migrastatin

CHEBI:66389 ·resolve ·ANTIMICROBIAL_UNSPECIFIED ·EXACT SEEDED

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. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:25105 CHEBI:25105
CHEBI:25698 CHEBI:25698
CHEBI:35681 CHEBI:35681
CHEBI:48589 CHEBI:48589

Chemical structure

Computed structure properties
Molecular formula	C27H39NO7
Charge	0
Average mass	489.609 Da
Monoisotopic mass	489.27265 Da
Source	ChEBI
InChIKey	OGYMUMAKGYYNHV-IJMHZYIBSA-N

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

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

Also called

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 (EXACT_SYNONYM)— chebi
(+)-migrastatin (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:314245-65-3
patent:JP2008273981
patent:US2009124662
patent:US7375230
reaxys:9238488

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:33281 CHEBI:33281

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:66389`	migrastatin	`antibioticmech:chebi-d45b6ed797`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.