CAS 23110-15-8

Fumagillin

Description:

Fumagillin is a naturally occurring antibiotic compound originally derived from the fungus Aspergillus fumigatus. It is primarily known for its use in veterinary medicine, particularly in the treatment of certain parasitic infections in honeybees, such as Nosema disease. Fumagillin functions by inhibiting the enzyme methionine aminopeptidase, which is crucial for protein synthesis in susceptible organisms. This compound is characterized by its white to off-white crystalline appearance and is soluble in organic solvents like ethanol and dimethyl sulfoxide, but has limited solubility in water. Fumagillin has been studied for its potential therapeutic applications in humans, particularly in the context of certain cancers and other diseases, although its use is primarily focused on veterinary applications. Due to its biological activity, handling fumagillin requires caution, as it can have toxic effects at higher concentrations. As with any pharmaceutical compound, proper safety measures and regulatory guidelines should be followed when using or studying fumagillin.

Formula: C₂₆H₃₄O₇

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

InChI key: InChIKey=NGGMYCMLYOUNGM-CSDLUJIJSA-N

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

Synonyms:

• (2E,4E,6E,8E)-10-({(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]oct-6-yl}oxy)-10-oxodeca-2,4,6,8-tetraenoic acid
• (2E,4E,6E,8E)-10-({5-methoxy-4-[2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl]-1-oxaspiro[2.5]oct-6-yl}oxy)-10-oxodeca-2,4,6,8-tetraenoic acid
• 1-Oxaspiro[2.5]octane, 2,4,6,8-decatetraenedioic acid deriv.
• 2,4,6,8-Decatetraenedioic acid 4-(1,2-epoxy-1,5-dimethyl-4-hexenyl)-5-methoxy-1-oxaspiro[2.5]oct-6-yl ester
• 2,4,6,8-Decatetraenedioic acid, 1-[(3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methyl-2-buten-1-yl)-2-oxiranyl]-1-oxaspiro[2.5]oct-6-yl] ester, (2E,4E,6E,8E)-
• 2,4,6,8-Decatetraenedioic acid, mono[(3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-1-oxaspiro[2.5]oct-6-yl] ester, (2E,4E,6E,8E)-
• 2,4,6,8-Decatetraenedioic acid, mono[4-(1,2-epoxy-1,5-dimethyl-4-hexenyl)-5-methoxy-1-oxaspiro[2.5]oct-6-yl] ester
• 2,4,6,8-Decatetraenedioic acid, mono[5-methoxy-4-[2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-1-oxaspiro[2.5]oct-6-yl] ester, [3R-[3α,4α(2R*,3R*),5β,6β(2E,4E,6E,8E)]]-
• Amebacilin
• Fugillin
• Fumadil B
• Fumagillin
• Fumagillin DCH
• Fumidil
• NSC 9168

Fumagillin

CAS: 23110-15-8

Formula: C₂₆H₃₄O₇

Purity: ≥ 95.0%

Color and Shape: White, off-white or pale yellow to tan powder

Molecular weight: 458.54

Ref: 7W-GA9027

Fumagillin

CAS: 23110-15-8

Formula: C₂₆H₃₄O₇

Color and Shape: Yellow Solid

Molecular weight: 458.56

Ref: 4Z-F-113001

Fumagillin

CAS: 23110-15-8

Fumagillin

Purity: ≥95%

Molecular weight: 458.54g/mol

Ref: 54-BUP12464

Fumagillin, from Aspergillus fumigatus

CAS: 23110-15-8

Fumagillin, from Aspergillus fumigatus

Formula: C₂₆H₃₄O₇

Purity: By hplc: >95% (Typical Value in Batch COA)

Color and Shape: slightly yellow powder

Molecular weight: 458.54g/mol

Ref: 54-BIG0214

Fumagillin

CAS: 23110-15-8

Fumagillin (Amebacilin) is a selective and potent irreversible inhibitor of Methionine aminopeptidase 2 (MetAP2), used as an antibiotic to treat

Formula: C₂₆H₃₄O₇

Purity: 95% - ≥98%

Color and Shape: Light Yellow Solid

Molecular weight: 458.54

Ref: TM-T6841

Fumagillin

CAS: 23110-15-8

Stability Light Sensitive
Applications Fumagillin is 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: C₂₆H₃₄O₇

Color and Shape: Neat

Molecular weight: 458.54

Ref: TR-F862650

Fumagillin

CAS: 23110-15-8

Inhibits methionine aminopeptidase-2; anti-angiogenic; antibiotic

Formula: C₂₆H₃₄O₇

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 458.54 g/mol

Ref: 3D-FF41669