| 货号 (SKU) | 包装规格 | 是否现货 | 价格 | 数量 |
|---|---|---|---|---|
| A295134-1ml |
1ml |
现货  |
|
| 别名 | 花生四烯酸, 全顺式-5,8,11,14-二十碳四烯酸, 二十碳-5Z,8Z,11Z,14Z-四烯酸 |
|---|---|
| 英文别名 | 5,8,11,14-Eicosatetraenoic acid | C00219 | (5Z,8Z,11Z,14Z)-Icosatetraenoic acid | A0781 | Immunocytophyte | 5,8,11,14-Eicosatetraenoate | ARACHIDONIC ACID [INCI] | all-cis-eicosa-5,8,11,14-tetraenoic acid | HMS3402M21 | s6185 | UNII-27YG812J1I | [(2S,3aR, |
| 规格或纯度 | Moligand™, 1.0 mg/mL in ethanol, certified reference material |
| 英文名称 | Arachidonic acid(AA) |
| 储存温度 | -20°C储存 |
| 运输条件 | 超低温冰袋运输 |
| 产品介绍 |
产品说明： Certified Spiking Solution®适用于基于质谱的脂肪酸测试应用，如心血管疾病风险和脂肪酸缺乏症的评估以及营养品和膳食补充剂中花生四烯酸的检测和定量。花生四烯酸（顺式-5,8,11,14），有时也称为AA或ARA，是一种多不饱和ω-6脂肪酸。研究表明，ARA和其他脂肪酸可以作为心血管疾病、营养和代谢疾病的生物标志物。 花生四烯酸 (AA) 是一种 ω6 不饱和脂肪酸，是细胞膜磷脂的组分。在炎症反应中，水解磷脂酶 A2 可将 AA 从膜磷脂中释放出来。然后，AA 可被至少两种环加氧酶 (COX) 亚型代谢为前列腺素和血栓烷，被脂氧合酶代谢为白三烯和脂氧素，以及通过细胞色素 p450 催化代谢为环氧-二十碳三烯酸。AA 及其代谢产物在多种生物过程中发挥着重要作用，包括信号转导、平滑肌收缩、趋化性、细胞增殖和分化，以及细胞凋亡。已证实 AA 可与 G 蛋白的亚基结合，抑制 Ras GTP 酶激活蛋白 (GAP) 的活性。AA 的细胞摄取需要消耗能量并涉及跨细胞质膜的蛋白质辅助运输。花生四烯酸可刺激MDA-MB-435人转移癌细胞与细胞外基质分子（胶原蛋白IV和玻连蛋白）的粘附 。 |
| 活性类型 | Relation | Activity value | Units | Action Type | 期刊 | PubMed Id | doi | Assay Aladdin ID |
|---|
| 活性类型 | Relation | Activity value | Units | Action Type | 期刊 | PubMed Id | doi | Assay Aladdin ID |
|---|
| 作用机制 | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | 参考文献 |
|---|
| EC号 | 208-033-4 |
|---|---|
| 分子类型 | 小分子 |
| IIUPAC Name | (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid |
| INCHI | 1S/C20H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-19H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-15- |
| InChi Key | YZXBAPSDXZZRGB-DOFZRALJSA-N |
| Smiles | CCCCCC=CCC=CCC=CCC=CCCCC(=O)O |
| Isomeric SMILES | CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O |
| 分子量 | 304.47 |
| Beilstein号 | 1713889 |
| Reaxy-Rn | 1713889 |
| Reaxys-RN link address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1713889&ln= |
| 密度 | 0.922 |
|---|---|
| 折光率 | 1.4872 |
| 闪点(℉) | 113 °C |
| 闪点(℃) | 113°C |
| 沸点 | 169-171 °C/0.15 mmHg |
| 熔点 | -49°C |
| 分子量 | 304.500 g/mol |
| XLogP3 | 6.300 |
| 氢键供体数Hydrogen Bond Donor Count | 1 |
| 氢键受体数Hydrogen Bond Acceptor Count | 2 |
| 可旋转键计数Rotatable Bond Count | 14 |
| 精确质量Exact Mass | 304.24 Da |
| 单同位素质量Monoisotopic Mass | 304.24 Da |
| 拓扑极表面积Topological Polar Surface Area | 37.300 Ų |
| 重原子数Heavy Atom Count | 22 |
| 形式电荷Formal Charge | 0 |
| 复杂度Complexity | 362.000 |
| 同位素原子数Isotope Atom Count | 0 |
| 定义的原子立体中心计数Defined Atom Stereocenter Count | 0 |
| 未定义的原子立体中心计数Undefined Atom Stereocenter Count | 0 |
| 定义的键立体中心计数Defined Bond Stereocenter Count | 4 |
| 未定义的键立体中心计数Undefined Bond Stereocenter Count | 0 |
| 所有立体化学键的总数The total count of all stereochemical bonds | 4 |
