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LM4114

Avanti

27-hydroxycholesterol (D6)

Avanti Research™ - A Croda Brand

Sinônimo(s):

cholest-5-ene-3β,27-diol(d6)

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About This Item

Fórmula empírica (Notação de Hill):
C27H40D6O2
Número CAS:
1246302-95-3
Peso molecular:
408.69
Código UNSPSC:
12352100
NACRES:
NA.25

Formulário

methanol solution

embalagem

pkg of 1 × 1 mL (LM4114-1EA)

fabricante/nome comercial

Avanti Research™ - A Croda Brand

concentração

~10 μg/mL (Refer to C of A for lot specific concentration. )

aplicação(ões)

lipidomics
metabolomics

Condições de expedição

dry ice

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

[H][C@@]12[C@]([C@](CC[C@H](O)C3)(C)C3=CC2)([H])CC[C@@]4(C)[C@@]1([H])CC[C@]4([H])[C@]([H])(C)CCCC([2H])(C(O)([2H])[2H])C([2H])([2H])[2H]

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/i1D3,17D2,18D

chave InChI

FYHRJWMENCALJY-CDBHVEDQSA-N

Descrição geral

27-hydroxycholesterol is an abundant oxysterol in circulation.[1]

Aplicação

27-hydroxycholesterol (D6) or cholest-5-ene-3β,27-diol(d6) has been used as an internal standard to measure the concentration of 27-hydroxycholesterol in the pre- and post-statin-treated serum samples by mass spectrometry.[2]

Ações bioquímicas/fisiológicas

27-hydroxycholesterol is known to induce breast cancer cell proliferation and metastatic progression in experimental models.[2] It might serve as a ligand for liver X receptors (LXR) and farnesoid X-activated receptors (FXRs). 27-hydroxycholesterol controls the action of hydrocymethylglutaryl-CoA reductase. It promotes cholesterol efflux from the vascular endothelium.[3]

Embalagem

2 mL Amber Glass Sealed Ampule (LM4114-1EA)

Informações legais

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Palavra indicadora

Danger

Classificações de perigo

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

Órgãos-alvo

Eyes

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

49.5 °F - closed cup

Ponto de fulgor (°C)

9.7 °C - closed cup

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I Björkhem et al.
Journal of lipid research, 42(3), 366-371 (2001-03-20)
Infants with the cholesterol synthesis defect Smith- Lemli-Opitz syndrome (SLO) have reduced activity of the enzyme 7-dehydrocholesterol-7-reductase and accumulate 7-dehydrocholesterol, with the highest concentration in the brain. As a result of the generally reduced content of cholesterol, plasma levels of
Jeffrey Molendijk et al.
Biomolecules, 10(5) (2020-05-21)
Esophageal adenocarcinoma (EAC) incidence has been rapidly increasing, potentially associated with the prevalence of the risk factors gastroesophageal reflux disease (GERD), obesity, high-fat diet (HFD), and the precursor condition Barrett's esophagus (BE). EAC development occurs over several years, with stepwise
Siker Kimbung et al.
Endocrine-related cancer, 24(7), 339-349 (2017-04-27)
The impact of systemic 27-hydroxycholesterol (27HC) and intratumoral CYP27A1 expression on pathobiology and clinical response to statins in breast cancer needs clarification. 27HC is an oxysterol produced from cholesterol by the monooxygenase CYP27A1, which regulates intracellular cholesterol homeostasis. 27HC also
Veera Venkata Ratnam Bandaru et al.
BMC neuroscience, 15, 137-137 (2014-12-30)
Cholesterol metabolism is important for the maintenance of myelin and neuronal membranes in the central nervous system. Blood concentrations of the brain specific cholesterol metabolite 24S-hydroxysterol to the peripheral metabolite 27-hydroxycholesterol may be useful surrogate markers for neurodegenerative diseases including
Byoungjae Kong et al.
Nature communications, 10(1), 185-185 (2019-01-16)
Membrane-disrupting agents that selectively target virus versus host membranes could potentially inhibit a broad-spectrum of enveloped viruses, but currently such antivirals are lacking. Here, we develop a nanodisc incorporated with a decoy virus receptor that inhibits virus infection. Mechanistically, nanodiscs
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