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 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:66389;
ChEMBL	ChEMBL474321 ;
ChemSpider	21106454 ;
PubChem CID	11016431;
	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 Key: OGYMUMAKGYYNHV-IJMHZYIBSA-N ; 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).
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	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

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

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

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Migrastatin

Topic: Chemistry

References