Docosahexaenoic Acid 二十二碳六烯酸

CAS 6217-54-5 MFCD00065722

化学结构图

6217-54-5
SMILES: CCC=CCC=CCC=CCC=CCC=CCC=CCCC(=O)O

化学属性

Mol. FormulaC22H32O2
Mol. Weight328.49
Flash Point62°C(lit.)
Density0.94
Refractive index1.5030 to 1.5060
Melting Point-44.5--44.1°C

别名和识别编码

Chemical NameDocosahexaenoic Acid
Synonym Docosahexaenoic acid {LY} Docosahexaenoic acid {} {LY} Docosahexaenoic Acid {} {} {SNA} DHA {} {} {} {uni_hamburg} Cervonic acid {} {} {} {} {uni_hamburg} C22H32O2 (cis-4,7,10,13,16,19-docosahexaenoic acid) {} {} {} {} {} {uni_hamburg} cis-4,7,10,13,16,19-docosahexaenoic acid {} {} {} {} {} {} {uni_hamburg} 4,7,10,13,16,19-Docosahexaenoic acid, (4Z,7Z,10Z,13Z,16Z,19Z)- {} {} {} {} {} {} {} {uni_hamburg} (4Z,7Z,10Z,13Z,16Z,19Z)-Docosahexaenoic acid {} {} {} {} {} {} {} {} {} {} {} {} {uni_hamburg} 二十二烷六烯酸 二十二烷六烯酸;DHA 顺式-4,7,10,13,16,19-二十二碳六烯酸
MDL NumberMFCD00065722
CAS Number6217-54-5
PubChem Substance ID445580
Beilstein Registry Number2(4)1812
EC Number250-023-7
Reaxys-RN1715505
Merck Number3398
Chemical Name Translation二十二碳六烯酸
LabNetwork Molecule IDLN01286685
InChIInChI=1S/C22H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16,18-19H,2,5,8,11,14,17,20-21H2,1H3,(H,23,24)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-
Canonical SMILESCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(O)=O
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分类

  • {SNA} Fatty Acids
  • {SNA} Biochemicals and Reagents, Cell Biology, Fatty Acid Metabolism, Fatty Acids and conjugates, Fatty Acyls, Functional Foods, Lipids, Metabolic Pathways, Metabolomics, Nutrition Research, Omega 3 fatty acids and derivatives, Polyunsaturated, Polyunsaturated Fatty Acids (PUFAs) and Omega-3 Fatty Acids, Unsaturated Fatty Acids and Derivatives
  • {SNA} Fatty Acids and conjugates, Fatty Acyls, Functional Foods, Lipids, Omega 3 fatty acids and derivatives, Polyunsaturated, Polyunsaturated Fatty Acids (PUFAs) and Omega-3 Fatty Acids, Unsaturated Fatty Acids and Derivatives, 代谢组学,
  • {SNA} Fatty Acids and conjugates,

产品应用

  • 二十二碳六烯酸(DHA）是一种ω-3多不饱和脂肪酸，具有22个碳原子和6个双键，第一个双键发生的位点在三个位置的甲基末端（22点06的n-3）。 DHA是脂质膜和髓鞘的成分。 DHA也可作为信号分子的前体，如前列腺素和类二十烷酸。

相关文献及参考

  • [2]. Gharami K, et al. Essential role of docosahexaenoic acid towards development of a smarter brain. Neurochem Int. 2015 Oct;89:51-62.
  • [3]. Lengqvist J, et al. Polyunsaturated fatty acids including docosahexaenoic and arachidonic acid bind to the retinoid Xreceptor alpha ligand-binding domain. Mol Cell Proteomics. 2004 Jul;3(7):692-703.
  • [4]. Gamoh S, et al. Chronic administration of docosahexaenoic acid improves reference memory-related learning ability in young rats. Neuroscience. 1999;93(1):237-41.
  • [5]. Ozsoy O, et al. The influence and the mechanism of docosahexaenoic acid on a mouse model of Parkinson's disease. Neurochem Int. 2011 Oct;59(5):664-70.
  • Beilstein:2(4)1812
  • Short: IV/15A
  • [1]. Horrocks LA, et al. Health benefits of docosahexaenoic acid (DHA). Pharmacol Res. 1999 Sep;40(3):211-25.
  • [1]. Horrocks LA, et al. Health benefits of docosahexaenoic acid (DHA). Pharmacol Res. 1999 Sep;40(3):211-25.

安全信息

WGK Germany3
Personal Protective Equipment Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US) Eyeshields, Gloves, half-mask respirator (EU), half-mask respirator (US), multi-purpose combination respirator cartridge (US)
Safety Statements
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触；
  • S23 Do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer) 不要吸入气体/烟雾/蒸汽/喷雾；
Signal word Warning
GHS Symbol
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
Precautionary statements
  • 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。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P305+P351+P338
  • P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
  • P370+P378
  • P262 Do not get in eyes, on skin, or on clothing. 不要接触眼睛，皮肤或衣服。
  • P403+P235
Storage condition -20°C, protect from light, stored under nitrogen {LY} -20°C, protect from light, stored under nitrogen 0-10 0-10°C {} {LY} -20°C, protect from light, stored under nitrogen {} {} {LY} -20°C, protect from light, stored under nitrogen {} {} {} {LY} -20°C, protect from light, stored under nitrogen {} {} {} {} {LY} -20°C, protect from light, stored under nitrogen {} {} {} {} {} {LY} -20°C, protect from light, stored under nitrogen {} {} {} {} {} {} {LY} -20°C, protect from light, stored under nitrogen {} {} {} {} {} {} {} {LY} -20°C, protect from light, stored under nitrogen 储存温度: -20°C 储存温度: -20°C，干冰运输
Hazard statements
  • H227 Combustible liquid 可燃液体

其他信息

  • DHA是一种必需脂肪酸，其在神经组织中属最丰富的ω-3脂肪酸，特别是在视网膜和大脑。 DHA构成高达40％的视网膜和神经细胞膜的多不饱和脂肪酸总量池。使用鱼油DHA膳食补充剂，可抑制动脉粥样硬化和延误光感受器变性的视网膜色素变性的进度。新生儿的DHA不足会导致发育缺陷，大鼠DHA不足可能导致高血压。
  • 有鱼腥味的无色透明。毒性LD50(mg/kg)：本品无毒,大鼠经口20000。

系列性分类

  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Others 其他杂环
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Others 其他杂环
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Oxygen Compounds 氧化合物
  5. Alcohols - Oxygen Compounds
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Lipids - Biochemicals and Reagents
  4. Fatty Acyls - Lipids
  5. Fatty Acids and conjugates - Fatty Acyls
  6. Unsaturated Fatty Acids and Derivatives - Fatty Acids and conjugates
  7. Polyunsaturated - Unsaturated Fatty Acids and Derivatives
  8. Omega 3 fatty acids and derivatives - Polyunsaturated
  1. Life Science 生命科学
  2. Nutrition Research 营养研究
  3. Functional Foods - Nutrition Research
  4. Lipids - Functional Foods
  5. Polyunsaturated Fatty Acids (PUFAs) and Omega-3 Fatty Acids - Lipids
  1. Life Science 生命科学
  2. Biochemistry / Glyco-Chemistry
  3. Higher Fatty Acids & Higher Alcohols
  1. Medical Research Areas
  2. Metabolism
  3. Endogenous Metabolite  (内源性代谢物)

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