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Arachidonic acid

Athanor · official

C20H32O2 · 304.5 g/mol

IUPAC name: (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid

Also called AA, C20:4, omega-6, eicosanoid precursor

Lipids
Open in Athanor
The structure of Arachidonic acid
Drawn from its SMILES with RDKit
Harmful or irritantWarningHarmful if swallowed · Harmful in contact with skin · Causes skin irritation · Causes serious eye irritation · Harmful if inhaled · May cause respiratory irritation

Names and identifiers

IUPAC name
(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid
Synonyms
AA, C20:4, omega-6
+ 37 more

eicosanoid precursor, (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid, (all-Z)-5,8,11,14-Eicosatetraenoic acid, cis-5,8,11,14-Eicosatetraenoic acid, 5Z,8Z,11Z,14Z-eicosatetraenoic acid, 5,8,11,14-Eicosatetraenoic acid, (all-Z)-, all-cis-5,8,11,14-eicosatetraenoic acid, 27YG812J1I, (5Z,8Z,11Z,14Z)-Icosatetraenoic acid, DTXSID4040420, CHEBI:15843, Arachidonate, Sodium, RefChem:5560, Fatty Acid 20:4 n-6, DTXCID2020420, All-cis-icosa-5,8,11,14-tetraenoic acid, 208-033-4, Immunocytophyte, MFCD00004417, UNII-27YG812J1I, (5Z,8Z,11Z,14Z)-5,8,11,14-Eicosatetraenoic Acid, Arachidonic Acid, >97%, FA 20:4, CHEMBL15594, (5Z,8Z,11Z,14Z)-5,8,11,14-Icosatetraenoic acid, 5,8,11,14-Eicosatetraenoate, HMS3402M21, Arachidonic acid(AA), Eicosa-5Z,8Z,11Z,14Z-tetraenoic acid, Arachidonic acid, 40%, A0781, all-cis-eicosa-5,8,11,14-tetraenoic acid, [1-14C]Arachidonic acid, C00219, cis,cis,cis,cis-5,8,11,14-Eicosatetraenoic acid, cis,cis,cis,cis-?5,8,11,14-?Eicosatetraenoic acid; Eicosa-5Z,8Z,11Z,14Z-tetraenoic acid; Immunocytophyte, 5Z,8Z,11Z,14Z-Eicosatetraenoate

Molecular formula
C20H32O2
Empirical formula
C10H16O
Molecular weight
304.5 g/mol
Exact mass
304.24023
CAS number
506-32-1
PubChem CID
444899
Canonical SMILES
CCCCCC=CCC=CCC=CCC=CCCCC(=O)O
Isomeric 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
Molfile

Names, InChI and the identifiers from PubChem, retrieved 2026-10-14.

Calculated

Heavy atoms
22
Rings
0
Aromatic rings
0
Fraction sp³ carbons (Fsp3)
0.55
H-bond donors
1
H-bond acceptors
1 computed here · PubChem 2
Rotatable bonds
14
TPSA (Ų)
37.3
Formal charge
0
XLogP3
6.3 PubChem
Complexity
362 PubChem
Stereocenters
None
Double-bond geometry
C6=C7: Z · C9=C10: Z · C12=C13: Z · C15=C16: Z
Point group
C1 of one 3D conformer with its hydrogens, by Athanor’s engine (as in the app)

Elemental analysis

  • C78.90%
  • H10.59%
  • O10.51%

Isotope pattern

100%304.24022%305.2442.7%306.247307.250

Each peak is a nominal mass with its abundance-weighted exact mass, as a percentage of the tallest, from IUPAC natural isotope abundances.

Computed from the structure with RDKit 2026.09 when this page was built, beside PubChem's own computed values from its record; where the two differ, both are shown.

Predicted

log P
6.22 Crippen (Wildman and Crippen 1999)
log S (water solubility)
-4.72 ESOL (Delaney 2004), log mol/L
Synthetic accessibility
2.77 SA score, 1 easy to 10 hard (Ertl and Schuffenhauer 2009)

Drug-likeness: Lipinski’s rule of five

  • Molecular weight ≤ 500: 304.47
  • log P ≤ 5 (Crippen): 6.22
  • H-bond donors ≤ 5: 1
  • H-bond acceptors ≤ 10: 1

Breaks 1 of the four rules.

¹³C NMR shifts, predicted

Predictions, not measurements; each names its method. A measured log P, where a source reports one, is under Physical properties.

Safety

Warning

Most widely reported: 39 company reports to ECHA. Source [1].

  • Harmful or irritant
  • H302Harmful if swallowed (84.6% of reports)
  • H312Harmful in contact with skin (82.1% of reports)
  • H315Causes skin irritation (89.7% of reports)
  • H319Causes serious eye irritation (89.7% of reports)
  • H332Harmful if inhaled (79.5% of reports)
  • H335May cause respiratory irritation (84.6% of reports)

Precautionary statements: P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

View all classifications (2)
  • [1] European Chemicals Agency (ECHA)This chemical does not meet GHS hazard criteria for 10.3% (4 of 39) of reports.
  • [1] European Chemicals Agency (ECHA) · 39 reports · WarningH302, H312, H315, H319, H332, H335

Safety data sheets on the supplier’s page: Yuhao Chemical, Alfa Chemistry, Accela ChemBio Inc..

Always read the supplier’s safety data sheet before working with it.

Spectra

Experimental spectra held by these sources; each link opens the source's own record.

Literature

Reading PubChem, OpenAlex and GSRS…

Bioactivity

Reading ChEMBL…

References

  1. [1]European Chemicals Agency (ECHA) · ECHA legal notice: reuse with acknowledgement · via PubChem · retrieved 2026-10-14
  2. [2]SpectraBase · Linked only · via PubChem · retrieved 2026-10-14
  3. [3]Human Metabolome Database (HMDB) · Linked only · via PubChem · retrieved 2026-10-14
  4. [4]MassBank of North America (MoNA) · CC BY 4.0 · via PubChem · retrieved 2026-10-14
  5. [5]NIST Mass Spectrometry Data Center · Linked only · via PubChem · retrieved 2026-10-14
  6. [6]MassBank Europe · Linked only · via PubChem · retrieved 2026-10-14
  7. ·Calculated values: computed by Athanor with RDKit 2026.09 from the structure.
  8. ·Literature on PubChem

Data last updated 2026-10-14.