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CAS: 1250-95-9
分子式: C27H46O2
分子量: 402.66
英文名称: 
5,6-alpha-epoxy-5-alpha-cholestan-3-beta-o
5-alpha,6-alpha-epoxycholestanol
5,6-epoxy-, (3-beta,5-alpha,6-alpha)-cholestan-3-o
cholesterol 5-alpha,6-alpha-epoxide
cholesterol alpha-oxide
cholesterol oxide
cholesterol-alpha-epoxide
epoxycholesterol
cholesterol 5a,6a-epoxide
推荐供应商
货号品牌产品名称规格包装、参考价格详情
C868929MACKLIN胆固醇-5α,6α-环氧化物95%210元/50mg;   820元/200mg;   2330元/1g;   9980元/5g;   展开
储存:室温
状态:白色到几乎白色粉末到晶体
C1222TCICholesterol-5α,6α-epoxide>95.0%(GC)2640元/1G;   展开

基本信息

纯度/分析方法>95.0%(GC)
分子式/分子量C27H46O2 = 402.66
外观与形状(20℃)固体
Reaxys-RN89511
PubChem物质ID125308869
SDBS (AIST Spectral DB)11277
MDL编号MFCD00046980

技术规格

AppearanceWhite to Almost white powder to crystal
Purity(GC)min. 95.0 %
Melting point144.0 to 150.0 ℃
Specific rotation [a]20/D-47.0 to -51.0 deg(C=5, CHCl3)
Solubility in Chloroformalmost transparency

物性(参考值)

熔点147 ℃
比旋光度 [α]D-49° (C=5,CHCl3)
700032PAvanti5α,6α-epoxycholestanolAvanti Polar Lipids1006.14元/5 mg;   展开

产品说明

一般描述

5α,6α-epoxycholestanol (5α,6α-EC) is generated by cholesterol epoxidation and is a diastereoisomer of 5β,6β-epoxycholestanol (5β,6β-EC).

应用

5α,6α-epoxycholestanol has been used as a sterol internal standard in ultra-performance liquid chromatography–high resolution mass spectrometry (UPLC-ESI-HRMS) analysis to quantify mice brain sterols. It may be used in calibration curve generation for the quantification of phytosterols in food samples and as an internal standard for oxysterol quantification in biological samples by gas chromatography-mass spectrometry (GC-MS)

生化/生理作用

5α,6α-epoxycholestanol (5α,6α-EC) is a liver X receptor (LXR) antagonist. It mimics cholesterol in phosphatidylcholine vesicles and is a substrate for acyl-coenzyme A:cholesterol acyltransferase (ACAT). 5α,6α-EC is employed in anticancer treatments. It is catabolized by the enzyme cholesterol-5,6-epoxide hydrolase (ChEH) enzyme to 3β,5α,6β-triol. 5α,6α-EC impairs redox state and affects atherogenesis. The levels of 5α,6α-EC is elevated in hypercholesterolemia and mediates steroid receptor coactivator (SRC) recruitment.

包装

5 mL Amber Glass Screw Cap Vial (700032P-5mg)

基本信息

经验(实验)分子式C27H46O2
分子量402.65
NACRESNA.25

产品性质

测定>99% (TLC)
形式powder
包装pkg of 1 × 5 mg (700032P-5mg)
manufacturer/tradenameAvanti Polar Lipids 700032P
运输dry ice
储存温度−20℃
InChI1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24-27(29-24)16-19(28)11-14-26(27,5)23(20)12-13-25(21,22)4/h17-24,28H,6-16H2,1-5H3/t18-,19+,20+,21-,22+,23+,24+,25-,26-,27+/m1/s1
InChI keyPRYIJAGAEJZDBO-ZEQHCUNVSA-N

安全信息

储存分类代码13 - Non Combustible Solids
WGKWGK 3
闪点(F)Not applicable
闪点(C)Not applicable
C2773Sigma-AldrichCholesterol 5α,6α-epoxide1130.42元/50 MG;   展开

产品说明

应用

胆固醇5α, 6α-环氧化物已被加入到人动脉内皮细胞培养基中用于研究氧固醇诱导的细胞毒性。

包装

50 mg in glass bottle

生化/生理作用

胆固醇5α, 6α-环氧化物是一种氧固醇,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性调节因子。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。氧固醇可与肝X受体结合,调节胆固醇流出并减少细胞对胆固醇的摄取。

制备说明

胆固醇5α, 6α-环氧化物可在氯仿中生成浓度为50 mg/mL的澄清、无色溶液。

其他说明

斯克里普斯代谢组学和质谱技术中心独立生成的串联质谱数据可以 PDF 形式 ( C2773.pdf ) 查看或下载。该中心的 METLIN 代谢物数据库中有测试代谢物。要了解更多信息,请访问 sigma.com/metlin。

基本信息

经验(实验)分子式C27H46O2
分子量402.65
EC 号215-007-6
MDL编号MFCD00046980
PubChem化学物质编号24892526
NACRESNA.77

产品性质

质量水平100
测定≥80%
形式powder
官能团epoxy
运输ambient
储存温度room temp
SMILES string[H][C@@]12[C@]([C@](CC[C@H](O)C3)(C)[C@@]3(O4)[C@@H]4C2)([H])CC[C@@]5(C)[C@@]1([H])CC[C@]5([H])[C@]([H])(C)CCCC(C)C
InChI1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-20-15-24-27(29-24)16-19(28)11-14-26(27,5)23(20)12-13-25(21,22)4/h17-24,28H,6-16H2,1-5H3/t18-,19+,20+,21-,22+,23+,24+,25-,26-,27+/m1/s1
InChI keyPRYIJAGAEJZDBO-ZEQHCUNVSA-N

安全信息

储存分类代码13 - Non Combustible Solids
WGKWGK 3
闪点(F)Not applicable
闪点(C)Not applicable
个人防护装备Eyeshields, Gloves, type N95 (US)
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