LIPID MAPS

Structure Database (LMSD)

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Common Name

Resolvin D3

Systematic Name

4S,11R,17S-trihydroxy-5Z,7E,9E,13Z,15E,19Z-docosahexaenoic acid

Synonyms

RvD3

LM ID

LMFA04030012

Formula

C₂₂H₃₂O₅

Exact Mass

Calculate m/z

376.224976

Sum Composition

FA 22:6;O3

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

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View spectra on LIPID MAPS Standard Spectra DB

View studies deposited in Metabolomics Workbench in which this molecule has been identified

Classification

Biological Context

Resolvin D3 (RvD3) is a DHA-derived product first identified in mouse inflammatory exudates.¹ It reduces neutrophil infiltration in vivo in both mouse peritonitis and dermal inflammation.¹ In addition to suppressing leukocyte migration, RvD3 enhances macrophage phagocytosis and efferocytosis.² Unlike other resolvins, RvD3 appears late in resolution in mouse peritonitis.^2,3

This information has been provided by Cayman Chemical

References

1. Serhan, C.N., Hong, S., Gronert, K., et al. Resolvins: A family of bioactive products of ω-3 fatty acid transformation circuits by aspirin treatment that counter proinflammation signals. J. Exp. Med. 196(8), 1025-1037 (2002).

2. Dalli, J., Winkler, J.W., Colas, R.A., et al. Resolvin D3 and aspirin-triggered resolvin D3 are potent immunoresolvents. Chem. Biol. 20(2), 188-201 (2015).

3. Serhan, C.N. Novel pro-resolving lipid mediators in inflammation are leads for resolution physiology. Nature 510(7503), 92-101 (2014).

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Homo sapiens (#9606)

Mammalia (#40674)

Resolvin D3 and aspirin-triggered resolvin D3 are potent immunoresolvents.,
Chem Biol, 2013

Pubmed ID: 23438748

String Representations

InChiKey (Click to copy)

QBTJOLCUKWLTIC-UZAFJXHNSA-N

InChi (Click to copy)

InChI=1S/C22H32O5/c1-2-3-7-12-19(23)14-10-6-11-15-20(24)13-8-4-5-9-16-21(25)17-18-22(26)27/h3-11,13-14,16,19-21,23-25H,2,12,15,17-18H2,1H3,(H,26,27)/b5-4+,7-3-,11-6-,13-8+,14-10+,16-9-/t19-,20-,21+/m0/s1

SMILES (Click to copy)

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