Structure Database (LMSD)

OH O OH OH OH
Common Name
Lipoxin A4
Systematic Name
5S,6R,15S-trihydroxy-7E,9E,11Z,13E-eicosatetraenoic acid
Synonyms
  • LXA4
  • 5S,6R-LipoxinA4
LM ID
LMFA03040001
Formula
C20H32O5
Exact Mass
Calculate m/z
352.224975
Sum Composition
FA 20:4;O3
Status
Active
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Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Lipoxins [FA0304]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Hydroxy fatty acids [FA0105]

String Representations

InChiKey (Click to copy)
IXAQOQZEOGMIQS-SSQFXEBMSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
C(/C=C/C=C/[C@@H](O)[C@@H](O)CCCC(O)=O)=C/C=C/[C@@H](O)CCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Lipoxin A. Stereochemistry and biosynthesis.,
J Biol Chem, 1986
Pubmed ID: 3097008

Other Databases

Wikipedia
Lipoxin_A4
KEGG ID
C06314
HMDB ID
HMDB0004385
CHEBI ID
6498
LIPIDBANK ID
XPR4001
PubChem CID
5280914
SwissLipids ID
SLM:000389595
Cayman ID
90410
GuidePharm ID
1034

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 0
Aromatic Rings 0
Rotatable Bonds 14
Van der Waals Molecular Volume 385.31
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 3.99
Molar Refractivity 101.75

Admin

Created at
-
Updated at
8th Feb 2024