cis-5,8,11,14,17-Eicosapentaenoic acid - analytical standard, high purity , CAS No.10417-94-4

Item Number
E100927
Grouped product items
SKUSizeAvailabilityPrice Qty
E100927-20mg
20mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$36.90
E100927-100mg
100mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$144.90
E100927-500mg
500mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$567.90

Basic Description

SynonymsC20:5 (n-3) | Tox21_111991 | D08061 | Eicosapentaenoic acid (c20:5 n3) | Icosapentaenoate | Icosapento [INN-Spanish] | (5Z,8Z,11Z,14Z,17Z)-5,8,11,14,17-eicosapentaenoic acid | DTXSID9041023 | NCGC00161344-02 | SR-01000946647-1 | DTXCID7021023 | Icosapent
Specifications & PurityMoligand™, analytical standard
Biochemical and Physiological Mechanisms5-Lipoxygenase inhibitor; reduces thromboxane A2 production.
Storage TempProtected from light,Store at -20°C,Argon charged
Shipped InIce chest + Ice pads
Gradeanalytical standard, Moligand™

Product Properties

ALogP5.6

Associated Targets(Human)

F2 Tclin Thrombin (11687 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ESR1 Tclin Estrogen receptor alpha (17718 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PGR Tclin Progesterone receptor (8562 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CHRM2 Tclin Muscarinic acetylcholine receptor M2 (10671 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADRA2A Tclin Alpha-2a adrenergic receptor (9450 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AR Tclin Androgen Receptor (11781 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CHRM1 Tclin Muscarinic acetylcholine receptor M1 (12690 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
VDR Tclin Vitamin D receptor (26531 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP19A1 Tclin Cytochrome P450 19A1 (6099 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MAOA Tclin Monoamine oxidase A (11911 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DRD1 Tclin Dopamine D1 receptor (9720 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC6A2 Tclin Norepinephrine transporter (10102 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC6A4 Tclin Serotonin transporter (12625 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADRA1A Tclin Alpha-1a adrenergic receptor (8359 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
OPRM1 Tclin Mu opioid receptor (19785 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DRD3 Tclin Dopamine D3 receptor (14368 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC6A3 Tclin Dopamine transporter (10535 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PPARA Tclin Peroxisome proliferator-activated receptor alpha (9197 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KCNH2 Tclin HERG (29587 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PDE3A Tclin Phosphodiesterase 3A (3309 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HTR2B Tclin Serotonin 2b (5-HT2b) receptor (10323 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TBXA2R Tclin Thromboxane A2 receptor (5717 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RXRA Tclin Retinoid X receptor alpha (3637 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PDE4A Tclin Phosphodiesterase 4A (1943 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADORA3 Tchem Adenosine A3 receptor (15931 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HRH3 Tclin Histamine H3 receptor (10389 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDR Tclin Vascular endothelial growth factor receptor 2 (20924 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MDA-MB-468 (9477 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-116 (91556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
POLK Tbio DNA polymerase kappa (8653 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
POLL Tbio DNA polymerase lambda (184 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KMT2A Tchem Histone-lysine N-methyltransferase MLL (17327 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
OXER1 Tchem Oxoeicosanoid receptor 1 (131 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 (22556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RGS4 Tchem Regulator of G-protein signaling 4 (13867 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SREBF2 Tchem Sterol regulatory element-binding protein 2 (50 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
F7 Tchem Coagulation factor VII/tissue factor (740 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GLS Tchem Glutaminase kidney isoform, mitochondrial (16997 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EA.hy 926 (491 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Trypsin (394 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Ppard Peroxisome proliferator-activated receptor delta (358 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Hepatitis C virus (23859 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RAW264.7 (28094 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RBL-2H3 (1162 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SARS-CoV-2 (38078 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

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
Isomeric SMILES CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O
WGK Germany 3
PubChem CID 446284
UN Number 3265
Molecular Weight 302.45
Beilstein 1714433

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

Find and download the COA for your product by matching the lot number on the packaging.

10 results found

Lot NumberCertificate TypeDateItem
H2429527Certificate of AnalysisAug 21, 2024 E100927
H2429543Certificate of AnalysisAug 21, 2024 E100927
H2429546Certificate of AnalysisAug 21, 2024 E100927
J2215300Certificate of AnalysisJul 09, 2024 E100927
J2215301Certificate of AnalysisJul 09, 2024 E100927
D2416058Certificate of AnalysisAug 16, 2022 E100927
H2209285Certificate of AnalysisJul 22, 2022 E100927
H2209286Certificate of AnalysisJul 22, 2022 E100927
A2218041Certificate of AnalysisFeb 11, 2022 E100927
A2221078Certificate of AnalysisJan 27, 2022 E100927

Chemical and Physical Properties

SensitivityLight sensitive,Air sensitive,Heat sensitive
Refractive Index1.4977
Flash Point(°F)199.4 °F
Flash Point(°C)93℃
Melt Point(°C)-54--53°C

Safety and Hazards(GHS)

Pictogram(s) GHS05
Signal Danger
Hazard Statements

H314:Causes severe skin burns and eye damage

Precautionary Statements

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P260:Do not breathe dust/fume/gas/mist/vapors/spray.

P301+P330+P331:IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P363:Wash contaminated clothing before reuse.

P305+P354+P338:IF IN EYES: Immediately rinse with water for several minutes. Remove contact lenses if present and easy to do. Continue rinsing.

P302+P361+P354:IF ON SKIN: Take off Immediately all contaminated clothing. Immediately rinse with water for several minutes.

P316:Get emergency medical help immediately.

