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CHEBI:66389 - migrastatin

ChEBI IDCHEBI:66389
ChEBI Namemigrastatin
Stars
DefinitionA 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.
Last Modified12 October 2012
DownloadsMolfile
FormulaC27H39NO7
Net Charge0
Average Mass489.609
Monoisotopic Mass489.27265
SMILES[H][C@]1([C@H](C)C(=O)CCCC2CC(=O)NC(=O)C2)OC(=O)/C=C/CC/C=C/[C@H](OC)[C@@H](O)[C@H](C)/C=C\1C
InChIInChI=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
InChIKeyOGYMUMAKGYYNHV-IJMHZYIBSA-N
Species of MetaboliteComponentSourceComments
Streptomyces sp. (ncbitaxon:1931) - PubMed (11132958) Strain: MK929-43F1
Roles Classification
Biological Roles:
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.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
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
(+)-migrastatinChEBI
Manual XrefsDatabases
US2009124662Patent
US7375230Patent
JP2008273981Patent
Registry NumbersSources
Reaxys:9238488Reaxys
CAS:314245-65-3ChemIDplus
Citations