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cis-5,8,11,14,17-Eicosapentaenoic acid - ≥95%, high purity , CAS No.10417-94-4

13 Citations COA COA
In stock
Item Number
E122277
Grouped product items
SKU Size
Availability
 Price Qty
E122277-25mg
25mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$9.90
E122277-100mg
100mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$13.90
E122277-500mg
500mg
5
$16.90
E122277-1g
1g
2
$19.90
E122277-5g
5g
2
$69.90
E122277-25g
25g
1
$299.90
Wish List
Bulk Order  SDS  DATASHEET  Specification Sheet
View related series
carboxylic acid (2098) Carboxylic acid capping agent (20) Coenzymes (11) Endogenous Metabolite (959) Epigenetics (1496) Histone Demethylase (97) Histone Modification (1379) Metabolic Enzyme/Protease (4860) Metabolite (5307)

Basic Description

Synonyms EPA | all cis-5,8,11,14,17-Eicosapentaenoic Acid | all cis-5,8,11,14,17-Icosapentaenoic Acid
Specifications & Purity Moligand™, ≥95%
Biochemical and Physiological Mechanisms 5-Lipoxygenase inhibitor; reduces thromboxane A2 production.
Storage Temp Store at -20°C,Argon charged
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Grade Moligand™
Product Description

Eicosapentaenoic acid is a polyunsaturated fatty acid (PUFAs) and is synthesized from linolenic acid. It is distributed in phospholipid bilayers of the cell membrane, synaptic membranes of the brain and retina.It is obtained majorly from fish oil, seaweed, phytoplankton, and camelina.Being an Omega-3 fatty acid, it shows cis-trans conformations.

cis-5,8,11,14,17-Eicosapentaenoic acid has been used:

· to test pharmacologic effect on steatosis in hepatocytes

· as an analytical standard in Raman spectra measurements to characterize human breast cancer samples

· in lipid peroxidation assay in mouse embryonic fibroblasts and in pre-treatment of cells for cell viability studies

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Lipids and lipid-like molecules
Class Fatty Acyls
Subclass Fatty acids and conjugates
Intermediate Tree Nodes Not available
Direct Parent Long-chain fatty acids
Alternative Parents Unsaturated fatty acids  Straight chain fatty acids  Monocarboxylic acids and derivatives  Carboxylic acids  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular Framework Aliphatic acyclic compounds
Substituents Long-chain fatty acid - Unsaturated fatty acid - Straight chain fatty acid - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
Description This compound belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.
External Descriptors Unsaturated fatty acids

Product Properties

ALogP 5.6

Associated Targets(Human)

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

Associated Targets(non-human)

Trypsin (394 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Ppard Peroxisome proliferator-activated receptor delta (358 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Mus musculus (284745 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Hepatitis C virus (23859 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
RAW264.7 (28094 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
RBL-2H3 (1162 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SARS-CoV-2 (38078 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

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-
InChIKey JAZBEHYOTPTENJ-JLNKQSITSA-N
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
UN Number 3265
Molecular Weight 302.45
Beilstein 1714433
Reaxy-Rn 8989326
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8989326&ln=

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

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

34 results found

Lot Number Certificate Type Date Item
D2315697 Certificate of Analysis Jun 17, 2025 E122277
L2110072 Certificate of Analysis Jun 10, 2025 E122277
D2524168 Certificate of Analysis Apr 09, 2025 E122277
D2524169 Certificate of Analysis Apr 09, 2025 E122277
D2524170 Certificate of Analysis Apr 09, 2025 E122277
D2524171 Certificate of Analysis Apr 09, 2025 E122277
D2524172 Certificate of Analysis Apr 09, 2025 E122277
D2524173 Certificate of Analysis Apr 09, 2025 E122277
J2422377 Certificate of Analysis Sep 26, 2024 E122277
J2422378 Certificate of Analysis Sep 26, 2024 E122277
J2422376 Certificate of Analysis Sep 26, 2024 E122277
B2506083 Certificate of Analysis Sep 26, 2024 E122277
J2422373 Certificate of Analysis Sep 26, 2024 E122277
J2422374 Certificate of Analysis Sep 26, 2024 E122277
E2428596 Certificate of Analysis May 09, 2024 E122277
E2428597 Certificate of Analysis May 09, 2024 E122277
E2428609 Certificate of Analysis May 09, 2024 E122277
E2428610 Certificate of Analysis May 09, 2024 E122277
E2428611 Certificate of Analysis May 09, 2024 E122277
C2407219 Certificate of Analysis Feb 26, 2024 E122277
C2407222 Certificate of Analysis Feb 26, 2024 E122277
A2425017 Certificate of Analysis Oct 14, 2023 E122277
J2325267 Certificate of Analysis Oct 14, 2023 E122277
J2325268 Certificate of Analysis Oct 14, 2023 E122277
G2326624 Certificate of Analysis Jul 03, 2023 E122277
G2326641 Certificate of Analysis Jul 03, 2023 E122277
A2104177 Certificate of Analysis Apr 10, 2023 E122277
A2104181 Certificate of Analysis Apr 10, 2023 E122277
D2315707 Certificate of Analysis Nov 22, 2022 E122277
D2315708 Certificate of Analysis Nov 22, 2022 E122277
F2411074 Certificate of Analysis Nov 22, 2022 E122277
A2104180 Certificate of Analysis Oct 19, 2022 E122277
A2104178 Certificate of Analysis Oct 19, 2022 E122277
A2104176 Certificate of Analysis Oct 19, 2022 E122277

