Skip to Content
Merck
All Photos(1)

Documents

F6771

Sigma-Aldrich

Fumagillin

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

Synonym(s):

Fugillin

Sign Into View Organizational & Contract Pricing
All Photos(1)

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

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

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

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 2

1 of 2

Dicyclohexylamine 99%

Sigma-Aldrich

185841

Dicyclohexylamine

Tylosin tartrate VETRANAL®, analytical standard

Supelco

33847

Tylosin tartrate

John P Fallon et al.
Microbiology (Reading, England), 157(Pt 5), 1481-1488 (2011-02-26)
Larvae of Galleria mellonella are widely used to evaluate microbial virulence and to assess the in vivo efficacy of antimicrobial agents. The aim of this work was to examine the ability of an Aspergillus fumigatus toxin, fumagillin, to suppress the
Haiming Chen et al.
International journal of oncology, 37(1), 71-79 (2010-06-02)
Enhanced angiogenesis is a hallmark of solid tumors and hematological malignancies. Anti-angiogenic therapeutic approaches have recently been shown to be effective for the treatment of certain cancers. Endothelial cells migrating to tumors provide them with new blood vessels that are
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)
Fred R Musser et al.
Journal of invertebrate pathology, 111(2), 101-105 (2012-07-24)
A consistent supply of healthy tarnished plant bug, Lygus lineolaris (Palisot de Beauvois) (Hemiptera: Miridae), is necessary for the development of novel management strategies targeting this pest. After being in culture for several years, a substantial portion of a tarnished
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service