CHEBI:74014 - 16-carboxy-17,18,19,20-tetranor-leukotriene E3

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 16-carboxy-17,18,19,20-tetranor-leukotriene E3
ChEBI ID CHEBI:74014
ChEBI ASCII Name 16-carboxy-17,18,19,20-tetranor-leukotriene E3
Definition An icosanoid that is leukotriene E4 in which the non-conjugated double bond has been reduced to a single bond and four methylene groups have been lost from the resulting carboxyalkyl chain.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:74022
Supplier Information
Download Molfile XML SDF
Formula C19H29NO7S
Net Charge 0
Average Mass 415.50100
Monoisotopic Mass 415.166
InChI InChI=1S/C19H29NO7S/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/h1-4,6,10,14-16,21H,5,7-9,11-13,20H2,(H,22,23)(H,24,25)(H,26,27)/b3-1-,4-2+,10-6+/t14-,15-,16+/m0/s1
InChIKey LDJCPGIDJQSRGG-XFJBKEMKSA-N
SMILES N[C@@H](CS[C@H](\C=C\C=C\C=C/CCCC(O)=O)[C@@H](O)CCCC(O)=O)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via L-alpha-amino acid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 16-carboxy-17,18,19,20-tetranor-leukotriene E3 (CHEBI:74014) has functional parent leukotriene E4 (CHEBI:15650)
16-carboxy-17,18,19,20-tetranor-leukotriene E3 (CHEBI:74014) has role metabolite (CHEBI:25212)
16-carboxy-17,18,19,20-tetranor-leukotriene E3 (CHEBI:74014) is a L-cysteine thioether (CHEBI:27532)
16-carboxy-17,18,19,20-tetranor-leukotriene E3 (CHEBI:74014) is a icosanoid (CHEBI:23899)
16-carboxy-17,18,19,20-tetranor-leukotriene E3 (CHEBI:74014) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
16-carboxy-17,18,19,20-tetranor-leukotriene E3 (CHEBI:74014) is a secondary alcohol (CHEBI:35681)
16-carboxy-17,18,19,20-tetranor-leukotriene E3 (CHEBI:74014) is a tricarboxylic acid (CHEBI:27093)
IUPAC Names
(5Z,7E,9E,11R,12S)-11-(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 Sources
15-carboxy-14,15-dihydro-16,17,18,19,20-pentanor-leukotriene E4 ChEBI
16-carboxy-14,15-dihydro-17,18,19,20-tetranor-leukotriene E4 ChEBI
16-carboxy-14,15-dihydro-17,18,19,20-tetranor-LTE4 ChEBI
16-carboxy-14,15-dihydro-17,18,19,20-tetranor-LTE4 ChEBI
16-carboxy-17,18,19,20-tetranor-LTE3 ChEBI
16-carboxy-17,18,19,20-tetranor-LTE3 ChEBI
16-carboxy-tetranor-leukotriene E3 ChEBI
16-carboxy-tetranor-LTE3 ChEBI
16-carboxy-tetranor-LTE3 ChEBI
Registry Numbers Types Sources
122069-63-0 CAS Registry Number Reaxys
4577467 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
2174886 PubMed citation Europe PMC
2558763 PubMed citation Europe PMC
7663693 PubMed citation Europe PMC
Last Modified
20 November 2014
General Comment
2013-06-07 For a total synthesis, see D. Delorme et al., J. Org. Chem., 1989, 54(15), 3635-3640.