(±)-α-Lipoic acid DL-α-硫辛酸

CAS 1077-28-7 MFCD00005474

化学结构图

1077-28-7
SMILES: O=C(O)CCCCC1CCSS1

化学属性

Mol. FormulaC8H14O2S2
Mol. Weight206.33
Melting Point60-62 °C
TSCANo
Boiling Point160-165°C at 760 mmHg
Solubility0.9 G/L (20 ºC)
Flash Point160-165°C
Stability对光敏感
Appearance liquid

别名和识别编码

Chemical Name(±)-α-Lipoic acid
CAS Number1077-28-7
Alfabeta NameDITHIOLANYLPENTANOICACID 5123()----,
MDL NumberMFCD00005474
Reaxys-RN81851
PubChem Substance ID87572024
Merck Number9326
Synonym α-Lipoic Acid {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {
EC Number214-071-2
Beilstein Registry Number81853
Chemical Name TranslationDL-α-硫辛酸
LabNetwork Molecule IDLN00011254
Canonical SMILESO=C(O)CCCCC1SSCC1
信息真实价格透明    资金保障    专业采购外包团队在线服务   
信息真实价格透明    资金保障    专业采购外包团队在线服务   
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分类

  • {SA} Antioxidant, Antioxidant and Free Radical Scavengers, Antioxidants and Cytoprotectants, Bioactive Small Molecules, Biochemicals and Reagents, Cancer Research, Cell Biology, Cell Signaling and Neuroscience, Cell Stress, Chemopreventive Agents, Cofactors, Enzymes, Inhibitors, and Substrates,
  • {SNA}

产品应用

  • 抗氧化剂和作为如丙酮酸脱氢酶(pyruvate dehydrogenase） 和甘氨酸脱羧酶（glycine decarboxylase）的辅酶，外源性硫辛酸被细胞内两种或多种酶还原。这种还原形式影响了细胞清除自由基的进程。增加谷胱甘肽(glutathione)合成, 调控转录因子活性。降低了巨噬细胞髓磷脂的吞噬作用。

相关文献及参考

  • [2]. Lei D, et al. Synergistic neuroprotective effect of rasagiline and idebenone against retinal ischemia-reperfusion injury via the Lin28-let-7-Dicer pathway. Oncotarget. 2018 Jan 30;9(15):12137-12153.
  • [3]. Yang Y, et al. Alpha-lipoic acid improves high-fat diet-induced hepatic steatosis by modulating the transcription factors SREBP-1, FoxO1 and Nrf2 via the SIRT1/LKB1/AMPK pathway. J Nutr Biochem. 2014 Nov;25(11):1207-1217.
  • [4]. Pibiri M, et al. α-Lipoic acid induces Endoplasmic Reticulum stress-mediated apoptosis in hepatoma cells. Sci Rep. 2020 Apr 28;10(1):7139.
  • Merck:14,9326
  • Merck:14,9326 Beilstein: 19,V,7,237
  • [1]. Xiao L, et al. Activity of the dietary antioxidant ergothioneine in a virus gene-based assay for inhibitors of HIV transcription. Biofactors
  • [1]. Xiao L, et al. Activity of the dietary antioxidant ergothioneine in a virus gene-based assay for inhibitors of HIV transcription. Biofactors. 2006;27(1-4):157-65.

安全信息

Warnings IRRITANT
RTECSJP1192000
Signal word {} {} {} {} {} {} {} {TCI}
Hazard statements
  • H302 Harmful if swallowed 吞食有害
Precautionary statements
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • 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。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P301+P312
  • P301+P312+P330
  • P302+P352
  • P302+P352+P332+P313+P362+P364
  • P305+
  • P305+P351+P338+P337+P313
  • P332+P313
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服，清洗后方可重新使用
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Safety Statements
  • S37/39 Wear suitable gloves and eye/face protection 穿戴适当的手套和眼睛/面保护；
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触；
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R22 Harmful if swallowed 吞咽有害
WGK Germany3
GHS Symbol
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes Xn Xn,Xi
Storage condition 2-8°C {LY} 2-8°C <0°C <;0 {} {LY} 2-8°C {} {} {LY} 2-8°C {} {} {} {LY} 2-8°C {} {} {} {} {LY} 2-8°C {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} 
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 235 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   ARZNAD Arzneimittel-Forschung. Drug Research.  (Editio Cantor Verlag,
   Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.)  V.1-    1951-
   Volume(issue)/page/year: 21,284,1971

