| Size | Price | Stock | Qty |
|---|---|---|---|
| 25mg |
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| 100mg |
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| 250mg | |||
| 500mg | |||
| Other Sizes |
| Targets |
- Tyrosinase (IC50 = 25 μM; inhibits tyrosinase-mediated melanin synthesis) [1]
- Reactive Oxygen Species (ROS) (No IC50/Ki/EC50 data available; scavenges free radicals to exert antioxidant activity) [1] |
|---|---|
| ln Vitro |
- Antioxidant activity: 3-(2,4-Dihydroxyphenyl)propanoic acid (10-100 μM) scavenged free radicals in a concentration-dependent manner. At 50 μM, it inhibited DPPH radical activity by 72% (absorbance measured at 517 nm) and ABTS radical activity by 68% (absorbance at 734 nm). In H2O2-induced human foreskin fibroblasts (HFFs), 40 μM of the compound reduced intracellular ROS production by 59% (DCFH-DA staining, fluorescence detected at 488 nm excitation/525 nm emission) [1]
- Tyrosinase inhibitory activity: The compound (5-50 μM) inhibited mushroom tyrosinase activity in a concentration-dependent manner. At 25 μM (IC50), it reduced tyrosinase-mediated L-DOPA oxidation by 50% (absorbance monitored at 475 nm over 30 minutes). In B16 murine melanoma cells, 30 μM of the compound decreased intracellular melanin content by 45% compared to the control group (melanin extracted with 1 M NaOH and measured at 405 nm) [1] |
| Enzyme Assay |
- Tyrosinase activity assay: Mushroom tyrosinase (100 U/mL) was incubated with 3-(2,4-Dihydroxyphenyl)propanoic acid (5-50 μM) in 50 mM phosphate buffer (pH 6.8) at 37°C for 10 minutes. L-DOPA (0.5 mM, substrate) was added to initiate the reaction, and absorbance at 475 nm was recorded every 5 minutes for 30 minutes. Tyrosinase inhibition rate was calculated by comparing the absorbance change with the control group (without the compound). The IC50 value was determined via concentration-response curve fitting [1]
- DPPH radical scavenging assay: A 0.1 mM DPPH ethanol solution was mixed with 3-(2,4-Dihydroxyphenyl)propanoic acid (10-100 μM) at a 1:1 volume ratio, and incubated in the dark at 25°C for 30 minutes. Absorbance at 517 nm was measured, and radical scavenging rate was calculated as [(A0 - A1)/A0] × 100% (A0 = absorbance of DPPH alone, A1 = absorbance of DPPH + compound) [1] |
| Cell Assay |
- HFF ROS scavenging assay: Human foreskin fibroblasts (HFFs) were seeded in 96-well plates and cultured to 80% confluence. Cells were pre-treated with 3-(2,4-Dihydroxyphenyl)propanoic acid (10-60 μM) for 2 hours, then stimulated with 200 μM H2O2 for 1 hour. After washing with PBS, cells were loaded with 10 μM DCFH-DA for 30 minutes at 37°C. Fluorescence intensity was measured using a microplate reader (488 nm excitation/525 nm emission) to quantify intracellular ROS levels [1]
- B16 melanoma cell melanin content assay: B16 cells were seeded in 6-well plates and treated with 3-(2,4-Dihydroxyphenyl)propanoic acid (5-40 μM) for 72 hours. Cells were harvested, washed with PBS, and lysed with 1 M NaOH at 80°C for 1 hour to extract melanin. Absorbance of the lysate was measured at 405 nm, and melanin content was calculated using a standard curve of synthetic melanin [1] |
| Toxicity/Toxicokinetics |
In vitro cytotoxicity: 3-(2,4-dihydroxyphenyl)propionic acid (at a concentration of up to 60 μM) did not show significant cytotoxicity to either HFF or B16 cells. MTT assay results showed that, compared with the control group, the cell viability of HFF cells (treated with 60 μM) was >90%, and the cell viability of B16 cells (treated with 40 μM) was >85% [1].
|
| References | |
| Additional Infomation |
3-(2,4-dihydroxyphenyl)propionic acid is a novel vitamin E derivative modified with resorcinol at the 4-position to possess both antioxidant and tyrosinase inhibitory properties[1]. Its tyrosinase inhibitory mechanism involves binding to copper ions at the active site of tyrosinase, thereby blocking the catalytic oxidation of L-DOPA to dopaquinone (a key step in melanin synthesis)[1]. Its antioxidant activity is attributed to the 2,4-dihydroxyphenyl group, which provides hydrogen atoms to scavenge free radicals (e.g., DPPH, ABTS, intracellular reactive oxygen species) and reduce cellular oxidative stress[1]. Due to its dual role in melanin synthesis and oxidative damage, this compound has potential applications in cosmetics and dermatology (e.g., whitening agents, anti-aging products)[1].
|
| Molecular Formula |
C9H10O4
|
|---|---|
| Molecular Weight |
182.1733
|
| Exact Mass |
182.057
|
| CAS # |
5631-68-5
|
| PubChem CID |
96384
|
| Appearance |
Brown to orange solid powder
|
| Density |
1.4±0.1 g/cm3
|
| Boiling Point |
418.0±14.0 °C at 760 mmHg
|
| Melting Point |
158-162ºC
|
| Flash Point |
220.8±16.6 °C
|
| Vapour Pressure |
0.0±1.0 mmHg at 25°C
|
| Index of Refraction |
1.620
|
| LogP |
0.38
|
| Hydrogen Bond Donor Count |
3
|
| Hydrogen Bond Acceptor Count |
4
|
| Rotatable Bond Count |
3
|
| Heavy Atom Count |
13
|
| Complexity |
181
|
| Defined Atom Stereocenter Count |
0
|
| InChi Key |
HMCMTJPPXSGYJY-UHFFFAOYSA-N
|
| InChi Code |
InChI=1S/C9H10O4/c10-7-3-1-6(8(11)5-7)2-4-9(12)13/h1,3,5,10-11H,2,4H2,(H,12,13)
|
| Chemical Name |
3-(2,4-dihydroxyphenyl)propanoic acid
|
| HS Tariff Code |
2934.99.9001
|
| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture. |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
|
| Solubility (In Vitro) |
DMSO : ~250 mg/mL (~1372.34 mM)
|
|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.08 mg/mL (11.42 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (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 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.08 mg/mL (11.42 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (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 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. View More
Solubility in Formulation 3: ≥ 2.08 mg/mL (11.42 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 5.4894 mL | 27.4469 mL | 54.8938 mL | |
| 5 mM | 1.0979 mL | 5.4894 mL | 10.9788 mL | |
| 10 mM | 0.5489 mL | 2.7447 mL | 5.4894 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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