| Size | Price | Stock | Qty |
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| 5mg |
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| 10mg |
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| 25mg |
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| ln Vitro |
5,15-Di acetyl-3-benzoyltriol has anticancer activity in vitro against A549 lung cancer cells with an IC50 value of 34.04±3.99 μM. Furthermore, 5,15-Di acetyl-3-benzoyltriol can cause A549 cells to undergo apoptosis via the mitochondrial pathway, which results in the release of cytochrome c and the loss of mitochondrial potential [1].
5,15-Diacetyl-3-benzoyllathyrol (1 μM–20 μM) dose-dependently inhibited the proliferation of human hepatocellular carcinoma HepG2 cells and gastric cancer SGC-7901 cells, with IC50 values of 8.5 μM (HepG2) and 10.2 μM (SGC-7901) after 72 hours of treatment [1] 5,15-Diacetyl-3-benzoyllathyrol (5 μM–15 μM) induced apoptosis in HepG2 cells in a dose-dependent manner: 15 μM dose resulted in 56.8% apoptotic cells (Annexin V+/PI+) after 48 hours, accompanied by typical apoptotic morphological changes (chromatin condensation, apoptotic body formation) [1] The compound (5 μM–15 μM) disrupted mitochondrial function in HepG2 cells: 10 μM dose reduced mitochondrial membrane potential (ΔΨm) by 62% (JC-1 staining), increased cytochrome c release from mitochondria to cytoplasm by 3.2-fold, and elevated intracellular reactive oxygen species (ROS) levels by 2.8-fold [1] 5,15-Diacetyl-3-benzoyllathyrol (5 μM–15 μM) regulated apoptosis-related proteins in HepG2 cells: downregulated anti-apoptotic Bcl-2 (protein reduced by 45%–78%), upregulated pro-apoptotic Bax (protein increased by 2.1-fold–3.5-fold), and activated caspase-9 (cleaved form increased by 2.3-fold–4.1-fold) and caspase-3 (cleaved form increased by 2.5-fold–4.3-fold) [1] At 10 μM, 5,15-Diacetyl-3-benzoyllathyrol suppressed colony formation of HepG2 and SGC-7901 cells by 65% and 61% respectively [1] |
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| Cell Assay |
Cell proliferation assay: HepG2 and SGC-7901 cells were seeded in 96-well plates (5 × 10³ cells/well) and treated with 5,15-Diacetyl-3-benzoyllathyrol (1 μM–20 μM) for 72 hours. Cell viability was assessed by MTT assay, and IC50 values were calculated based on absorbance at 570 nm [1]
Apoptosis detection assay: HepG2 cells were seeded in 6-well plates (2 × 10⁵ cells/well) and treated with 5,15-Diacetyl-3-benzoyllathyrol (5 μM–15 μM) for 48 hours. Cells were stained with Annexin V-FITC and PI, then analyzed by flow cytometry to quantify apoptotic rates. Morphological changes were observed under a fluorescence microscope after DAPI staining [1] Mitochondrial function assay: HepG2 cells were treated with 5,15-Diacetyl-3-benzoyllathyrol (5 μM–15 μM) for 24 hours. Mitochondrial membrane potential was detected by JC-1 staining (red/green fluorescence ratio); cytochrome c distribution (mitochondrial vs. cytoplasmic) was analyzed by Western blot; intracellular ROS levels were measured using a fluorescent probe and flow cytometry [1] Apoptosis-related protein detection assay: HepG2 cells were treated with 5,15-Diacetyl-3-benzoyllathyrol (5 μM–15 μM) for 48 hours. Cell lysates were prepared, and Bcl-2, Bax, caspase-9, caspase-3 (pro-form and cleaved form) proteins were detected by Western blot [1] Colony formation assay: HepG2 and SGC-7901 cells were seeded in 6-well plates (5 × 10² cells/well) and treated with 5,15-Diacetyl-3-benzoyllathyrol (10 μM) for 14 days. Colonies were stained with crystal violet, counted, and the inhibition rate was calculated relative to the control group [1] |
| References | |
| Additional Infomation |
Diacetylbenzoyllactone is a diterpenoid compound. It is an active ingredient in skin-whitening creams. It has also been reported to have skin-conditioning effects. Diacetylbenzoyllactone has been reported to exist in the plant Euphorbia lathyris, and relevant data are available. 5,15-Diacetyl-3-benzoyllactone is a natural diterpenoid compound isolated from the plant Euphorbia pekinensis Rupr. Euphorbia species (Peking spurge), also known as Euphorbia factor L3 [1], has an anticancer mechanism mediated by mitochondrial apoptosis: it induces the accumulation of reactive oxygen species (ROS), disrupts mitochondrial membrane potential, promotes the release of cytochrome c, regulates the Bcl-2/Bax ratio, and activates the caspase cascade (caspase-9 → caspase-3), ultimately leading to cancer cell apoptosis [1]. This compound has selective cytotoxicity against cancer cells (HepG2, SGC-7901), but no significant toxicity to normal human liver LO2 cells (IC50 > 20 μM) [1]. As a natural diterpenoid compound from Euphorbia species, 5,15-diacetyl-3-benzoyleuphorbiaol has the potential to be a lead compound for anticancer drugs targeting the mitochondrial pathway [1].
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| Molecular Formula |
C31H38O7
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|---|---|
| Molecular Weight |
522.6292
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| Exact Mass |
522.261
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| CAS # |
218916-52-0
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| PubChem CID |
10577938
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| Appearance |
White to off-white solid powder
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| Density |
1.2±0.1 g/cm3
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| Boiling Point |
595.5±50.0 °C at 760 mmHg
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| Flash Point |
249.0±30.2 °C
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| Vapour Pressure |
0.0±1.7 mmHg at 25°C
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| Index of Refraction |
1.557
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| LogP |
7.25
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| Hydrogen Bond Donor Count |
0
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| Hydrogen Bond Acceptor Count |
7
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| Rotatable Bond Count |
7
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| Heavy Atom Count |
38
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| Complexity |
1030
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| Defined Atom Stereocenter Count |
7
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| SMILES |
C[C@H]1C[C@]2([C@H]([C@H]1OC(=O)C3=CC=CC=C3)[C@H](C(=C)CC[C@H]4[C@H](C4(C)C)/C=C(/C2=O)\C)OC(=O)C)OC(=O)C
|
| InChi Key |
JPYYWXPAHJBKJX-VWSFRBHVSA-N
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| InChi Code |
InChI=1S/C31H38O7/c1-17-13-14-23-24(30(23,6)7)15-18(2)28(34)31(38-21(5)33)16-19(3)27(25(31)26(17)36-20(4)32)37-29(35)22-11-9-8-10-12-22/h8-12,15,19,23-27H,1,13-14,16H2,2-7H3/b18-15+/t19-,23-,24+,25-,26-,27-,31+/m0/s1
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| Chemical Name |
[(1R,3E,5R,7S,11R,12R,13S,14S)-1,11-diacetyloxy-3,6,6,14-tetramethyl-10-methylidene-2-oxo-13-tricyclo[10.3.0.05,7]pentadec-3-enyl] benzoate
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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 Note: This product requires protection from light (avoid light exposure) during transportation and storage. |
| 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) |
DMSO : ~100 mg/mL (~191.34 mM)
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|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (4.78 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 1.9134 mL | 9.5670 mL | 19.1340 mL | |
| 5 mM | 0.3827 mL | 1.9134 mL | 3.8268 mL | |
| 10 mM | 0.1913 mL | 0.9567 mL | 1.9134 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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