其他信息

  • MSDS 信息:5-(Dithiolan-3-yl)valeric acid(1077-28-7).msds
  • 用途一:抗氧化剂和作为如丙酮酸脱氢酶(pyruvate dehydrogenase） 和甘氨酸脱羧酶（glycine decarboxylase）的辅酶，外源性硫辛酸被细胞内两种或多种酶还原。这种还原形式影响了细胞清除自由基的进程。增加谷胱甘肽(glutathione)合成, 调控转录因子活性。降低了巨噬细胞髓磷脂的吞噬作用。
  • Acros Organics:DL-硫辛酸 DL-Thioctic acid, 98+%(1077-28-7)
  • color:light yellow
  • Alfa Aesar:DL-硫辛酸,99% DL-Thioctic acid, 98%(1077-28-7)
  • 几乎无味。本品在水中几乎不溶，水中溶解度：1 g/L (20°C) 。溶于10% NaOH溶液，溶于脂肪族溶剂。在乙醇、氯仿、乙醚中易溶。
  • Sigma Aldrich:1077-28-7(sigmaaldrich)
  • MOL 文件:7516-48-5.mol
  • 图谱信息:alpha-硫辛酸(1077-28-7)核磁图( 1 HNMR) alpha-硫辛酸(1077-28-7)质谱(MS) alpha-硫辛酸(1077-28-7)红外图谱(IR2) alpha-硫辛酸(1077-28-7)红外图谱(IR1) alpha-硫辛酸(1077-28-7)核磁图( 13 CNMR)
  • 检测方法:HPLC
  • Sigma Aldrich:7516-48-5(sigmaaldrich)
  • 外观性质:淡黄色粉末状结晶，几乎无味。本品在水中几乎不溶，水中溶解度：1 g/L (20°C) 。溶于10% NaOH溶液，溶于脂肪族溶剂。在乙醇、氯仿、乙醚中易溶。熔点：62 °C
  • MOL 文件:1077-28-7.mol
  • TCI Shanghai:DL-α-硫辛酸 DL-alpha-Lipoic Acid,>;99.0%(T)(1077-28-7)
  • alpha-硫辛酸价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 L0471102 DL-硫辛酸, 98% 5g 577元 2011/04/16 L0058 DL-α-硫辛酸 DL-alpha-Lipoic Acid 25G 1800元 2011/04/16 L0058 DL-α-硫辛酸 DL-alpha-Lipoic Acid 5G 624元

系列性分类

  1. Life Science 生命科学
  2. Cancer Research
  3. Chemopreventive Agents - Cancer Research
  4. Antioxidant and Free Radical Scavengers - Chemopreventive Agents
  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Bioactive Small Molecules - Cell Biology
  4. L - Bioactive Small Molecules
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Organic Acids - Synthetic Reagents
  1. Life Science 生命科学
  2. Nutrition Research 营养研究
  3. Functional Foods - Nutrition Research
  4. Antioxidant - Functional Foods
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Standards
  3. Alphabetic - Analytical Standards
  4. L - Alphabetic
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Carbonyl Compounds 羰基化合物
  5. Carboxylic Acids - Carbonyl Compounds
  1. Functional Group 官能团索引
  2. disulfide
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Biochemicals Found in Plants
  4. Amino acids
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Cell Signaling and Neuroscience
  4. Nitric Oxide and Cell Stress
  5. Cell Stress
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Enzymes, Inhibitors, and Substrates
  4. Cofactors
  5. Other Cofactors
  1. Life Science 生命科学
  2. Biochemicals and Reagents
  3. Nutrition Research
  4. Biochemicals Found in Plants
  5. Amino acids
  1. Medical Research Areas
  2. Metabolism
  3. Mitochondrial Metabolism  (线粒体代谢)
  1. Medical Research Areas
  2. Metabolism
  3. Endogenous Metabolite  (内源性代谢物)