It induces activation and chemotaxis of retinal microglia as well as polarization to a pro-inflammatory state via NLRP3 inflammasome activation in vitro. Intraocular implantation of 7-keto cholesterol-coated wafers increases ocular levels of VEGF, IL-1beta, and GRO/KC, macrophage infiltration, and neovascularization in rat eye. Levels of 7-keto cholesterol in lipid deposits are increased in a variety of chronic diseases, including atherosclerosis, Alzheimer's disease, and age-related macular degeneration.Formal Name: 3beta-hydroxy-cholest-5-en-7-one-25,26,26,26,27,27,27-d7. CAS Number: 127684-08-6. Synonyms: Delta5-Cholesterol-3beta-ol-7-one-d7, 7-oxo Cholesterol-d7. Molecular Formula: C27H37D7O2. Formula Weight: 407.7. Purity: >99% deuterated forms (d1-d7). Formulation: (Request formulation change), A solid. Solubility: DMF: 2 mg/ml, DMSO: 0.1 mg/ml, Ethanol: 20 mg/ml. SMILES: O[C@H](C1)CC[C@@]2(C)C1=CC([C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@@H](CCCC(C([2H])([2H])[2H])([2H])C([2H])([2H])[2H])C)=O. InChi Code: InChI=1S/C27H44O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-23,25,28H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,25+,26+,27-/m1/s1/i1D3,2D3,17D. InChi Key: YIKKMWSQVKJCOP-KVZGVLACSA-N.