700035P
Avanti
7β-hydroxycholesterol
Avanti Research™ - A Croda Brand
Sinônimo(s):
cholest-5-ene-3b,7b-diol; 110809
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About This Item
Fórmula empírica (Notação de Hill):
C27H46O2
Número CAS:
Peso molecular:
402.65
Código UNSPSC:
12352211
NACRES:
NA.25
Produtos recomendados
descrição
cholest-5-en-3β,7β-diol
Ensaio
>99% (TLC)
forma
powder
embalagem
pkg of 1 × 10 mg (700035P-10mg)
pkg of 1 × 25 mg (700035P-25mg)
pkg of 1 × 5 mg (700035P-5mg)
fabricante/nome comercial
Avanti Research™ - A Croda Brand
Condições de expedição
dry ice
temperatura de armazenamento
−20°C
InChI
1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20?,21-,22+,23+,24+,25+,26+,27-/m1/s1
chave InChI
OYXZMSRRJOYLLO-ISPKDCJXSA-N
Descrição geral
7β-hydroxycholesterol (7β-OHC) is an oxysterol synthesized by the oxidation of the low-density lipoprotein (LDL). It is primarily catabolized to bile acid in the liver.
Aplicação
7β-hydroxycholesterol has been used:
- as an internal oxysterol standard in liquid chromatography–mass spectrometry (LC-MS) for the quantification of sterols associated with cholesterol biosynthesis in neurospheres post inhibitor AY9944 treatment
- to reconstitute high-density lipoprotein (HDL) for anti-apoptotic studies in insulinoma cell line INS1e
- as a cholesterol oxidation product standard in ultra high-performance liquid chromatography (UHPLC) coupled with high- resolution quadrupole time-of-flight (Q-TOF) mass spectrometry
Ações bioquímicas/fisiológicas
7β-hydroxycholesterol (7β-OHC) favors apoptosis via caspase 8 based mitochondrial pathway. It also hinders cancer cell survival by generating reactive oxygen species(ROS). The levels of 7β-OHC are elevated in the cerebrospinal fluid of multiple sclerosis and Alzheimer′s disease (AD) patients. 7β-OHC also promotes oxiapoptophagy and demyelination. It activates mitogen-activated protein kinases and modulates intracellular Ca2+ homeostasis and may contribute to the disorganization of Golgi and endoplasmic reticulum membranes.
Embalagem
5 mL Amber Glass Screw Cap Vial (700035P-10mg)
5 mL Amber Glass Screw Cap Vial (700035P-25mg)
5 mL Amber Glass Screw Cap Vial (700035P-5mg)
Informações legais
Avanti Research is a trademark of Avanti Polar Lipids, LLC
geralmente comprado junto com este produto
Código de classe de armazenamento
11 - Combustible Solids
Classe de risco de água (WGK)
WGK 3
Ponto de fulgor (°F)
Not applicable
Ponto de fulgor (°C)
Not applicable
Certificados de análise (COA)
Busque Certificados de análise (COA) digitando o Número do Lote do produto. Os números de lote e remessa podem ser encontrados no rótulo de um produto após a palavra “Lot” ou “Batch”.
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Amira Zarrouk et al.
Biochimie, 153, 210-219 (2018-07-14)
Some oxysterols resulting either from enzymatic oxidation or autoxidation of cholesterol are associated with age-related diseases including neurodegenerative diseases. Among these oxysterols, 7β-hydroxycholesterol (7β-OHC) is often found at increased levels in patients. It is therefore important to identify molecules or
Kyoung Ah Kang et al.
Biological & pharmaceutical bulletin, 28(8), 1377-1380 (2005-08-05)
The cytotoxic activity of 7beta-hydroxycholesterol (7beta-OHC) was evaluated on human NCI-H460 lung cancer cells. 7beta-OHC decreased clonogenic survival of NCI-H460 in a dose dependent pattern. 7beta-OHC induced apoptosis in NCI-H460, with the characteristic features like increase in sub-G(1) hypodiploid (apoptotic)
M P Ares et al.
Atherosclerosis, 153(1), 23-35 (2000-11-04)
In the present study, we characterize the early cytotoxic effects of 7beta-hydroxycholesterol, a major cytotoxin in oxidized LDL, in human aortic smooth muscle cells. Within a few minutes after addition, 7beta-hydroxycholesterol induced Ca(2+) oscillations with a frequency of approximately 0.3-0.4
Changguang Wang et al.
International journal of pharmaceutics, 569, 118576-118576 (2019-07-31)
Cholesterol is one of the major structural constituents in a liposomal bilayer. Cholesterol is susceptible to various reactions in the presence of oxygen, heat, light, certain metals, and radicals during manufacturing or storage, which may cause to generate cholesterol oxidation
Sinead Lordan et al.
International journal of toxicology, 27(3), 279-285 (2008-06-24)
The induction of apoptosis in cells of the arterial wall is a critical event in the development of atheroma. 7beta-Hydroxycholesterol (7beta-OH) and cholesterol-5beta,6beta-epoxide (beta-epoxide) are components of oxLDL and have previously been shown to be potent inducers of apoptosis. However
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