CHEBI:15647 - leukotriene B4

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ChEBI Name leukotriene B4
ChEBI ID CHEBI:15647
ChEBI ASCII Name leukotriene B4
Definition A leukotriene composed of (6Z,8E,10E,14Z)-icosatetraenoic acid having (5S)- and (12R)-hydroxy substituents.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:6421, CHEBI:10933, CHEBI:25024
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Formula C20H32O4
Net Charge 0
Average Mass 336.46568
Monoisotopic Mass 336.230
InChI InChI=1S/C20H32O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,18-19,21-22H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7+,9-6-,14-10+,15-11-/t18-,19-/m1/s1
InChIKey VNYSSYRCGWBHLG-AMOLWHMGSA-N
SMILES CCCCC\C=C/C[C@@H](O)\C=C\C=C\C=C/[C@@H](O)CCCC(O)=O
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
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): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing leukotriene B4 (CHEBI:15647) has functional parent icosa-6,8,10,14-tetraenoic acid (CHEBI:36045)
leukotriene B4 (CHEBI:15647) has role human metabolite (CHEBI:77746)
leukotriene B4 (CHEBI:15647) has role mouse metabolite (CHEBI:75771)
leukotriene B4 (CHEBI:15647) is a dihydroxy monocarboxylic acid (CHEBI:35972)
leukotriene B4 (CHEBI:15647) is a hydroxy fatty acid (CHEBI:24654)
leukotriene B4 (CHEBI:15647) is a leukotriene (CHEBI:25029)
leukotriene B4 (CHEBI:15647) is a long-chain fatty acid (CHEBI:15904)
leukotriene B4 (CHEBI:15647) is a polyunsaturated fatty acid (CHEBI:26208)
leukotriene B4 (CHEBI:15647) is conjugate acid of leukotriene B4(1−) (CHEBI:57461)
Incoming 10,11-dihydro-12-oxoleukotriene B4 (CHEBI:134417) has functional parent leukotriene B4 (CHEBI:15647)
10,11-dihydro-20,20,20-trihydroxyleukotriene B4 (CHEBI:134442) has functional parent leukotriene B4 (CHEBI:15647)
10,11-dihydro-20,20-dihydroxyleukotriene B4 (CHEBI:134437) has functional parent leukotriene B4 (CHEBI:15647)
12,20-dioxoleukotriene B4 (CHEBI:134520) has functional parent leukotriene B4 (CHEBI:15647)
12-dehydro-leukotriene B4 (CHEBI:27814) has functional parent leukotriene B4 (CHEBI:15647)
12-oxo-20-hydroxyleukotriene B4 (CHEBI:134456) has functional parent leukotriene B4 (CHEBI:15647)
18-hydroxy-18-oxo-dinorleukotriene B4 (CHEBI:63980) has functional parent leukotriene B4 (CHEBI:15647)
18-hydroxyleukotriene B4 (CHEBI:138201) has functional parent leukotriene B4 (CHEBI:15647)
19-hydroxyleukotriene B4 (CHEBI:138196) has functional parent leukotriene B4 (CHEBI:15647)
20,20,20-trihydroxyleukotriene B4 (CHEBI:134515) has functional parent leukotriene B4 (CHEBI:15647)
20,20-dihydroxyleukotriene B4 (CHEBI:134516) has functional parent leukotriene B4 (CHEBI:15647)
20-hydroxy-20-oxoleukotriene B4 (CHEBI:27562) has functional parent leukotriene B4 (CHEBI:15647)
20-hydroxy-leukotriene B4 (CHEBI:15646) has functional parent leukotriene B4 (CHEBI:15647)
leukotriene B4(1−) (CHEBI:57461) is conjugate base of leukotriene B4 (CHEBI:15647)
IUPAC Name
(5S,6Z,8E,10E,12R,14Z)-5,12-dihydroxyicosa-6,8,10,14-tetraenoic acid
Synonyms Sources
(5S,12R,6Z,8E,10E,14Z)-5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid ChEBI
(5S,6Z,8E,10E,12R,14Z)-5,12-dihydroxyeicosa-6,8,10,14-tetraenoic acid ChEBI
(S-(R*,S*-(E,Z,E,Z)))-5,12-Dihydroxy-6,8,10,14-eicosatetraenoic acid ChemIDplus
5(S),12(R)-dihydroxy-6(Z),8(E),10(E),14(Z)-eicosatetraenoic acid ChEBI
5(S),12(R)-dihydroxy-6(Z),8(E),10(E),14(Z)-icosatetraenoic acid ChEBI
5,12-Dihete ChEBI
5,12-Hete ChemIDplus
5S,12R-dihydroxy-6Z,8E,10E,14Z-eicosatetraenoic acid LIPID MAPS
Leukotriene B4 KEGG COMPOUND
LTB4 ChEBI
LTB4 ChemIDplus
LTB4 KEGG COMPOUND
Database Links Databases
C02165 KEGG COMPOUND
HMDB0001085 HMDB
Leukotriene_B4 Wikipedia
LMFA03020001 LIPID MAPS
View more database links
Registry Numbers Types Sources
4235309 Reaxys Registry Number Reaxys
71160-24-2 CAS Registry Number KEGG COMPOUND
71160-24-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
20400503 PubMed citation Europe PMC
20529300 PubMed citation Europe PMC
6271967 PubMed citation Europe PMC
Last Modified
16 August 2017
General Comment
2011-03-17 A leukotriene involved in inflammation. It is produced from leukocytes in response to inflammatory mediators and is able to induce the adhesion and activation of leukocytes on the endothelium, allowing them to bind to and cross it into the tissue.