Chemical Property of Amebacilin;NSC9168
Chemical Property:
- Appearance/Colour:white powder
- Vapor Pressure:2.7E-16mmHg at 25°C
- Melting Point:>190oC-192oC
- Refractive Index:1.562
- Boiling Point:608.772 °C at 760 mmHg
- PKA:4.27±0.10(Predicted)
- Flash Point:198.793 °C
- PSA：97.89000
- Density:1.199 g/cm3
- LogP:3.91540
- Storage Temp.:−20°C
- Sensitive.:Air Sensitive
- Solubility.:ethanol: 1 mg/mL
- XLogP3:4
- Hydrogen Bond Donor Count:1
- Hydrogen Bond Acceptor Count:7
- Rotatable Bond Count:11
- Exact Mass:458.23045342
- Heavy Atom Count:33
- Complexity:879
- Purity/Quality:
-
99%, *data from raw suppliers
H3 *data from reagent suppliers
Safty Information:
- Pictogram(s):
Xn
- Hazard Codes:Xn,F
- Statements:
22-36-20/21/22-11
- Safety Statements:
36-36/37-16-24/25
- MSDS Files:
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SDS file from LookChem
Useful:
- Canonical SMILES:CC(=CCC1C(O1)(C)C2C(C(CCC23CO3)OC(=O)C=CC=CC=CC=CC(=O)O)OC)C
- Isomeric 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
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Description
Fumagillin is a fungal metabolite that has been found in A. fumigatus and has diverse biological activities. It inhibits methionyl aminopeptidase 2 (METAP2; IC50 = 10 nM). Fumagillin (10 ng/ml) inhibits tube formation in a rat blood vessel organ culture assay. It inhibits E. cuniculi replication in isolated rabbit kidney cells and canine embryo cells when used at a concentration of 5 μg/ml. In vivo, fumagillin (30 mg/kg per day) decreases tumor growth and the number of metastases in a mouse model of diethylnitrosamine-induced hepatocellular carcinoma. It also reduces subcutaneous and gonadal fat mass in a mouse model of high-fat diet-induced obesity. Formulations containing fumagillin have been used to treat conjunctival and intestinal microsporidial infections in immunocompromised patients.
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Uses
Methionine aminopeptidase 2 inhibitor 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-inf
ective and antiangiogenic agent. Fumagillin is a polyene mycotoxin isolated from Aspergillus fumigatus in 1951 as a potent antiprotozoan for the treatment of amoebiasis. More recently, fumagillin has been shown to inhibit endothelial cell proliferation and angiogenesis by inhibiting methionine aminopeptidase-2 (MetAP-2).
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Therapeutic Function
Antibiotic
