CAS 108102-51-8

Fumagillol

Description:

Fumagillol, with the CAS number 108102-51-8, is a chemical compound that belongs to the class of secondary metabolites produced by certain fungi, particularly those in the genus Aspergillus. It is characterized by its complex molecular structure, which includes multiple functional groups that contribute to its biological activity. Fumagillol exhibits antifungal properties and has been studied for its potential applications in agriculture and medicine. The compound is typically found in a solid state at room temperature and is soluble in organic solvents. Its synthesis and extraction from natural sources have garnered interest due to its potential therapeutic benefits. Additionally, fumagillol's mechanism of action involves interference with cellular processes in target organisms, making it a subject of research in the field of pharmacology. Safety and handling precautions are essential when working with this compound, as it may pose health risks if not managed properly. Overall, fumagillol represents a significant area of study within natural product chemistry and its applications in various fields.

Formula: C₁₆H₂₆O₄

InChI: InChI=1S/C16H26O4/c1-10(2)5-6-12-15(3,20-12)14-13(18-4)11(17)7-8-16(14)9-19-16/h5,11-14,17H,6-9H2,1-4H3/t11-,12-,13-,14-,15+,16+/m1/s1

InChI key: InChIKey=CEVCTNCUIVEQOY-JQOWZUPLSA-N

SMILES: C[C@@]1([C@@]2([C@@]3(CO3)CC[C@@H](O)[C@H]2OC)[H])[C@@H](CC=C(C)C)O1

Synonyms:

• (3R,4S,5S,6R)-5-Methoxy-4-[(2R,3R)-2-methyl-3-(3-methyl-2-buten-1-yl)-2-oxiranyl]-1-oxaspiro[2.5]octan-6-ol
• (3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-ol
• 1-Oxaspiro(2.5)octan-6-ol, 5-methoxy-4-(2-methyl-3-(3-methyl-2-butenyl)oxiranyl)-, (3R-(3alpha,4alpha(2R*,3R*),5beta,6beta))-
• 1-Oxaspiro[2.5]octan-6-ol, 5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methyl-2-buten-1-yl)-2-oxiranyl]-, (3R,4S,5S,6R)-
• 1-Oxaspiro[2.5]octan-6-ol, 5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-, (3R,4S,5S,6R)-
• 1-Oxaspiro[2.5]octan-6-ol, 5-methoxy-4-[2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-, [3R-[3α,4α(2R*,3R*),5β,6β]]-
• 5-methoxy-4-[(2R)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-ol
• Fos 37
• Gelcohol
• Fumagillol

Fumagillol

CAS: 108102-51-8

Fumagillol

Purity: ≥98%

Molecular weight: 282.38g/mol

Ref: 54-BUP03240

Fumagillol

CAS: 108102-51-8

Fumagillol is a direct precursor of the potent angiogenesis inhibitors TNP-470 and fumagillin.

Formula: C₁₆H₂₆O₄

Purity: 99.63%

Color and Shape: Solid

Molecular weight: 282.38

Ref: TM-T9155

Fumagillol

Controlled Product

CAS: 108102-51-8

Applications Fumagillol is an analog of Fumagillin (F862650), a compound isolated from the fungus Aspergillus fumigatus. Fumagillin is an antimicrobial agent used in the treatment of microsporidiosis. Fumagillin shows promise as both an an anti-infective and antiangiogenic agent.
References Molina, J.M. et al.: N. Eng. J. Med., 346, 1963 (2002); Hou, L. et al.: Pathol. Int., 59, 448 (2009); Ingber, D. et al.: Nature, 348, 555 (1990);

Formula: C₁₆H₂₆O₄

Color and Shape: Neat

Molecular weight: 282.38

Ref: TR-F862660

Fumagillol

CAS: 108102-51-8

Fumagillol is a microbial metabolite, which is derived from the fungus *Aspergillus fumigatus*. It exhibits its mode of action primarily through the inhibition of the enzyme methionine aminopeptidase 2 (MetAP2). This inhibition leads to the disruption of angiogenesis, the process by which new blood vessels form, a mechanism that is particularly significant in cancer therapy. Additionally, Fumagillol has demonstrated antimicrobial properties, adding to its potential applications in controlling infections.

Formula: C₁₆H₂₆O₄

Purity: Min. 95%

Molecular weight: 282.38 g/mol

Ref: 3D-FM61721