| Size | Price | Stock | Qty |
|---|---|---|---|
| 250mg |
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| 500mg |
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| 5g | |||
| Other Sizes |
| Targets |
Dibenzalacetone does not have a single well-defined primary drug target, but acts through multiple mechanisms. Its primary recognized activity is as a potent inhibitor of chitinase, an enzyme essential for fungal cell wall integrity and insect development. It also acts as a pro-apoptotic agent, binding to DNA and targeting mitochondria to induce cell death. Additionally, DBA exhibits calcium ion binding properties, potentially due to its structural similarity to sodium. Its activity against *Leishmania* involves the induction of apoptosis through mitochondrial targeting.
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| ln Vitro |
Dibenzalacetone demonstrates potent in vitro activity. As a chitinase inhibitor, it exhibits an IC50 of 13.10 μg/mL against gray mold chitinase. Its antifungal activity against *Botrytis cinerea* is characterized by a Minimum Inhibitory Concentration (MIC) of 32 μg/mL. The compound shows strong efficacy in inhibiting fungal growth, with EC50 values of 16.29 μg/mL for mycelial growth and 14.64 μg/mL for spore germination. In antileishmanial studies, DBA demonstrates an IC50 of 7.43 μg/mL against amastigotes, with a selectivity index (SI) of 15.34. Its activity is equipotent to the commercial fungicide boscalid.
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| ln Vivo |
Dibenzalacetone exhibits significant in vivo efficacy as a potential antifungal agent for fruit preservation. It effectively extends the preservation time of cherries by inhibiting fungal growth. Its antifungal properties have been validated in postharvest preservation studies. The compound's activity against *Leishmania* has been demonstrated in preclinical models, where it induces apoptotic cell death.
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| Enzyme Assay |
Dibenzalacetone's enzyme inhibition is characterized through in vitro chitinase inhibition assays. The enzyme is incubated with a fluorescent or chromogenic substrate in the presence of increasing concentrations of DBA. The remaining enzyme activity is measured, and the IC50 value of 13.10 μg/mL is calculated. For antifungal susceptibility testing, the broth microdilution method is used to determine the MIC (32 μg/mL) and EC50 values against fungal pathogens.
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| Cell Assay |
Cellular assays for dibenzalacetone involve treating fungal or parasitic cultures with the compound. For antifungal activity, *Botrytis cinerea* cultures are exposed to varying concentrations, and endpoints such as mycelial growth inhibition and spore germination are measured. For antileishmanial activity, *Leishmania donovani* amastigotes are treated with DBA, and cell viability is assessed to determine the IC50 (7.43 μg/mL). Apoptosis is evaluated through DNA fragmentation and mitochondrial membrane potential assays.
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| Animal Protocol |
In vivo animal studies for dibenzalacetone are primarily conducted in the context of postharvest preservation. Efficacy is evaluated by applying the compound to fruits such as cherries and monitoring the extension of preservation time. In antileishmanial research, animal models of leishmaniasis are used to assess the compound's efficacy in reducing parasite burden.
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| ADME/Pharmacokinetics |
For research purposes, dibenzalacetone (CAS 538-58-9) has a molecular weight of 234.3 g/mol. It is soluble in DMSO. It should be stored as a powder at -20°C for up to 3 years or at 4°C for up to 2 years. In solution, it can be stored at -80°C for 6 months or at -20°C for 1 month. The compound has a LogP of 3.982. For in vivo administration, it can be formulated using 10% DMSO, 40% PEG300, 5% Tween 80, and 45% saline.
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| Toxicity/Toxicokinetics |
The toxicological profile of dibenzalacetone is not extensively characterized in the literature. As a synthetic curcumin analog, it is generally considered to have low toxicity. However, its use is limited to research applications, and it is not intended for human use.
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| Additional Infomation |
Dibenzylacetone (or benzophenone, often abbreviated as dba) is an organic compound with the molecular formula C17H14O. It is a bright yellow solid, insoluble in water but soluble in ethanol. Dibenzylacetone can be used as a sunscreen ingredient and also as a ligand in organometallic chemistry, for example in tris(dibenzylacetone)dipalladium(O) compounds. In this case, it is an unstable ligand, easily replaced by stronger ligands (such as triphenylphosphine), thus providing a useful entry point for studying palladium(O) chemistry. (L2096)
In organometallic chemistry, DBA is used as a labile ligand in Pd(0) complexes. It serves as a versatile scaffold for medicinal chemistry. The compound has been cited in top journals including Nature, Cell, and Science. It is not approved for human therapeutic use and is intended for research purposes only. |
| Molecular Formula |
C17H14O
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|---|---|
| Molecular Weight |
234.3
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| Exact Mass |
234.104
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| CAS # |
538-58-9
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| PubChem CID |
640180
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| Appearance |
Typically exists as solid at room temperature
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| Density |
1.1g/cm3
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| Boiling Point |
400.7ºC at 760 mmHg
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| Melting Point |
112-114ºC
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| Flash Point |
176.2ºC
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| Index of Refraction |
1.649
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| LogP |
3.982
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| Hydrogen Bond Donor Count |
0
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| Hydrogen Bond Acceptor Count |
1
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| Rotatable Bond Count |
4
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| Heavy Atom Count |
18
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| Complexity |
272
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| Defined Atom Stereocenter Count |
0
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| SMILES |
O=C(/C=C/C1=CC=CC=C1)/C=C/C2=CC=CC=C2
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| InChi Key |
WMKGGPCROCCUDY-PHEQNACWSA-N
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| InChi Code |
InChI=1S/C17H14O/c18-17(13-11-15-7-3-1-4-8-15)14-12-16-9-5-2-6-10-16/h1-14H/b13-11+,14-12+
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| Chemical Name |
(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one
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| Synonyms |
AI3 00896; AI3-00896; Dibenzalacetone
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400 (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 4.2680 mL | 21.3402 mL | 42.6803 mL | |
| 5 mM | 0.8536 mL | 4.2680 mL | 8.5361 mL | |
| 10 mM | 0.4268 mL | 2.1340 mL | 4.2680 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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