A potent bioactive analog of lipoxin A4
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5(S),6(R)-7-trihydroxymethyl Heptanoate

Item No. 10005032

Technical Information
Formal Name
5S,6R-trihydroxy-7-heptanoic acid, methyl ester
CAS Number
78606-80-1
Synonyms
  • BML-111
Molecular Formula
C8H16O5
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
OC[C@@H](O)[C@@H](O)CCCC(OC)=O
InChi Code
InChI=1S/C8H16O5/c1-13-8(12)4-2-3-6(10)7(11)5-9/h6-7,9-11H,2-5H2,1H3/t6-,7+/m0/s1
InChi Key
RNMFWAFZUNVQOR-NKWVEPMBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Lipoxins are trihydroxytetraene metabolites derived from arachidonic acid through an interaction between lipoxygenases with C-5 and C-15 specificities. Lipoxin A4 (LXA4) inhibits the chemotactic responsiveness of polymorphonuclear (PMN) neutrophils to leukotriene B4 and to the peptide formyl-methionyl-leucyl-phenylalanine (fMLP).1 5(S),6(R)-7-trihydroxymethyl Heptanoate is a C-7 truncated analog of lipoxin A4 (LXA4) that is equiactive as LXA4 in the inhibition of leukotriene B4 (LTB4)-induced polymorphonuclear neutrophils (PMN) chemotaxis with an IC50 value of 5nM.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lee, T.H., Lympany, P., Crea, A.E., et al. Inhibition of leukotriene B4-induced neutrophil migration by lipoxin A4: Structure-function relationships. Biochem. Biophys. Res. Commun. 180(3), 1416-1421 (1991).