| 共价键合单元计数Covalently-Bonded Unit Count | 1 |
| 象形图 | GHS07 |
|---|---|
| 信号词 | 警告 |
| 危险声明 |
H315: 引起皮肤刺激 H319: 引起严重眼睛刺激 H335: 可能引起呼吸道刺激 H302+H312+H332: 吞咽，皮肤接触或吸入有害。 |
| 预防措施声明 |
P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾 P264: 处理后要彻底洗手。 P270: 使用本产品时，请勿进食、饮水或吸烟。 P271: 仅在室外或通风良好的地方使用。 P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。 P321: 特殊处理（请参阅此标签上的...）。 P330: 漱口 P302+P352: 如皮肤沾染：用水充分清洗。 P304+P340: 如误吸入：将人转移到空气新鲜处，保持呼吸舒适体位。 P305+P351+P338: 如进入眼睛：用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出，取出隐形眼镜。继续冲洗。 P362+P364: 脱掉沾污的衣服，清洗后方可重新使用。 P405: 密闭存放 P403+P233: 存放在通风良好的地方。保持容器密闭。 P501: 将内容物/容器处理到。。。 P264+P265: 处理后彻底洗手[和…]。不要触摸眼睛。 P301+P317: 如果被吞咽：请寻求医疗帮助。 P317: 寻求紧急医疗救助。 P337+P317: 如果眼睛刺激持续：寻求医疗帮助。 P332+P317: 如果出现皮肤刺激：请寻求医疗帮助。 P319: 如果你感到不适，请寻求医疗帮助。 |
| Merck Index | 765 |
通过匹配包装上的批号来查找并下载产品的 COA，每批产品都进行了严格的验证，您可放心使用！
| 批号(Lot Number) | 证书类型 | 货号 |
|---|---|---|
 G2230410 |
分析证书 | A295134 |
| 1. Xiangxin Xu, Xiaofang Liu, Shuai Wang, Yongping Zou, Jixian Zhang, Li Liang, Chaoting Wen, Youdong Li, Xiaowei Xu, Xudong He, Guoyan Liu, Xin Xu. (2024) Relationship between PAH4 formation and thermal reaction products in model lipids and possible pathways of PAHs formation. JOURNAL OF HAZARDOUS MATERIALS, 465 (133374). [PMID:38160552] [10.1016/j.jhazmat.2023.133374] |
| 2. Qiyue Wang, Tao Wang, Shengfei Yang, Hui Du, Bo Zhang, Sirui Cui, Daishun Ling, Fangyuan Li. (2023) Highly Sensitive Diagnosis of Extracellular Calcium Ions Associated Brain Diseases using Ca2+-Dependent T2-T1 Switchable Magnetic Nanosensors. ADVANCED FUNCTIONAL MATERIALS, (2313286). [10.1002/adfm.202313286] |
| 3. Chen Song, Fanxuan Kong, Huijia Nong, Liu Cai, Ye Tian, Honghao Hou, Leyu Wang, Xiaozhong Qiu. (2023) Ammonium Persulfate-Loaded Carboxylic Gelatin–Methacrylate Nanoparticles Promote Cardiac Repair by Activating Epicardial Epithelial–Mesenchymal Transition via Autophagy and the mTOR Pathway. ACS Nano, [PMID:37782701] [10.1021/acsnano.3c06229] |
| 4. Jiaqi Cui, Jianxun Zhang, Shihao Sun, Wu Fan, Hui Xi, Xiujuan Xu, Lingbo Ji, Shusheng Zhang, Dingzhong Wang, Wuduo Zhao. (2023) Rapid and sensitive determination of free fatty acids based on in-source microdroplet-driven derivatization coupled with high-resolution mass spectrometry. ANALYTICA CHIMICA ACTA, 1278 (341717). [PMID:37709460] [10.1016/j.aca.2023.341717] |
| 5. Jia Liu, Peng Sun, Xiaole Qi. (2023) Reversible and Non-Competitive Inhibition of Cyclooxygenase by Indobufen for Efficient Antiplatelet Action and Relief of Gastrointestinal Irritation. Pharmaceutics, 15 (8): (2135). [PMID:37631348] [10.3390/pharmaceutics15082135] |
| 6. Li Li, Wenfang Jin, Yue Wang, Li Yang, Zhi-Feng Zhang. (2023) Study on Chemical Constituents of the Enriched Extracts of Erigeron multiradiatus and Anti-thrombotic Effect on Zebrafish. Pharmacognosy Magazine, [10.1177/09731296231184536] |
