这是演示店铺,请务下单付款,避免造成你的财物损失。

为了获得访问"阿拉丁铁蛋"实时聊天框的流畅支持体验,建议您使用Chrome浏览器或选择360浏览器极速模式(如何切换极速模式?),感谢您选择我们!

顺式-5,8,11,14,17-二十碳五烯酸(EPA)

规格或纯度: 分析标准品
有货

库存信息

关闭

库存信息

关闭
货号 (SKU) 包装规格 是否现货 价格 数量
E100927-100mg
100mg 现货 Stock Image
E100927-500mg
500mg 现货 Stock Image

基本描述

别名 二十碳五烯酸,EPA
英文别名 Timnodonic acid all cis-5,8,11,14,17-Icosapentaenoic Acid cis-5,8,11,14,17-Eicosapentaenoic acid ,EPA
规格或纯度 分析标准品
英文名称 cis-5,8,11,14,17-Eicosapentaenoic acid
生化机理 5-Lipoxygenase inhibitor; reduces thromboxane A2 production.
储存温度 -20°C储存,充氩
运输条件 超低温冰袋运输
产品介绍

天然以其甘油酯的形式存在于海鱼的肉、脂肪中,尤其是深海鱼的眼窝周围脂肪中含量更丰富。本品易氧化,易对光、热、氧敏感,氧化后颜色变深。通常加入维生素E及儿茶酚等抗氧化剂。是一种多烯不饱和脂肪酸。本品有与二十二碳六烯酸相似的性质,但不及DHA强。有降低血液粘度,减少血栓,改善血清,降低血糖、保护脑血管。

名称和标识符

IUPAC Name (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoic acid
INCHI InChI=1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-,13-12-,16-15-
InChi Key JAZBEHYOTPTENJ-JLNKQSITSA-N
Canonical SMILES CCC=CCC=CCC=CCC=CCC=CCCCC(=O)O
WGK Germany 3
PubChem CID 446284
UN Number 3265
分子量 302.45
Beilstein号 1714433

化学和物理性质

密度 0.943
折光率 1.4977
闪点(℉) 199.4 °F
闪点(℃) 93℃
熔点 -54--53°C

安全和危险性(GHS)

象形图
ghs05

Corrosive

信号词 Danger
危险声明 H314: Causes severe skin burns and eye damage
预防措施声明 P280,P321,P405,P501,P264,P260,P301+P330+P331,P304+P340,P363,P305+P354+P338,P302+P361+P354,P316
WGK Germany 3
Merck Index 3531
个人防护装备 Faceshields,full-face respirator (US),Gloves,Goggles,multi-purpose combination respirator cartridge (US),type ABEK (EN14387) respirator filter

质检证书(COA)

质检报告(COA)

输入批号以搜索COA:

产品问答

产品问答

登录提交问题 Hover me 请先登录再提交问题
您提交该产品问题后,我们会在1-2个工作日内给您答复,您可以登录"我的账号",然后点击"我的产品问答"查看答案

