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
pka 15.03±0.70(Predicted)
form  solid
color  White or pale yellow
biological source synthetic (organic)
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)  Exclamation Mark (GHS07)Health Hazard (GHS08)
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
Storage Class 11 - Combustible Solids

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