Avrainvillamide
Modify Date: 2025-08-25 19:25:51
Avrainvillamide structure
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Common Name | Avrainvillamide | ||
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| CAS Number | 269741-97-1 | Molecular Weight | 445.51 | |
| Density | N/A | Boiling Point | N/A | |
| Molecular Formula | C26H27N3O4 | Melting Point | N/A | |
| MSDS | N/A | Flash Point | N/A | |
Use of AvrainvillamideAvrainvillamide ((+)-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-drug resistant Staphylococcus aureus, Streptococcus pyogenes, and Enterococcus faecalis, with MICs of 12.5, 12.5 and 25 μg/ml, respectively[1][2][3]. |
| Name | Avrainvillamide |
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| 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-drug resistant Staphylococcus aureus, Streptococcus pyogenes, and Enterococcus faecalis, with MICs of 12.5, 12.5 and 25 μg/ml, respectively[1][2][3]. |
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| Related Catalog | |
| 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)[2]. 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[2]. |
| References |
| Molecular Formula | C26H27N3O4 |
|---|---|
| Molecular Weight | 445.51 |
| InChIKey | ALXLLOQTGLPCFG-UHFFFAOYSA-N |
| SMILES | CC1(C)C=Cc2c(ccc3c2[N+]([O-])=C2C3=CC34NC(=O)C5(CCCN5C3=O)CC4C2(C)C)O1 |