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7β-Hydroxycholesterol-[25,26,26,26,27,27,27-d7]

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Category Cholesterol
Catalog NO. BPG-3126
Product Name 7β-Hydroxycholesterol-[25,26,26,26,27,27,27-d7]
CAS 349553-97-5
Molecular Formula C27H39D7O2
Molecular Weight 409.70
7β-Hydroxycholesterol-[25,26,26,26,27,27,27-d7]
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Product Information

Description 7β-Hydroxycholesterol-[25,26,26,26,27,27,27-d7] is a labelled analog of 7β-Hydroxycholesterol, which is a metabolite of Cholesterol. Its membrane organizing properties could have implications in Altzheimer's disease.
Synonyms 7β-Hydroxycholesterol-25,26,26,26,27,27,27-D7; 7beta-hydroxy-cholesterol-d7; cholest-5-en-3beta,7beta-diol-d7; (3β,7β)-cholest-5-ene-25,26,26,26,27,27,27-d7-3,7-diol
IUPAC Name (3S,7R,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6,7,7,7-tetradeuterio-6-(trideuteriomethyl)heptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol
Canonical SMILES CC(C)CCCC(C)C1CCC2C1(CCC3C2C(C=C4C3(CCC(C4)O)C)O)C
InChI InChI=1S/C27H46O2/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/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,24+,25+,26+,27-/m1/s1/i1D3,2D3,17D
InChIKey OYXZMSRRJOYLLO-SVAMASIOSA-N
Purity 97% by CP; 98% atom D
Solubility Soluble in Methanol, DMF, DMSO, Ethanol
Related CAS 566-27-8 (unlabelled)
Appearance Off-white Solid
Shelf Life 1 Year
Storage Store at -20°C
Exact Mass 409.394
Hygroscopic No
Light Sensitive No
Percent Composition C 79.15%, H 13.04%, O 7.81%
References 1. Ménégaut L, Thomas C, Jalil A, Julla JB, Magnani C, Ceroi A, Basmaciyan L, Dumont A, Le Goff W, Mathew MJ, Rébé C, Dérangère V, Laubriet A, Crespy V, Pais de Barros JP, Steinmetz E, Venteclef N, Saas P, Lagrost L, Masson D. Interplay between Liver X Receptor and Hypoxia Inducible Factor 1α Potentiates Interleukin-1β Production in Human Macrophages. Cell Rep. 2020 May 19;31(7):107665. doi: 10.1016/j.celrep.2020.107665. PMID: 32433974. PubMed ID: 32433974.
2. Aires V, Labbé J, Deckert V, Pais de Barros JP, Boidot R, Haumont M, Maquart G, Le Guern N, Masson D, Prost-Camus E, Prost M, Lagrost L. Healthy adiposity and extended lifespan in obese mice fed a diet supplemented with a polyphenol-rich plant extract. Sci Rep. 2019 Jun 24;9(1):9134. doi: 10.1038/s41598-019-45600-6. PubMed ID: 31235831.
3. Kunz S, Matysik S. A comprehensive method to determine sterol species in human faeces by GC-triple quadrupole MS. J Steroid Biochem Mol Biol. 2019 Mar 25;190:99-103. doi: 10.1016/j.jsbmb.2019.03.014. [Epub ahead of print]...PubMed ID: 30923016.

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