| Size | Price | |
|---|---|---|
| Other Sizes |
Purity: ≥98%
| Targets |
Microbial Metabolite; Bacteria (IC50 = 160 μg/mL); Endogenous Metabolite
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|---|---|
| ln Vitro |
With IC50 concentrations of 100–170 and 160 μg/mL, respectively, trans-4-hydroxycinnamic acid (4–HBA) and 4-hydroxybenzoic acid are sensitive to most Gram-positive bacteria and some Gram-negative bacteria. The antibacterial activity of 4-hydroxycinnamic acid and t4-HCA against 11 food pathogenic bacteria, 6 plant pathogenic bacteria, 2 yeasts, and 15 plant pathogenic fungi was assessed using the disc method. At 200–400 μg, these substances stop the majority of bacteria and yeast from growing. Nonetheless, the majority of Gram-positive bacteria are more susceptible to this inhibitory effect. The disk method indicates that 4-hydroxycinnamic acid exhibits greater antibacterial activity than t4-HCA against Staphylococcus aureus, Lactobacillus mesentericus, Saccharomyces cerevisiae, and Candida albicans at a concentration of 50 μg. Nevertheless, no inhibitory effect on fungi was noted, even at concentrations as high as 1000 μg [1].
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| ln Vivo |
Absorption, Distribution and Excretion: ...Groups of 4-8 rabbits were given 4-hydroxybenzoic acid at a dose of 100, 250, 500, 1000, or 1500 mg/kg bw by gavage every 3-7 days. Urine was collected continuously and analysed for metabolites. The total urinary recovery of the test material ranged from 84% to 104%. Glucuronic acid and sulfate conjugates were also detected in the urine, at 10-35% and 4-7%, respectively. The concentrations of all the metabolites returned to background values within 24 hr after dosing.
Metabolism / Metabolites: In rabbits, 96% of a single oral dose of 400 mg/kg bw 4-hydroxybenzaldehyde was excreted in the urine within 24 hr as 4-hydroxybenzoic acid and its glycine, glucuronic acid, and sulfate conjugates. Metabolism in the rat of p-hydroxybenzoic acid and its methyl, ethyl and propyl esters resulted in the appearance in the urine first of free p-hydroxybenzoic acid, followed by the glucuronide and p-hydroxyhippuric acid, the concentration of which increased as that of the free p-hydroxybenzoic acid /decreased/. |
| ADME/Pharmacokinetics |
Absorption, Distribution and Excretion
...Groups of 4-8 rabbits were given 4-hydroxybenzoic acid at a dose of 100, 250, 500, 1000, or 1500 mg/kg bw by gavage every 3-7 days. Urine was collected continuously and analysed for metabolites. The total urinary recovery of the test material ranged from 84% to 104%. Glucuronic acid and sulfate conjugates were also detected in the urine, at 10-35% and 4-7%, respectively. The concentrations of all the metabolites returned to background values within 24 hr after dosing. Metabolism / Metabolites In rabbits, 96% of a single oral dose of 400 mg/kg bw 4-hydroxybenzaldehyde was excreted in the urine within 24 hr as 4-hydroxybenzoic acid and its glycine, glucuronic acid, and sulfate conjugates. ...Metabolism in the rat of p-hydroxybenzoic acid and its methyl, ethyl and propyl esters resulted in the appearance in the urine first of free p-hydroxybenzoic acid, followed by the glucuronide and p-hydroxyhippuric acid, the concentration of which increased as that of the free p-hydroxybenzoic acid /decreased/. |
| Toxicity/Toxicokinetics |
Non-Human Toxicity Values
LD50 Mouse oral 2200 mg/kg LD50 Mouse ip 210 mg/kg LD50 Mouse sc 1050 mg/kg |
| References | |
| Additional Infomation |
4-hydroxybenzoic acid is a monohydroxybenzoic acid that is benzoic acid carrying a hydroxy substituent at C-4 of the benzene ring. It has a role as a plant metabolite and an algal metabolite. It is a conjugate acid of a 4-hydroxybenzoate.
4-Hydroxybenzoic acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655). 4-Oxoniobenzoate has been reported in Camellia sinensis, Paeonia emodi, and other organisms with data available. See also: Menyanthes trifoliata leaf (part of); Galium aparine whole (part of); Vaccinium myrtillus Leaf (part of) ... View More ... |
| Molecular Formula |
C7H6O3
|
|---|---|
| Molecular Weight |
138.1207
|
| Exact Mass |
138.031
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| CAS # |
99-96-7
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| Related CAS # |
4-Hydroxybenzoic acid-d4;152404-47-2;4-Hydroxybenzoic acid-13C;146672-02-8
|
| PubChem CID |
135
|
| Appearance |
White granular crystalline powder consisting of monoclinic prisms
|
| Density |
1.4±0.1 g/cm3
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| Boiling Point |
336.2±25.0 °C at 760 mmHg
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| Melting Point |
213-217 °C(lit.)
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| Flash Point |
171.3±19.7 °C
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| Vapour Pressure |
0.0±0.8 mmHg at 25°C
|
| Index of Refraction |
1.616
|
| LogP |
1.42
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| Hydrogen Bond Donor Count |
2
|
| Hydrogen Bond Acceptor Count |
3
|
| Rotatable Bond Count |
1
|
| Heavy Atom Count |
10
|
| Complexity |
125
|
| Defined Atom Stereocenter Count |
0
|
| SMILES |
O([H])C1C([H])=C([H])C(C(=O)O[H])=C([H])C=1[H]
|
| InChi Key |
FJKROLUGYXJWQN-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C7H6O3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H,(H,9,10)
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| Chemical Name |
4-hydroxybenzoic acid
|
| Synonyms |
4-HYDROXYBENZOIC ACID; 99-96-7; p-Hydroxybenzoic acid; 4-Carboxyphenol; p-Salicylic acid; Benzoic acid, 4-hydroxy-; Benzoic acid, p-hydroxy-; p-carboxyphenol;
|
| 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)
|
| Solubility (In Vitro) |
DMSO : ~120 mg/mL (~868.81 mM)
H2O : ~1.2 mg/mL (~8.69 mM) |
|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 3 mg/mL (21.72 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 30.0 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. Solubility in Formulation 2: ≥ 3 mg/mL (21.72 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 30.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. View More
Solubility in Formulation 3: ≥ 2.86 mg/mL (20.71 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. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 7.2401 mL | 36.2004 mL | 72.4008 mL | |
| 5 mM | 1.4480 mL | 7.2401 mL | 14.4802 mL | |
| 10 mM | 0.7240 mL | 3.6200 mL | 7.2401 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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