Ergosterol 麦角固醇

CAS 57-87-4 MFCD00003623

化学结构图

57-87-4
SMILES: CC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC[C@H]2C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@@]21C

化学属性

Mol. FormulaC28H44O
Mol. Weight396.65
Melting Point156-158°C
TSCANo
Boiling Point250°C at 760 mmHg
Solubility难溶
Density1.0
Stability对光线敏感
Appearance 无色针状或片状结晶。溶于乙醇、乙醚、苯和三氯甲烷,不溶于水。把麦角甾醇溶于氯仿、乙醚或环己烷等溶剂中,加入到石英玻璃的烧瓶中,用紫外线照射制备维生素D。
Refractive index-112.5 ° (C=1, THF)

别名和识别编码

Chemical NameErgosterol
Synonym (22E)-Ergosta-5,7,22-trien-3-ol (22E,24R)-Ergosta-5,7,22-trien-3-ol (22E,24R)-麦角甾烷-5,7,22-三烯-3β醇 (3β)-麦角-5,7,22-三烯甘油- (3β)-麦角-5,7,22-三烯甘油-3-醇 22-trien-3-ol,(3beta,22e)-ergosta-7 24β-甲基胆固醇-5,7烯-3β-烃基 3-Hydroxy-(22E,24R)-ergosta-5,7,22-triene 3β-羟基-5,7,22-麦角三烯 5,7,22-CHOLESTATETRIEN-24BETA-METHYL-3BETA-OL 5,7,22-CHOLESTATRIEN-24-BETA-METHYL-3-BETA-OL 5,7,22-ERGOSTATRIEN-3BETA-OL D2, Pro-Vitamin ERGOSTEROL Ergosterol {} {LY} Ergosterol (Ergocalciferol Impurity) {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {
MDL NumberMFCD00003623
PubChem Substance ID444679
Beilstein Registry Number2338604
CAS Number57-87-4
EC Number200-352-7
Reaxys-RN2338604
Merck Number3659
Chemical Name Translation麦角固醇
LabNetwork Molecule IDLN00201376
InChIInChI=1S/C28H44O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h7-10,18-20,22,24-26,29H,11-17H2,1-6H3/b8-7+/t19-,20+,22-,24+,25-,26-,27-,28+/m0/s1
Canonical SMILESC[C@H](C(C)C)/C=C/[C@@H](C)[C@H]1CC[C@@]2([H])C3=CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C
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分类

  • {SNA} Bioactive Small Molecule Alphabetical Index, Chemopreventive Agents, DNA Synthesis and Repair, E, Phytochemicals by Chemical Classification, Phytochemicals by Plant (Food/Spice/Herb), Steroid, Theobroma cacao (Chocolate), 代谢组学, 代谢通路, 固醇代谢, 生物活性小分子, 癌症研究, 细胞生物学, 营养研究
  • {SNA} Bioactive Small Molecule Alphabetical Index, DNA Synthesis and Repair, E, Phytochemicals by Chemical Classification, Phytochemicals by Plant (Food/Spice/Herb),
  • {SNA} Analytical Standards, EP Standards, EP Standards E - F, Pharmacopeia Metrological Institutes Standards, 分析/色谱
  • {SNA} Elettaria Carda

产品应用

  • 角固醇是微生物细胞膜的重要组成部份,对确保细胞膜的完整性,膜结合酶的活性,膜的流动性,细胞活力以及细胞物质运输等起着重要作用。

相关文献及参考

  • [2]. Xu J, et al. Ergosterol Attenuates LPS-Induced Myocardial Injury by Modulating Oxidative Stress and Apoptosis in Rats. Cell Physiol Biochem. 2018;48(2):583-592.
  • Merck:14,3659
  • Merck:14,3659 Beilstein:6(3)2685
  • [1]. Kawai J, et al. Ergosterol and its derivatives from Grifola frondosa inhibit antigen-induced degranulation of RBL-2H3 cells by suppressing the aggregation of high affinity IgE receptors. Biosci Biotechnol Biochem. 2018 Jul 2:1-9.
  • [1]. Kawai J, et al. Ergosterol and its derivatives from Grifola frondosa inhibit antigen-induced degranulation of RBL-2H3 cells by suppressing the aggregation of high affinity IgE receptors. Biosci Biotechnol Biochem. 2018 Jul 2:1-9.
  • [2]. Xu J, et al. Ergosterol Attenuates LPS-Induced Myocardial Injury by Modulating Oxidative Stress and Apoptosis in Rats. Cell Physiol Biochem. 2018;48(2):583-592.

