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F6771

Fumagillin

Name: Fumagillin
Brand: SIGMA

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

UNSPSC Code:

12352200

PubChem Substance ID:

24894920

NACRES:

NA.77

EC Number:

245-433-8

MDL number:

MFCD03990453

Assay:

≥90%

Form:

powder

Quality level:

200

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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

Related Categories

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

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

Fumagillin is known to be effective against microsporidian fungal infections.

Methionine aminopeptidase-2 (MetAP-2) inhibitor; inhibits endothelial cell proliferation and angiogenesis.

pictograms

GHS07

signalword

Warning

hcodes

H302

pcodes

P264 - P270 - P301 + P312 - P501

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

Regulatory Information

涉药品监管产品

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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)

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)

Early treatment with fumagillin, an inhibitor of methionine aminopeptidase-2, prevents Pulmonary Hypertension in monocrotaline-injured rats.

Daniel J Kass et al.

PloS one, 7(4), e35388-e35388 (2012-04-18)

Pulmonary Hypertension (PH) is a pathophysiologic condition characterized by hypoxemia and right ventricular strain. Proliferation of fibroblasts, smooth muscle cells, and endothelial cells is central to the pathology of PH in animal models and in humans. Methionine aminopeptidase-2 (MetAP2) regulates

High-throughput Giardia lamblia viability assay using bioluminescent ATP content measurements.

Catherine Z Chen et al.

Antimicrobial agents and chemotherapy, 55(2), 667-675 (2010-11-17)

The human pathogen Giardia lamblia is an anaerobic protozoan parasite that causes giardiasis, one of the most common diarrheal diseases worldwide. Although several drugs are available for the treatment of giardiasis, drug resistance has been reported and is likely to

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Global Trade Item Number

SKU	GTIN
F6771-1MG	04061826674789
F6771-5MG	04061833261781

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