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> Main
CHEBI:66389 - migrastatin
Main
ChEBI Ontology
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ChEBI Name
migrastatin
ChEBI ID
CHEBI:66389
Definition
A 14-membered macrolide which is isolated from
Streptomyces
sp.MK929-43F1 and inhibits cell migration of human esophageal cancer EC17 cells and mouse melanona B16 cells.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C27H39NO7
Net Charge
0
Average Mass
489.60110
Monoisotopic Mass
489.27265
InChI
InChI=1S/C27H39NO7/c1-
17-
14-
18(2)
27(35-
25(32)
13-
8-
6-
5-
7-
12-
22(34-
4)
26(17)
33)
19(3)
21(29)
11-
9-
10-
20-
15-
23(30)
28-
24(31)
16-
20/h7-
8,12-
14,17,19-
20,22,26-
27,33H,5-
6,9-
11,15-
16H2,1-
4H3,(H,28,30,31)
/b12-
7+,13-
8+,18-
14-
/t17-
,19-
,22+,26+,27+/m1/s1
InChIKey
OGYMUMAKGYYNHV-IJMHZYIBSA-N
SMILES
[H][C@@]1(OC(=O)\C=C\CC\C=C\[C@H](OC)[C@@H](O)[C@H](C)\C=C1\C)[C@H](C)C(=O)CCCC1CC(=O)NC(=O)C1
Metabolite of Species
Details
Streptomyces
sp.
(NCBI:txid1931)
of strain MK929-43F1 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.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via
macrolide antibiotic
)
Application
(s):
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
migrastatin (
CHEBI:66389
)
has role
antineoplastic agent (
CHEBI:35610
)
migrastatin (
CHEBI:66389
)
has role
metabolite (
CHEBI:25212
)
migrastatin (
CHEBI:66389
)
is a
ether (
CHEBI:25698
)
migrastatin (
CHEBI:66389
)
is a
macrolide antibiotic (
CHEBI:25105
)
migrastatin (
CHEBI:66389
)
is a
piperidones (
CHEBI:48589
)
migrastatin (
CHEBI:66389
)
is a
secondary alcohol (
CHEBI:35681
)
IUPAC Name
4-
{(5
S
)-
5-
[(2
R
,3
Z
,5
R
,6
S
,7
S
,8
E
,12
E
)-
6-
hydroxy-
7-
methoxy-
3,5-
dimethyl-
14-
oxooxacyclotetradeca-
3,8,12-
trien-
2-
yl]-
4-
oxohexyl}piperidine-
2,6-
dione
Synonym
Source
(+)-migrastatin
ChEBI
Manual Xrefs
Databases
JP2008273981
Patent
US2009124662
Patent
US7375230
Patent
View more database links
Registry Numbers
Types
Sources
314245-65-3
CAS Registry Number
ChemIDplus
9238488
Reaxys Registry Number
Reaxys
Citations
Types
Sources
11132958
PubMed citation
Europe PMC
20676392
PubMed citation
Europe PMC
21486209
PubMed citation
Europe PMC
21808037
PubMed citation
Europe PMC
Last Modified
12 October 2012