700019 | 25-hydroxycholesterol

cholest-5-ene-3ß,25-diol


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5mg 700019P-5mg 700019P-5mg 1 x 5mg $167.20
10mg 700019P-10mg 700019P-10mg 1 x 10mg $262.40
100mg 700019P-100mg 700019P-100mg 1 x 100mg $1,334.00
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25-hydroxycholesterol

25-hydroxycholesterol

cholest-5-ene-3ß,25-diol

Avanti’s unique sterol reverses cataracts in mice. Gestwicki’s team ...... settled on compound 29, a steroid found naturally in the bloodstream but not in the lens, which has no blood supply. Mice with age-related and hereditary cataracts received drops in the right eye, whereas the left eye went untreated. After just a few weeks, the treated eye was visibly clearer, says Gestwicki, who conducted the work while at the University of Michigan. Cataract severity is measured on a scale of zero to four, with four being the worst case. On average, mice in the study had about a one-grade improvement in cataract severity after 4 weeks of treatment. Science DOI: 10.1126/science.aad7400
It has been recently shown that activation of a macrophage toll-like receptor (TLR) by microbial antigens induces synthesis of 25-hydroxycholesterol, and that this oxysterol potently suppresses IgA production (see References). You can find additional information on this compound at the following link:
Hygroscopic
No
Light Sensitive
No
Molecular Formula
C27H46O2
Percent Composition
C 80.54%, H 11.51%, O 7.95%
Purity
>99%
Stability
1 Year
Storage Temperature
-20°C
CAS Number
2140-46-7
CAS Registry Number is a Registered Trademark of the American Chemical Society
Formula Weight
402.653
Exact Mass
402.350
Synonyms
110816

Miyazaki T, Sasaki SI, Toyoda A, Wei FY, Shirai M, Morishita Y, Ikegami T, Tomizawa K, Honda A. Impaired bile acid metabolism with defectives of mitochondrial-tRNA taurine modification and bile acid taurine conjugation in the taurine depleted cats. Sci Rep. 2020 Mar 18;10(1):4915. doi: 10.1038/s41598-020-61821-6. PMID: 32188916; PMCID: PMC7080809.

PubMed ID: 32188916

Wnętrzak A, Chachaj-Brekiesz A, Kobierski J, Karwowska K, Petelska AD, Dynarowicz-Latka P. Unusual Behavior of the Bipolar Molecule 25-Hydroxycholesterol at the Air/Water Interface-Langmuir Monolayer Approach Complemented with Theoretical Calculations. J Phys Chem B. 2020 Feb 13;124(6):1104-1114. doi: 10.1021/acs.jpcb.9b10938. Epub 2020 Feb 3. PMID: 31972080.

PubMed ID: 31972080

Yalcinkaya M, Kerksiek A, Gebert K, Annema W, Sibler R, Radosavljevic S, Luetjohann D, Rohrer L, von Eckardstein A. HDL inhibits endoplasmic reticulum stress-induced apoptosis of pancreatic β-cells in vitro by activation of Smoothened. J Lipid Res. 2020 Jan 6:jlr.RA119000509. doi: 10.1194/jlr.RA119000509. Epub ahead of print. PMID: 31907205.

PubMed ID: 31907205

Hutchinson SA, Lianto P, Roberg-Larsen H, Battaglia S, Hughes TA, Thorne JL. ER-Negative Breast Cancer Is Highly Responsive to Cholesterol Metabolite Signalling. Nutrients. 2019 Nov 1;11(11). pii: E2618. doi: 10.3390/nu11112618.

PubMed ID: 31683867

Petersen D, Reinholdt P, Szomek M, Hansen SK, Poongavanam V, Dupont A, Heegaard CW, Krishnan K, Fujiwara H, Covey DF, Ory DS, Kongsted J, Wüstner D. Binding and intracellular transport of 25-hydroxycholesterol by Niemann-Pick C2 protein. Biochim Biophys Acta Biomembr. 2019 Sep 12:183063. doi: 10.1016/j.bbamem.2019.183063. [Epub ahead of print]

PubMed ID: 31521631

Patrick He, Aaron Smith, Ingrid C. Gelissen, Alaina J. Ammit. The effect of statins and the synthetic LXR agonist T0901317 on expression of ABCA1 transporter protein in human lung epithelial cell lines in vitro. Pharmacological Reports. 2019 August 17. doi: 10.1016/j.pharep.2019.08.006


