Fumagillin

Fumagillin is a fungal metabolite that has been found in A. fumigatus and has diverse biological activities. It inhibits methionyl aminopeptidase 2 (METAP2, IC50 = 10 nM). Fumagillin (10 ng/ml) inhibits tube formation in a rat blood vessel organ culture assay. It inhibits E. cuniculi replication in isolated rabbit kidney cells and canine embryo cells when used at a concentration of 5 µg/ml. In vivo, fumagillin (30 mg/kg per day) decreases tumor growth and the number of metastases in a mouse model of diethylnitrosamine-induced hepatocellular carcinoma. It also reduces subcutaneous and gonadal fat mass in a mouse model of high-fat diet-induced obesity. Formulations containing fumagillin have been used to treat conjunctival and intestinal microsporidial infections in immunocompromised patients.Formal Name: 2E,4E,6E,8E-decatetraenedioic acid, 1-[(3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methyl-2-buten-1-yl)-2-oxiranyl]-1-oxaspiro[2.5]oct-6-yl] ester. CAS Number: 23110-15-8. Synonyms: Amebacilin, NSC 9168. Molecular Formula: C26H34O7. Formula Weight: 458.6. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMSO: 30 mg/ml, DMSO:PBS(pH7.2) (1:1): 0.5 mg/ml, Ethanol: 0.25 mg/ml. lambdamax: 334, 348 nm. SMILES: O=C(O[C@H]1[C@@H](OC)[C@]([H])([C@@]2(C)O[C@@H]2C/C=C(C)/C)[C@@]3(CO3)CC1)/C=C/C=C/C=C/C=C/C(O)=O. InChi 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. InChi Key: NGGMYCMLYOUNGM-CSDLUJIJSA-N. Origin: Fungus/Aspergillus fumigatus.