Home Categories cholest-5-ene-3,25-diol
A2478912

cholest-5-ene-3,25-diol , >99% , 2140-46-7

Synonym(s):
110816;5-Cholestene-3β,25-diol

CAS NO.:2140-46-7

Empirical Formula: C27H46O2

Molecular Weight: 402.65

MDL number: MFCD00057815

Pack Size Price Stock Quantity
5MG RMB319.20 In Stock
10mg RMB478.40 In Stock
25MG RMB903.20 In Stock
50mg RMB1615.20 In Stock
100MG RMB2529.60 In Stock
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Update time: 2022-07-08

PRODUCT Properties

Melting point: 177-179 °C
Boiling point: 513.1±23.0 °C(Predicted)
Density  1.03±0.1 g/cm3(Predicted)
storage temp.  -20°C
solubility  chloroform: 50 mg/mL, clear, colorless to slightly yellow
form  solid
pka 15.03±0.70(Predicted)
color  White or pale yellow
Merck  13,4846
BRN  3161259
Stability: Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
InChIKey INBGSXNNRGWLJU-ZHHJOTBYSA-N
SMILES [C@@]12([H])CC[C@H]([C@H](C)CCCC(O)(C)C)[C@@]1(C)CC[C@]1([H])[C@@]3(C)CC[C@H](O)CC3=CC[C@@]21[H] |&1:0,4,5,14,18,20,24,30,r|

Description and Uses

25-hydroxy Cholesterol is an oxysterol. It is formed from cholesterol by cholesterol-25-hydroxylase, and its production can be induced by inflammation or infection. 25-hydroxy Cholesterol suppresses endogenous cholesterol synthesis by binding to insulin-induced gene (INSIG) proteins and preventing sterol regulatory element binding proteins (SREBPs) from being transported to the Golgi. It inhibits IgA class switching induced by LPS and various cytokines in B cells (IC50 = ~50 nM). 25-hydroxy Cholesterol inhibits replication of severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) in Vero cells (EC50 = 3.675 μM) and reduces increases in viral protein production in infected Vero cells when used prior to infection. It reduces viral RNA loads in the lung and trachea in a mouse model of SARS-CoV-2 infection when administered at a dose of 100 mg/kg per day. Serum levels of 25-hydroxy cholesterol are increased in mice expressing human angiotensin-converting enzyme 2 (hACE2), the functional receptor for SARS-CoV-2, in a model of SARS-CoV-2 infection and in a patient with COVID-19, the primarily respiratory disease caused by SARS-CoV-2.

25-Hydroxycholesterol was used to treat mouse neuroblastoma cells to activate the ABCA1 signaling and in studies related to fatty acid metabolism.

Safety

Symbol(GHS) 
GHS07,GHS08
Signal word  Warning
Hazard statements  H302-H312-H315-H319-H332-H335-H373
Precautionary statements  P261-P280-P305+P351+P338
Hazard Codes  Xn
Risk Statements  20/21/22-36/37/38-48
Safety Statements  26-36-45
WGK Germany  3
HS Code  29062990

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