CHEBI:137350 - (4Z,7Z,10Z,12E,14R,16Z,19Z)-14,22-dihydroxydocosahexaenoic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (4Z,7Z,10Z,12E,14R,16Z,19Z)-14,22-dihydroxydocosahexaenoic acid
ChEBI ID CHEBI:137350
ChEBI ASCII Name (4Z,7Z,10Z,12E,14R,16Z,19Z)-14,22-dihydroxydocosahexaenoic acid
Definition A dihydroxydocosahexaenoic acid that is (4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoic acid in which the two hydroxy substituents are located at the 14R- and 22-positions.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Bijay
Secondary ChEBI IDs CHEBI:140255
Supplier Information ZINC000030729497
Download Molfile XML SDF
Formula C22H32O4
Net Charge 0
Average Mass 360.488
Monoisotopic Mass 360.23006
InChI InChI=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-/m0/s1
InChIKey OIAXNIJCPGIEPH-LSBIKEGXSA-N
SMILES C(C(O)=O)C/C=C\C/C=C\C/C=C\C=C\[C@@H](C/C=C\C/C=C\CCO)O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (4Z,7Z,10Z,12E,14R,16Z,19Z)-14,22-dihydroxydocosahexaenoic acid (CHEBI:137350) has role anti-inflammatory agent (CHEBI:67079)
(4Z,7Z,10Z,12E,14R,16Z,19Z)-14,22-dihydroxydocosahexaenoic acid (CHEBI:137350) has role human xenobiotic metabolite (CHEBI:76967)
(4Z,7Z,10Z,12E,14R,16Z,19Z)-14,22-dihydroxydocosahexaenoic acid (CHEBI:137350) is a ω-hydroxy-long-chain fatty acid (CHEBI:140997)
(4Z,7Z,10Z,12E,14R,16Z,19Z)-14,22-dihydroxydocosahexaenoic acid (CHEBI:137350) is a dihydroxydocosahexaenoic acid (CHEBI:137348)
(4Z,7Z,10Z,12E,14R,16Z,19Z)-14,22-dihydroxydocosahexaenoic acid (CHEBI:137350) is a secondary allylic alcohol (CHEBI:134396)
(4Z,7Z,10Z,12E,14R,16Z,19Z)-14,22-dihydroxydocosahexaenoic acid (CHEBI:137350) is conjugate acid of (4Z,7Z,10Z,12E,14R,16Z,19Z)-14,22-dihydroxydocosahexaenoate (CHEBI:136530)
(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)
Incoming (4Z,7Z,10Z,12E,14R,16Z,19Z)-14,22-dihydroxydocosahexaenoate (CHEBI:136530) is conjugate base of (4Z,7Z,10Z,12E,14R,16Z,19Z)-14,22-dihydroxydocosahexaenoic acid (CHEBI:137350)
(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)
IUPAC Name
(4Z,7Z,10Z,12E,14R,16Z,19Z)-14,22-dihydroxydocosa-4,7,10,12,16,19-hexaenoic acid
Synonyms Sources
(14R,22)-diHDHA ChEBI
(14R,22)-DiHDoHE ChEBI
(14R,22)-dihydroxy-(4Z,7Z,10Z,12E,16Z,19Z)-docosahexaenoic acid ChEBI
14(R),22-diHDHA SUBMITTER
14(R),22-dihydroxydocosahexaenoic acid ChEBI
MaR-L2 SUBMITTER
maresin-L2 ChEBI
Registry Number Type Source
27627500 Reaxys Registry Number Reaxys
Citation Type Source
25200603 PubMed citation Europe PMC
Last Modified
24 January 2023