Structure Database (LMSD)

Common Name
18-carboxy-19,20-dinor-leukotriene E4
Systematic Name
(4Z,7Z,9E,11E,13R,14S)-13-(L-cystein-S-yl)-14-hydroxyoctadeca-4,7,9,11-tetraenedioic acid;(4Z,7Z,9E,11E,13R,14S)-13-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}-14-hydroxyoctadeca-4,7,9,11-tetraenedioic acid
Synonyms
  • 18-carboxy-19,20-dinor-LTE4
  • 18-carboxy-dinor-LTE4
  • 18-carboxy-dinor-leukotriene E4
LM ID
LMFA03020056
Formula
C21H31NO7S
Exact Mass
Calculate m/z
441.182126
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Leukotrienes [FA0302]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Hydroxy fatty acids [FA0105]
Amino fatty acids [FA0110]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Leukotriene E4 elimination and metabolism in normal human subjects.,
J Biol Chem, 1990
Pubmed ID: 2174886

String Representations

InChiKey (Click to copy)
OXCSBZDIZXLXRX-AVYHYKEVSA-N
InChi (Click to copy)
InChI=1S/C21H31NO7S/c22-16(21(28)29)15-30-18(17(23)11-10-14-20(26)27)12-8-6-4-2-1-3-5-7-9-13-19(24)25/h1-2,4-8,12,16-18,23H,3,9-11,13-15,22H2,(H,24,25)(H,26,27)(H,28,29)/b2-1-,6-4+,7-5-,12-8+/t16-,17-,18+/m0/s1
SMILES (Click to copy)
C(/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(O)=O)[C@H](CCCC(O)=O)O)/C=C\CCC(=O)O

Other Databases

CHEBI ID
74017
PubChem CID
71581063

Calculated Physicochemical Properties

Heavy Atoms 30
Rings 0
Aromatic Rings 0
Rotatable Bonds 17
Van der Waals Molecular Volume 444.42
Topological Polar Surface Area 158.15
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 8
logP 3.74
Molar Refractivity 119.42

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Created at
-
Updated at
20th Jan 2022