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> Main
CHEBI:65914 - FR901463
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ChEBI Ontology
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ChEBI Name
FR901463
ChEBI ID
CHEBI:65914
Definition
A cyclic hemiketal isolated from the fermentation broth of
Pseudomonas
sp.no.2663. It displays potent cytotoxic activity against human tumour cells.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C27H42ClNO8
Net Charge
0
Average Mass
544.07700
Monoisotopic Mass
543.25990
InChI
InChI=1S/C27H42ClNO8/c1-
16(8-
11-
23-
25(32)
27(34,15-
28)
14-
26(6,33)
37-
23)
7-
10-
22-
17(2)
13-
21(19(4)
36-
22)
29-
24(31)
12-
9-
18(3)
35-
20(5)
30/h7-
9,11-
12,17-
19,21-
23,25,32-
34H,10,13-
15H2,1-
6H3,(H,29,31)
/b11-
8+,12-
9-
,16-
7+/t17?,18?,19?,21?,22?,23?,25-
,26+,27-
/m1/s1
InChIKey
RONUKPQOBQKEHX-FOUIGEGESA-N
SMILES
CC1CC(NC(=O)\C=C/C(C)OC(C)=O)C(C)OC1C\C=C(C)\C=C\C1O[C@](C)(O)C[C@@](O)(CCl)[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
FR901463 (
CHEBI:65914
)
has role
antimicrobial agent (
CHEBI:33281
)
FR901463 (
CHEBI:65914
)
has role
antineoplastic agent (
CHEBI:35610
)
FR901463 (
CHEBI:65914
)
has role
bacterial metabolite (
CHEBI:76969
)
FR901463 (
CHEBI:65914
)
is a
acetate ester (
CHEBI:47622
)
FR901463 (
CHEBI:65914
)
is a
cyclic hemiketal (
CHEBI:59780
)
FR901463 (
CHEBI:65914
)
is a
monocarboxylic acid amide (
CHEBI:29347
)
FR901463 (
CHEBI:65914
)
is a
organochlorine compound (
CHEBI:36683
)
FR901463 (
CHEBI:65914
)
is a
pyrans (
CHEBI:26407
)
IUPAC Name
6-
[(1
E
,3
E
)-
5-
(5-
{[(2
Z
)-
4-
(acetyloxy)pent-
2-
enoyl]amino}-
3,6-
dimethyltetrahydro-
2
H
-
pyran-
2-
yl)-
3-
methylpenta-
1,3-
dien-
1-
yl]-
4-
C
-
(chloromethyl)-
1,3-
dideoxy-
α-
D
-
erythro
-
hex-
2-
ulopyranose
Synonym
Source
(3
Z
)-
5-
[(6-
{(2
E
,4
E
)-
5-
[(3
R
,4
S
,6
S
)-
4-
(chloromethyl)-
3,4,6-
trihydroxy-
6-
methyltetrahydro-
2
H
-
pyran-
2-
yl]-
3-
methylpenta-
2,4-
dien-
1-
yl}-
2,5-
dimethyltetrahydro-
2
H
-
pyran-
3-
yl)amino]-
5-
oxopent-
3-
en-
2-
yl acetate
IUPAC
Registry Numbers
Types
Sources
146478-74-2
CAS Registry Number
ChemIDplus
8176949
Reaxys Registry Number
Reaxys
Citations
Types
Sources
9031664
PubMed citation
Europe PMC
9031665
PubMed citation
Europe PMC
9066774
PubMed citation
Europe PMC
Last Modified
05 March 2014