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ChEBI
> Main
CHEBI:65915 - FR901464
Main
ChEBI Ontology
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ChEBI Name
FR901464
ChEBI ID
CHEBI:65915
Definition
A spiro-epoxide with potent anticancer activity that lowers the mRNA levels of oncogenes and tumour supressor genes. It is isolated from
Pseudomonas
sp. no.2663.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C27H41NO8
Net Charge
0
Average Mass
507.61630
Monoisotopic Mass
507.28322
InChI
InChI=1S/C27H41NO8/c1-
16(8-
11-
23-
25(31)
27(15-
33-
27)
14-
26(6,32)
36-
23)
7-
10-
22-
17(2)
13-
21(19(4)
35-
22)
28-
24(30)
12-
9-
18(3)
34-
20(5)
29/h7-
9,11-
12,17-
19,21-
23,25,31-
32H,10,13-
15H2,1-
6H3,(H,28,30)
/b11-
8+,12-
9-
,16-
7+/t17-
,18-
,19+,21+,22-
,23+,25+,26-
,27+/m0/s1
InChIKey
PJKVJJDQXZARCA-QHYZBLTGSA-N
SMILES
C[C@H]
1C[C@@H]
(NC(=O)
\C=C/[C@H]
(C)
OC(C)
=O)
[C@@H]
(C)
O[C@H]
1C\C=C(C)
\C=C\[C@H]
1O[C@]
(C)
(O)
C[C@@]
2(CO2)
[C@@H]
1O
Metabolite of Species
Details
Pseudomonas
sp.
2663
(NCBI:txid764483)
of strain 2663 See:
PubMed
Roles Classification
Biological Role
(s):
bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application
(s):
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
FR901464 (
CHEBI:65915
)
has role
antimicrobial agent (
CHEBI:33281
)
FR901464 (
CHEBI:65915
)
has role
antineoplastic agent (
CHEBI:35610
)
FR901464 (
CHEBI:65915
)
has role
bacterial metabolite (
CHEBI:76969
)
FR901464 (
CHEBI:65915
)
is a
acetate ester (
CHEBI:47622
)
FR901464 (
CHEBI:65915
)
is a
cyclic hemiketal (
CHEBI:59780
)
FR901464 (
CHEBI:65915
)
is a
monocarboxylic acid amide (
CHEBI:29347
)
FR901464 (
CHEBI:65915
)
is a
pyrans (
CHEBI:26407
)
FR901464 (
CHEBI:65915
)
is a
spiro-epoxide (
CHEBI:133131
)
IUPAC Name
(2
S
,3
Z
)-
5-
{[(2
R
,3
R
,5
S
,6
S
)-
6-
{(2
E
,4
E
)-
5-
[(3
R
,4
R
,5
R
,7
S
)-
4,7-
dihydroxy-
7-
methyl-
1,6-
dioxaspiro[2.5]oct-
5-
yl]-
3-
methylpenta-
2,4-
dien-
1-
yl}-
2,5-
dimethyltetrahydro-
2
H
-
pyran-
3-
yl]amino}-
5-
oxopent-
3-
en-
2-
yl acetate
Manual Xrefs
Databases
US2011086909
Patent
WO2009031999
Patent
View more database links
Registry Numbers
Types
Sources
146478-72-0
CAS Registry Number
ChemIDplus
8176008
Reaxys Registry Number
Reaxys
Citations
Types
Sources
17279752
PubMed citation
Europe PMC
21226105
PubMed citation
Europe PMC
9031664
PubMed citation
Europe PMC
Last Modified
24 August 2016