Structure Database (LMSD)

Common Name
16-carboxy-Delta(13)-17,18,19,20-tetranor-leukotriene E4
Systematic Name
(5Z,7E,9E,11R,12S)-11-(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-LTE4
  • Delta(13)-16-carboxy-tetranor-LTE4
LM ID
LMFA03020055
Formula
C19H27NO7S
Exact Mass
Calculate m/z
413.150826
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)
MAFGRSDWXFSHMK-GHPSTRGMSA-N
InChi (Click to copy)
InChI=1S/C19H27NO7S/c20-14(19(26)27)13-28-16(15(21)9-8-12-18(24)25)10-6-4-2-1-3-5-7-11-17(22)23/h1-7,10,14-16,21H,8-9,11-13,20H2,(H,22,23)(H,24,25)(H,26,27)/b3-1-,4-2+,7-5?,10-6+/t14-,15-,16+/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)N)[C@H](CCCC(O)=O)O

Other Databases

CHEBI ID
74016
PubChem CID
71581053

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 0
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 409.82
Topological Polar Surface Area 158.15
Hydrogen Bond Donors 5
Hydrogen Bond Acceptors 8
logP 2.96
Molar Refractivity 110.19

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Created at
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Updated at
20th Jan 2022