WGK Germany 3
Merck Index 3531

Related Documents

Citations of This Product

1. Lei Zhang, Peng Shi, Lin Zhang, Yajun Wang, Jilin Xu, Xiaojun Yan, Kai Liao.  (2023)  Molecular Characterization and Expression Response of Ghrelin, GLP-1 and PYY to Fasting, Dietary Lipid, and Fatty Acids in Silver Pomfret (Pampus argenteus).  Fishes,  (3): (170).  [PMID:] [10.3390/fishes8030170]
2. Xin-Nan Teng, Shu-Chang Wang, Liaqat Zeb, Yue-Sheng Dong, Zhi-Long Xiu.  (2023)  Two-Step Enzymolysis of Antarctic Krill for Simultaneous Preparation of Value-Added Oil and Enzymolysate.  Marine Drugs,  21  (1): (47).  [PMID:36662220] [10.3390/md21010047]
3. 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]
4. Baoping Xiao, Yuanyuan Li, Yanqi Lin, Jingyu Lin, Lingyu Zhang, Daren Wu, Jun Zeng, Jian Li, Jing wen Liu, Guiling Li.  (2022)  Eicosapentaenoic acid (EPA) exhibits antioxidant activity via mitochondrial modulation.  FOOD CHEMISTRY,  373  (131389).  [PMID:34710690] [10.1016/j.foodchem.2021.131389]
5. Wen Zhang, An Bu, Qingyuan Ji, Luofu Min, Song Zhao, Yuxin Wang, Jing Chen.  (2019)  pKa-Directed Incorporation of Phosphonates into MOF-808 via Ligand Exchange: Stability and Adsorption Properties for Uranium.  ACS Applied Materials & Interfaces,  11  (37): (33931–33940).  [PMID:31409065] [10.1021/acsami.9b10920]
6. Qi Zhao, Jian Li, Yang Xu, Dandan Lv, Kanyasiri Rakariyatham, Dayong Zhou.  (2019)  Rapid extraction of free fatty acids from edible oil after accelerated storage based on amino-modified magnetic silica nanospheres.  Analytical Methods,  11  (35): (4520-4527).  [PMID:] [10.1039/C9AY01082C]
7. Hongkai Xie, Dayong Zhou, Xiaopei Hu, Zhongyuan Liu, Liang Song, Beiwei Zhu.  (2018)  Changes in Lipid Profiles of Dried Clams (Mactra chinensis Philippi and Ruditapes philippinarum) during Accelerated Storage and Prediction of Shelf Life.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,  66  (29): (7764–7774).  [PMID:29965751] [10.1021/acs.jafc.8b03047]
8. Wanpeng Ma, Wei Zhang, Yang Zhao, Helong Yu.  (2016)  Preparation and assessment of a self-healing material based on microcapsules filled with ethyl phenylacetate.  JOURNAL OF APPLIED POLYMER SCIENCE,  133  (20):   [PMID:] [10.1002/app.43430]

References

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]
32. Lei Zhang, Peng Shi, Lin Zhang, Yajun Wang, Jilin Xu, Xiaojun Yan, Kai Liao.  (2023)  Molecular Characterization and Expression Response of Ghrelin, GLP-1 and PYY to Fasting, Dietary Lipid, and Fatty Acids in Silver Pomfret (Pampus argenteus).  Fishes,  (3): (170).  [PMID:] [10.3390/fishes8030170]
33. Xin-Nan Teng, Shu-Chang Wang, Liaqat Zeb, Yue-Sheng Dong, Zhi-Long Xiu.  (2023)  Two-Step Enzymolysis of Antarctic Krill for Simultaneous Preparation of Value-Added Oil and Enzymolysate.  Marine Drugs,  21  (1): (47).  [PMID:36662220] [10.3390/md21010047]
34. 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]
35. Baoping Xiao, Yuanyuan Li, Yanqi Lin, Jingyu Lin, Lingyu Zhang, Daren Wu, Jun Zeng, Jian Li, Jing wen Liu, Guiling Li.  (2022)  Eicosapentaenoic acid (EPA) exhibits antioxidant activity via mitochondrial modulation.  FOOD CHEMISTRY,  373  (131389).  [PMID:34710690] [10.1016/j.foodchem.2021.131389]
36. Wen Zhang, An Bu, Qingyuan Ji, Luofu Min, Song Zhao, Yuxin Wang, Jing Chen.  (2019)  pKa-Directed Incorporation of Phosphonates into MOF-808 via Ligand Exchange: Stability and Adsorption Properties for Uranium.  ACS Applied Materials & Interfaces,  11  (37): (33931–33940).  [PMID:31409065] [10.1021/acsami.9b10920]
37. Qi Zhao, Jian Li, Yang Xu, Dandan Lv, Kanyasiri Rakariyatham, Dayong Zhou.  (2019)  Rapid extraction of free fatty acids from edible oil after accelerated storage based on amino-modified magnetic silica nanospheres.  Analytical Methods,  11  (35): (4520-4527).  [PMID:] [10.1039/C9AY01082C]
38. Hongkai Xie, Dayong Zhou, Xiaopei Hu, Zhongyuan Liu, Liang Song, Beiwei Zhu.  (2018)  Changes in Lipid Profiles of Dried Clams (Mactra chinensis Philippi and Ruditapes philippinarum) during Accelerated Storage and Prediction of Shelf Life.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,  66  (29): (7764–7774).  [PMID:29965751] [10.1021/acs.jafc.8b03047]
39. Wanpeng Ma, Wei Zhang, Yang Zhao, Helong Yu.  (2016)  Preparation and assessment of a self-healing material based on microcapsules filled with ethyl phenylacetate.  JOURNAL OF APPLIED POLYMER SCIENCE,  133  (20):   [PMID:] [10.1002/app.43430]

Solution Calculators