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ChEBI
> Main
CHEBI:34784 - hepoxilin B
3
Main
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ChEBI Name
hepoxilin B
3
ChEBI ID
CHEBI:34784
ChEBI ASCII Name
hepoxilin B3
Definition
A hepoxilin having (5
Z
,9
E
,14
Z
) double bond stereochemistry, a 10-hydroxy substituent and an (11
S
,12
S
)-epoxy group.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C20H32O4
Net Charge
0
Average Mass
336.466
Monoisotopic Mass
336.23006
InChI
InChI=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
InChIKey
DWNBPRRXEVJMPO-RNGYDEEPSA-N
SMILES
C(\C([C@H]1[C@H](C/C=C\CCCCC)O1)O)=C\C/C=C\CCCC(=O)O
Metabolite of Species
Details
Mus musculus
(NCBI:txid10090)
Found in bronchoalveolar lavage
(BTO:0000155)
. See:
MetaboLights Study
Mus musculus
(NCBI:txid10090)
See:
MetaboLights Study
Mus musculus
(NCBI:txid10090)
See:
MetaboLights Study
Mus musculus
(NCBI:txid10090)
Found in bronchoalveolar lavage
(BTO:0000155)
. See:
MetaboLights Study
Homo sapiens
(NCBI:txid9606)
See:
PubMed
Cottoniella filamentosa
(WORMS:144741)
See:
PubMed
Platysiphonia miniata
(WORMS:144776)
See:
PubMed
Roles Classification
Chemical Role
(s):
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted base).
(via
oxoacid
)
Biological Role
(s):
human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
hepoxilin B
3
(
CHEBI:34784
)
has functional parent
all
-
cis
-icosa-5,8,14-trienoic acid (
CHEBI:36202
)
hepoxilin B
3
(
CHEBI:34784
)
has role
algal metabolite (
CHEBI:84735
)
hepoxilin B
3
(
CHEBI:34784
)
has role
human xenobiotic metabolite (
CHEBI:76967
)
hepoxilin B
3
(
CHEBI:34784
)
is a
epoxy fatty acid (
CHEBI:61498
)
hepoxilin B
3
(
CHEBI:34784
)
is a
hepoxilin (
CHEBI:36200
)
hepoxilin B
3
(
CHEBI:34784
)
is a
hydroxy polyunsaturated fatty acid (
CHEBI:140345
)
hepoxilin B
3
(
CHEBI:34784
)
is a
long-chain fatty acid (
CHEBI:15904
)
hepoxilin B
3
(
CHEBI:34784
)
is a
trienoic fatty acid (
CHEBI:73155
)
hepoxilin B
3
(
CHEBI:34784
)
is conjugate acid of
hepoxilin B
3
(1−) (
CHEBI:78084
)
Incoming
hepoxilin B
3
(1−) (
CHEBI:78084
)
is conjugate base of
hepoxilin B
3
(
CHEBI:34784
)
IUPAC Name
(5
Z
,8
Z
)-
10-
hydroxy-
10-
{(2
S
,3
S
)-
3-
[(2
Z
)-
oct-
2-
en-
1-
yl]oxiran-
2-
yl}deca-
5,8-
dienoic acid
Synonyms
Sources
10-hydroxy-11S,12S-epoxy-5Z,8Z,14Z-eicosatrienoic acid
LIPID MAPS
Hepoxilin B3
KEGG COMPOUND
HxB3
ChEBI
HXB3
ChEBI
Manual Xrefs
Databases
C14810
KEGG COMPOUND
LMFA03090003
LIPID MAPS
View more database links
Registry Number
Type
Source
71799-95-6
CAS Registry Number
ChemIDplus
Citations
Types
Sources
10692117
PubMed citation
Europe PMC
11851887
PubMed citation
Europe PMC
2180942
PubMed citation
Europe PMC
Last Modified
21 August 2023
General Comment
2011-03-21
A normal human epidermis eicosanoid whose levels are dramatically elevated in psoriatic lesions.