CHEBI:27491 - leukotriene F4

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ChEBI Name leukotriene F4
ChEBI ID CHEBI:27491
ChEBI ASCII Name leukotriene F4
Definition A leukotriene composed of (7E,9E,11Z,14Z)-icosa-7,9,11,14-tetraenoic acid having (5S)-hydroxy and (6R)-(L-γ-glutamyl-L-cystein-S-yl) substituents.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:25028, CHEBI:6425
Supplier Information
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Formula C28H44N2O8S
Net Charge 0
Average Mass 568.725
Monoisotopic Mass 568.282
InChI InChI=1S/C28H44N2O8S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-24(23(31)15-14-17-26(33)34)39-20-22(28(37)38)30-25(32)19-18-21(29)27(35)36/h6-7,9-13,16,21-24,31H,2-5,8,14-15,17-20,29H2,1H3,(H,30,32)(H,33,34)(H,35,36)(H,37,38)/b7-6-,10-9-,12-11+,16-13+/t21-,22-,23-,24+/m0/s1
InChIKey PYSODLWHFWCFLV-VJBFNVCUSA-N
SMILES C([C@H](NC(CC[C@H](N)C(=O)O)=O)C(O)=O)S[C@H](\C=C\C=C\C=C/C/C=C\CCCCC)[C@@H](O)CCCC(=O)O
Metabolite of Species Details
Homo sapiens (NCBI:9606) See: DOI
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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ChEBI Ontology
Outgoing leukotriene F4 (CHEBI:27491) has functional parent icosa-7,9,11,14-tetraenoic acid (CHEBI:36038)
leukotriene F4 (CHEBI:27491) has role human metabolite (CHEBI:77746)
leukotriene F4 (CHEBI:27491) is a dipeptide (CHEBI:46761)
leukotriene F4 (CHEBI:27491) is a leukotriene (CHEBI:25029)
leukotriene F4 (CHEBI:27491) is a organic sulfide (CHEBI:16385)
leukotriene F4 (CHEBI:27491) is conjugate acid of leukotriene F4(2−) (CHEBI:133618)
Incoming leukotriene F4(2−) (CHEBI:133618) is conjugate base of leukotriene F4 (CHEBI:27491)
IUPAC Name
L-γ-glutamyl-S-[(4S,5R,6E,8E,10Z,13Z)-1-carboxy-4-hydroxynonadeca-6,8,10,13-tetraen-5-yl]-L-cysteine
Synonyms Sources
5(S)-Hydroxy-6(R)-S-gamma-glutamylcysteine-7,9-trans-11,14-cis-eicosatetraenoic acid ChemIDplus
L-γ-glutamyl-S-{(1R,2E,4E,6Z,9Z)-1-[(1S)-4-carboxy-1-hydroxybutyl]pentadeca-2,4,6,9-tetraen-1-yl}-L-cysteine IUPAC
Leukotriene F-4 ChemIDplus
Leukotriene F4 KEGG COMPOUND
LTF4 KEGG COMPOUND
Database Links Databases
C06462 KEGG COMPOUND
HMDB0006465 HMDB
LMFA03020009 LIPID MAPS
US2002052001 Patent
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Registry Numbers Types Sources
5676121 Reaxys Registry Number Reaxys
83851-42-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
12729612 PubMed citation Europe PMC
1609121 PubMed citation Europe PMC
1675639 PubMed citation Europe PMC
1850146 PubMed citation Europe PMC
20201353 PubMed citation Europe PMC
2981933 PubMed citation Europe PMC
2994174 PubMed citation Europe PMC
3923570 PubMed citation Europe PMC
6300970 PubMed citation Europe PMC
6322240 PubMed citation Europe PMC
8171072 PubMed citation Europe PMC
Last Modified
21 February 2017