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F6771

Sigma-Aldrich

Fumagillin

from Aspergillus sp. (Aspergillus fumigatus), ≥90% (HPLC), powder, MetAP2 inhibitor

Synonym(s):

Fugillin

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About This Item

Empirical Formula (Hill Notation):
C26H34O7
CAS Number:
23110-15-8
Molecular Weight:
458.54
EC Number:
245-433-8
MDL number:
MFCD03990453
UNSPSC Code:
12352200
PubChem Substance ID:
24894920
NACRES:
NA.77

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Product Name

Fumagillin from Aspergillus fumigatus, ≥90%, powder

biological source

Aspergillus sp. (Aspergillus fumigatus)

Quality Level

200

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

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344845G9893344847
Fumagillin from Aspergillus fumigatus ≥90%, powder

Sigma-Aldrich

F6771

Fumagillin from Aspergillus fumigatus

Fumagillin, Aspergillus fumigatus Antiprotozoal agent and angiogenesis inhibitor.

Sigma-Aldrich

344845

Fumagillin, Aspergillus fumigatus

Gliotoxin from Gliocladium fimbriatum

Sigma-Aldrich

G9893

Gliotoxin from Gliocladium fimbriatum

Fumitremorgin C, Aspergillus. fumigatus A cell-permeable indolyldiketopiperazinyl mycotoxin that inhibits BCRP/ABCG2 (breast cancer resistance protein/ATP-binding cassette G2) multidrug transport activity.

Sigma-Aldrich

344847

Fumitremorgin C, Aspergillus. fumigatus

assay

≥90%

assay

≥90% (HPLC)

assay

-

assay

≥95% (HPLC)

form

powder

form

powder

form

-

form

lyophilized

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

100

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

ethanol: 1 mg/mL

solubility

methanol: 5 mg/mL

solubility

-

solubility

DMSO: 10 mg/mL, ethanol: 5 mg/mL

color

white

color

white to off-white

color

-

color

-

General description

Fumagillin is a metabolic product of fungi. It is originally isolated from Aspergillus fumigatus.[1]

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[2]
  • to study its effects on the mortality of caged Nosema ceranae-infected honey bees- write in this way [3]
  • as a positive control in in vitro and ex vivo studies[4]

Biochem/physiol Actions

Fumagillin is known to be effective against microsporidian fungal infections.[1]
Methionine aminopeptidase-2 (MetAP-2) inhibitor; inhibits endothelial cell proliferation and angiogenesis.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000408628
0000408629
0000408629
0000408628
0000362522

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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)
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)
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)
Combination therapy targeting the tumor microenvironment is effective in a model of human ocular melanoma
Mangiameli DP, et al.
Journal of Translational Medicine, 5(1), 38-38 (2007)
Hsiao-Ching Lin et al.
Journal of the American Chemical Society, 135(12), 4616-4619 (2013-03-16)
Fumagillin 1 is a meroterpenoid from Aspergillus fumigatus that is known for its anti-angiogenic activity by binding to human methionine aminopeptidase 2. The genetic and molecular basis for biosynthesis of 1 had been an enigma despite the availability of the
View All Related Papers

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