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700021P

Avanti

27-hydroxycholesterol

Avanti Research™ - A Croda Brand

Synonyme(s) :

27-hydroxycholesterol(25R); cholest-5-ene-3β,27-diol, (25R); 110818

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A propos de cet article

Formule empirique (notation de Hill) :
C27H46O2
Numéro CAS:
20380-11-4
Poids moléculaire :
402.65
MDL number:
MFCD00272990
UNSPSC Code:
12352211
NACRES:
NA.25
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description

cholest-(25R)-5-ene-3β,27-diol

assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 1 mg (700021P-1mg), pkg of 1 × 25 mg (700021P-25mg), pkg of 1 × 5 mg (700021P-5mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand

shipped in

dry ice

storage temp.

−20°C

SMILES string

O[C@H]1CC[C@@]2([C@@H]3[C@H]([C@H]4[C@@]([C@H](CC4)[C@@H](CCC[C@H](CO)C)C)(CC3)C)CC=C2C1)C

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

InChI key

FYHRJWMENCALJY-YSQMORBQSA-N

General description

27-hydroxycholesterol (27-HC) is synthesized from cholesterol by the action of sterol 27-hydroxylase in liver. It is an abundant oxysterol in the circulation ranging from 0.15 to 0.73 μM. 27-HC serves as a substrate for bile synthesis.

Application

27-hydroxycholesterol has been used:
  • to test its inhibitory effect on hepatic lipid accumulation
  • as liver X receptor (LXR) ligand in breast cancer cell lines
  • as a control in liquid chromatography with tandem mass spectrometry (LC-MS-MS) for the quantitation of 25-OHC in jejunum samples

Biochem/physiol Actions

27-hydroxycholesterol (27-HC) is a weak liver X receptor (LXR) agonist and a selective estrogen receptor modulator (SERM). Elevated levels of 27-HC is observed in hypercholesterolemia. 27-HC is implicated in breast cancer tumor and glioblastoma progression. 27-HC may help in treating non-alcoholic steatohepatitis. Elevated levels of 27-HC is associated with atherosclerotic lesions.

Packaging

5 mL Amber Glass Screw Cap Vial (700021P-1mg)
5 mL Amber Glass Screw Cap Vial (700021P-25mg)
5 mL Amber Glass Screw Cap Vial (700021P-5mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

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Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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