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Merck
CN

C6012

胆甾-3,5-二烯

≥93% (HPLC)

别名:

Δ3,5-Cholestadiene, Cholesterilene

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关于此项目

经验公式(希尔记法):
C27H44
化学文摘社编号:
分子量:
368.64
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352211
EC Number:
212-021-4
MDL number:
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产品名称

胆甾-3,5-二烯, ≥93% (HPLC)

InChI key

RLHIRZFWJBOHHD-HKQCOZBKSA-N

InChI

1S/C27H44/c1-19(2)9-8-10-20(3)23-14-15-24-22-13-12-21-11-6-7-17-26(21,4)25(22)16-18-27(23,24)5/h6,11-12,19-20,22-25H,7-10,13-18H2,1-5H3/t20-,22+,23-,24+,25+,26+,27-/m1/s1

SMILES string

CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C=CCC[C@]4(C)[C@H]3CC[C@]12C

biological source

natural (organic)

assay

≥93% (HPLC)

form

powder

mp

78-80 °C (lit.)

shipped in

ambient

storage temp.

−20°C

Quality Level

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Application

胆固醇-3,5-二烯被用作 HPLC 法对不同类型的橄榄油和食用脂肪进行质量分析中的标准品。

Biochem/physiol Actions

胆甾-3,5-二烯是一种氧固醇,一种通过自氧化的胆固醇衍生物。Oxysterols 是胆固醇稳态的非基因组调节因子。它的生物学作用有蛋白质异戊烯化、细胞凋亡、鞘脂代谢调节和血小板聚集。氧固醇与肝 X 受体结合,调节胆固醇流出并减少细胞对胆固醇的摄取。

Preparation Note

胆甾-3,5-二烯在 50mg/ml 的氯仿中生成澄清无色的溶液。

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Characterization of Nonpolar Lipids and Selected Steroids by Using Laser-Induced Acoustic Desorption/Chemical Ionization, Atmospheric Pressure Chemical Ionization, and Electrospray Ionization Mass Spectrometry.
Jin Z, Daiya S, Kenttamaa HI.
International Journal of Mass Spectrometry and Ion Processes, 301, 234-239 (2011)
Jie Gao et al.
Journal of immunology (Baltimore, Md. : 1950), 203(5), 1131-1141 (2019-07-25)
The myeloid differentiation factor 2 (MD-2)-related lipid-recognition (ML) domain is found in multiple proteins, including MD-2, MD-1, Niemann-Pick disease type C2, and mite major allergen proteins. The significance of ML proteins in antibacterial signal transduction and in lipid metabolism has
R J Cenedella et al.
Biochemical and biophysical research communications, 186(3), 1647-1655 (1992-08-14)
In the course of measuring the concentration of cholesterol in an opacified dog cornea by gas-chromatography, relatively large amounts of an unidentified non-saponifiable lipid were recognized. When the unknown lipid was subjected to gas chromatographic-mass spectral analysis it displayed a
Determination of Edible Fat Refining by HPLC of δ 3, 5?Steradienes
Schulte E
European Journal of Lipid Science and Technology, 96, 124-128 (1994)
Agata A Bielska et al.
Trends in endocrinology and metabolism: TEM, 23(3), 99-106 (2012-01-17)
Tight regulation of cellular and plasma cholesterol is crucial to proper cellular functioning because excess free cholesterol is toxic to cells and is associated with atherosclerosis and heart disease. Cellular cholesterol homeostasis is regulated by enzymatically formed oxygenated cholesterol derivatives

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