File:Arachidonic_acid.svg · Wikimedia Commons · See Wikimedia Commons
arachidonic acid
Sign in to saveAlso known as all-cis-5,8,11,14-eicosatetraenoic acid, cis-Delta(5,8,11,14)-eicosatetraenoic acid, (5Z,8Z,11Z,14Z)-5,8,11,14-icosatetraenoic acid, AA, ARA, Arachidonate, cis-D5,8,11,14-Eicosatetraenoic acid, 5-cis,8-cis,11-cis,14-cis-Eicosatetraenoic acid
chemical compound
OverviewAI-generated
Arachidonic acid is a chemical compound with the IUPAC name (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid. Its chemical formula is C₂₀H₃₂O₂, and it has a mass of 304.24. The substance exhibits a density of 0.922, a melting point of -49.5, and a flash point of 113. Its pKa value is 4.752.
The compound has an xlogp of 6.3 and a topological polar surface area (tpsa) of 37.3. It contains one hydrogen bond donor and two hydrogen bond acceptors, with a charge of 0. The canonical SMILES representation is CCCCCC=CCC=CCC=CCC=CCCCC(=O)O, while the isomeric SMILES is CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O.
Literature references for arachidonic acid number 51,763. The subject is referenced by 1,085 other encyclopedia articles.
Synthesized by Vinony from 22 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Chemical data
- Formula
- C20H32O2
- Molecular weight
- 304.5 g/mol
- IUPAC name
- (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid
- SMILES
- CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O
- InChIKey
- YZXBAPSDXZZRGB-DOFZRALJSA-N
- XLogP
- 6.3
- Polar surface area
- 37.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
51,763 papers- Arachidonic Acid Derivatives and Neuroinflammation.CNS & neurological disorders drug targets · 2022
- Role of arachidonic acid-derived eicosanoids in intestinal innate immunity.Critical reviews in food science and nutrition · 2021
- Arachidonic Acid Mediators and their Role in Neurological Disease.CNS & neurological disorders drug targets · 2022
- Regulation of arachidonic acid oxidation and metabolism by lipid electrophiles.Prostaglandins & other lipid mediators · 2021
- Intake of arachidonic acid-containing lipids in adult humans: dietary surveys and clinical trials.Lipids in health and disease · 2019
via PubMed
~12 min read
Encyclopedic overview
Names
Preferred IUPAC name (5Z,8Z,11Z,14Z)-Icosa-5,8,11,14-tetraenoic acid
Excerpted from Wikipedia’s “arachidonic acid” article, available under the CC BY-SA 4.0 licence.