Avrainvillamide
Based on 1 Customer Validation
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.
For research use only. We do not sell to patients.
- Purity: 95.08%
- CAS No.: 269741-97-1
- Formula: C26H27N3O4
- Molecular Weight:445.51
-
Storage:
-20°C, sealed storage, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
-
Biological Activity
-
Chemical Information
-
Solvent & Solubility
- Purity & Documentation
- References
-
Help & FAQs
All Antibiotic Isoforms
More
Biological Activity
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].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
-
CAS No. 269741-97-1
-
Appearance Solid
-
Molecular Weight 445.51
-
Formula C26H27N3O4
-
Color White to off-white
-
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
-
Synonyms
(+)-Avrainvillamide; CJ-17,665
-
Structure Classification
-
Initial Source
Aspergillus sp
-
Shipping
Room temperature in continental US; may vary elsewhere.
-
Storage
-20°C, sealed storage, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
Solvent & Solubility
DMSO : 2.23 mg/mL (5.01 mM; Need ultrasonic and warming; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Purity & Documentation
-
Data Sheet (276 KB)
-
SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
-
Handling Instructions (2659 KB)
References
[1]. Wulff JE, et al. The natural product avrainvillamide binds to the oncoprotein nucleophosmin. J Am Chem Soc. 2007;129(46):14444-14451. [Content Brief]
[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. [Content Brief]
[3]. Sugie Y, et al. A new antibiotic CJ-17,665 from Aspergillus ochraceus. J Antibiot (Tokyo). 2001;54(11):911-916. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 2.2446 mL | 11.2231 mL | 22.4462 mL | 56.1155 mL |
| 5 mM | 0.4489 mL | 2.2446 mL | 4.4892 mL | 11.2231 mL |
Powered by Bioz