CHEBI:27814 - 12-dehydro-leukotriene B4

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ChEBI Name 12-dehydro-leukotriene B4
ChEBI ID CHEBI:27814
ChEBI ASCII Name 12-dehydro-leukotriene B4
Definition A long-chain fatty acid consisting of leukotriene B4 having a 12-keto group in place of the 12-hydroxy group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:19140, CHEBI:742
Supplier Information
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Formula C20H30O4
Net Charge 0
Average Mass 334.44980
Monoisotopic Mass 334.21441
InChI InChI=1S/C20H30O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,19,22H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7+,9-6-,14-10+,15-11-/t19-/m1/s1
InChIKey SJVWVCVZWMJXOK-NOJHDUNKSA-N
SMILES CCCCC\C=C/CC(=O)\C=C\C=C\C=C/[C@@H](O)CCCC(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 12-dehydro-leukotriene B4 (CHEBI:27814) has functional parent icosa-6,8,10,14-tetraenoic acid (CHEBI:36045)
12-dehydro-leukotriene B4 (CHEBI:27814) has functional parent leukotriene B4 (CHEBI:15647)
12-dehydro-leukotriene B4 (CHEBI:27814) is a hydroxy polyunsaturated fatty acid (CHEBI:140345)
12-dehydro-leukotriene B4 (CHEBI:27814) is a leukotriene (CHEBI:25029)
12-dehydro-leukotriene B4 (CHEBI:27814) is a long-chain fatty acid (CHEBI:15904)
12-dehydro-leukotriene B4 (CHEBI:27814) is a oxo fatty acid (CHEBI:59644)
12-dehydro-leukotriene B4 (CHEBI:27814) is conjugate acid of 12-dehydro-leukotriene B4(1−) (CHEBI:133309)
Incoming 12-dehydro-leukotriene B4(1−) (CHEBI:133309) is conjugate base of 12-dehydro-leukotriene B4 (CHEBI:27814)
IUPAC Name
(5S,6Z,8E,10E,14Z)-5-hydroxy-12-oxoicosa-6,8,10,14-tetraenoic acid
Synonyms Sources
(5S,6Z,8E,10E,14Z)-5-hydroxy-12-oxoeicosa-6,8,10,14-tetraenoic acid ChEBI
12-Keto-leukotriene B4 KEGG COMPOUND
12-Keto-LTB4 KEGG COMPOUND
12-oxo-LTB4 LIPID MAPS
12-Oxo-ltb4 ChemIDplus
12-Oxoleukotriene B4 ChemIDplus
5(S)-hydroxy-12-oxo-6(Z),8(E),10(E),14(Z)-eicosatetraenoic acid ChEBI
5-Hydroxy-12-oxo-delta5,8,11,14-eicosapolyenoic acid KEGG COMPOUND
5S-hydroxy-12-keto-6Z,8E,10E,14Z-eicosatetraenoic acid LIPID MAPS
Manual Xrefs Databases
C05949 KEGG COMPOUND
LMFA03020024 LIPID MAPS
View more database links
Registry Numbers Types Sources
136696-10-1 CAS Registry Number ChemIDplus
7253020 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
8394361 PubMed citation Europe PMC
8632343 PubMed citation Europe PMC
Last Modified
05 March 2018
General Comment
2011-03-29 A very unstable and elusive biochemical intermediate, it is a metabolite of LTB4.