参考文献

1. M Lagarde,M Croset,E Véricel,C Calzada.  (1989-01-01)  Effects of small concentrations of eicosapentaenoic acid on platelets..  Journal of internal medicine. Supplement,  731  ():  (177-179).  [PMID:2539831]
2. W Herrmann,J Beitz.  (1987-03-01)  [Decreasing atherogenic risks by an eicosapentaenoic acid-rich diet]..  Zeitschrift fur die gesamte innere Medizin und ihre Grenzgebiete,  42  ((5)):  (117-122).  [PMID:3035811]
3. R Andrew,S A Best,D G Watson,J M Midgley,J L Reid,I B Squire.  (1993-11-01)  Analysis of biogenic amines in plasma of hypertensive patients and a control group..  Neurochemical research,  18  ((11)):  (1179-1182).  [PMID:8255371]
4. S Sipka,I Dey,C Buda,J Csongor,G Szegedi,T Farkas.  (1996-06-01)  The mechanism of inhibitory effect of eicosapentaenoic acid on phagocytic activity and chemotaxis of human neutrophil granulocytes..  Clinical immunology and immunopathology,  79  ((3)):  (224-228).  [PMID:8635279]
5. C Calzada,E Véricel,M Lagarde.  (1992-07-29)  Lower levels of lipid peroxidation in human platelets incubated with eicosapentaenoic acid..  Biochimica et biophysica acta,  1127  ((2)):  (147-152).  [PMID:1643099]
6. M Takenaga,A Hirai,T Terano,Y Tamura,H Kitagawa,S Yoshida.  (1986-02-01)  Comparison of the in vitro effect of eicosapentaenoic acid (EPA)-derived lipoxygenase metabolites on human platelet function with those of arachidonic acid..  Thrombosis research,  41  ((3)):  (373-384).  [PMID:3010490]
7. R Luostarinen,T Saldeen.  (1996-09-01)  Dietary fish oil decreases superoxide generation by human neutrophils: relation to cyclooxygenase pathway and lysosomal enzyme release..  Prostaglandins, leukotrienes, and essential fatty acids,  55  ((3)):  (167-172).  [PMID:8931114]
8. V I Hereliuk.  (2001-06-27)  [The role of arachidonic and eicosapentaenoic acid lipoxygenase products in the pathogenesis of generalized parodontosis]..  Fiziolohichnyi zhurnal (Kiev, Ukraine : 1994),  46  ((6)):  (112-115).  [PMID:11424554]
9. Richard J Woodman,Trevor A Mori,Valerie Burke,Ian B Puddey,Anne Barden,Gerald F Watts,Lawrence J Beilin.  (2002-12-17)  Effects of purified eicosapentaenoic acid and docosahexaenoic acid on platelet, fibrinolytic and vascular function in hypertensive type 2 diabetic patients..  Atherosclerosis,  166  ((1)):  (85-93).  [PMID:12482554]
10. Cindy A Francois,Sonja L Connor,Linda C Bolewicz,William E Connor.  (2002-12-25)  Supplementing lactating women with flaxseed oil does not increase docosahexaenoic acid in their milk..  The American journal of clinical nutrition,  77  ((1)):  (226-233).  [PMID:12499346]
11. M K Sim,X S Qui.  (2003-03-01)  Angiotensins in plasma of hypertensive rats and human..  Regulatory peptides,  111  ((1-3)):  (179-182).  [PMID:12609766]
12. Tatsuya Ide,Takashi Okamura,Ryukichi Kumashiro,Yuriko Koga,Teruko Hino,Akiko Hisamochi,Kei Ogata,Kazuo Tanaka,Reiichiro Kuwahara,Ritsuko Seki,Michio Sata.  (2003-05-09)  A pilot study of eicosapentaenoic acid therapy for ribavirin-related anemia in patients with chronic hepatitis C..  International journal of molecular medicine,  11  ((6)):  (729-732).  [PMID:12736713]
13. Saleh Abdelhamid,Roland Blomer,Gerhard Hommel,Doris Haack,Sabina Lewicka,Peter Fiegel,Bernd Krumme.  (2003-07-10)  Urinary tetrahydroaldosterone as a screening method for primary aldosteronism: a comparative study..  American journal of hypertension,  16  ((7)):  (522-530).  [PMID:12850384]