| 7. Wen Liu, Min Zhu, Meng Gong, Wen Zheng, Xin Zeng, Qing Zheng, Xiaoyu Li, Fudong Fu, Yingyi Chen, Jingqiu Cheng, Zhiyong Rao, Yanrong Lu, Younan Chen. (2023) Comparison of the Effects of Monounsaturated Fatty Acids and Polyunsaturated Fatty Acids on Liver Lipid Disorders in Obese Mice. Nutrients, 15 (14): (3200). [PMID:37513618] [10.3390/nu15143200] |
| 8. Xiaoting Luo, Feifei Lu, Zhiyue Yin, Zhiyun Zhou, Zhongmin Wang, Hongjian Zhang. (2023) Hormetic effects of EGC and EGCG on CES1 activity and its rescue from oxidative stress in rat liver S9. CHEMICO-BIOLOGICAL INTERACTIONS, 382 (110612). [PMID:37353134] [10.1016/j.cbi.2023.110612] |
| 9. Jinmiao Tian, Lichao Zhang, Xiaoqin La, Xiaxia Fan, Aiping Li, Changxin Wu, Yuxuan An, Shuning Yan, Xiushan Dong, Haitao Wu, Zhuoyu Li. (2023) Tumor-secreted GRP78 induces M2 polarization of macrophages by promoting lipid catabolism. CELLULAR SIGNALLING, 108 (110719). [PMID:37207940] [10.1016/j.cellsig.2023.110719] |
| 10. Jie Cheng, Yuling Li, Yunjun Wang, Jing Zhang, Tuanqi Sun, Li Zhang, Yinlong Guo. (2022) Quaterization Derivatization with Bis(Pyridine) Iodine Tetrafluoroboride: High-Sensitivity Mass Spectrometric Analysis of Unsaturated Fatty Acids in Human Thyroid Tissues. ANALYTICAL CHEMISTRY, 94 (32): (11185–11191). [PMID:35916214] [10.1021/acs.analchem.2c01519] |
| 11. Xin-jie Cheng, De-zhi Kong, Ya-hui Li, Guang-li Bian, De-qiang Li. (2022) Screening of dual targeted inhibitors of 5-lipoxygenase and cyclooxygenase-2 from Oroxylum indicum by off-line two-dimensional liquid chromatography coupled with mass spectrometry. INDUSTRIAL CROPS AND PRODUCTS, 186 (115243). [10.1016/j.indcrop.2022.115243] |
| 12. Changli Zhang, Nan Li, Zhongyao Wang, Shihan Wang, Zhihan Wang, Xuanrui Fan, Xinxin Xu, Yue Zhou, Yongsheng Wang. (2022) Unsaturated fatty-acid based HPLC fingerprints in combination with quantitative analysis of multi-components by single-marker for the classification of Rana chensinensis ovum. NEW JOURNAL OF CHEMISTRY, 46 (21): (10441-10450). [10.1039/D2NJ00379A] |
| 13. Lan Zhenwei, Zhang Ying, Sun Yue, Wang Lvhong, Huang Yuting, Cao Hui, Wang Shumei, Meng Jiang. (2021) Identifying of Anti-Thrombin Active Components From Curcumae Rhizoma by Affinity-Ultrafiltration Coupled With UPLC-Q-Exactive Orbitrap/MS. Frontiers in Pharmacology, 12 [PMID:34955839] [10.3389/fphar.2021.769021] |
| 14. Yuan Zhou, Mengying Wei, Meiling Fan, Zhongying Liu, Aimin Wang, Yuanyuan Liu, Lihui Men, Zifeng Pi, Zhiqiang Liu, Fengrui Song. (2021) Pharmacokinetic and metabolomics approach based on UHPLC-MS to evaluate therapeutic effect of lignans from S. Chinensis in alzheimer's disease. JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, 1178 (122859). [PMID:34274605] [10.1016/j.jchromb.2021.122859] |
