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    Fumagillin (Amebacilin; NSC9168)
    Fumagillin (Amebacilin; NSC9168)

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    This product is for research use only, not for human use. We do not sell to patients.
    Number: - + Pieces(InventoryPieces)
    InvivoChem Cat #: V1870
    CAS #: 23110-15-8Purity ≥98%

    Description: Fumagillin (formerly known as NSC9168) is a novel, potent, selective and irreversible/covalent inhibitor of Methionine aminopeptidase 2 (MetAP2), it is primarily used as an antibiotic / antimicrobial to treat microsporidiosis. Fumagillin is a complex natural product antibiotic isolated in 1949 from the microbial organism Aspergillus fumigatus. It covalently binds a key histidine residue of methionine aminopeptidase type II (MetAP-2), inhibiting endothelial cell proliferation and angiogenesis. Fumagillin selectively inhibits the growth of a Δmap1 strain but not a wild-type or a Δmap2 S. cerevisiae strain missing MetAP-2.

    References: Proc Natl Acad Sci U S A. 1997 Jun 10;94(12):6099-103; World J Gastroenterol. 2005 Feb 14;11(6):771-7.

    Related CAS#: 251111-30-5 (Beloranib, a fumagillin class of anticancer agent); 129298-91-5 (TNP-470, AGM-1470, and NSC 642492, synthetic analog of fumagillin); 431077-35-9 (PPI-2458, a synthetic derivative of fumagillin); 328087-38-3 (Phortress HCl) 741241-36-1 (Phortress free); 19683-98-8 (Ovalicin); 108102-51-8 (Fumagillol, a precursor of TNP-470 and fumagillin.)

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    Molecular Weight (MW)458.54 
    CAS No.23110-15-8 
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: 92 mg/mL (200.6 mM) 
    Water: <1 mg/mL
    Ethanol: 32 mg/mL  (69.8 mM) 
    Other infoChemical Name: (2E,4E,6E,8E)-10-(((3R,4S,5S,6R)-5-methoxy-4-((2R)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl)-1-oxaspiro[2.5]octan-6-yl)oxy)-10-oxodeca-2,4,6,8-tetraenoic acid
    InChi Code: 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 Code: O=C(O)/C=C/C=C/C=C/C=C/C(O[[email protected]](CC1)[[email protected]@H](OC)[[email protected]]([[email protected]@]2(C)OC2C/C=C(C)\C)[[email protected]]31CO3)=O
    SynonymsNSC9168; NSC 9168; NSC-9168; Fumidil B; trade names: Fumagilina; Fugillin; Fumidil.

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    In Vitro

    In vitro activity: Fumagillin selectively inhibits the growth of a Δmap1 strain but not a wild-type or a Δmap2 S. cerevisiae strain missing MetAP-2. In budding yeast cells, as a potent inhibitor of angiogenesis, Fumagillin not only reverses the growth inhibitory activity of Vpr, but also inhibits Vpr-dependent viral gene expression upon the infection of human macrophages. Though the toxicity of fumagillin has limited its use for human applications, the analogues using structure-activity relationships relating to its angiogenesis properties may be further explored in the treatment of angiogenesis-dependent diseases.

    In VivoIn DEN-treated rats, fumagillin (30 mg/kg, i.p.) inhibits both progression of HCC in the liver itself and systemic metastasis. 
    Animal modelRats
    Formulation & Dosage30 mg/kg, i.p.
    ReferencesProc Natl Acad Sci U S A. 1997 Jun 10;94(12):6099-103; World J Gastroenterol. 2005 Feb 14;11(6):771-7. 

    These protocols are for reference only. InvivoChem does not independently validate these methods.


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