Structure Database (LMSD)

Common Name
16-carboxy-Delta(13)-17,18,19,20-tetranor-N-acetyl-leukotriene E4
Systematic Name
(5Z,7E,9E,11R,12S)-11-(N-acetyl-L-cystein-S-yl)-12-hydroxyhexadeca-3,5,7,9-tetraenedioic acid;(5Z,7E,9E,11R,12S)-11-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}-12-hydroxyhexadeca-3,5,7,9-tetraenedioic acid
Synonyms
  • 16-carboxy-Delta(13)-17,18,19,20-tetranor-N-acetyl-LTE4
  • Delta(13)-16-carboxy-tetranor-N-acetyl-LTE4
LM ID
LMFA03020085
Formula
C21H29NO8S
Exact Mass
Calculate m/z
455.161391
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)
BPZZKPMTTAQRPN-GNKYHIQVSA-N
InChi (Click to copy)
InChI=1S/C21H29NO8S/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/h2-8,11,16-18,24H,9-10,12-14H2,1H3,(H,22,23)(H,25,26)(H,27,28)(H,29,30)/b4-2-,5-3+,8-6?,11-7+/t16-,17-,18+/m0/s1
SMILES (Click to copy)
C(=C([H])CC(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
171118796

Calculated Physicochemical Properties

Heavy Atoms 31
Rings
Aromatic Rings
Rotatable Bonds 16
Van der Waals Molecular Volume 450.57
Topological Polar Surface Area 161.23
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 9
logP 3.14
Molar Refractivity 119.82

Admin

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