CHEBI:81560 - resolvin E2

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ChEBI Name resolvin E2
ChEBI ID CHEBI:81560
Definition A member of the class of resolvins that is (6E,8Z,11Z,14Z,16E)-icosapentaenoic acid carrying two hydroxy substituents at positions 5 and 18 (the 5S,18R stereoisomer).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information No supplier information found for this compound.
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Formula C20H30O4
Net Charge 0
Average Mass 334.451
Monoisotopic Mass 334.21441
InChI InChI=1S/C20H30O4/c1-2-18(21)14-11-9-7-5-3-4-6-8-10-12-15-19(22)16-13-17-20(23)24/h3-4,7-12,14-15,18-19,21-22H,2,5-6,13,16-17H2,1H3,(H,23,24)/b4-3-,9-7-,10-8-,14-11+,15-12+/t18-,19-/m1/s1
InChIKey KPRHYAOSTOHNQA-NNQKPOSRSA-N
SMILES C(C[C@@H](/C=C/C=C\C/C=C\C\C=C/C=C/[C@@H](CC)O)O)CC(=O)O
Metabolite of Species Details
Rattus norvegicus (NCBI:txid10116) See: PubMed
Homo Sapiens (NCBI:txid9606) See: PubMed
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.
rat metabolite
Any mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus).
specialised pro-resolving mediator
A class of cell signaling molecules enzymatically derived from n-3 long chain polyunsaturated fatty acids that have important roles in orchestrating the resolution of tissue inflammation.
(via resolvin )
Application(s): anti-inflammatory agent
Any compound that has anti-inflammatory effects.
specialised pro-resolving mediator
A class of cell signaling molecules enzymatically derived from n-3 long chain polyunsaturated fatty acids that have important roles in orchestrating the resolution of tissue inflammation.
(via resolvin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing resolvin E2 (CHEBI:81560) has role anti-inflammatory agent (CHEBI:67079)
resolvin E2 (CHEBI:81560) has role human xenobiotic metabolite (CHEBI:76967)
resolvin E2 (CHEBI:81560) has role rat metabolite (CHEBI:86264)
resolvin E2 (CHEBI:81560) is a diol (CHEBI:23824)
resolvin E2 (CHEBI:81560) is a hydroxy polyunsaturated fatty acid (CHEBI:140345)
resolvin E2 (CHEBI:81560) is a resolvin (CHEBI:132120)
resolvin E2 (CHEBI:81560) is a secondary allylic alcohol (CHEBI:134396)
resolvin E2 (CHEBI:81560) is conjugate acid of resolvin E2(1−) (CHEBI:133368)
Incoming resolvin E2(1−) (CHEBI:133368) is conjugate base of resolvin E2 (CHEBI:81560)
IUPAC Name
(5S,6E,8Z,11Z,14Z,16E,18R)-5,18-dihydroxyicosa-6,8,11,14,16-pentaenoic acid
Synonyms Sources
5S,18R-Dihydroxy-6E,8Z,11Z,14Z,16E-eicosapentaenoic acid KEGG COMPOUND
RvE2 ChEBI
Manual Xrefs Databases
C18173 KEGG COMPOUND
CPD66-58 MetaCyc
LMFA03070020 LIPID MAPS
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Registry Number Type Source
14339384 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17114001 PubMed citation Europe PMC
19637859 PubMed citation Europe PMC
21206090 PubMed citation Europe PMC
22450811 PubMed citation Europe PMC
22904297 PubMed citation Europe PMC
26462421 PubMed citation Europe PMC
26485038 PubMed citation Europe PMC
27121596 PubMed citation Europe PMC
27337457 PubMed citation Europe PMC
Last Modified
05 March 2018