EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:53487 - all-cis-docosa-7,10,13,16-tetraenoic acid

ChEBI IDCHEBI:53487
ChEBI Nameall-cis-docosa-7,10,13,16-tetraenoic acid
Stars
ASCII Nameall-cis-docosa-7,10,13,16-tetraenoic acid
DefinitionThe all-cis-isomer of a C22 polyunsaturated fatty acid having four double bonds in the 7-, 10-, 13- and 16-positions. One of the most abundant fatty acids in the early human brain.
Last Modified2 September 2024
Submittersjupe
DownloadsMolfile
FormulaC22H36O2
Net Charge0
Average Mass332.528
Monoisotopic Mass332.27153
SMILESCCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCCCC(=O)O
InChIInChI=1S/C22H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21H2,1H3,(H,23,24)/b7-6-,10-9-,13-12-,16-15-
InChIKeyTWSWSIQAPQLDBP-DOFZRALJSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Rebecca salina (ncbitaxon:561169) - PubMed (17291553)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
algal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
all-cis-docosa-7,10,13,16-tetraenoic acid (CHEBI:53487) has role algal metabolite (CHEBI:84735)
all-cis-docosa-7,10,13,16-tetraenoic acid (CHEBI:53487) has role human metabolite (CHEBI:77746)
all-cis-docosa-7,10,13,16-tetraenoic acid (CHEBI:53487) is a docosatetraenoic acid (CHEBI:61205)
all-cis-docosa-7,10,13,16-tetraenoic acid (CHEBI:53487) is a ω−6 fatty acid (CHEBI:36009)
all-cis-docosa-7,10,13,16-tetraenoic acid (CHEBI:53487) is conjugate acid of all-cis-docosa-7,10,13,16-tetraenoate (CHEBI:77225)
Incoming Relation(s)
(7Z,10Z,13Z,16Z)-docosatetraenoyl-CoA (CHEBI:63544) has functional parent all-cis-docosa-7,10,13,16-tetraenoic acid (CHEBI:53487)
(7Z,10Z,13Z,16Z)-docosatetraenoyl-containing glycerolipid (CHEBI:88264) has functional parent all-cis-docosa-7,10,13,16-tetraenoic acid (CHEBI:53487)
1-(all-cis-docosa-7,10,13,16-tetraenoyl)glycerol (CHEBI:142499) has functional parent all-cis-docosa-7,10,13,16-tetraenoic acid (CHEBI:53487)
1-[(7Z,10Z,13Z,16Z)-docosatetraenoyl]-sn-glycero-3-phosphocholine (CHEBI:133657) has functional parent all-cis-docosa-7,10,13,16-tetraenoic acid (CHEBI:53487)
1-[(7Z,10Z,13Z,16Z)-docosatetraenoyl]-2-octadecanoyl-sn-glycero-3-phosphocholine (CHEBI:86200) has functional parent all-cis-docosa-7,10,13,16-tetraenoic acid (CHEBI:53487)
1-[(9Z)-octadecenoyl]-2-[(7Z,10Z,13Z,16Z)-docosatetraenoyl]-sn-glycero-3-phosphocholine (CHEBI:86201) has functional parent all-cis-docosa-7,10,13,16-tetraenoic acid (CHEBI:53487)
1-hexadecanoyl-2-[(7Z,10Z,13Z,16Z)-docosatetraenoyl]-sn-glycero-3-phosphocholine (CHEBI:84573) has functional parent all-cis-docosa-7,10,13,16-tetraenoic acid (CHEBI:53487)
1-icosyl-2-[(7Z,10Z,13Z,16Z)-docosatetraenoyl]-sn-glycero-3-phosphocholine (CHEBI:86452) has functional parent all-cis-docosa-7,10,13,16-tetraenoic acid (CHEBI:53487)
1-octadecanoyl-2-(7Z,10Z,13Z,16Z-docosatetraenoyl)-sn-glycero-3-phosphocholine (CHEBI:84565) has functional parent all-cis-docosa-7,10,13,16-tetraenoic acid (CHEBI:53487)
1-octadecyl-2-[(7Z,10Z,13Z,16Z)-docosatetraenoyl]-sn-glycero-3-phosphocholine (CHEBI:86447) has functional parent all-cis-docosa-7,10,13,16-tetraenoic acid (CHEBI:53487)
1-oleoyl-2-(7Z,10Z,13Z,16Z-docosatetraenoyl)-sn-glycerol (CHEBI:84438) has functional parent all-cis-docosa-7,10,13,16-tetraenoic acid (CHEBI:53487)
1-palmitoyl-2-(7Z,10Z,13Z,16Z-docosatetraenoyl)-sn-glycero-3-phosphoethanolamine (CHEBI:84549) has functional parent all-cis-docosa-7,10,13,16-tetraenoic acid (CHEBI:53487)
1-palmitoyl-2-(7Z,10Z,13Z,16Z-docosatetraenoyl)-sn-glycerol (CHEBI:84405) has functional parent all-cis-docosa-7,10,13,16-tetraenoic acid (CHEBI:53487)
1-stearoyl-2-(7Z,10Z,13Z,16Z-docosatetraenoyl)-sn-glycero-3-phosphoserine (CHEBI:84506) has functional parent all-cis-docosa-7,10,13,16-tetraenoic acid (CHEBI:53487)
1-stearoyl-2-(7Z,10Z,13Z,16Z-docosatetraenoyl)-sn-glycerol (CHEBI:84435) has functional parent all-cis-docosa-7,10,13,16-tetraenoic acid (CHEBI:53487)
1,2-di-(7Z,10Z,13Z,16Z-docosatetraenoyl)-sn-glycerol (CHEBI:84440) has functional parent all-cis-docosa-7,10,13,16-tetraenoic acid (CHEBI:53487)
CE(22:4(7Z,10Z,13Z,16Z)) (CHEBI:142698) has functional parent all-cis-docosa-7,10,13,16-tetraenoic acid (CHEBI:53487)
all-cis-docosa-7,10,13,16-tetraenoate (CHEBI:77225) is conjugate base of all-cis-docosa-7,10,13,16-tetraenoic acid (CHEBI:53487)
(7Z,10Z,13Z,16Z)-docosatetraenoyl group (CHEBI:85929) is substituent group from all-cis-docosa-7,10,13,16-tetraenoic acid (CHEBI:53487)
IUPAC Name 
(7Z,10Z,13Z,16Z)-docosa-7,10,13,16-tetraenoic acid
Synonyms  Source
adrenic acidSUBMITTER
7,10,13,16-Docosatetraenoic acidKEGG COMPOUND
(7Z,10Z,13Z,16Z)-Docosa-7,10,13,16-tetraenoic acidKEGG COMPOUND
all-cis-7,10,13,16-docosatetraenoic acidChEBI
7Z,10Z,13Z,16Z-docosatetraenoic acidLIPID MAPS
cis,cis,cis,cis-Docosa-7,10,13,16-tetraensäureChEBI
Manual XrefsDatabases
C16527KEGG COMPOUND
LMFA01030178LIPID MAPS
HMDB0002226HMDB
Docosatetraenoic_acidWikipedia
Registry NumbersSources
Reaxys:1914611Reaxys
CAS:28874-58-0KEGG COMPOUND
CAS:28874-58-0ChemIDplus
Citations