CHEBI:66389 - migrastatin

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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.
Supplier Information
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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-{(5S)-5-[(2R,3Z,5R,6S,7S,8E,12E)-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 Waiting for 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