FUMAGILLIN
Fumagillin inhibits methionine aminopeptidase‑2, used for microsporidial infections. Side effects include GI upset, thrombocytopenia, and hepatotoxicity.
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Product Description
Mechanism of Action
Fumagillin is a complex sesquiterpene antibiotic that irreversibly inhibits methionine aminopeptidase‑2 (MetAP2), an enzyme involved in co‑translational processing of nascent proteins and regulation of endothelial‑cell proliferation. By covalently binding MetAP2, fumagillin suppresses angiogenesis and alters cellular growth and differentiation pathways.
Benefits and Advantages
Used in angiogenesis‑inhibition research, MetAP2‑target validation, endothelial‑cell signalling studies, anti‑parasitic investigations (e.g. microsporidia), and structure–activity relationship work on fumagillin analogues.
Side Effects and Risks
Risks include neurotoxicity, GI upset, hepatotoxicity and bone‑marrow suppression at high or prolonged exposure. Handle with potent enzyme‑inhibitor and cytotoxic‑compound precautions.
Datasheet
| Molecular Formula | C26H34O7 |
|---|---|
| Molecular Weight | 458.5 g/mol |
| CAS Number | 23110-15-8 |
| Storage Condition | Store in a cool, dry place. Keep container tightly closed. Protect from moisture and light. |
| Solubility | Solubility depends on solvent and conditions (e.g., pH). Please contact us for solvent-specific guidance. |
| Purity | Purity information is available upon request (COA). |
| Synonym | fumagillin; 23110-15-8; Fugillin; Fumidil; Fumagilina |
| IUPAC/Chemical Name | (2E,4E,6E,8E)-10-[[(3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-yl]oxy]-10-oxodeca-2,4,6,8-tetraenoic acid |
| InChl Key | NGGMYCMLYOUNGM-CSDLUJIJSA-N |
| InChl Code | InChI=1S/C26H34O7/c1-18(2)13-14-20-25(3,33-20)24-23(30-4)19(15-16-26(24)17-31-26)32-22(29)12-10-8-6-5-7-9-11-21(27)28/h5-13,19-20,23-24H,14-17H2,1-4H3,(H,27,28)/b7-5+,8-6+,11-9+,12-10+/t19-,20-,23-,24-,25+,26+/m1/s1 |
| References |
3D Conformer.
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