CHEBI:6499 - lipoxin B4

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ChEBI Name lipoxin B4
ChEBI ID CHEBI:6499
ChEBI ASCII Name lipoxin B4
Definition A C20 hydroxy fatty acid having (5S)-, (14R)- and (15S)-hydroxy groups as well as (6E)- (8Z)-, (10E)- and (12E)-double bonds.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C20H32O5
Net Charge 0
Average Mass 352.46508
Monoisotopic Mass 352.225
InChI InChI=1S/C20H32O5/c1-2-3-8-14-18(22)19(23)15-10-7-5-4-6-9-12-17(21)13-11-16-20(24)25/h4-7,9-10,12,15,17-19,21-23H,2-3,8,11,13-14,16H2,1H3,(H,24,25)/b6-4-,7-5+,12-9+,15-10+/t17-,18+,19-/m1/s1
InChIKey UXVRTOKOJOMENI-WLPVFMORSA-N
SMILES CCCCC[C@H](O)[C@H](O)\C=C\C=C\C=C/C=C/[C@@H](O)CCCC(O)=O
Metabolite of Species Details
Homo sapiens (NCBI:9606) See: DOI
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).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing lipoxin B4 (CHEBI:6499) has role human metabolite (CHEBI:77746)
lipoxin B4 (CHEBI:6499) is a hydroxy fatty acid (CHEBI:24654)
lipoxin B4 (CHEBI:6499) is a lipoxin (CHEBI:6497)
lipoxin B4 (CHEBI:6499) is a long-chain fatty acid (CHEBI:15904)
lipoxin B4 (CHEBI:6499) is a polyunsaturated fatty acid (CHEBI:26208)
lipoxin B4 (CHEBI:6499) is conjugate acid of lipoxin B4(1−) (CHEBI:67031)
Incoming 20-hydroxylipoxin B4 (CHEBI:90978) has functional parent lipoxin B4 (CHEBI:6499)
lipoxin B4(1−) (CHEBI:67031) is conjugate base of lipoxin B4 (CHEBI:6499)
IUPAC Name
(5S,6E,8Z,10E,12E,14R,15S)-5,14,15-trihydroxyicosa-6,8,10,12-tetraenoic acid
Synonyms Sources
(5S,14R,6E,8Z,10E,12E,15S)-5,14,15-trihydroxy-6,8,10,12-eicosatetraenoic acid ChEBI
(5S,6E,8Z,10E,12E,14R,15S)-5,14,15-trihydroxyeicosa-6,8,10,12-tetraenoic acid ChEBI
(6E,8Z,10E,12E)-(5S,14R,15S)-Trihydroxyicosa-6,8,10,12-tetraenoic acid KEGG COMPOUND
5(S),14(R)-lipoxin B4 ChEBI
5,14,15-Thet ChemIDplus
5S,14R,15S-6,10,12-trans-8-cis-triHETE ChEBI
5S,14R,15S-8-cis-lipoxin B ChEBI
5S,14R,15S-Trihydroxy-6E,8Z,10E,12E-eicosatetraenoic acid KEGG COMPOUND
Lipoxin B4 KEGG COMPOUND
LipoxinB4 LIPID MAPS
LXB4 KEGG COMPOUND
LXB4 ChEBI
Database Links Databases
C06315 KEGG COMPOUND
LMFA03040002 LIPID MAPS
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Registry Numbers Types Sources
4707370 Reaxys Registry Number Reaxys
92950-25-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
8690917 PubMed citation Europe PMC
9535221 PubMed citation Europe PMC
Last Modified
18 January 2016