General Information of the Compound
Compound ID
CP0426141
Compound Name
CHEBI:6498
    Show/Hide
Synonyms
5,6,15-triHETE
(5S,6R,15S)-Trihydroxy-(7E,9E,11Z,13E)-Eicosatetraenoic acid
(5S,6R,7E,9E,11Z,13E,15S)-5,6,15-trihydroxyicosa-7,9,11,13-tetraenoic acid
(7E,9E,11Z,13E)-(5S,6R,15S)-5,6,15-Trihydroxyicosa-7,9,11,13-tetraenoic acid
5,6,15-triHETE
5,6,15-trihydroxy-7,9,11,13-eicosatetraenoic acid
5S,6R,15S-trihydroxy-7E,9E,11Z,13E-Eicosatetraenoic acid
5S,6R-LipoxinA4
5S,6S-Lipoxin A4
6R-LXA4
89663-86-5
AC1NQXRP
BML1-E11
BSPBio_001378
CHEBI:6498
CHEMBL392438
GTPL1034
LXA4
Lipoxin A
Lipoxin A4
Lipoxin A4, ethanol solution
[3H]LXA4
lipoxin A4
    Show/Hide
Structure
Formula
C20H32O5
Molecular Weight
352.471
Canonical SMILES
CCCCC[C@H](O)\C=C\C=C/C=C/C=C/[C@@H](O)[C@@H](O)CCCC(O)=O
    Show/Hide
InChI
InChI=1S/C20H32O5/c1-2-3-8-12-17(21)13-9-6-4-5-7-10-14-18(22)19(23)15-11-16-20(24)25/h4-7,9-10,13-14,17-19,21-23H,2-3,8,11-12,15-16H2,1H3,(H,24,25)/b6-4-,7-5+,13-9+,14-10+/t17-,18+,19-/m0/s1
    Show/Hide
InChIKey
IXAQOQZEOGMIQS-SSQFXEBMSA-N
Physicochemical Property
logP
3.1291
Rotatable Bonds
14
Heavy Atom Count
25
Polar Areas
97.99
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
4
Complexity
25

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

    Show/Hide
Click to Show/Hide the External Link(s) of This Compound
PubChem ID
CID: 5280914
SID: 14900949
ChEMBL ID
CHEMBL392438
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT02590, N-formyl peptide receptor 2
 Protein Info 
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000040 THP-1
 Cell Line Info 
Homo sapiens (Human)  6
1
IC50 = 1.7 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
2
IC50 = 1.8 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
3
IC50 = 7.7 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
4
IC50 = 11.8 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
5
IC50 = 22.2 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
6
IC50 = 26.3 nM
 Bioactivity Info 
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( LXA4 )
Drug Name LXA4
Target(s)
G-protein coupled receptor 32 (GPR32)
 Target Info 
Agonist
FMLP-related receptor I (FPR2)
 Target Info 
Agonist