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

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Category	Bile Acid Standards
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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