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700021P

Avanti

27-hydroxycholesterol

Avanti Polar Lipids

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C27H46O2
CAS-Nummer:
20380-11-4
Molekulargewicht:
402.65
UNSPSC-Code:
12352211
NACRES:
NA.25

Beschreibung

cholest-(25R)-5-ene-3β,27-diol

Assay

>99% (TLC)

Form

powder

Verpackung

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

Hersteller/Markenname

Avanti Polar Lipids

Versandbedingung

dry ice

Lagertemp.

−20°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

InChIKey

FYHRJWMENCALJY-YSQMORBQSA-N

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Allgemeine Beschreibung

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.

Anwendung

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. Wirkung

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.

Verpackung

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)

Rechtliche Hinweise

Avanti Research is a trademark of Avanti Polar Lipids, LLC

auch häufig zusammen mit diesem Produkt gekauft

Produkt-Nr.
Beschreibung
Preisangaben

700019P

25-hydroxycholesterol, Avanti Polar Lipids

700035P

7β-hydroxycholesterol, Avanti Polar Lipids

700061P

24(S)-hydroxycholesterol, Avanti Polar Lipids

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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24(R)-hydroxycholesterol

7β-hydroxycholesterol Avanti Polar Lipids

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700035P

7β-hydroxycholesterol

25-Hydroxycholesterin ≥98%

Sigma-Aldrich

H1015

25-Hydroxycholesterin

7α-hydroxycholesterol Avanti Polar Lipids

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700034P

7α-hydroxycholesterol

7-ketocholesterol Avanti Polar Lipids

Avanti

700015P

7-ketocholesterol

Lanosterin ≥93%, powder

Sigma-Aldrich

L5768

Lanosterin

Cholesterin Sigma Grade, ≥99%

Sigma-Aldrich

C8667

Cholesterin

Jacques E Rossouw et al.
Circulation, 126(13), 1577-1586 (2012-08-31)
Menopausal hormone therapy (MHT) increases the risk of coronary heart disease (CHD) in older women with elevated low-density lipoprotein (LDLC) levels. The endogenous estrogen receptor antagonist 27-hydroxycholesterol (27OHC) is correlated with LDLC levels and may block the beneficial effects of
Valéria S Nunes et al.
Clinica chimica acta; international journal of clinical chemistry, 433, 169-173 (2014-03-25)
HDL is considered the most important mechanism for the excretion of intracellular cholesterol. The liver is the only organ capable to metabolize cholesterol into bile acid. The enzymatic conversion of cholesterol to bile acid is dependent on the cytochrome P450
Ratna Karuna et al.
Atherosclerosis, 214(2), 448-455 (2010-12-07)
Secretion of 27-hydroxycholesterol (27OHC) from macrophages is considered as an alternative to HDL-mediated reverse transport of excess cholesterol. We investigated 27OHC-concentrations in plasma of humans and mice with monogenic disorders of HDL metabolism. As compared to family controls mutations in
Qian Wu et al.
Cell reports, 5(3), 637-645 (2013-11-12)
To date, estrogen is the only known endogenous estrogen receptor (ER) ligand that promotes ER+ breast tumor growth. We report that the cholesterol metabolite 27-hydroxycholesterol (27HC) stimulates MCF-7 cell xenograft growth in mice. More importantly, in ER+ breast cancer patients
Maura Heverin et al.
Journal of lipid research, 46(5), 1047-1052 (2005-03-03)
Side chain oxidized oxysterols have a unique ability to traverse lipophilic membranes. We tested the hypothesis that there is a net flux of 27-hydroxycholesterol from the circulation into the brain using plasma samples collected from the internal jugular vein and
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