MedKoo Cat#: 146211 | Name: Versimide

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Versimide is a bioactive secondary metabolite produced by certain Aspergillus species, belonging to the class of diketopiperazine alkaloids. It has attracted scientific interest due to its potential antimicrobial and cytotoxic properties. The mechanism of action of versimide is not fully elucidated but is believed to involve interference with cellular signaling pathways and possibly the inhibition of protein synthesis or DNA replication in target cells. Applications of versimide are primarily in pharmaceutical and natural product research, particularly in the search for novel antimicrobial or anticancer agents.

Chemical Structure

Versimide
Versimide
CAS#30270-17-8

Theoretical Analysis

MedKoo Cat#: 146211

Name: Versimide

CAS#: 30270-17-8

Chemical Formula: C3H3N3O3

Exact Mass: 129.0174

Molecular Weight: 129.08

Elemental Analysis: C, 27.92; H, 2.34; N, 32.56; O, 37.19

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Versimide;
IUPAC/Chemical Name
1,3,5-trioxane-2,4,6-triimine
InChi Key
KHFBUINXBGUEQW-RXMQYKEDSA-N
InChi Code
1S/C9H11NO4/c1-5-4-7(11)10(8(5)12)6(2)9(13)14-3/h5H,2,4H2,1,3H3/t5-/m1/s1
SMILES Code
COC(=O)C(=C)N1C(=O)C[C@@H](C)C1=O
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 129.08 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Brown AG. Versimide, a metabolite of Aspergillus versicolor. J Chem Soc Perkin 1. 1970;18:2572-3. doi: 10.1039/j39700002572. PMID: 5532407. 2: Brown AG, Smale TC. Synthesis of ( )-versimide (methyl -(methylsuccinimido)acrylate) and related compounds. J Chem Soc Perkin 1. 1972;1:65-76. doi: 10.1039/p19720000065. PMID: 5065750. 3: Bora P, Gogoi S, Deshpande MV, Garg P, Bhuyan RP, Altaf N, Saha N, Borah SM, Phukon M, Tanti N, Saikia B, Ahmed SS, Borah SR, Dutta A, Sarmah BK. Rhizospheric Bacillus spp. Exhibit Miticidal Efficacy against Oligonychus coffeae (Acari: Tetranychidae) of Tea. Microorganisms. 2023 Nov 2;11(11):2691. doi: 10.3390/microorganisms11112691. PMID: 38004703; PMCID: PMC10673310. 4: Cole M, Rolinson GN. Microbial metabolites with insecticidal properties. Appl Microbiol. 1972 Oct;24(4):660-2. doi: 10.1128/am.24.4.660-662.1972. PMID: 4628800; PMCID: PMC380632.