fumagillin
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
Identification
| Name | fumagillin |
| IUPAC | (2E,4E,6E,8E)-10-[[(3R,4S,5S,6R)-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 |
| CAS Number | 23110-15-8 |
| EINECS | 245-433-8 |
| FDA UNII | 7OW73204U1 |
| Molecular Formula | C26 H34 O7 |
| Molecular Weight | 458.55138000 |
| MDL Number | MFCD03990453 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 194.50 °C. @ 760.00 mm Hg |
| Boiling Point | 606.90 °C. @ 760.00 mm Hg (est) |
| Flash Point | 390.00 °F. TCC ( 198.90 °C. ) (est) |
| logP (o/w) | 3.260 (est) |
| Soluble in | water, 0.2653 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | oral-mouse LD50 2000 mg/kg |
| Dermal Toxicity | subcutaneous-mouse LD50 800 mg/kg |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for fumagillin usage levels up to | not for fragrance use. |
| Recommendation for fumagillin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
amebacillin
2,4,6,8-
decatetraene dioic acid 4-(1,2-epoxy-1,5-dimethyl-4-hexenyl)-5-methoxy-1-oxaspiro(2,5)oct-6-yl ester
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
fugilin
fugillin
fumagilline
fumagillinum
(2E,4E,6E,8E)-10-[[(3R,4S,5S,6R)-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
PubMed:
Fumagillin: an overview of recent scientific advances and their significance for apiculture.
PubMed:
Rapid determination of fumagillin residues in honey by liquid chromatography-tandem mass spectrometry using the QuEChERS method.
PubMed:
Microsporidiosis: epidemiology, clinical data and therapy.
PubMed:
Multiclass determination and confirmation of antibiotic residues in honey using LC-MS/MS.
PubMed:
Therapeutic strategies for human microsporidia infections.
PubMed:
Microsporidiosis: an emerging and opportunistic infection in humans and animals.
PubMed:
Epidemiology of microsporidiosis: sources and modes of transmission.
PubMed:
Liquid chromatographic determination of the antibiotic fumagillin in fish meat samples.
PubMed:
Toxicity and pharmacokinetics of the antibiotic fumagillin in yearling rainbow trout (Salmo gairdneri).