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Arachidonic acid

CAT: 0804-HY-109590-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-109590-01Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Arachidonic acid (Immunocytophyt) is a polyunsaturated omega-6 fatty acid and a major constituent of biomembranes. Arachidonic acid also acts as the substrate for various lipid mediators, such as prostaglandins (PGs) . Arachidonic acid improves cognitive response and cardiovascular function[1].
CAS Number
506-32-1
Product Name Alternative
Immunocytophyt
UNSPSC
12352211
Hazard Statement
H315, H319
Target
Endogenous Metabolite
Type
Natural Products
Related Pathways
Metabolic Enzyme/Protease
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/Arachidonic_acid.html
Purity
99.75
Solubility
DMSO : 100 mg/mL (ultrasonic) |Ethanol : 100 mg/mL (ultrasonic)
Smiles
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(O)=O
Molecular Formula
C20H32O2
Molecular Weight
304.47
Precautions
H315, H319
References & Citations
[1]Tateishi N, et al. Dietary supplementation with arachidonic acid increases arachidonic acid content in paw, but does not affect arthritis severity or prostaglandin E2 content in rat adjuvant-induced arthritis model. Lipids Health Dis. 2015 Jan 16;14:3.|[2]DiMartino MJ, et al. The pharmacology of arachidonic acid-induced rat paw edema. Agents Actions. 1987 Aug;21 (3-4) :303-5. |[3]Pompeia C, et al. Arachidonic acid cytotoxicity in leukocytes: implications of oxidative stress and eicosanoid synthesis. Biol Cell. 2002 Sep;94 (4-5) :251-65.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C (Powder, protect from light, stored under nitrogen)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
Human Endogenous Metabolite
Citation 01
ACS Pharmacol Transl Sci. 2025 Oct 4.|Acta Pharmacol Sin. 2025 Jun 23.|Ann Rheum Dis. 2025 Oct 28:S0003-4967 (25) 04428-0.|Biochem Pharmacol. 2024 Dec;230 (Pt 1) :116574.|Biomed Pharmacother. 2023 Nov:167:115531.|bioRxiv. 2024 May 19.|bioRxiv. 2024 November 26.|bioRxiv. 2025 Jun 16.|Cell Death Differ. 2025 Nov 27.|Cell Death Dis. 2020 Sep 15;11 (9) :756.|Cell Death Dis. 2023 Jun 13;14 (6) :359.|Cell Mol Gastroenterol Hepatol. 2022;13 (6) :1805-1827.|Cell Rep. 2022 Sep 20;40 (12) :111381.|Cell Rep. 2024 Jul 9;43 (7) :114477.|Cell Rep. 2025 Apr 16;44 (5) :115572.|Cell Rep. 2025 Nov 25;44 (11) :116496.|Clin Exp Pharmacol Physiol. 2024 Oct;51 (10) :e13918.|Clin Nutr. 2023 Dec 30;43 (2) :453-467.|Dev Cell. 2025 Apr 18:S1534-5807 (25) 00206-0.|Eur J Pharmacol. 2023 Apr 15:945:175618.|FASEB J. 2024 Dec 15;38 (23) :e70226.|Food Funct. 2024 Sep 30;15 (19) :9916-9927.|Free Radic Biol Med. 2023 Jun:202:110-120.|Front Pharmacol. 2022 Jan 10;12:792263.|Gut Microbes. 2023 Dec;15 (2) :2265578.|Immunity. 2024 Aug 22:S1074-7613 (24) 00376-5.|Int Immunopharmacol. 2024 Oct 7;143 (Pt 1) :113320.|Int J Parasitol Drugs Drug Resist. 2024 Jun 6:25:100551.|J Anal Test. 2024 Dec.|J Biol Chem. 2022 May;298 (5) :101847.|J Biol Chem. 2024 Apr;300 (4) :107168.|J Ethnopharmacol. 2026 Feb 28:357:120892.|J Sep Sci. 2025 Nov;48 (11) :e70312.|Nat Cancer. 2025 May;6 (5) :768-785.|Nat Commun. 2024 Sep 10;15 (1) :7914.|Nat Commun. 2025 Jun 5;16 (1) :5209.|Nat Commun. 2025 Sep 29;16 (1) :8541.|Nature. 2025 Jul;643 (8070) :192-200.|Phytomedicine. 2025 Oct 25:148:157450.|Redox Biol. 2021 Nov:47:102168.|Redox Biol. 2023 Oct:66:102857.|Redox Biol. 2025 Feb 3:80:103528.|Rev Bras Farmacogn. 2023 May 20.|Science. 2025 Mar 14;387 (6739) :eadm9805.|Signal Transduct Target Ther. 2024 Dec 30;9 (1) :367.|SSRN. 2024 Sep 20.|Thromb J. 2025 May 7;23 (1) :44.|Xenobiotica. 2022 Jul;52 (7) :669-675.|Nat Nanotechnol. 2025 Oct 31.

Chemical Information

Arachidonic Acid

Arachidonic acid is a long-chain fatty acid that is a C20, polyunsaturated fatty acid having four (Z)-double bonds at positions 5, 8, 11 and 14. It has a role as a mouse metabolite, a human metabolite, an EC 3.1.1.1 (carboxylesterase) inhibitor and a Daphnia galeata metabolite. It is a long-chain fatty acid, an omega-6 fatty acid and an icosa-5,8,11,14-tetraenoic acid. It is a conjugate acid of an arachidonate. It derives from a hydride of a (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraene.

CAS Number506-32-1
PubChem CID444899
IUPAC Name(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid
Molecular FormulaC20H32O2
Molecular Weight304.5
XLogP6.3
Topological Polar Surface Area37.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count14
Heavy Atom Count22
Formal Charge0
Complexity362
SMILES
CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O
InChI
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-
InChIKey
YZXBAPSDXZZRGB-DOFZRALJSA-N
Chemical Structure
2D Structure
2D structure of Arachidonic Acid
CAS: 506-32-1
CID: 444899
Formula: C20H32O2
MW: 304.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight304.5
XLogP36.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count14
Exact Mass304.240230259
Monoisotopic Mass304.240230259
Topological Polar Surface Area37.3 Ų
Heavy Atom Count22
Formal Charge0
Complexity362
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count4
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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