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700015P

Avanti

7-ketocholesterol

Avanti Research™ - A Croda Brand

동의어(들):

7-oxocholesterol; 7-oxo-5-cholesten-3β-ol-7-one; 5-cholesten-3β-ol-7-one; 3β-hydroxycholest-5-en-7-one; 110806

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모든 사진(2)

About This Item

실험식(Hill 표기법):
C27H44O2
CAS Number:
566-28-9
Molecular Weight:
400.64
MDL number:
MFCD00010474
UNSPSC 코드:
12352211
NACRES:
NA.25

설명

3β-hydroxy-5-cholestene-7-one

분석

>99% (TLC)

양식

powder

포장

pkg of 1 × 100 mg (700015P-100mg)
pkg of 1 × 5 mg (700015P-5mg)
pkg of 1 × 50 mg (700015P-50mg)

제조업체/상표

Avanti Research™ - A Croda Brand

배송 상태

dry ice

저장 온도

−20°C

SMILES string

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

InChI

1S/C27H44O2/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/h16-18,20-23,25,28H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,25+,26+,27-/m1/s1

InChI key

YIKKMWSQVKJCOP-ABXCMAEBSA-N

일반 설명

7-ketocholesterol is a major oxidation product of cholesterol.

애플리케이션

<ul>
<li><strong>Cytoprotective effects of linolenic acid on 7-ketocholesterol-induced damage:</strong> This study highlights how specific fatty acids can mitigate the toxic effects of 7-ketocholesterol in neural and vascular cells, emphasizing potential therapeutic applications for neurodegenerative and cardiovascular diseases (Yammine et al., 2024).</li>
</ul>

생화학적/생리학적 작용

7-ketocholesterol is a strong inhibitor of cytochrome P450 7A1. It modulates cholesterol homeostasis, cytotoxicity and apoptosis. 7-ketocholesterol stimulates inflammation, growth inhibition and vascular endothelial growth factor. Cellular accumulation of 7-ketocholesterol enhances oxidative stress, endoplasmic reticulum stress and apoptosis in macrophages.

포장

5 mL Amber Glass Screw Cap Vial (700015P-100mg)
5 mL Amber Glass Screw Cap Vial (700015P-50mg)
5 mL Amber Glass Screw Cap Vial (700015P-5mg)

법적 정보

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리 방문

Association of plasma 7-ketocholesterol with cardiovascular outcomes and total mortality in patients with coronary artery disease
Song J, et al.
Circulation Research, 120(10), 1622-1631 (2017)
7-Ketocholesterol
Lyons MA and Brown AJ
The International Journal of Biochemistry & Cell Biology, 31(3-4), 369-375 (1999)
Jesse A Rudd-Schmidt et al.
Nature communications, 10(1), 5396-5396 (2019-11-30)
Killer T cells (cytotoxic T lymphocytes, CTLs) maintain immune homoeostasis by eliminating virus-infected and cancerous cells. CTLs achieve this by forming an immunological synapse with their targets and secreting a pore-forming protein (perforin) and pro-apoptotic serine proteases (granzymes) into the
Samantha A Hutchinson et al.
Nutrients, 11(11) (2019-11-07)
Interventions that alter cholesterol have differential impacts on hormone receptor positive- and negative-breast cancer risk and prognosis. This implies differential regulation or response to cholesterol within different breast cancer subtypes. We evaluated differences in side-chain hydroxycholesterol and liver X nuclear
Raku Shinkyo et al.
The Journal of biological chemistry, 286(38), 33021-33028 (2011-08-05)
7-Ketocholesterol is a bioactive sterol, a potent competitive inhibitor of cytochrome P450 7A1, and toxic in liver cells. Multiple origins of this compound have been identified, with cholesterol being the presumed precursor. Although routes for formation of the 7-keto compound

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