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About This Item
Empirical Formula (Hill Notation):
C26H34O7
CAS Number:
Molecular Weight:
458.54
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
EC Number:
245-433-8
MDL number:
Product Name
Fumagillin from Aspergillus fumigatus, ≥90%, powder
biological source
Aspergillus sp. (Aspergillus fumigatus)
Quality Level
assay
≥90%
form
powder
color
white
mp
197-198 °C
solubility
ethanol: 1 mg/mL
antibiotic activity spectrum
fungi
mode of action
DNA synthesis | interferes
storage temp.
−20°C
SMILES string
COC1C(CCC2(CO2)C1C3(C)OC3C\C=C(\C)C)OC(=O)\C=C\C=C\C=C\C=C\C(O)=O
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+
InChI key
NGGMYCMLYOUNGM-HCNIIHBUSA-N
General description
Fumagillin is a metabolic product of fungi. It is originally isolated from Aspergillus fumigatus.
Application
Fumagillin from Aspergillus fumigatus has been used:
- in chick chorioallantoic membrane (CAM) assay to study the changes in protein expression in response to anti-angiogenic agent
- to study its effects on the mortality of caged Nosema ceranae-infected honey bees- write in this way
- as a positive control in in vitro and ex vivo studies
Biochem/physiol Actions
Methionine aminopeptidase-2 (MetAP-2) inhibitor; inhibits endothelial cell proliferation and angiogenesis.
Fumagillin is known to be effective against microsporidian fungal infections.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Related Content
Product Information Sheet
Fumagillin: an overview of recent scientific advances and their significance for apiculture
van den Heever JP, et al.
Journal of Agricultural and Food Chemistry, 62(13), 2728-2737 (2014)
The effect of dicyclohexylamine and fumagillin on Nosema ceranae-infected honey bee (Apis mellifera) mortality in cage trial assays
Van den Heever JP, et al.
Apidologie, 47(5), 663-670 (2016)
A novel technique for quantifying changes in vascular density, endothelial cell proliferation and protein expression in response to modulators of angiogenesis using the chick chorioallantoic membrane (CAM) assay
Miller WJ, et al.
Journal of Translational Medicine, 2(1), 4-4 (2004)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| F6771-1MG | 04061826674789 |
| F6771-5MG | 04061833261781 |
