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ChEBI
> Main
CHEBI:67555 - 15-
O
-desmethyl-(5
Z
)-7-oxozeaenol
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ChEBI Name
15-
O
-desmethyl-(5
Z
)-7-oxozeaenol
ChEBI ID
CHEBI:67555
ChEBI ASCII Name
15-O-desmethyl-(5Z)-7-oxozeaenol
Definition
A macrolide that is a 14-memebered macrocycle fused to a 1,3-dihydroxybenzene. Isolated from
Fungi
, it exhibits inhibitory activity against NF-κB.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C18H20O7
Net Charge
0
Average Mass
348.34720
Monoisotopic Mass
348.12090
InChI
InChI=1S/C18H20O7/c1-
10-
4-
2-
6-
13(20)
17(23)
14(21)
7-
3-
5-
11-
8-
12(19)
9-
15(22)
16(11)
18(24)
25-
10/h2-
3,5-
6,8-
10,14,17,19,21-
23H,4,7H2,1H3/b5-
3+,6-
2-
/t10-
,14-
,17+/m0/s1
InChIKey
PVEKMPNUMRVXDU-DWCLIQAISA-N
SMILES
C[C@H]1C\C=C/C(=O)[C@@H](O)[C@@H](O)C\C=C\c2cc(O)cc(O)c2C(=O)O1
Metabolite of Species
Details
Fungi
MeOH-CHCl3(1:1) extract of Mycosynthetix fungus isolated from leaflitter of strain MSX 63935 See:
PubMed
Roles Classification
Biological Role
(s):
NF-kappaB inhibitor
An inhibitor of NF-
kappa
B (nuclear factor
kappa
-light-chain-enhancer of activated B cells), a protein complex involved in the transcription of DNA.
fungal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in fungi, the kingdom that includes microorganisms such as the yeasts and moulds.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
15-
O
-desmethyl-(5
Z
)-7-oxozeaenol (
CHEBI:67555
)
has role
fungal metabolite (
CHEBI:76946
)
15-
O
-desmethyl-(5
Z
)-7-oxozeaenol (
CHEBI:67555
)
has role
NF-κB inhibitor (
CHEBI:73240
)
15-
O
-desmethyl-(5
Z
)-7-oxozeaenol (
CHEBI:67555
)
is a
macrolide (
CHEBI:25106
)
15-
O
-desmethyl-(5
Z
)-7-oxozeaenol (
CHEBI:67555
)
is a
resorcinols (
CHEBI:33572
)
15-
O
-desmethyl-(5
Z
)-7-oxozeaenol (
CHEBI:67555
)
is a
secondary α-hydroxy ketone (
CHEBI:2468
)
15-
O
-desmethyl-(5
Z
)-7-oxozeaenol (
CHEBI:67555
)
is a
secondary alcohol (
CHEBI:35681
)
IUPAC Name
(3
S
,5
Z
,8
S
,9
S
,11
E
)-
8,9,14,16-
tetrahydroxy-
3-
methyl-
3,4,9,10-
tetrahydro-
1
H
-
2-
benzoxacyclotetradecine-
1,7(8
H
)-
dione
Citation
Type
Source
21513293
PubMed citation
Europe PMC
Last Modified
06 February 2018