14. Hyeon Ho Kim,Chung Min Shin,Chi-Hyun Park,Kyu Han Kim,Kwang Hyun Cho,Hee Chul Eun,Jin Ho Chung.  (2005-06-03)  Eicosapentaenoic acid inhibits UV-induced MMP-1 expression in human dermal fibroblasts..  Journal of lipid research,  46  ((8)):  (1712-1720).  [PMID:15930517]
15. Hyeon Ho Kim,Soyun Cho,Serah Lee,Kyu Han Kim,Kwang Hyun Cho,Hee Chul Eun,Jin Ho Chung.  (2006-02-10)  Photoprotective and anti-skin-aging effects of eicosapentaenoic acid in human skin in vivo..  Journal of lipid research,  47  ((5)):  (921-930).  [PMID:16467281]
16. Marcy J Balunas,Bin Su,Serena Landini,Robert W Brueggemeier,A Douglas Kinghorn.  (2006-04-29)  Interference by naturally occurring fatty acids in a noncellular enzyme-based aromatase bioassay..  Journal of natural products,  69  ((4)):  (700-703).  [PMID:16643058]
17. Keisuke Hino,Yasuko Murakami,Ayako Nagai,Akira Kitase,Yuichi Hara,Takakazu Furutani,Fenyu Ren,Yuhki Yamaguchi,Kohki Yutoku,Satoyoshi Yamashita,Michiari Okuda,Misako Okita,Kiwamu Okita.  (2006-07-29)  Alpha-tocopherol [corrected] and ascorbic acid attenuates the ribavirin [corrected] induced decrease of eicosapentaenoic acid in erythrocyte membrane in chronic hepatitis C patients..  Journal of gastroenterology and hepatology,  21  ((8)):  (1269-1275).  [PMID:16872308]
18. Wendy L Hall,Katie A Sanders,Thomas A B Sanders,Philip J Chowienczyk.  (2008-01-22)  A high-fat meal enriched with eicosapentaenoic acid reduces postprandial arterial stiffness measured by digital volume pulse analysis in healthy men..  The Journal of nutrition,  138  ((2)):  (287-291).  [PMID:18203893]
19. Richard W Friesen,Joseph A Mancini.  (2008-05-08)  Microsomal prostaglandin E2 synthase-1 (mPGES-1): a novel anti-inflammatory therapeutic target..  Journal of medicinal chemistry,  51  ((14)):  (4059-4067).  [PMID:18459759]
20. Shun Wang,Aiqun Ma,Shaowu Song,Qinghai Quan,Xinfeng Zhao,Xiaohui Zheng.  (2008-07-18)  Fasting serum free fatty acid composition, waist/hip ratio and insulin activity in essential hypertensive patients..  Hypertension research : official journal of the Japanese Society of Hypertension,  31  ((4)):  (623-632).  [PMID:18633173]
21. David S Wishart,Craig Knox,An Chi Guo,Roman Eisner,Nelson Young,Bijaya Gautam,David D Hau,Nick Psychogios,Edison Dong,Souhaila Bouatra,Rupasri Mandal,Igor Sinelnikov,Jianguo Xia,Leslie Jia,Joseph A Cruz,Emilia Lim,Constance A Sobsey,Savita Shrivastava,Paul Huang,Philip Liu,Lydia Fang,Jun Peng,Ryan Fradette,Dean Cheng,Dan Tzur,Melisa Clements,Avalyn Lewis,Andrea De Souza,Azaret Zuniga,Margot Dawe,Yeping Xiong,Derrick Clive,Russ Greiner,Alsu Nazyrova,Rustem Shaykhutdinov,Liang Li,Hans J Vogel,Ian Forsythe.  (2008-10-28)  HMDB: a knowledgebase for the human metabolome..  Nucleic acids research,  37  ((Database issue)):  (D603-D610).  [PMID:18953024]
22. Denis Fourches,Julie C Barnes,Nicola C Day,Paul Bradley,Jane Z Reed,Alexander Tropsha.  (2009-12-18)  Cheminformatics analysis of assertions mined from literature that describe drug-induced liver injury in different species..  Chemical research in toxicology,  23  ((1)):  (171-183).  [PMID:20014752]
