FUMAGILLIN

Fumagillin inhibits methionine aminopeptidase‑2, used for microsporidial infections. Side effects include GI upset, thrombocytopenia, and hepatotoxicity.

SKU: b764ccf19302 Category: Tag:

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

https://pubchem.ncbi.nlm.nih.gov/compound/6917655;

3D Conformer.

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