Structure Database (LMSD)

OH O
Common Name
Arachidonic acid
Systematic Name
5Z,8Z,11Z,14Z-eicosatetraenoic acid
Synonyms
  • 5Z,8Z,11Z,14Z-icosatetraenoic acid
  • AA
  • Arachidonate
  • cis-5,8,11,14-Eicosatetraenoic acid
  • (all-Z)-5,8,11,14-Eicosatetraenoic acid
  • all-cis-5,8,11,14-Eicosatetraenoic acid
LM ID
LMFA01030001
Formula
C20H32O2
Exact Mass
Calculate m/z
304.24023
Sum Composition
FA 20:4
Status
Active
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Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]

String Representations

InChiKey (Click to copy)
YZXBAPSDXZZRGB-DOFZRALJSA-N
InChi (Click to copy)
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-
SMILES (Click to copy)
C(O)(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Lipidomics reveals a remarkable diversity of lipids in human plasma,
J Lipid Res, 2010
Pubmed ID: 20671299

Other Databases

Wikipedia
Arachidonic acid
KEGG ID
C00219
HMDB ID
HMDB0001043
CHEBI ID
15843
LIPIDBANK ID
DFA0213
PubChem CID
444899
PlantFA ID
10144
SwissLipids ID
SLM:000000296
Cayman ID
90010
PDB ID
ACD
GuidePharm ID
2391

Calculated Physicochemical Properties

Heavy Atoms 22
Rings 0
Aromatic Rings 0
Rotatable Bonds 14
Van der Waals Molecular Volume 358.94
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 6.22
Molar Refractivity 96.04

Reactions

Filter by species:
ⓘ Reactions are shown if the E.C. number of the enzyme catalysing it is annotated in the UniProt database for a species belonging to the selected taxonomic class.
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Reactions graph legend

Admin

Created at
-
Updated at
25th Apr 2022