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CHEBI:137349 - (4Z,7Z,10Z,12E,14S,16Z,19Z)-14,22-dihydroxydocosahexaenoic acid

ChEBI IDCHEBI:137349
ChEBI Name(4Z,7Z,10Z,12E,14S,16Z,19Z)-14,22-dihydroxydocosahexaenoic acid
Stars
ASCII Name(4Z,7Z,10Z,12E,14S,16Z,19Z)-14,22-dihydroxydocosahexaenoic acid
DefinitionA dihydroxydocosahexaenoic acid that is (4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoic acid in which the two hydroxy substituents are located at the 14S- and 22-positions.
Secondary ChEBI IDCHEBI:140254
Last Modified24 January 2023
SubmitterBijay, Steve
DownloadsMolfile
FormulaC22H32O4
Net Charge0
Average Mass360.494
Monoisotopic Mass360.23006
SMILESO=C(O)CC/C=C\C/C=C\C/C=C\C=C\[C@@H](O)C/C=C\C/C=C\CCO
InChIInChI=1S/C22H32O4/c23-20-16-12-8-7-10-14-18-21(24)17-13-9-5-3-1-2-4-6-11-15-19-22(25)26/h1-2,5-6,8-14,17,21,23-24H,3-4,7,15-16,18-20H2,(H,25,26)/b2-1-,9-5-,11-6-,12-8-,14-10-,17-13+/t21-/m1/s1
InChIKeyOIAXNIJCPGIEPH-KBAXPYDNSA-N
Species of MetaboliteComponentSourceComments
Homo Sapiens (ncbitaxon:9606) blood (UBERON:0000178) PubMed (25200603)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
human xenobiotic metabolite  Any human metabolite produced by metabolism of a xenobiotic compound in humans.
Application:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
(4Z,7Z,10Z,12E,14S,16Z,19Z)-14,22-dihydroxydocosahexaenoic acid (CHEBI:137349) has role anti-inflammatory agent (CHEBI:67079)
(4Z,7Z,10Z,12E,14S,16Z,19Z)-14,22-dihydroxydocosahexaenoic acid (CHEBI:137349) has role human xenobiotic metabolite (CHEBI:76967)
(4Z,7Z,10Z,12E,14S,16Z,19Z)-14,22-dihydroxydocosahexaenoic acid (CHEBI:137349) is a dihydroxydocosahexaenoic acid (CHEBI:137348)
(4Z,7Z,10Z,12E,14S,16Z,19Z)-14,22-dihydroxydocosahexaenoic acid (CHEBI:137349) is a secondary allylic alcohol (CHEBI:134396)
(4Z,7Z,10Z,12E,14S,16Z,19Z)-14,22-dihydroxydocosahexaenoic acid (CHEBI:137349) is a ω-hydroxy-long-chain fatty acid (CHEBI:140997)
(4Z,7Z,10Z,12E,14S,16Z,19Z)-14,22-dihydroxydocosahexaenoic acid (CHEBI:137349) is conjugate acid of (4Z,7Z,10Z,12E,14S,16Z,19Z)-14,22-dihydroxydocosahexaenoate (CHEBI:136529)
(4Z,7Z,10Z,12E,14S,16Z,19Z)-14,22-dihydroxydocosahexaenoic acid (CHEBI:137349) is enantiomer of (4Z,7Z,10Z,12E,14R,16Z,19Z)-14,22-dihydroxydocosahexaenoic acid (CHEBI:137350)
Incoming Relation(s)
(4Z,7Z,10Z,12E,14S,16Z,19Z)-14,22-dihydroxydocosahexaenoate (CHEBI:136529) is conjugate base of (4Z,7Z,10Z,12E,14S,16Z,19Z)-14,22-dihydroxydocosahexaenoic acid (CHEBI:137349)
(4Z,7Z,10Z,12E,14R,16Z,19Z)-14,22-dihydroxydocosahexaenoic acid (CHEBI:137350) is enantiomer of (4Z,7Z,10Z,12E,14S,16Z,19Z)-14,22-dihydroxydocosahexaenoic acid (CHEBI:137349)
IUPAC Name 
(4Z,7Z,10Z,12E,14S,16Z,19Z)-14,22-dihydroxydocosa-4,7,10,12,16,19-hexaenoic acid
Synonyms  Source
(14S,22)-dihydroxy-(4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoic acidChEBI
(14S,22)-diHDHAChEBI
(14S,22)-DiHDoHEChEBI
maresin-L1ChEBI
MaR-L1SUBMITTER
14(S),22-diHDHASUBMITTER
Registry NumbersSources
Reaxys:27627499Reaxys
Citations