2,4,6,8-Decatetraenedioic acid 4-(1,2-epoxy-1,5-dimethyl-4-hexenyl)-5-methoxy-1-oxaspiro[2.5]oct-6-yl ester (6CI); 2,4,6,8-Decatetraenedioic acid, mono[(3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-1-oxaspiro[2.5]oct-6-yl] ester, (2E,4E,6E,8E)- (9CI); 2,4,6,8-Decatetraenedioic acid, mono[4-(1,2-epoxy-1,5-dimethyl-4-hexenyl)-5-methoxy-1-oxaspiro[2.5]oct-6-yl] ester (8CI); 2,4,6,8-Decatetraenedioic acid, mono[5-methoxy-4-[2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-1-oxaspiro[2.5]oct-6-yl] ester, [3R-[3α,4α(2R*,3R*),5β,6β(2E,4E,6E,8E)]]-; 1-Oxaspiro[2.5]octane, 2,4,6,8-decatetraenedioic acid deriv.; (-)-Fumagillin; Amebacilin; Fugillin; Fumadil B; Fumagillin; Fumagillin DCH; Fumidil; NSC 9168; ZGN 201
2,4,6,8-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, (2E,4E,6E,8E)-
Chem abstract number:
Fumagillin, an antibiotic from Aspergillus funigatus H-3. EBLE T E; HANSON F R. Antibiotics & chemotherapy (1951), 1(1), 54-8. Aspergillus, angiogenesis, and obesity: the story behind beloranib. Howland RH. J Psychosoc Nurs Ment Health Serv. 2015 Mar 1;53(3):13-6. doi: 10.3928/02793695-20150219-01.
Originally isolated because of its antibiotic properties, especially against protozoa such as Entamoeba histolytica. LD50 in mice 800 mg/kg body-weight subcutaneously although as much as 2 mg/kg body-weight could be tolerated orally.
Aspergillus Species known to produce this metabolite:
3d image file .s3d (get free desktop viewer at http://www.acdlabs.com/resources/freeware/):
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