Avrainvillamide

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[1][2][3].

Product Specifications

CAS Number

[269741-97-1]

Product Name Alternative

(+) -Avrainvillamide; CJ-17,665

UNSPSC

12352005

Target

Antibiotic

Type

Natural Products

Related Pathways

Anti-infection

Applications

COVID-19-immunoregulation

Field of Research

Cancer; Infection

Assay Protocol

https://www.medchemexpress.com/avrainvillamide.html

Purity

95.00

Solubility

DMSO : 2.23 mg/mL (ultrasonic; warming)

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

Molecular Formula

C26H27N3O4

Molecular Weight

445.51

References & Citations

[1]Wulff JE, et al. The natural product avrainvillamide binds to the oncoprotein nucleophosmin. J Am Chem Soc. 2007;129 (46) :14444-14451. |[2]Mukherjee H, et al. Interactions of the natural product (+) -avrainvillamide with nucleophosmin and exportin-1 Mediate the cellular localization of nucleophosmin and its AML-associated mutants. ACS Chem Biol. 2015;10 (3) :855-863. |[3]Sugie Y, et al. A new antibiotic CJ-17,665 from Aspergillus ochraceus. J Antibiot (Tokyo) . 2001;54 (11) :911-916.