Avrainvillamide

Avrainvillamide

Cat#
ALK-0526
Product Name
Avrainvillamide
CAS No.
269741-97-1
Synonyms
(+)-Avrainvillamide; CJ-17,665
Description
Avrainvillamide ((+)-Avrainvillamide) is a naturally occurring alkaloid with antiproliferative effects, binds to the nuclear chaperone nucleophosmin, a proposed oncogenic protein that is overexpressed in many different human tumors. Avrainvillamide affects cell biology both by directly binding NPM1 and Crm1 as well as by inhibiting the association of these proteins with certain native cellular partners. Avrainvillamide, an antibiotic, inhibits growth of multi-agent resistant Staphylococcus aureus, Streptococcus pyogenes, and Enterococcus faecalis, with MICs of 12.5, 12.5 and 25 μg/ml, respectively.
Structural Formula
Avrainvillamide
MW
445.51
MF
C26H27N3O4
Source
Aspergillus sp
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Shipping
Room temperature in continental US; may vary elsewhere.
SMILES
O=C1[C@]23[C@@](C(C)(C4=[N+]([O-])C5=C6C(OC(C)(C=C6)C)=CC=C5C4=C3)C)([H])CC7(C(N2)=O)N1CCC7
In Vitro
Avrainvillamide ((+)-Avrainvillamide) restores nucleolar localization of certain acute myeloid leukemia (AML)-associated mutant forms of NPM1 and provide evidence that this relocalization is mediated by interactions of Avrainvillamide with mutant NPM1 and exportin-1 (Crm1).Avrainvillamide ((+)-Avrainvillamide) shows antiproliferative activities in T-47D (breast cancer) cells and LNCaP (prostate cancer) cells with GI50s of 0.33 and 0.42 μM, respectively.
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