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CHEBI:15843 - arachidonic acid

ChEBI IDCHEBI:15843
ChEBI Namearachidonic acid
Stars
DefinitionA long-chain fatty acid that is a C20, polyunsaturated fatty acid having four (Z)-double bonds at positions 5, 8, 11 and 14.
Secondary ChEBI IDsCHEBI:2799, CHEBI:22608, CHEBI:40501
Last Modified27 May 2022
DownloadsMolfile

FormulaC20H32O2
Net Charge0
Average Mass304.474
Monoisotopic Mass304.24023
SMILESCCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O
InChIInChI=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-
InChIKeyYZXBAPSDXZZRGB-DOFZRALJSA-N

Wikipedia
Species of MetaboliteComponentSourceComments
Daphnia galeata (ncbitaxon:27404) - Article (Is the fatty acid composition of Daphnia galeata determined by the fatty acid composition of the ingested diet?Weers P.M.M., Siewertsen K., and Gulati R.D.Freshwater Biology (1997), 38, 731-738)
Mus musculus (ncbitaxon:10090)
- MetaboLights (MTBLS143)
- PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification

ChEBI Ontology
IUPAC Name 
(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoic acid
Synonyms  Source
Arachidonic acidKEGG COMPOUND
cis-5,8,11,14-Eicosatetraenoic acidKEGG COMPOUND
(5Z,8Z,11Z,14Z)-5,8,11,14-icosatetraenoic acidNIST Chemistry WebBook
cis-Δ5,8,11,14-eicosatetraenoic acidChEBI
all-cis-5,8,11,14-eicosatetraenoic acidChEBI
Arachidonsäure  deChEBI
Manual XrefsDatabases
C00219KEGG COMPOUND
LMFA01030001LIPID MAPS
ACDPDBeChem
DB04557DrugBank
ARACHIDONIC_ACIDMetaCyc
HMDB0001043HMDB
Arachidonic_acidWikipedia
C00000388KNApSAcK
Registry NumbersSources
Gmelin:58972Gmelin
Reaxys:1913991Reaxys
CAS:506-32-1KEGG COMPOUND
CAS:506-32-1ChemIDplus
CAS:506-32-1NIST Chemistry WebBook
Citations