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7α,25-Dihydroxycholesterol

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Category	Natural Sterols
Catalog NO.	BPG-3289
Product Name	7α,25-Dihydroxycholesterol
CAS	64907-22-8
Molecular Formula	C27H46O3
Molecular Weight	418.65

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Product Information

Description	7α,25-Dihydroxycholesterol has been found to be an agonist of GPR183 and could desensitize B cells expressing GPR183 and reduce their movement to splenic follicles.
Synonyms	7alpha,25-OHC; (3β,7α)-Cholest-5-ene-3,7,25-triol; Cholest-5-ene-3beta,7alpha,25-triol; 5-Cholesten-3beta,7alpha,25-triol
IUPAC Name	(3S,7S,8S,9S,10R,13R,14S,17R)-17-[(2R)-6-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)(C)O)C1CCC2C1(CCC3C2C(C=C4C3(CCC(C4)O)C)O)C
InChI	InChI=1S/C27H46O3/c1-17(7-6-12-25(2,3)30)20-8-9-21-24-22(11-14-27(20,21)5)26(4)13-10-19(28)15-18(26)16-23(24)29/h16-17,19-24,28-30H,6-15H2,1-5H3/t17-,19?,20-,21+,22-,23-,24+,26+,27-/m1/s1
InChIKey	BQMSKLCEWBSPPY-PAIVBMSOSA-N
Purity	≥98% by HPLC
Appearance	White Solid
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. Bhatt B, Zhu H, Patel N, Singh N. Role of G-Protein Coupled Receptors in Chemotaxis of Innate Lymphoid Cells. Methods Mol Biol. 2020;2121:93-98. doi: 10.1007/978-1-0716-0338-3_9. PMID: 32147789. PubMed ID: 32147789.
2. Crick PJ, Yutuc E, Abdel-Khalik J, Saeed A, Betsholtz C, Genove G, Björkhem I, Wang Y, Griffiths WJ. Formation and metabolism of oxysterols and cholestenoic acids found in the mouse circulation: Lessons learnt from deuterium-enrichment experiments and the CYP46A1 transgenic mouse. J Steroid Biochem Mol Biol. 2019 Sep 18;195:105475. doi: 10.1016/j.jsbmb.2019.105475. [Epub ahead of print]...PubMed ID: 31541728.
3. Baptista AP, Gola A, Huang Y, Milanez-Almeida P, Torabi-Parizi P, Urban JF Jr, Shapiro VS, Gerner MY, Germain RN. The Chemoattractant Receptor Ebi2 Drives Intranodal Naive CD4+ T Cell Peripheralization to Promote Effective Adaptive Immunity. Immunity. 2019 May 21;50(5):1188-1201.e6. doi: 10.1016/j.immuni.2019.04.001. Epub 2019 Apr 30. PubMed ID: 31053504.
4. Collins PL, Cella M, Porter SI, Li S, Gurewitz GL, Hong HS, Johnson RP, Oltz EM, Colonna M. Gene Regulatory Programs Conferring Phenotypic Identities to Human NK Cells. Cell. 2019 Jan 10;176(1-2):348-360.e12. doi: 10.1016/j.cell.2018.11.045. Epub 2018 Dec 27. PubMed ID: 30595449.

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