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LM4114

Avanti

27-hydroxycholesterol (D6)

Avanti Research™ - A Croda Brand

Sinonimo/i:

cholest-5-ene-3β,27-diol(d6)

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About This Item

Formula empirica (notazione di Hill):
C27H40D6O2
Numero CAS:
1246302-95-3
Peso molecolare:
408.69
Codice UNSPSC:
12352100
NACRES:
NA.25

Stato

methanol solution

Confezionamento

pkg of 1 × 1 mL (LM4114-1EA)

Produttore/marchio commerciale

Avanti Research™ - A Croda Brand

Concentrazione

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

applicazioni

lipidomics
metabolomics

Condizioni di spedizione

dry ice

Temperatura di conservazione

−20°C

Stringa SMILE

[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
FYHRJWMENCALJY-CDBHVEDQSA-N

Descrizione generale

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

Applicazioni

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]

Azioni biochim/fisiol

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]

Confezionamento

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

Note legali

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Avvertenze

Danger

Indicazioni di pericolo

H225,H301 + H311 + H331,H370

Classi di pericolo

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

Organi bersaglio

Eyes

Codice della classe di stoccaggio

3 - Flammable liquids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

49.5 °F - closed cup

Punto d’infiammabilità (°C)

9.7 °C - closed cup

Elenchi normativi

Forniamo informazioni su eventuali restrizioni prevalentemente per i prodotti chimici. Per altre tipologie di prodotto siamo in grado di fornire soltanto informazioni limitate. Nessuna segnalazione significa che nessuno dei componenti è citato in un elenco. È dovere dell’utilizzatore assicurarsi che il prodotto venga impiegato in maniera sicura e a norme di legge.

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CAS No.

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Certificati d'analisi (COA)

Lot/Batch Number

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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
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
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
Nitai C Hait et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 34(3), 4293-4310 (2020-02-06)
Sphingosine kinase 2 (SphK2) is known to phosphorylate the nuclear sphingolipid metabolite to generate sphingosine-1-phosphate (S1P). Nuclear S1P is involved in epigenetic regulation of gene expression; however, the underlying mechanisms are not well understood. In this work, we have identified
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
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