安全信息

WGK Germany3
Hazard statements
  • H300 Fatal if swallowed 吞食致命
  • H413 Maycauselonglastingharmfuleffectstoaquaticlife 可能对水生生物造成长期持续有害影响。
Hazard Codes 6.1 T T+,T
Personal Protective Equipment Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
Storage condition 0-10 0-10°C 2-8°C 2-8°C, protect from light 2-8℃充氩保存 2-8℃避光充氩保存 Light Sensitive
Safety Statements
  • S20 When using do not eat or drink 使用时,不得进食,饮水;
  • S28 After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) 皮肤接触后,立即用大量…(由生产厂家指定)冲洗;
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
  • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置;
UN Number 2811
Risk Statements
  • R28 Very toxic if swallowed 吞咽极毒
GHS Symbol
Precautionary statements
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • P273 Avoid release to the environment. 避免释放到环境中。
  • P301+P310
  • P301+P316
  • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
  • P330 Rinse mouth. 漱口
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Danger
Packing GroupII
Hazard Class6.1

其他信息

  • 上游原料:核酸 --> 酵母萃取物 --> 酵母聚糖 A
  • Alfa Aesar:麦角甾醇水合物,96%(drywt.),大约含6%的水 Ergosterol hydrate, 96% (dry wt.), cont. up to ca 6% water(57-87-4)
  • F:1-3-8-10
  • 用途二:有维生素D 2 的作用。
  • 图谱信息:麦角固醇(57-87-4)核磁图( 13 CNMR) 麦角固醇(57-87-4)红外图谱(IR2) 麦角固醇(57-87-4)质谱(MS) 麦角固醇(57-87-4)红外图谱(IR1)
  • 实际上不溶于水,溶于苯,溶解度: 1g/660 ml 醇 - 1g/45 ml 沸醇,1g/70 ml 醚 - 1g/39 ml 沸醚,1g/32 ml 氯仿。
  • 实际上不溶于水,溶于苯,溶解度: 1g/660 ml 醇 - 1g/45 ml 沸醇,1g/70 ml 醚 - 1g/39 ml 沸醚,1g/31 ml 氯仿。
  • 存储注意事项:空气敏感;光敏感
  • 比旋光度:-120 ° (c=1, CHC13)
  • 方法一:以酵母这原料 膏状物的制备 取干酵母粉过60-80目筛,加3倍量82%-84%乙醇浸提18-24h,在70℃保温3h,不断搅拌,放冷至30℃以下过滤,滤渣再浸提2次,甩出乙醇,合并提取液,70℃真空浓缩,浓缩时间不超过24h,得膏状物。滤渣用于提取核糖核酸和酵母多糖。 干酵母或白地霉[乙醇]→[先68-70℃, 后30℃以下]提取液[70℃浓缩]→膏状物 麦角甾醇粗品的制备 取膏状物加5%-10%的水,加3-5倍量乙醚,剧烈搅拌2-3h,静置16-20h,弃去中下层液,上层乙醚液于-5℃冰箱内放置20-24h, 析出麦角甾醇结晶。 膏状物[乙醚]→上层乙醚液[-5℃]→[20-24h]麦角甾醇粗品。
  • 用途三:角固醇是微生物细胞膜的重要组成部份,对确保细胞膜的完整性,膜结合酶的活性,膜的流动性,细胞活力以及细胞物质运输等起着重要作用。
  • Sigma Aldrich:57-87-4(sigmaaldrich)
  • 麦角固醇价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 E0018 麦角固醇 Ergosterol 25G 1080元 2014/06/02 E0018 麦角固醇 Ergosterol 5G 355元 2010/06/21 117811000 麦角固醇 Ergosterol 98% 100 GR 3459元
  • TCI Shanghai:麦角固醇;麦角甾醇 Ergosterol,>;95.0%(GC)(57-87-4)
  • 用途一:是生产维生素D2的前体,也是生产激素类药物的中间体,可用来生产可的松
  • 方法二:由从葡萄糖合成该品的酵母中提取。
  • MOL 文件:57-87-4.mol
  • 下游产品:alpha-骨化醇 --> 芸苔素内酯
  • MSDS 信息:Provitamine D2(57-87-4).msds
  • Acros Organics:麦角甾醇 Ergosterol, 98%(57-87-4)
  • 敏感性:Light Sensitive

系列性分类


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