CHEBI:16978 - leukotriene C4

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name leukotriene C4
ChEBI ID CHEBI:16978
ChEBI ASCII Name leukotriene C4
Definition A leukotriene that is (5S,7E,9E,11Z,14Z)-5-hydroxyicosa-7,9,11,14-tetraenoic acid in which a glutathionyl group is attached at position 6 via a sulfide linkage.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:6422, CHEBI:14504, CHEBI:25025
Supplier Information
Download Molfile XML SDF
more structures >>
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C30H47N3O9S
Net Charge 0
Average Mass 625.780
Monoisotopic Mass 625.30330
InChI InChI=1S/C30H47N3O9S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-25(24(34)15-14-17-27(36)37)43-21-23(29(40)32-20-28(38)39)33-26(35)19-18-22(31)30(41)42/h6-7,9-13,16,22-25,34H,2-5,8,14-15,17-21,31H2,1H3,(H,32,40)(H,33,35)(H,36,37)(H,38,39)(H,41,42)/b7-6-,10-9-,12-11+,16-13+/t22-,23-,24-,25+/m0/s1
InChIKey GWNVDXQDILPJIG-NXOLIXFESA-N
SMILES CCCCC\C=C/C\C=C/C=C/C=C/[C@@H](SC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O)[C@@H](O)CCCC(O)=O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Found in bronchoalveolar lavage (BTO:0000155). From MetaboLights See: MetaboLights Study
Mus musculus (NCBI:txid10090) From MetaboLights See: MetaboLights Study
Mus musculus (NCBI:txid10090) From MetaboLights See: MetaboLights Study
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Homo sapiens (NCBI:txid9606) Found in blood (UBERON:0000178). See: PubMed
Homo sapiens (NCBI:txid9606) Found in cerebrospinal fluid (UBERON:0001359). See: PubMed
Roles Classification
Biological Role(s): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Application(s): bronchoconstrictor agent
A drug which causes a narrowing of the lumen of a bronchus or bronchiole.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing leukotriene C4 (CHEBI:16978) has functional parent icosa-7,9,11,14-tetraenoic acid (CHEBI:36038)
leukotriene C4 (CHEBI:16978) has role bronchoconstrictor agent (CHEBI:50141)
leukotriene C4 (CHEBI:16978) has role human metabolite (CHEBI:77746)
leukotriene C4 (CHEBI:16978) has role mouse metabolite (CHEBI:75771)
leukotriene C4 (CHEBI:16978) is a leukotriene (CHEBI:25029)
leukotriene C4 (CHEBI:16978) is conjugate acid of leukotriene C4(2−) (CHEBI:57973)
Incoming 11,12-dihydro-(12R)-hydroxyleukotriene C4 (CHEBI:134519) has functional parent leukotriene C4 (CHEBI:16978)
11,12-dihydro-12-oxoleukotriene C4 (CHEBI:134518) has functional parent leukotriene C4 (CHEBI:16978)
leukotriene C4 methyl ester (CHEBI:138115) has functional parent leukotriene C4 (CHEBI:16978)
leukotriene C4(2−) (CHEBI:57973) is conjugate base of leukotriene C4 (CHEBI:16978)
IUPAC Name
L-γ-glutamyl-S-[(1R,2E,4E,6Z,9Z)-1-[(1S)-4-carboxy-1-hydroxybutyl]pentadeca-2,4,6,9-tetraen-1-yl]-L-cysteinylglycine
Synonyms Sources
(R-(R*,S*-(E,E,Z,Z)))-N-(S-(1-(4-Carboxy-1-hydroxybutyl)-2,4,6,9-pentadecatetraenyl)-N-L-gamma-glutamyl-L-cysteinyl)glycine ChemIDplus
5S,6R-Ltc(sub 4) ChemIDplus
5S-hydroxy,6R-(S-glutathionyl),7E,9E,11Z,14Z-eicosatetraenoic acid LIPID MAPS
Leukotriene C4 KEGG COMPOUND
LTC (sub 4) ChemIDplus
LTC4 LIPID MAPS
LTC4 KEGG COMPOUND
LTC4 ChEBI
Manual Xrefs Databases
C02166 KEGG COMPOUND
DB08855 DrugBank
FDB022484 FooDB
HMDB0001198 HMDB
LEUKOTRIENE-C4 MetaCyc
Leukotriene_C4 Wikipedia
LMFA03020003 LIPID MAPS
LTX PDBeChem
View more database links
Registry Numbers Types Sources
4732117 Reaxys Registry Number Reaxys
72025-60-6 CAS Registry Number KEGG COMPOUND
72025-60-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10064732 PubMed citation Europe PMC
11156567 PubMed citation Europe PMC
12895596 PubMed citation Europe PMC
15243994 PubMed citation Europe PMC
15537867 PubMed citation Europe PMC
1652771 PubMed citation Europe PMC
2007712 PubMed citation Europe PMC
20671299 PubMed citation Europe PMC
2411760 PubMed citation Europe PMC
24244016 PubMed citation Europe PMC
2509375 PubMed citation Europe PMC
2512259 PubMed citation Europe PMC
2558123 PubMed citation Europe PMC
2633615 PubMed citation Europe PMC
26656251 PubMed citation Europe PMC
27124118 PubMed citation Europe PMC
28238471 PubMed citation Europe PMC
28667163 PubMed citation Europe PMC
31268744 PubMed citation Europe PMC
3153930 PubMed citation Europe PMC
33753496 PubMed citation Europe PMC
3418380 PubMed citation Europe PMC
3421265 PubMed citation Europe PMC
6440558 PubMed citation Europe PMC
7714683 PubMed citation Europe PMC
8415814 PubMed citation Europe PMC
8434868 PubMed citation Europe PMC
8608646 PubMed citation Europe PMC
8938552 PubMed citation Europe PMC
8939179 PubMed citation Europe PMC
9042024 PubMed citation Europe PMC
9051719 PubMed citation Europe PMC
9384524 PubMed citation Europe PMC
9642160 PubMed citation Europe PMC
Last Modified
06 June 2022