7α,27-dihydroxycholesterol

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Category	Oxysterols
Catalog NO.	BPG-3302
Product Name	7α,27-dihydroxycholesterol
CAS	4725-24-0
Molecular Formula	C27H46O3
Molecular Weight	418.65

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Product Information

Description	7α,27-dihydroxycholesterol is used as a precursor in the biosynthesis of bile acids and plays a role in the regulation of cholesterol homeostasis. Can also act as an endogenous selective LXR modulator, potentially used in the treatment of metabolic diseases and cholesterol-related disorders.
Synonyms	7alpha,27-dihydroxycholesterol; 5-Cholestene-3beta,7alpha,26-triol; Cholest-5-ene-3beta,7alpha,26-triol
IUPAC Name	(3S,7S,8S,9S,10R,13R,14S,17R)-17-[(2R)-7-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol
Canonical SMILES	CC(CCCC(C)C1CCC2C1(CCC3C2C(C=C4C3(CCC(C4)O)C)O)C)CO
InChI	InChI=1S/C27H46O3/c1-17(16-28)6-5-7-18(2)21-8-9-22-25-23(11-13-27(21,22)4)26(3)12-10-20(29)14-19(26)15-24(25)30/h15,17-18,20-25,28-30H,5-14,16H2,1-4H3/t17?,18-,20+,21-,22+,23+,24-,25+,26+,27-/m1/s1
InChIKey	RXMHNAKZMGJANZ-DTTSCKGMSA-N
Boiling Point	552.6°C at 760 mmHg
Purity	>99%
Density	1.08 g/cm3
Appearance	Powder
Shelf Life	1 Year
Storage	Store at -20°C
Exact Mass	418.345
Hygroscopic	No
Light Sensitive	No
Percent Composition	C 77.46%, H 11.07%, O 11.46%

References

1. McDonald JG, Smith DD, Stiles AR, Russell DW. A comprehensive method for extraction and quantitative analysis of sterols and secosteroids from human plasma. J Lipid Res. 2012 Jul;53(7):1399-409. doi: 10.1194/jlr.D022285. Epub 2012 Apr 19. PMID: 22517925; PMCID: PMC3371252. PubMed ID: 22517925.

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