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CHEBI:34784 - hepoxilin B3

ChEBI IDCHEBI:34784
ChEBI Namehepoxilin B3
Stars
ASCII Namehepoxilin B3
DefinitionA hepoxilin having (5Z,9E,14Z) double bond stereochemistry, a 10-hydroxy substituent and an (11S,12S)-epoxy group.
Last Modified21 August 2023
DownloadsMolfile
FormulaC20H32O4
Net Charge0
Average Mass336.472
Monoisotopic Mass336.23006
SMILESCCCCC/C=C\C[C@@H]1O[C@H]1C(O)/C=C\C/C=C\CCCC(=O)O
InChIInChI=1S/C20H32O4/c1-2-3-4-5-9-12-15-18-20(24-18)17(21)14-11-8-6-7-10-13-16-19(22)23/h6-7,9,11-12,14,17-18,20-21H,2-5,8,10,13,15-16H2,1H3,(H,22,23)/b7-6-,12-9-,14-11-/t17?,18-,20-/m0/s1
InChIKeyDWNBPRRXEVJMPO-RNGYDEEPSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - PubMed (10692117)
Cottoniella filamentosa (WORMS:144741) - PubMed (2180942)
Platysiphonia miniata (WORMS:144776) - PubMed (2180942)
Mus musculus (ncbitaxon:10090)
bronchoalveolar lavage (BTO:0000155) MetaboLights (MTBLS34)
- MetaboLights (MTBLS33)
- MetaboLights (MTBLS32)
bronchoalveolar lavage (BTO:0000155) MetaboLights (MTBLS31)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
algal metabolite  Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
human xenobiotic metabolite  Any human metabolite produced by metabolism of a xenobiotic compound in humans.
ChEBI Ontology
Outgoing Relation(s)
hepoxilin B3 (CHEBI:34784) has functional parent all-cis-icosa-5,8,14-trienoic acid (CHEBI:36202)
hepoxilin B3 (CHEBI:34784) has role algal metabolite (CHEBI:84735)
hepoxilin B3 (CHEBI:34784) has role human xenobiotic metabolite (CHEBI:76967)
hepoxilin B3 (CHEBI:34784) is a epoxy fatty acid (CHEBI:61498)
hepoxilin B3 (CHEBI:34784) is a hepoxilin (CHEBI:36200)
hepoxilin B3 (CHEBI:34784) is a hydroxy polyunsaturated fatty acid (CHEBI:140345)
hepoxilin B3 (CHEBI:34784) is a long-chain fatty acid (CHEBI:15904)
hepoxilin B3 (CHEBI:34784) is a trienoic fatty acid (CHEBI:73155)
hepoxilin B3 (CHEBI:34784) is conjugate acid of hepoxilin B3(1−) (CHEBI:78084)
Incoming Relation(s)
hepoxilin B3(1−) (CHEBI:78084) is conjugate base of hepoxilin B3 (CHEBI:34784)
IUPAC Name 
(5Z,8Z)-10-hydroxy-10-{(2S,3S)-3-[(2Z)-oct-2-en-1-yl]oxiran-2-yl}deca-5,8-dienoic acid
Synonyms  Source
Hepoxilin B3KEGG COMPOUND
10-hydroxy-11S,12S-epoxy-5Z,8Z,14Z-eicosatrienoic acidLIPID MAPS
HXB3ChEBI
HxB3ChEBI
Manual XrefsDatabases
C14810KEGG COMPOUND
LMFA03090003LIPID MAPS
Registry NumbersSources
CAS:71799-95-6ChemIDplus
Citations