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Chemical and Physical Properties

Solubility Soluble in methanol
Sensitivity Air & Light & heat sensitive
Refractive Index 1.4977
Flash Point(°F) 199.4 °F
Flash Point(°C) 93℃
Melt Point(°C) -54--53°C
Molecular Weight 302.500 g/mol
XLogP3 5.600
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 2
Rotatable Bond Count 13
Exact Mass 302.225 Da
Monoisotopic Mass 302.225 Da
Topological Polar Surface Area 37.300 Ų
Heavy Atom Count 22
Formal Charge 0
Complexity 398.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 5
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 5
Covalently-Bonded Unit Count 1

Alternative Products

  1. Methyl all-cis-5,8,11,14,17-eicosapentaenoate
    Methyl all-cis-5,8,11,14,17-eicosapentaenoate
    • ≥97%(GC)

    Starting at $52.90

  2. Eicosapentaenoic Acid Ethyl Ester
    Eicosapentaenoic Acid Ethyl Ester

    Starting at $172.90

  3. Eicosapentaenoic Acid Ethyl Ester
    Eicosapentaenoic Acid Ethyl Ester
    • Moligand™
      •
    • ≥65%(GC)
    • contains 2000ppm alpha-tocopherol as stabilizer

    Starting at $39.90

  4. Eicosapentaenoic Acid Ethyl Ester
    Eicosapentaenoic Acid Ethyl Ester

    Starting at $11.90

  5. cis-5,8,11,14,17-Eicosapentaenoic acid methyl ester
    cis-5,8,11,14,17-Eicosapentaenoic acid methyl ester

    Starting at $102.90

  6. Eicosapentaenoic Acid-d5
    Eicosapentaenoic Acid-d5
    • 500 μg/ml in ethanol

    Starting at $98.90

  7. cis-5,8,11,14,17-Eicosapentaenoic acid
    cis-5,8,11,14,17-Eicosapentaenoic acid

    Starting at $36.90

  8. cis-5,8,11,14,17-Eicosapentaenoic acid-19,19,20,20,20-d₅
    cis-5,8,11,14,17-Eicosapentaenoic acid-19,19,20,20,20-d₅
    • ≥98 atom% D,≥98%

    Starting at $2,022.90

  9. cis-5,8,11,14,17-Eicosapentaenoic acid
    cis-5,8,11,14,17-Eicosapentaenoic acid

    Starting at $47.90

Citations of This Product

How to Cite Aladdin Scientific Products?
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,  8  (3): (170). 
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). 
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). 
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). 
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). 
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). 
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). 
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):  
9. Xiangyan Chen, Tianze Jiang, Yantao Li, Yifei Zhang, Jianqi Chen, Xia Zhao, Hai Yang.  (2024)  Carrageenan-ferrocene-eicosapentaenoic acid composite hydrogel induce ferroptosis and apoptosis for anti-tumor recurrence and metastasis.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,  276  (133942). 
10. Youjun Wang, Yangmeijin Zhao, Yuxuan He, Chengxiang Ao, Yusheng Jiang, Yuanyong Tian, Hui Zhao, Hang Lu.  (2024)  Effect of three unsaturated fatty acids on the protein oxidation and structure of myofibrillar proteins from rainbow trout (Oncorhynchus mykiss).  FOOD CHEMISTRY,  451  (139403). 
11. Chen Fangquan, Tang Hu, Lin Junhao, Xiang Limin, Lu Yanjiao, Kang Rui, Tang Daolin, Liu Jiao.  (2024)  Macropinocytosis inhibits alkaliptosis in pancreatic cancer cells through fatty acid uptake.  CARCINOGENESIS,     
12. 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). 
13. Feng Lijuan, Yu Shuping, Jin Weimei, Xiao Changyan, Qiao Yan, Yang Guangfeng.  (2024)  The role of hydroponic solution of Ulva fasciata in modulating the antibiotic resistance of Vibrio alginolyticus.  JOURNAL OF APPLIED MICROBIOLOGY,     

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