Structure Database (LMSD)

O S OH O HO O OH O OH N H
Common Name
16-carboxy-17,18,19,20-tetranor-N-acetyl-leukotriene E3
Systematic Name
(5Z,7E,9E,11R,12S)-11-(N-acetyl-L-cystein-S-yl)-12-hydroxyhexadeca-5,7,9-trienedioic acid;(5Z,7E,9E,11R,12S)-11-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}-12-hydroxyhexadeca-5,7,9-trienedioic acid
Synonyms
  • 16-carboxy-14,15-dihydro-17,18,19,20-tetranor-N-acetyl-LTE4
  • 16-carboxy-17,18,19,20-tetranor-N-acetyl-LTE3
LM ID
LMFA03020083
Formula
C21H31NO8S
Exact Mass
Calculate m/z
457.177041
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

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]

String Representations

InChiKey (Click to copy)
HOQKVFXMQKUNKQ-LLYREEQVSA-N
InChi (Click to copy)
InChI=1S/C21H31NO8S/c1-15(23)22-16(21(29)30)14-31-18(17(24)10-9-13-20(27)28)11-7-5-3-2-4-6-8-12-19(25)26/h2-5,7,11,16-18,24H,6,8-10,12-14H2,1H3,(H,22,23)(H,25,26)(H,27,28)(H,29,30)/b4-2-,5-3+,11-7+/t16-,17-,18+/m0/s1
SMILES (Click to copy)
C(S[C@H](/C=C/C=C/C=C\CCCC(=O)O)[C@@H](O)CCCC(=O)O)[C@@H](C(O)=O)NC(C)=O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rattus norvegicus (#10116)
Mammalia (#40674)
Leukotriene E4 elimination and metabolism in normal human subjects.,
J Biol Chem, 1990
Pubmed ID: 2174886

Other Databases

PubChem CID
162914419

Calculated Physicochemical Properties

Heavy Atoms 31
Rings
Aromatic Rings
Rotatable Bonds 17
Van der Waals Molecular Volume 453.21
Topological Polar Surface Area 161.23
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 9
logP 3.36
Molar Refractivity 119.91

Admin

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