Migrastatin

Migrastatin

Migrastatin
Names
Preferred IUPAC name 4-{(5S)-5-[(2R,3Z,5R,6S,7S,8E,12E)-6-Hydroxy-7-methoxy-3,5-dimethyl-14-oxo-1-oxacyclotetradeca-3,8,12-trien-2-yl]-4-oxohexyl}piperidine-2,6-dione
Identifiers
CAS Number	314245-65-3  N
3D model (JSmol)	Interactive image
ChEBI	CHEBI:66389
ChEMBL	ChEMBL474321  Y
ChemSpider	21106454  Y
PubChem CID	11016431
CompTox Dashboard (EPA)	DTXSID70904046
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 Y Key: OGYMUMAKGYYNHV-IJMHZYIBSA-N Y InChI=1/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 Key: OGYMUMAKGYYNHV-IJMHZYIBBB
SMILES C[C@@H]1/C=C(\[C@H](OC(=O)/C=C/CC/C=C/[C@@H]([C@H]1O)OC)[C@H](C)C(=O)CCCC2CC(=O)NC(=O)C2)/C
Properties
Chemical formula	C27H39NO7
Molar mass	489.60 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y  verify  (what is  YN ?) Infobox references

Migrastatin is an organic compound which naturally occurs in the Streptomyces platensis bacteria. Migrastatin and several of its analogues (including Isomigrastatin) have shown to have potential in treating cancer, as it inhibits the metastasis of cancer cells. ^[1]

References

1. Shan, D; et al. (2005). "Synthetic analogues of migrastatin that inhibit mammary tumor metastasis in mice". PNAS. 102 (10): 3772–3776. Bibcode:2005PNAS..102.3772S. doi: 10.1073/pnas.0500658102 . PMC   553334 . PMID   15728385.