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Structure Database (LMSD)

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Common Name

LTB4 dimethyl amide

Systematic Name

N,N-dimethyl-5S,12R-dihydroxy-6Z,8E,10E,14Z-eicosatetraen-1-amide

Synonyms

Leukotriene B4 dimethyl amide

LM ID

LMFA03020011

Formula

C₂₂H₃₇NO₃

Exact Mass

Calculate m/z

363.277344

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

Biological Context

LTB4 dimethyl amide is a moderate inhibitor of LTB4-induced degranulation of human neutrophils (Ki = 130 nM) and lysozyme release from rat PMNL.^1,2,3 LTB4 dimethyl amide appears to be an antagonist of the LTB4 receptor on guinea pig lung membranes.³

This information has been provided by Cayman Chemical

References

1. Showell, H.J., Otterness, I.G., Marfat, A., et al. Inhibition of leukotriene B4-induced neutrophil degranulation by leukotriene B4-dimethylamide. Biochem. Biophys. Res. Commun. 106, 741-747 (1982).

2. Shimazaki, T., Kobayashi, Y., Sato, F., et al. Some newly synthesized leukotriene B4 analogs inhibit LTB4-induced lysozyme release from rat polymorphonuclear leukocytes. Prostaglandins 39, 459-467 (1990).

3. Falcone, R.C., and Aharony, D. Modulation of ligand binding to leukotriene B4 receptors on guinea pig lung membranes by sulfhydryl modifying reagents. J. Pharmacol. Exp. Ther. 255, 565-571 (1990).

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

synthetic construct (#32630)

Inhibition of leukotriene B4-induced neutrophil degranulation by leukotriene B4-dimethylamide.,
Biochem Biophys Res Commun, 1982

Pubmed ID: 6288032

String Representations

InChiKey (Click to copy)

BBJRTSLPWQUASB-UKODYPNASA-N

InChi (Click to copy)

InChI=1S/C22H37NO3/c1-4-5-6-7-8-11-15-20(24)16-12-9-10-13-17-21(25)18-14-19-22(26)23(2)3/h8-13,16-17,20-21,24-25H,4-7,14-15,18-19H2,1-3H3/b10-9+,11-8-,16-12+,17-13-/t20-,21-/m1/s1

SMILES (Click to copy)

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