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ChEBI
> Main
CHEBI:67559 - 5
Z
-7-oxozeaenol
Main
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ChEBI Name
5
Z
-7-oxozeaenol
ChEBI ID
CHEBI:67559
ChEBI ASCII Name
5Z-7-oxozeaenol
Definition
A macrolide that is the 7-oxo derivative of zeaenol (the 5
Z
stereoisomer). Isolated from
Fungi
, it exhibits cytotoxic, antibacterial and inhibitory activity against NF-κB.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C19H22O7
Net Charge
0
Average Mass
362.37380
Monoisotopic Mass
362.13655
InChI
InChI=1S/C19H22O7/c1-
11-
5-
3-
7-
14(20)
18(23)
15(21)
8-
4-
6-
12-
9-
13(25-
2)
10-
16(22)
17(12)
19(24)
26-
11/h3-
4,6-
7,9-
11,15,18,21-
23H,5,8H2,1-
2H3/b6-
4+,7-
3-
/t11-
,15-
,18+/m0/s1
InChIKey
NEQZWEXWOFPKOT-BYRRXHGESA-N
SMILES
COc1cc(O)c2C(=O)O[C@@H](C)C\C=C/C(=O)[C@@H](O)[C@@H](O)C\C=C\c2c1
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):
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
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.
Application
(s):
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
5
Z
-7-oxozeaenol (
CHEBI:67559
)
has role
antibacterial agent (
CHEBI:33282
)
5
Z
-7-oxozeaenol (
CHEBI:67559
)
has role
antineoplastic agent (
CHEBI:35610
)
5
Z
-7-oxozeaenol (
CHEBI:67559
)
has role
metabolite (
CHEBI:25212
)
5
Z
-7-oxozeaenol (
CHEBI:67559
)
has role
NF-κB inhibitor (
CHEBI:73240
)
5
Z
-7-oxozeaenol (
CHEBI:67559
)
is a
aromatic ether (
CHEBI:35618
)
5
Z
-7-oxozeaenol (
CHEBI:67559
)
is a
macrolide (
CHEBI:25106
)
5
Z
-7-oxozeaenol (
CHEBI:67559
)
is a
phenols (
CHEBI:33853
)
5
Z
-7-oxozeaenol (
CHEBI:67559
)
is a
secondary α-hydroxy ketone (
CHEBI:2468
)
5
Z
-7-oxozeaenol (
CHEBI:67559
)
is a
secondary alcohol (
CHEBI:35681
)
IUPAC Name
(3
S
,5
Z
,8
S
,9
S
,11
E
)-
8,9,16-
trihydroxy-
14-
methoxy-
3-
methyl-
3,4,9,10-
tetrahydro-
1
H
-
2-
benzoxacyclotetradecine-
1,7(8
H
)-
dione
Synonym
Source
LL-Z1640-2
ChEBI
Registry Number
Type
Source
8800797
Reaxys Registry Number
Reaxys
Citation
Type
Source
21513293
PubMed citation
Europe PMC
Last Modified
06 February 2018