Structure Database (LMSD)

Common Name
14-carboxy-15,16,17,18,19,20-hexanor-N-acetyl-leukotriene E3
Systematic Name
(3Z,5E,7E,9R,10S)-9-(N-acetyl-L-cysteinyl)-10-hydroxytetradeca-3,5,7-trienedioic acid
Synonyms
  • 14-carboxy-15,16,17,18,19,20-hexanor-N-acetyl-LTE3
  • 14-carboxy-15,16,17,18,19,20-hexanor-N-acetyl-LTE4
  • 14-carboxy-hexanor-N-acetyl-LTE3
  • 14-carboxy-hexanor-N-acetyl-leukotriene E3
  • 14-carboxy-15,16,17,18,19,20-hexanor-N-acetyl-leukotriene E4
LM ID
LMFA03020084
Formula
C19H27NO8S
Exact Mass
Calculate m/z
429.145741
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
Rattus norvegicus (#10116)
Mammalia (#40674)
Metabolism of leukotriene E4 in isolated rat hepatocytes. Identification of beta-oxidation products of sulfidopeptide leukotrienes.,
J Biol Chem, 1988
Pubmed ID: 2830262

String Representations

InChiKey (Click to copy)
DQZAODKDYPISGR-FFIQXXPOSA-N
InChi (Click to copy)
InChI=1S/C19H27NO8S/c1-13(21)20-14(19(27)28)12-29-16(15(22)8-7-11-18(25)26)9-5-3-2-4-6-10-17(23)24/h2-6,9,14-16,22H,7-8,10-12H2,1H3,(H,20,21)(H,23,24)(H,25,26)(H,27,28)/b3-2+,6-4-,9-5+/t14-,15-,16+/m0/s1
SMILES (Click to copy)
C(C(=O)O)/C=C\C=C\C=C\[C@@H](SC[C@@H](C(O)=O)NC(C)=O)[C@H](CCCC(O)=O)O

Other Databases

PubChem CID
162932053

Calculated Physicochemical Properties

Heavy Atoms 29
Rings
Aromatic Rings
Rotatable Bonds 15
Van der Waals Molecular Volume 418.61
Topological Polar Surface Area 161.23
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 9
logP 2.58
Molar Refractivity 110.68

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Created at
21st Jan 2022
Updated at
21st Jan 2022