Page last updated: 2024-11-12

5s,12r,18r-trihydroxy-6z,8e,10e,14z,16e-eicosapentaenoic acid

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

5S,12R,18R-trihydroxy-6Z,8E,10E,14Z,16E-eicosapentaenoic acid: a bioactive oxygenated product of EPA, was identified in human plasma and prepared by total organic synthesis; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

resolvin E1 : A resolvin that is (6Z,8E,10E,14Z,16E)-icosa-6,8,10,14,16-pentaenoic acid which is substituted at positions 5, 12 and 18 by hydroxy groups (the 5S,12R,18R stereoisomer). [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID10473088
CHEMBL ID1742483
CHEBI ID81559
SCHEMBL ID3321593
MeSH IDM0483664

Synonyms (26)

Synonym
(5s,6z,8e,10e,12r,14z,16e,18r)-5,12,18-trihydroxyicosa-6,8,10,14,16-pentaenoic acid
resolvin e1
C18171
5s,12r,18r-trihydroxy-6z,8e,10e,14z,16e-eicosapentaenoic acid
rve1
552830-51-0
gtpl3333
SCHEMBL3321593
(5s,12r,18r)-trihydroxy-(6z,8e,10e,14z,16e)-icosapentaenoic acid
(5s,12r,18r)-trihydroxy-(6z,8e,10e,14z,16e)-eicosapentaenoic acid
CHEBI:81559 ,
j2.218.407e ,
CHEMBL1742483
rx-10001
(5s,6z,8e,10e,12r,14z,16e,18r)-5,12,18-trihydroxy-6,8,10,14,16-eicosapentaenoic acid
GND3JH08JA ,
6,8,10,14,16-eicosapentaenoic acid, 5,12,18-trihydroxy-, (5s,6z,8e,10e,12r,14z,16e,18r)-
unii-gnd3jh08ja
LMFA03140003
DB13105
HY-114041
CS-0064920
Q27088537
1309610-43-2
DTXSID201348065
AKOS040742539

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" The Fat-1 mice had a shift to the right in the dose-response relationship for methacholine induced bronchoconstriction with a significant increase in the log ED200."( Fat-1 transgenic mice with elevated omega-3 fatty acids are protected from allergic airway responses.
Bilal, S; Haworth, O; Kang, JX; Levy, BD; Weylandt, KH; Wu, L, 2011
)
0.37
" Electroretinography studies did not reveal any retinal damage after multiple dosing of RX-10045 micellar solution."( Topical delivery of aqueous micellar resolvin E1 analog (RX-10045).
Cholkar, K; Gilger, BC; Mitra, AK, 2016
)
0.43
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
anti-inflammatory agentAny compound that has anti-inflammatory effects.
human xenobiotic metaboliteAny human metabolite produced by metabolism of a xenobiotic compound in humans.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (5)

ClassDescription
nonclassic icosanoidAny biologically active signalling molecule made by oxygenation of C20 fatty acids other than the classic icosanoids (the leukotrienes and the prostanoids).
long-chain fatty acidA fatty acid with a chain length ranging from C13 to C22.
resolvinHydroxy fatty acids that are di- or trihydroxy metabolites of the polyunsaturated omega-3 fatty acids, particularly icosapentaenoic acid, docosahexaenoic acid and docosapentaenoic acid.
triolA chemical compound containing three hydroxy groups.
hydroxy polyunsaturated fatty acidAny polyunsaturated fatty acid carrying one or more hydroxy substituents.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (6)

PathwayProteinsCompounds
Metabolism14961108
Metabolism of lipids500463
Biosynthesis of specialized proresolving mediators (SPMs)13107
Biosynthesis of EPA-derived SPMs625
Biosynthesis of E-series 18(R)-resolvins413
Resolvin E1 and resolvin D1 signaling pathways promoting inflammation resolution75

Bioassays (4)

Assay IDTitleYearJournalArticle
AID1346864Human chemerin receptor 1 (Chemerin receptors)2005The Journal of experimental medicine, Mar-07, Volume: 201, Issue:5
Stereochemical assignment, antiinflammatory properties, and receptor for the omega-3 lipid mediator resolvin E1.
AID1346864Human chemerin receptor 1 (Chemerin receptors)2007Journal of immunology (Baltimore, Md. : 1950), Mar-15, Volume: 178, Issue:6
Resolvin E1 selectively interacts with leukotriene B4 receptor BLT1 and ChemR23 to regulate inflammation.
AID1346864Human chemerin receptor 1 (Chemerin receptors)2011Progress in lipid research, Jan, Volume: 50, Issue:1
Resolvins: natural agonists for resolution of pulmonary inflammation.
AID1719692Antiinflammatory activity in BALB/c mouse assessed as inhibition of heat killed Propionibacterium acnes-induced neutrophil influx at 300 pg, ip administered 12 hrs after Propionibacterium acnes stimulation and measured after 24 hrs by flow cytometry analy2021ACS medicinal chemistry letters, Feb-11, Volume: 12, Issue:2
Synthesis of Resolvin E1 and Its Conformationally Restricted Cyclopropane Congeners with Potent Anti-Inflammatory Effect.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (181)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's41 (22.65)29.6817
2010's92 (50.83)24.3611
2020's48 (26.52)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 9.50

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index9.50 (24.57)
Research Supply Index5.26 (2.92)
Research Growth Index4.77 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (9.50)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials9 (4.92%)5.53%
Reviews25 (13.66%)6.00%
Case Studies0 (0.00%)4.05%
Observational1 (0.55%)0.25%
Other148 (80.87%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]