Fumagillin
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Category | Antibiotics |
Catalog number | BBF-01851 |
CAS | 23110-15-8 |
Molecular Weight | 458.54 |
Molecular Formula | C26H34O7 |
Purity | >98% |
Ordering Information
Catalog Number | Size | Price | Stock | Quantity |
---|---|---|---|---|
BBF-01851 | 50 mg | $628 | In stock |
Online Inquiry
Add to cartDescription
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 anti-infective and antiangiogenic agent.
Specification
Synonyms | NSC-9168; Fumidil B; Fumagillin; Fumagilina; Fugillin; Fumidil |
Storage | -20°C |
IUPAC 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 |
Canonical SMILES | CC(=CCC1C(O1)(C)C2C(C(CCC23CO3)OC(=O)C=CC=CC=CC=CC(=O)O)OC)C |
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 | NGGMYCMLYOUNGM-CSDLUJIJSA-N |
Source | Fumagillin is a mycotoxin found in the fungus Aspergillus fumigatus. |
Properties
Appearance | White to Off-white Solid |
Antibiotic Activity Spectrum | neoplastics (Tumor); parasites |
Boiling Point | 484.03°C at 760 mmHg |
Melting Point | 189-194°C |
Flash Point | 198.8°C |
Density | 1.1368 g/cm3 |
Solubility | Soluble in ethanol, methanol, DMF or DMSO. Poor water solubility. |
Toxicity
Carcinogenicity | No indication of carcinogenicity to humans (not listed by IARC). |
Mechanism Of Toxicity | Fumagillin blocks blood vessel formation (angiogenesis) by inhibiting the enzyme methionine aminopeptidase 2. This prevents angiogenesis by arresting endothelial cells in the G1 phase of the cell cycle. Inhibition of angiogenesis can suppress tumor growth and metastasis. Methionine aminopeptidase 2 inhibition also blocks Wnt signaling, which plays a critical role in development, cell differentiation, and tumorigenesis. |
Reference Reading
Spectrum
Predicted LC-MS/MS Spectrum - 10V, Positive
Experimental Conditions
Collision Energy: 10 eV
Instrument Type: QTOF (generic), spectrum predicted by CFM-ID
Mass Resolution: 0.0001 Da
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2