| Size | Price | Stock | Qty |
|---|---|---|---|
| 10g |
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| Other Sizes |
| Targets |
p-Hydroxybenzaldehyde (4-HB) modulates the activity of the γ-aminobutyric acid type A (GABAA) receptor, specifically the α₁β₂γ₂S subtype. [1]
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| ln Vitro |
Para-hydroxybenzaldehyde (4-hydroxybenzaldehyde) is one of the primary components in bamboo shoots. It has an antagonistic impact on the GABAA receptor of the α1β2γ2S subtype at high doses. p-Hydroxybenzaldehyde (101.7 μM) dramatically decreases GABA-induced chloride currents at GABAA receptors expressed on Xenopus laevis oocytes [1].
In an electrophysiological assay using Xenopus laevis oocytes heterologously expressing the human α₁β₂γ₂S GABAA receptor, acute application of p-hydroxybenzaldehyde at a concentration of 101.7 µM significantly reduced the GABA-induced chloride current compared to the vehicle control group. This suggests a potential inhibitory or antagonistic effect on GABAA receptor function at this relatively high concentration. [1] |
| Animal Protocol |
The study utilized Xenopus laevis oocytes as an ex vivo expression system, not a traditional in vivo animal model for efficacy or PK. Female Xenopus laevis frogs were anesthetized, and oocyte lobes were surgically removed. Oocytes were treated with collagenase to isolate individual cells, which were then maintained in a modified ND96 solution. Selected oocytes (Stage V-VI) were microinjected with cRNA encoding the human α₁, β₂, and γ₂S GABAA receptor subunits. The injected oocytes were incubated at 18°C for 2-5 days to allow receptor expression before electrophysiological recording. [1]
Drug Preparation for Assay: p-Hydroxybenzaldehyde was purified from Dendrocalamus asper bamboo shoots via extraction and repeated column chromatography. For the assay, a stock solution was prepared by dissolving 5 mg of 4-HB in 0.5 mL chloroform. The working solution was prepared by diluting 24.84 µL of this stock into 20 mL of ND96 buffer containing 5 µM GABA, resulting in a final 4-HB concentration of 101.7 µM for perfusion. [1] Electrophysiology Protocol: Oocyte electrophysiology was performed using the two-electrode voltage clamp (TEVC) technique. The holding potential was -70 mV. Oocytes were perfused with ND96 buffer containing 5 µM GABA (EC₃ concentration) alone (control) or co-applied with 101.7 µM p-hydroxybenzaldehyde (test) for 20 seconds using an automated fast perfusion system. This was followed by a 5-10 minute washout period with ND96 buffer to allow recovery from desensitization. Currents were recorded, filtered, and analyzed. [1] |
| References | |
| Additional Infomation |
4-Hydroxybenzaldehyde is a hydroxybenzaldehyde, i.e., benzaldehyde with a hydroxyl group substituted at the C-4 position. It is a plant metabolite, a mouse metabolite, and an EC 1.14.17.1 (dopamine β-monooxygenase) inhibitor.
4-Hydroxybenzaldehyde has been reported to be found in Spiranthes vernalis, Rhinacanthus nasutus, and other organisms with relevant data. p-Hydroxybenzaldehyde (4-HB) is a phytochemical that has been identified as a major component of bamboo shoots from Dendrocalamus asper. [1] It has been used in traditional medicine research to explore its potential neurological effects. This discussion cites other literature suggesting that at lower concentrations, 4-HB may enhance GABAergic function (increased chloride influx, prolonged sleep time in rodents), possibly by inhibiting GABA transaminase. However, this study found that 4-HB exhibited an inhibitory effect at a concentration of 101.7 µM, highlighting its concentration-dependent dual regulatory potential. [1] The purity of the compound was confirmed by ¹H-NMR spectroscopy to be close to 98%. [1] |
| Molecular Formula |
C7H6O2
|
|---|---|
| Molecular Weight |
122.1213
|
| Exact Mass |
122.036
|
| CAS # |
123-08-0
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| Related CAS # |
p-Hydroxybenzaldehyde-d4;284474-52-8;p-Hydroxybenzaldehyde-13C;152404-52-9;p-Hydroxybenzaldehyde-d5;298704-22-0
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| PubChem CID |
126
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| Appearance |
Off-white to yellow solid powder
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| Density |
1.2±0.1 g/cm3
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| Boiling Point |
246.6±13.0 °C at 760 mmHg
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| Melting Point |
112-116 °C(lit.)
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| Flash Point |
101.3±12.4 °C
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| Vapour Pressure |
0.0±0.5 mmHg at 25°C
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| Index of Refraction |
1.618
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| LogP |
1.39
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| Hydrogen Bond Donor Count |
1
|
| Hydrogen Bond Acceptor Count |
2
|
| Rotatable Bond Count |
1
|
| Heavy Atom Count |
9
|
| Complexity |
93.1
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| Defined Atom Stereocenter Count |
0
|
| InChi Key |
RGHHSNMVTDWUBI-UHFFFAOYSA-N
|
| InChi Code |
InChI=1S/C7H6O2/c8-5-6-1-3-7(9)4-2-6/h1-5,9H
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| Chemical Name |
4-hydroxybenzaldehyde
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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: 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)
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| Solubility (In Vitro) |
DMSO : ~100 mg/mL (~818.87 mM)
H2O : ~10 mg/mL (~81.89 mM) |
|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (20.47 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 25.0 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: ≥ 2.5 mg/mL (20.47 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 25.0 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: ≥ 2.5 mg/mL (20.47 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. Solubility in Formulation 4: 14.29 mg/mL (117.02 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 8.1887 mL | 40.9433 mL | 81.8867 mL | |
| 5 mM | 1.6377 mL | 8.1887 mL | 16.3773 mL | |
| 10 mM | 0.8189 mL | 4.0943 mL | 8.1887 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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