23. Oswald Quehenberger,Aaron M Armando,Alex H Brown,Stephen B Milne,David S Myers,Alfred H Merrill,Sibali Bandyopadhyay,Kristin N Jones,Samuel Kelly,Rebecca L Shaner,Cameron M Sullards,Elaine Wang,Robert C Murphy,Robert M Barkley,Thomas J Leiker,Christian R H Raetz,Ziqiang Guan,Gregory M Laird,David A Six,David W Russell,Jeffrey G McDonald,Shankar Subramaniam,Eoin Fahy,Edward A Dennis.  (2010-07-31)  Lipidomics reveals a remarkable diversity of lipids in human plasma..  Journal of lipid research,  51  ((11)):  (3299-3305).  [PMID:20671299]
24. Botond Borcsa,Ute Widowitz,Dezso Csupor,Peter Forgo,Rudolf Bauer,Judit Hohmann.  (2010-11-16)  Semisynthesis and pharmacological investigation of lipo-alkaloids prepared from aconitine..  Fitoterapia,  82  ((3)):  (365-368).  [PMID:21075183]
25. Nikolaos Psychogios,David D Hau,Jun Peng,An Chi Guo,Rupasri Mandal,Souhaila Bouatra,Igor Sinelnikov,Ramanarayan Krishnamurthy,Roman Eisner,Bijaya Gautam,Nelson Young,Jianguo Xia,Craig Knox,Edison Dong,Paul Huang,Zsuzsanna Hollander,Theresa L Pedersen,Steven R Smith,Fiona Bamforth,Russ Greiner,Bruce McManus,John W Newman,Theodore Goodfriend,David S Wishart.  (2011-03-02)  The human serum metabolome..  PloS one,  ((2)):  (e16957-e16957).  [PMID:21359215]
26. Sayako Maruo,Isoko Kuriyama,Kouji Kuramochi,Kazunori Tsubaki,Hiromi Yoshida,Yoshiyuki Mizushina.  (2011-09-10)  Inhibitory effect of novel 5-O-acyl juglones on mammalian DNA polymerase activity, cancer cell growth and inflammatory response..  Bioorganic & medicinal chemistry,  19  ((19)):  (5803-5812).  [PMID:21903399]
27. H Miwa,M Yamamoto,T Futata,K Kan,T Asano.  (1996-03-03)  Thin-layer chromatography and high-performance liquid chromatography for the assay of fatty acid compositions of individual phospholipids in platelets from non-insulin-dependent diabetes mellitus patients: effect of eicosapentaenoic acid ethyl ester administration..  Journal of chromatography. B, Biomedical applications,  677  ((2)):  (217-223).  [PMID:8704924]
28. A Surdacki,M Nowicki,J Sandmann,D Tsikas,R H Boeger,S M Bode-Boeger,O Kruszelnicka-Kwiatkowska,F Kokot,J S Dubiel,J C Froelich.  (1999-04-28)  Reduced urinary excretion of nitric oxide metabolites and increased plasma levels of asymmetric dimethylarginine in men with essential hypertension..  Journal of cardiovascular pharmacology,  33  ((4)):  (652-658).  [PMID:10218738]
29. J A Dunstan,J Roper,L Mitoulas,P E Hartmann,K Simmer,S L Prescott.  (2004-08-10)  The effect of supplementation with fish oil during pregnancy on breast milk immunoglobulin A, soluble CD14, cytokine levels and fatty acid composition..  Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology,  34  ((8)):  (1237-1242).  [PMID:15298564]
30. Takahiro Yamashita,Yoichi Nakao,Shigeki Matsunaga,Tsutomu Oikawa,Yukimitsu Imahara,Nobuhiro Fusetani.  (2008-11-28)  A new antiangiogenic C24 oxylipin from the soft coral Sinularia numerosa..  Bioorganic & medicinal chemistry,  17  ((6)):  (2181-2184).  [PMID:19036594]
31. Gian Carlo Tenore,Giorgio Calabrese,Alberto Ritieni,Pietro Campiglia,Daniela Giannetti,Ettore Novellino.  (2014-06-28)  Canned bluefin tuna, an in vitro cardioprotective functional food potentially safer than commercial fish oil based pharmaceutical formulations..  Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association,  71  ():  (231-235).  [PMID:24972354]

计算器