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27-Hydroxycholesterol

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Category Cholesterol
Catalog NO. BPG-3281
Product Name 27-Hydroxycholesterol
CAS 20380-11-4
Molecular Formula C27H46O2
Molecular Weight 402.65
27-Hydroxycholesterol
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Description 27-Hydroxycholesterol, a desmosterol metabolite found in the brain , activates LXRα (EC50= 85 nM)and LXRβ (EC50= 71 nM) in vitro. 27-HC is also an estrogen receptor partial agonist. It suppresses β-estradiol-mediated breast cancer cell proliferation in vitro.
Synonyms cholest-(25R)-5-ene-3β,27-diol; (25R)-Cholest-5-ene-3β,26-diol; 27-OHC; 5,25R-Cholesten-3beta,26-diol; (25R)-26-​Hydroxycholesterol
IUPAC Name (3S,8S,9S,10R,13R,14S,17R)-17-[(2R,6R)-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]phenanthren-3-ol
SMILES CC(CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)CO
InChI 1S/C27H46O2/c1-18(17-28)6-5-7-19(2)23-10-11-24-22-9-8-20-16-21(29)12-14-26(20,3)25(22)13-15-27(23,24)4/h8,18-19,21-25,28-29H,5-7,9-17H2,1-4H3/t18-,19-,21+,22+,23-,24+,25+,26+,27-/m1/s1
InChIKey FYHRJWMENCALJY-YSQMORBQSA-N
Boiling Point 517.1±23.0°C (Predicted)
Melting Point 171-173°C
Purity >99%
Density 1.03±0.1 g/cm3 (Predicted)
Solubility Soluble in Chloroform (Slightly, Heated), Methanol (Slightly, Heated, Sonicated)
Related CAS 13095-61-9 (rac-isomer)
Appearance White to Pale Brown Solid
Shelf Life 1 Year
Storage Store at -20°C
Exact Mass 402.35
Hygroscopic No
Light Sensitive No
Percent Composition C 80.54%, H 11.51%, O 7.95%

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