EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:72865 - (5Z,8Z,11Z)-icosatrienoic acid

ChEBI IDCHEBI:72865
ChEBI Name(5Z,8Z,11Z)-icosatrienoic acid
Stars
ASCII Name(5Z,8Z,11Z)-icosatrienoic acid
DefinitionA 5,8,11-eicosatrienoic acid in which all three double bonds adopt cis-configuration.
Last Modified3 March 2022
Submittermwilliams
DownloadsMolfile
FormulaC20H34O2
Net Charge0
Average Mass306.490
Monoisotopic Mass306.25588
SMILESCCCCCCCC/C=C\C/C=C\C/C=C\CCCC(=O)O
InChIInChI=1S/C20H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h9-10,12-13,15-16H,2-8,11,14,17-19H2,1H3,(H,21,22)/b10-9-,13-12-,16-15-
InChIKeyUNSRRHDPHVZAHH-YOILPLPUSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
ChEBI Ontology
Outgoing Relation(s)
(5Z,8Z,11Z)-icosatrienoic acid (CHEBI:72865) is a 5,8,11-eicosatrienoic acid (CHEBI:165475)
(5Z,8Z,11Z)-icosatrienoic acid (CHEBI:72865) is conjugate acid of (5Z,8Z,11Z)-icosatrienoate (CHEBI:78043)
Incoming Relation(s)
(13R)-hydroxy-(14S,15S)-epoxyicosa-(5Z,8Z,11Z)-trienoic acid (CHEBI:75700) has functional parent (5Z,8Z,11Z)-icosatrienoic acid (CHEBI:72865)
(6E,8Z,11Z)-5-oxoicosatrienoic acid (CHEBI:138190) has functional parent (5Z,8Z,11Z)-icosatrienoic acid (CHEBI:72865)
1-[(9Z)-octadecenoyl]-2-[(5Z,8Z,11Z)-eicosatrienoyl]-sn-glycero-3-phosphocholine (CHEBI:86178) has functional parent (5Z,8Z,11Z)-icosatrienoic acid (CHEBI:72865)
1-hexadecanoyl-2-[(5Z,8Z,11Z)-icosatrienoyl]-sn-glycero-3-phosphocholine (CHEBI:86119) has functional parent (5Z,8Z,11Z)-icosatrienoic acid (CHEBI:72865)
1-meadoyl-sn-glycero-3-phosphocholine (CHEBI:74343) has functional parent (5Z,8Z,11Z)-icosatrienoic acid (CHEBI:72865)
1-octadecanoyl-2-[(5Z,8Z,11Z)-eicosatrienoyl]-sn-glycero-3-phosphocholine (CHEBI:86176) has functional parent (5Z,8Z,11Z)-icosatrienoic acid (CHEBI:72865)
1-α-linolenoyl-2-[(5Z,8Z,11Z)-icosatrienoyl]-sn-glycerol (CHEBI:89238) has functional parent (5Z,8Z,11Z)-icosatrienoic acid (CHEBI:72865)
12(S)-HPE(5,8,10)TrE (CHEBI:78859) has functional parent (5Z,8Z,11Z)-icosatrienoic acid (CHEBI:72865)
19-HETrE (CHEBI:132323) has functional parent (5Z,8Z,11Z)-icosatrienoic acid (CHEBI:72865)
2-[(5Z,8Z,11Z)-icosatrienoyl]-sn-glycero-3-phosphoethanolamine (CHEBI:90579) has functional parent (5Z,8Z,11Z)-icosatrienoic acid (CHEBI:72865)
20-HETrE (CHEBI:132324) has functional parent (5Z,8Z,11Z)-icosatrienoic acid (CHEBI:72865)
5-HETrE (CHEBI:72856) has functional parent (5Z,8Z,11Z)-icosatrienoic acid (CHEBI:72865)
cholesteryl (5Z,8Z,11Z)-icosatrienoate (CHEBI:88752) has functional parent (5Z,8Z,11Z)-icosatrienoic acid (CHEBI:72865)
(5Z,8Z,11Z)-icosatrienoate (CHEBI:78043) is conjugate base of (5Z,8Z,11Z)-icosatrienoic acid (CHEBI:72865)
IUPAC Name 
(5Z,8Z,11Z)-icosa-5,8,11-trienoic acid
Synonyms  Source
ETrE(5Z,8Z,11Z)LIPID MAPS
Mead acidLIPID MAPS
5Z,8Z,11Z-eicosatrienoic acidLIPID MAPS
C20:3n-9,12,15LIPID MAPS
all-cis-eicosa-5,8,11-trienoic acidChEBI
(5Z,8Z,11Z)-eicosatrienoic acidChEBI
Manual XrefsDatabases
LMFA01030381LIPID MAPS
HMDB0010378HMDB
Registry NumbersSources
Reaxys:1713304Reaxys
Citations