| 15. Lu Chen, Minxia Song, Jie Guan, Yun Shu, Dangqin Jin, Gaochao Fan, Qin Xu, Xiao-Ya Hu. (2021) A highly-specific photoelectrochemical platform based on carbon nanodots and polymers functionalized organic-inorganic perovskite for cholesterol sensing. TALANTA, 225 (122050). [PMID:33592772] [10.1016/j.talanta.2020.122050] |
| 16. Leilei Yang, Jingjing Liang, Sin Man Lam, Ahmet Yavuz, Guanghou Shui, Mei Ding, Xun Huang. (2020) Neuronal lipolysis participates in PUFA-mediated neural function and neurodegeneration. EMBO REPORTS, 21 (11): (e50214). [PMID:33034119] [10.15252/embr.202050214] |
| 17. Liu Tengwen, Guo Yuhong, Zhao Jingxia, He Shasha, Bai Yunjing, Wang Ning, Lin Yan, Liu Qingquan, Xu Xiaolong. (2020) Systems Pharmacology and Verification of ShenFuHuang Formula in Zebrafish Model Reveal Multi-Scale Treatment Strategy for Septic Syndrome in COVID-19. Frontiers in Pharmacology, 11 [PMID:33041827] [10.3389/fphar.2020.584057] |
| 18. Yumeng Yang, Dan Gao, Rui Qian, Yuyang Jiang. (2020) Polydopamine-Modified TS-1 Zeolite Framework Nanoparticles as a Matrix for the Analysis of Small Molecules by MALDI-TOF MS. ACS Omega, 5 (32): (19952–19959). [PMID:32832749] [10.1021/acsomega.0c00992] |
| 19. Yong-ping Shi, You-gang Zhang, Hao-nan Li, Hao-tian Kong, Shan-shan Zhang, Xuan-ming Zhang, Xiao-bin Li, Ke-chun Liu, Li-wen Han, Qing-ping Tian. (2020) Discovery and identification of antithrombotic chemical markers in Gardenia Fructus by herbal metabolomics and zebrafish model. JOURNAL OF ETHNOPHARMACOLOGY, 253 (112679). [PMID:32101773] [10.1016/j.jep.2020.112679] |
| 20. Mengying Wei, Zhongying Liu, Yuanyuan Liu, Shizhe Li, Mingxin Hu, Kexin Yue, Tianshu Liu, Yang He, Zifeng Pi, Zhiqiang Liu, Fengrui Song. (2019) Urinary and plasmatic metabolomics strategy to explore the holistic mechanism of lignans in S. chinensis in treating Alzheimer's disease using UPLC-Q-TOF-MS. Food & Function, 10 (9): (5656-5668). [PMID:31433414] [10.1039/C9FO00677J] |
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| 22. Jing Tan, Cuizhu Wang, Hailin Zhu, Baisong Zhou, Lingxin Xiong, Fang Wang, Pingya Li, Jinping Liu. (2018) Comprehensive Metabolomics Analysis of Xueshuan Xinmaining Tablet in Blood Stasis Model Rats Using UPLC-Q/TOF-MS. MOLECULES, 23 (7): (1650). [PMID:29986394] [10.3390/molecules23071650] |
| 23. Song Chen, Wang Leyu, Ye Genlan, Song Xiaoping, He Yutong, Qiu Xiaozhong. (2017) Residual Ammonium Persulfate in Nanoparticles Has Cytotoxic Effects on Cells through Epithelial-Mesenchymal Transition. Scientific Reports, 7 (1): (1-12). [PMID:28924225] [10.1038/s41598-017-12328-0] |
