Fumagillin, methionine aminopeptidase-2 (MetAP2) inhibitor

Key facts

CAS number

23110-15-8

Purity

>95%

Form

Solid

form

Molecular weight

458.5 Da

Molecular formula

C₂₆H₃₄O₇

PubChem

3430

Nature

Synthetic

Solubility

Soluble in DMSO to 50 mM

Biochemical name

10-[[5-Methoxy-4-[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

Biological description

Potent, selective and covalent inhibitor of methionine aminopeptidase-2 (MetAP2) (IC50 = 9.2 nM). Anti-angiogenic. Inhibits endothelial cell proliferation. Inhibits neovascularization and reduces diet-induced obesity*in vivo*. Orally active.

Canonical smiles

CC(=CCC1C(O1)(C)C2C(C(CCC23CO3)OC(=O)C=CC=CC=CC=CC(=O)O)OC)C

InChi

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)

InChiKey

NGGMYCMLYOUNGM-UHFFFAOYSA-N

IUPAC Name

10-[[5-methoxy-4-[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