RESOLVIN E1

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C20H30O5
Molecular Weight	350.4492
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	5
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC[C@@H](O)\C=C\C=C/C[C@@H](O)\C=C\C=C\C=C/[C@@H](O)CCCC(O)=O

InChI

InChIKey=AOPOCGPBAIARAV-OTBJXLELSA-N

InChI=1S/C20H30O5/c1-2-17(21)11-8-5-9-14-18(22)12-6-3-4-7-13-19(23)15-10-16-20(24)25/h3-9,11-13,17-19,21-23H,2,10,14-16H2,1H3,(H,24,25)/b4-3+,9-5-,11-8+,12-6+,13-7-/t17-,18+,19-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C20H30O5
Molecular Weight	350.4492
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	5
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27543615 | https://www.ncbi.nlm.nih.gov/pubmed/29126887 | https://www.caymanchem.com/product/10007848 | https://clinicaltrials.gov/ct2/show/NCT00941018

Resolvin E1 (RvE1 or RX-10001) is a trihydroxy eicosapentaenoic acid metabolite that has a role as an anti-inflammatory agent and a human xenobiotic metabolite. This compound binds to leukotriene B4 (BLT-1) on neutrophils and to ERV-1/ChemR23 on monocyte/macrophages. Resolvin E1 has been shown to reverse experimental periodontitis and dysbiosis in rats. Furthermore, in a murine model of Alzheimer’s disease, Resolvin E1 (in combination with lipoxin A4) decreased neuroinflammation. Resolvin E1 was also suggested as a potential therapeutic target for psoriasis. A phase I clinical trial to test drug safety in healthy volunteers has been completed in 2009.

Approval Year

PubMed

Title	Date	PubMed
Stereochemical assignment, antiinflammatory properties, and receptor for the omega-3 lipid mediator resolvin E1.	2005 Mar 7	15753205
Resolvin E1 selectively interacts with leukotriene B4 receptor BLT1 and ChemR23 to regulate inflammation.	2007 Mar 15	17339491
Resolvins RvE1 and RvD1 attenuate inflammatory pain via central and peripheral actions.	2010 May	20383154
Aspirin-triggered lipoxin and resolvin E1 modulate vascular smooth muscle phenotype and correlate with peripheral atherosclerosis.	2010 Oct	20709806
Resolvins: natural agonists for resolution of pulmonary inflammation.	2011 Jan	20887750

Substance Class	Chemical Created by `admin` on `Sat Dec 16 02:17:41 GMT 2023` Edited by `admin` on `Sat Dec 16 02:17:41 GMT 2023`
Record UNII	GND3JH08JA
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

RESOLVIN E1

Common Name

English

5S,12R,18R-TRIHYDROXY-6Z,8E,10E,14Z,16E-EICOSAPENTAENOIC ACID

Systematic Name

English

(5S,6Z,8E,10E,12R,14Z,16E,18R)-5,12,18-TRIHYDROXY-6,8,10,14,16-EICOSAPENTAENOIC ACID

Systematic Name

English

RVE1

Common Name

English

6,8,10,14,16-EICOSAPENTAENOIC ACID, 5,12,18-TRIHYDROXY-, (5S,6Z,8E,10E,12R,14Z,16E,18R)-

Systematic Name

English

RX-10001

Code

English

J2.218.407E

Code

English

Code System Code Type Description

CAS

552830-51-0