| 24. Minjian Chen, Bin Xu, Wenliang Ji, Shanlei Qiao, Nan Hu, Yanhui Hu, Wei Wu, Lianglin Qiu, Ruyang Zhang, Yubang Wang, Shoulin Wang, Zuomin Zhou, Yankai Xia, Xinru Wang. (2012) Bisphenol A Alters n-6 Fatty Acid Composition and Decreases Antioxidant Enzyme Levels in Rat Testes: A LC-QTOF-Based Metabolomics Study. PLoS One, 7 (9): (e44754). [PMID:23024759] [10.1371/journal.pone.0044754] |
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| 27. Guanghou Wang, Xueqian Tang, Feixu Qin, Hongjin Wang, Hao Zhang, Hanyue Li, Lan Wei, Lixin Sun. (2024) Discovery of COX-2 and 5-LOX dual targeted inhibitors from Nauclea officinalis by employing a combination of affinity ultrafiltration and HPLC-MS/MS. MICROCHEMICAL JOURNAL, 207 (112171). [10.1016/j.microc.2024.112171] |
| 28. Bihe Yuan, Hang Jin, Yue Kong, Xichen Xu, Man Yang. (2024) Gelatin-based ionic hydrogel for intelligent fire-alarm system with considerable toughness, flame retardancy, and thermoelectric performance. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 278 (135006). [PMID:39181363] [10.1016/j.ijbiomac.2024.135006] |
| 29. Yufeng Dai, Jinxiang Chen, Jialong Fang, Shuxiao Liang, Hao Zhang, Haitao Li, Wei Chen. (2024) Ginkgolide B alleviates glucolipid metabolism disorders and adipose tissue inflammation by inhibiting thromboxane A2 synthesis. Food Bioscience, 58 (103807). [10.1016/j.fbio.2024.103807] |
| 30. Jian Xiao, Shuqing Cao, Jiawei Wang, Pengyu Li, Quan Cheng, Xinyi Zhou, Jiacheng Dong, Yuan Li, Xinyu Zhao, Zekuan Xu, Li Yang. (2024) Leptin-mediated suppression of lipoprotein lipase cleavage enhances lipid uptake and facilitates lymph node metastasis in gastric cancer. Cancer Communications, [PMID:38958445] [10.1002/cac2.12583] |
| 31. Yufeng Dai, Jinxiang Chen, Jialong Fang, Shuxiao Liang, Hao Zhang, Haitao Li, Wei Chen. (2024) Piperlongumine, a natural alkaloid from Piper longum L. ameliorates metabolic-associated fatty liver disease by antagonizing the thromboxane A2 receptor. BIOCHEMICAL PHARMACOLOGY, 229 (116518). [PMID:39236933] [10.1016/j.bcp.2024.116518] |
| 32. Ning Wang, Siyu Xie, Peng Liu, Leting Wang, Chao Zhong, Jun Yu, Manman Qin, Huanwen Chen. (2025) Quality evaluation of Semen Platycladi samples from different origins by Internal Extractive Electrospray Ionization Mass Spectrometry. Analytical Methods, [PMID:39967485] [10.1039/D4AY01881H] |
| 33. Guo XiaoYu, Zhou Jianglu, Yu Hong, Cao Han, Li Xia, Hu Qing, Yu YunQiu. (2024) Serum lipidomic study of long-chain fatty acids in psoriasis patients prior to and after anti-IL-17A monoclonal antibody treatment by quantitative GC‒MS analysis with in situ extraction. Lipids in Health and Disease, 23 (1): (1-15). [PMID:38185620] [10.1186/s12944-023-01999-6] |
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