Fumagillin

SKU
F-1028
  • CAS:23110-15-8
  • Formula:C26H34O7
  • MW:458.6 Da
  • Appearance:Beige crystalline powder
  • Purity:≥99%

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Product Name Qty
Fumagillin
10 mg
$176.59
Fumagillin
25 mg
$342.16
Fumagillin
1 mg
$51.88
Fumagillin
5 mg
$91.61

Description

Fumagillin is used as an antimicrobial agent from Aspergillus fumigatus. It is a specific inhibitor of methionine aminopeptidase-2 (MetAP-2) by covalently binding histidine residue of it. It is reported that this fungal metabolite suppresses angiogenesis and proliferation of endothelial cells.

It is a potent treatment of intestinal microsporidiosis in immunocompromised patients. It is reported that a derivative of fumagillin, AGM-1470, is related to angioinhibitory action by suppressing of mRNA expression of specific members of CDKs and cyclins and activation of CDC2 and CDK2 kinases in endothelial cells.

 

Applications

• Antimicrobial agent

• Study for anticancer agent

 

References

• “Fumagillin Treatment of Intestinal Microsporidiosis”

• “Fumagillin Derivative Angiogenesis Inhibitor, AGM-1470, Inhibits Activation of Cyclin-dependent Kinases and Phosphorylation of Retinoblastoma Gene Product but not Protein Tyrosyl Phosphorylation or Protooncogene Expression in Vascular Endothelial Cells”

 

Not for human therapeutic use or for medicinal purposes. For research applications only.

More Information
Alternate Name/Synonyms
Amebacilin; Fugillin; Fumidil B; Fumidil
SKU
F-1028
CAS #
23110-15-8
Chemical Name
(2E,4E,6E,8E)-10-[[(3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-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
Chemical Formula
C26H34O7
Molecular Weight
458.6 Da
Appearance
Beige crystalline powder
Purity
≥99%
Solubility
Dissolve in DMSO (25mg/ml) or Methanol (5mg/ml)
Melting Point
194-195 °C
Storage Temp
-20°C, desiccated
THERAPEUTIC AREA
Infectious Diseases
USE
Fumagillin was originally used against microsporidian parasites Nosema apis infections in honey bees. Some studies found it to be effective against some myxozoan parasites, including Myxobolus cerebralis, an important parasite of fish; however, in the more rigorous tests required for U.S. Food and Drug Administration approval, it was ineffective.
MDL NUMBER
MFCD03990453
CHEMACX
X1009716-0
INCHI
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+/t19-,20-,23-,24+,25+,26+/m1/s1
SMILES
CC(=CC[C@@H]1[C@@](O1)(C)[C@@H]2[C@@H]([C@@H](CC[C@]23CO3)OC(=O)/C=C/C=C/C=C/C=C/C(=O)O)OC)C
RTECS
HE1750000
Handling
Avoid contact with skin, eyes, and personal clothing. Wash hands thoroughly after handling. Avoid breathing fumes. Use only with adequate ventilation. Wear suitable protective clothing, gloves, and eye/face protection. Keep away from sources of ignition. Minimize dust generation and accumulation. Keep container tightly closed. Open and handle container with care. Do not eat, drink, or smoke while handling.
Certificate of Analysis 1
Certificate of Analysis 2
Certificate of Analysis 3
GHS PICTOGRAMS
Handling Avoid contact with skin, eyes, and personal clothing. Wash hands thoroughly after handling. Avoid breathing fumes. Use only with adequate ventilation. Wear suitable protective clothing, gloves, and eye/face protection. Keep away from sources of ignition. Minimize dust generation and accumulation. Keep container tightly closed. Open and handle container with care. Do not eat, drink, or smoke while handling.
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