27-hydroxycholesterol | 700021





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Molecular Formula
Percent Composition
C 80.54%, H 11.51%, O 7.95%
1 Year
CAS Number
CAS Registry Number is a Registered Trademark of the American Chemical Society
Molecular Weight
Exact Mass
cholest-5-ene-3ß,27-diol, (25R)
GIF Graphics File. 
GIF Graphics File. 
MDL Molfile. 
CDX File. 
Kim, S.M., B.Y. Kim, S.A. Lee, S.K. Eo, Y. Yun, C.D. Kim, and K. Kim. (2014). 27-Hydroxycholesterol and 7alpha-hydroxycholesterol trigger a sequence of events leading to migration of CCR5-expressing Th1 lymphocytes. Toxicol Appl Pharmacol 274:462-70. [PubMed]Nunes, V.S., N.B. Panzoldo, C.C. Leanca, E.S. Parra, V.S. Zago, E.J. da Silva, P.M. Cazita, E.R. Nakandakare, E.C. de Faria, and E.C. Quintao. (2014). Increased 27-hydroxycholesterol plasma level in men with low high density lipoprotein-cholesterol may circumvent their reduced cell cholesterol efflux rate. Clin Chim Acta 433:169-73. [PubMed]Gamba, P., M. Guglielmotto, G. Testa, D. Monteleone, C. Zerbinati, S. Gargiulo, F. Biasi, L. Iuliano, G. Giaccone, A. Mauro, G. Poli, E. Tamagno, and G. Leonarduzzi. (2014). Up-regulation of beta-amyloidogenesis in neuron-like human cells by both 24- and 27-hydroxycholesterol: protective effect of N-acetyl-cysteine. Aging Cell 13:561-72. [PubMed]Kim, S.M., H. Jang, Y. Son, S.A. Lee, S.S. Bae, Y.C. Park, S.K. Eo, and K. Kim. (2013). 27-hydroxycholesterol induces production of tumor necrosis factor-alpha from macrophages. Biochem Biophys Res Commun 430:454-9. [PubMed]Nelson, E.R., S.E. Wardell, J.S. Jasper, S. Park, S. Suchindran, M.K. Howe, N.J. Carver, R.V. Pillai, P.M. Sullivan, V. Sondhi, M. Umetani, J. Geradts, and D.P. McDonnell. (2013). 27-Hydroxycholesterol links hypercholesterolemia and breast cancer pathophysiology. Science 342:1094-8. [PubMed]Wu, Q., T. Ishikawa, R. Sirianni, H. Tang, J.G. McDonald, I.S. Yuhanna, B. Thompson, L. Girard, C. Mineo, R.A. Brekken, M. Umetani, D.M. Euhus, Y. Xie, and P.W. Shaul. (2013). 27-Hydroxycholesterol promotes cell-autonomous, ER-positive breast cancer growth. Cell Rep 5:637-45. [PubMed]Rossouw, J.E., R.L. Prentice, J.E. Manson, A.K. Aragaki, J. Hsia, L.W. Martin, L. Kuller, K.C. Johnson, C. Eaton, R. Jackson, M. Trevisan, M. Allison, and R.C. Hoogeveen. (2012). Relationships of coronary heart disease with 27-hydroxycholesterol, low-density lipoprotein cholesterol, and menopausal hormone therapy. Circulation 126:1577-86. [PubMed]Shafaati, M., A. Marutle, H. Pettersson, A. Lovgren-Sandblom, M. Olin, I. Pikuleva, B. Winblad, A. Nordberg, and I. Bjorkhem. (2011). Marked accumulation of 27-hydroxycholesterol in the brains of Alzheimer's patients with the Swedish APP 670/671 mutation. J Lipid Res 52:1004-10. [PubMed]Karuna, R., A.G. Holleboom, M.M. Motazacker, J.A. Kuivenhoven, R. Frikke-Schmidt, A. Tybjaerg-Hansen, S. Georgopoulos, M. van Eck, T.J. van Berkel, A. von Eckardstein, and K.M. Rentsch. (2011). Plasma levels of 27-hydroxycholesterol in humans and mice with monogenic disturbances of high density lipoprotein metabolism. Atherosclerosis 214:448-55. [PubMed]Heverin, M., S. Meaney, D. Lutjohann, U. Diczfalusy, J. Wahren, and I. Bjorkhem. (2005). Crossing the barrier: net flux of 27-hydroxycholesterol into the human brain. J Lipid Res 46:1047-52. [PubMed]