Tajima N, Xiaoyan L, Taniguchi M, Kato N. 24S-hydroxycholesterol alters activity of large-conductance Ca2+-dependent K+ (slo1 BK) channel through intercalation into plasma membrane. Biochim Biophys Acta Mol Cell Biol Lipids. 2019 May 25. pii: S1388-1981(19)30085-X. doi: 10.1016/j.bbalip.2019.05.010. [Epub ahead of print]

PubMed ID: 31136842

Rossin D, Dias IHK, Solej M, Milic I, Pitt AR, Iaia N, Scoppapietra L, Devitt A, Nano M, Degiuli M, Volante M, Caccia C, Leoni V, Griffiths HR, Spickett CM, Poli G, Biasi F. Increased production of 27-hydroxycholesterol in human colorectal cancer advanced stage: Possible contribution to cancer cell survival and infiltration. Free Radic Biol Med. 2019 Mar 23;136:35-44. doi: 10.1016/j.freeradbiomed.2019.03.020. [Epub ahead of print]

PubMed ID: 30910555

Jo Y, Hamilton JS, Hwang S, Garland K, Smith GA, Su S, Fuentes I, Neelam S, Thompson BM, McDonald JG, DeBose-Boyd RA. Schnyder corneal dystrophy-associated UBIAD1 inhibits ER-associated degradation of HMG CoA reductase in mice. Elife. 2019 Feb 20;8. pii: e44396. doi: 10.7554/eLife.44396.

PubMed ID: 30785396

Wang X, Sun J, Zhao XE, Xu Y, Sun L, Zhu S, You J, Wang X. Stable isotope labeling derivatization coupled with magnetic dispersive solid phase extraction for the determination of hydroxyl-containing cholesterol and metabolites by in vivo microdialysis and ultra-high performance liquid chromatography tandem mass spectrometry. J Chromatogr A. 2019 Feb 14. pii: S0021-9673(19)30151-7. doi: 10.1016/j.chroma.2019.02.021. [Epub ahead of print]

PubMed ID: 30797576

Solheim S, Hutchinson SA, Lundanes E, Wilson SR, Thorne JL, Roberg-Larsen H. Fast liquid chromatography-mass spectrometry reveals side chain oxysterol heterogeneity in breast cancer tumour samples. J Steroid Biochem Mol Biol. 2019 Feb 16. pii: S0960-0760(18)30754-4. doi: 10.1016/j.jsbmb.2019.02.004. [Epub ahead of print]

PubMed ID: 30779932

Choi WS, Lee G, Song WH, Koh JT, Yang J, Kwak JS, Kim HE, Kim SK, Son YO, Nam H, Jin I, Park ZY, Kim J, Park IY, Hong JI, Kim HA, Chun CH, Ryu JH, Chun JS. The CH25H-CYP7B1-RORα axis of cholesterol metabolism regulates osteoarthritis. Nature. 2019 Feb;566(7743):254-258. doi: 10.1038/s41586-019-0920-1. Epub 2019 Feb 6.

PubMed ID: 30728500

Makley, L.N., K.A. McMenimen, B.T. DeVree, J.W. Goldman, B.N. McGlasson, P. Rajagopal, B.M. Dunyak, T.J. McQuade, A.D. Thompson, R. Sunahara, R.E. Klevit, U.P. Andley, and J.E. Gestwicki. (2015). Pharmacological chaperone for alpha-crystallin partially restores transparency in cataract models. Science 350:674-7. [PubMed]

PubMed ID: 26542570

Reboldi, A., E.V. Dang, J.G. McDonald, G. Liang, D.W. Russell, and J.G. Cyster. (2014). Inflammation. 25-Hydroxycholesterol suppresses interleukin-1-driven inflammation downstream of type I interferon. Science 345:679-84. [PubMed]

PubMed ID: 25104388

Cyster, J.G., E.V. Dang, A. Reboldi, and T. Yi. (2014). 25-Hydroxycholesterols in innate and adaptive immunity. Nat Rev Immunol 14:731-43. [PubMed]

PubMed ID: 25324126

Xu, L., Bai, Q., Rodriguez-Agudo, D., Hylemon, P.B., Heuman, D.M., Pandak, W.M., Ren, S. (2010) Regulation of Hepatocyte Lipid Metabolism and Inflammatory Response by 25-Hydroxycholesterol and 25-Hydroxycholesterol-3-sulfate. Lipids. 45:821-32. [PubMed]

PubMed ID: 20700770

Bauman, D.R., Bitmansour, A.D., McDonald, J.G., Thompson, B.M., Liang, G., Russell, D.W. (2009) 25-Hydroxycholesterol secreted by macrophages in response to Toll-like receptor activation suppresses immunoglobulin A production. Proc Natl Acad Sci U S A. 106:16764-9. [PubMed]

PubMed ID: 19805370