LIPID MAPS

Structure Database (LMSD)

View 3D

Download as... MDLMOL SDF CSV TSV PNG

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

Show lipids differing only in stereochemistry/bond geometry

View MassBank spectra

View ion mobility data

View lipid standard

Main

Classification

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