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CHEBI:71488 - all-cis-8,11,14,17-icosatetraenoic acid

ChEBI IDCHEBI:71488
ChEBI Nameall-cis-8,11,14,17-icosatetraenoic acid
Stars
ASCII Nameall-cis-8,11,14,17-icosatetraenoic acid
DefinitionAn icosatetraenoic acid having four cis double bonds at positions 8, 11, 14 and 17.
Last Modified24 March 2016
SubmitterAnneNiknejad
DownloadsMolfile
FormulaC20H32O2
Net Charge0
Average Mass304.474
Monoisotopic Mass304.24023
SMILESCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCCC(=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/h3-4,6-7,9-10,12-13H,2,5,8,11,14-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-,13-12-
InChIKeyHQPCSDADVLFHHO-LTKCOYKYSA-N
Species of MetaboliteComponentSourceComments
Mortierella alpina (ncbitaxon:64518) - PubMed (9668087)
Roles Classification
Chemical Roles:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
fungal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
marine metabolite  Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
Caenorhabditis elegans metabolite  A nematode metabolite produced by Caenorhabditis elegans.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
all-cis-8,11,14,17-icosatetraenoic acid (CHEBI:71488) has role fungal metabolite (CHEBI:76946)
all-cis-8,11,14,17-icosatetraenoic acid (CHEBI:71488) is a icosatetraenoic acid (CHEBI:36033)
all-cis-8,11,14,17-icosatetraenoic acid (CHEBI:71488) is a ω−3 fatty acid (CHEBI:25681)
all-cis-8,11,14,17-icosatetraenoic acid (CHEBI:71488) is conjugate acid of all-cis-8,11,14,17-icosatetraenoate (CHEBI:71563)
Incoming Relation(s)
1-[(8Z,11Z,14Z,17Z)-icosatetraenoyl]-sn-glycero-3-phosphocholine (CHEBI:86259) has functional parent all-cis-8,11,14,17-icosatetraenoic acid (CHEBI:71488)
1-[(8Z,11Z,14Z,17Z)-icosatetraenoyl]-2-[(11Z)-icosenoyl]-sn-glycero-3-phospho-1D-myo-inositol (CHEBI:89243) has functional parent all-cis-8,11,14,17-icosatetraenoic acid (CHEBI:71488)
1-[(8Z,11Z,14Z,17Z)-icosatetraenoyl]-2-[(11Z)-octadecenoyl]-sn-glycero-3-phospho-1D-myo-inositol (CHEBI:89251) has functional parent all-cis-8,11,14,17-icosatetraenoic acid (CHEBI:71488)
1-[(8Z,11Z,14Z,17Z)-icosatetraenoyl]-2-icosanoyl-sn-glycero-3-phospho-1D-myo-inositol (CHEBI:89244) has functional parent all-cis-8,11,14,17-icosatetraenoic acid (CHEBI:71488)
1-[(8Z,11Z,14Z,17Z)-icosatetraenoyl]-2-octadecanoyl-sn-glycero-3-phospho-1D-myo-inositol (CHEBI:89250) has functional parent all-cis-8,11,14,17-icosatetraenoic acid (CHEBI:71488)
1-tetracosyl-2-[(8Z,11Z,14Z,17Z)-icosatetraenoyl]-sn-glycero-3-phosphocholine (CHEBI:86456) has functional parent all-cis-8,11,14,17-icosatetraenoic acid (CHEBI:71488)
ethyl (8Z,11Z,14Z,17Z)-icosatetraenoate (CHEBI:84876) has functional parent all-cis-8,11,14,17-icosatetraenoic acid (CHEBI:71488)
lysophosphatidylethanolamine (20:4(8Z,11Z,14Z,17Z)/0:0) (CHEBI:72742) has functional parent all-cis-8,11,14,17-icosatetraenoic acid (CHEBI:71488)
lysophosphatidylethanolamine 0:0/20:4(8Z,11Z,14Z,17Z) (CHEBI:72746) has functional parent all-cis-8,11,14,17-icosatetraenoic acid (CHEBI:71488)
ω-3-arachidonoyl bioconjugate (CHEBI:76188) has functional parent all-cis-8,11,14,17-icosatetraenoic acid (CHEBI:71488)
ω-3-arachidonoyl-containing glycerolipid (CHEBI:90082) has functional parent all-cis-8,11,14,17-icosatetraenoic acid (CHEBI:71488)
all-cis-8,11,14,17-icosatetraenoate (CHEBI:71563) is conjugate base of all-cis-8,11,14,17-icosatetraenoic acid (CHEBI:71488)
(8Z,11Z,14Z,17Z)-icosatetraenoyl group (CHEBI:85942) is substituent group from all-cis-8,11,14,17-icosatetraenoic acid (CHEBI:71488)
IUPAC Name 
(8Z,11Z,14Z,17Z)-icosa-8,11,14,17-tetraenoic acid
Synonyms  Source
(8Z,11Z,14Z,17Z)-icosatetraenoic acidChEBI
(8Z,11Z,14Z,17Z)-eicosatetraenoic acidChEBI
(Z,Z,Z,Z)-eicosa-8,11,14,17-tetraenoic acidChEBI
all-cis-8,11,14,17-eicosatetraenoic acidChEBI
(Z,Z,Z,Z)-icosa-8,11,14,17-tetraenoic acidChEBI
8Z,11Z,14Z,17Z-eicosatetraenoic acidLIPID MAPS
Manual XrefsDatabases
LMFA01030818LIPID MAPS
US2009082448Patent
WO2008053340Patent
HMDB0002177HMDB
CPD-8121MetaCyc
Registry NumbersSources
Reaxys:7533327Reaxys
CAS:24880-40-8ChemIDplus
Citations