Basic Description

Synonyms	Eicosapentaenoic acid \| Icosapent \| Timnodonic acid \| 10417-94-4 \| Icosapentaenoic acid \| EPA \| cis-5,8,11,14,17-Eicosapentaenoic acid \| Icosapento \| Icosapentum \| (5Z,8Z,11Z,14Z,17Z)-icosa-5,8,11,14,17-pentaenoic acid \| Miraxion \| 5,8,11,14,17-EICOSAPENTAENOIC ACID \| eicosapent
Specifications & Purity	Moligand™, 10mM in DMSO
Biochemical and Physiological Mechanisms	5-Lipoxygenase inhibitor; reduces thromboxane A2 production.
Storage Temp	Store at -80°C
Shipped In	Ice chest + Ice pads
Grade	Moligand™

Product Properties

ALogP	5.6

Associated Targets(Human)

F2 Tclin Thrombin (11687 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ESR1 Tclin Estrogen receptor alpha (17718 Activities)

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PGR Tclin Progesterone receptor (8562 Activities)

Discover Target: PGR

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CHRM2 Tclin Muscarinic acetylcholine receptor M2 (10671 Activities)

Discover Target: CHRM2

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HTR1A Tclin Serotonin 1a (5-HT1a) receptor (14969 Activities)

Discover Target: HTR1A

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ADRA2A Tclin Alpha-2a adrenergic receptor (9450 Activities)

Discover Target: ADRA2A

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AR Tclin Androgen Receptor (11781 Activities)

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CHRM1 Tclin Muscarinic acetylcholine receptor M1 (12690 Activities)

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VDR Tclin Vitamin D receptor (26531 Activities)

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CYP19A1 Tclin Cytochrome P450 19A1 (6099 Activities)

Discover Target: CYP19A1

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MAOA Tclin Monoamine oxidase A (11911 Activities)

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DRD1 Tclin Dopamine D1 receptor (9720 Activities)

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ACHE Tclin Acetylcholinesterase (18204 Activities)

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PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

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SLC6A2 Tclin Norepinephrine transporter (10102 Activities)

Discover Target: SLC6A2

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SLC6A4 Tclin Serotonin transporter (12625 Activities)

Discover Target: SLC6A4

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ADRA1A Tclin Alpha-1a adrenergic receptor (8359 Activities)

Discover Target: ADRA1A

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PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

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OPRM1 Tclin Mu opioid receptor (19785 Activities)

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DRD3 Tclin Dopamine D3 receptor (14368 Activities)

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PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)

Discover Target: PPARG

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SLC6A3 Tclin Dopamine transporter (10535 Activities)

Discover Target: SLC6A3

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PPARA Tclin Peroxisome proliferator-activated receptor alpha (9197 Activities)

Discover Target: PPARA

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KCNH2 Tclin HERG (29587 Activities)

Discover Target: KCNH2

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PDE3A Tclin Phosphodiesterase 3A (3309 Activities)

Discover Target: PDE3A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HTR2B Tclin Serotonin 2b (5-HT2b) receptor (10323 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TBXA2R Tclin Thromboxane A2 receptor (5717 Activities)

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RXRA Tclin Retinoid X receptor alpha (3637 Activities)

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PDE4A Tclin Phosphodiesterase 4A (1943 Activities)

Discover Target: PDE4A

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ADORA3 Tchem Adenosine A3 receptor (15931 Activities)

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HRH3 Tclin Histamine H3 receptor (10389 Activities)

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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)

Discover Target: KDR

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ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

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MDA-MB-468 (9477 Activities)

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HCT-116 (91556 Activities)

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POLK Tbio DNA polymerase kappa (8653 Activities)

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POLL Tbio DNA polymerase lambda (184 Activities)

Discover Target: POLL

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EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

Discover Target: EHMT2

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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KMT2A Tchem Histone-lysine N-methyltransferase MLL (17327 Activities)

Discover Target: KMT2A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

OXER1 Tchem Oxoeicosanoid receptor 1 (131 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 (22556 Activities)

Discover Target: USP1

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)

Discover Target: RGS4

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SREBF2 Tchem Sterol regulatory element-binding protein 2 (50 Activities)

Discover Target: SREBF2

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F7 Tchem Coagulation factor VII/tissue factor (740 Activities)

Discover Target: F7

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GLS Tchem Glutaminase kidney isoform, mitochondrial (16997 Activities)

Discover Target: GLS

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EA.hy 926 (491 Activities)

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Associated Targets(non-human)

Trypsin (394 Activities)

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Ppard Peroxisome proliferator-activated receptor delta (358 Activities)

Discover Target: Ppard

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Mus musculus (284745 Activities)

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Hepatitis C virus (23859 Activities)

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RAW264.7 (28094 Activities)

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RBL-2H3 (1162 Activities)

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ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

Discover Target: ffp

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SARS-CoV-2 (38078 Activities)

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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-
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)

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Chemical and Physical Properties

Refractive Index	1.4977
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

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). [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. 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). [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]

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cis-5,8,11,14,17-Eicosapentaenoic acid - 10mM in DMSO, high purity , CAS No.10417-94-4

Basic Description

Product Properties

Associated Targets(Human)

Associated Targets(non-human)

Mechanisms of Action

Names and Identifiers

Certificates

Certificate of Analysis(COA)

Chemical and Physical Properties

Safety and Hazards(GHS)

Related Documents

Citations of This Product

References

Solution Calculators

Molarity Calculator

Dilution Calculator

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