Benzoic Acid Chemical Structure

Benzoic Acid Chemical Structure
Molecular Weight: 122.12

Validation & Quality Control

Quality Control & MSDS

Product Information

Product Description

Biological Activity

Description Benzoic acid is a colorless crystalline solid and a simple aromatic carboxylic acid, used as a food preservative.
In vitro Benzoic acid transports through human skin membranes with the mean maximum absorption rate of 16.54 μg/cm2/h, while the amount in the receptor fluid after 24 hours is 70.6% of the dose applied. The transport of [14C]benzoic acid is significantly inhibited carbonylcyanide p-trifluoromethoxyphenylhydrazone and nigericin, the direct driving force for benzoic acid transport is suggested to be the inwardly directed proton gradient. [1] Benzoic acid enters the diet as a natural constituent in plants, with high amounts found in fruits and berries and as a result of the widespread use of monosodium benzoate as a food preservative. Benzoic acid and para-t-butylbenzoate are most potent and acetyl CoA carboxylase (EC 6.4.1.2) appeared to be the target of inhibition. Benzoic acid readily enters the cell to undergo intracellular ionization with a substantial lowering of cytosolic pH and ATP levels under acidic growth conditions. Benzoic acid is oxidized by hydroxy radicals produced by stimulated polymorphonuclear cells oxidize. [2] The photometabolism of Benzoic and 4-hydroxybenzoic acids by whole cells is inhibited by the presence of exogenous fatty acids. Benzoic acid enters the anaerobic degradation as follow: initial activation to form benzoyl-Coenzyme A, reduction of the aromatic nucleus--a reaction that has only recently been demonstrated in vitro--and the subsequent degradation of the alicyclic intermediates. [3] For Benzoic acid, there is no differences between the mean absorption through human skin and the one rat study, and skin thickness only slightly influences the absorption of Benzoic acid. [4]
In vivo
Features

Conversion of different model animals based on BSA (Value based on data from FDA Draft Guidelines)

SpeciesMouseRatRabbitGuinea pigHamsterDogMonkeyBaboon
Weight (kg)0.020.151.80.40.0810312
Body Surface Area (m2)0.0070.0250.150.050.020.50.240.6
Km factor361285201220
Animal A (mg/kg) = Animal B (mg/kg) multiplied by  Animal B Km
Animal A Km

For example, to modify the dose of resveratrol used for a mouse (22.4 mg/kg) to a dose based on the BSA for a rat, multiply 22.4 mg/kg by the Km factor for a mouse and then divide by the Km factor for a rat. This calculation results in a rat equivalent dose for resveratrol of 11.2 mg/kg.

Rat dose (mg/kg) = mouse dose (22.4 mg/kg) ×  mouse Km(3)  = 11.2 mg/kg
rat Km(6)
1

References

[1] Tsuji A, et al. Pharm Res, 1994, 11(1), 30-37.

[2] Tremblay GC, et al. Pharmacol Ther, 1993, 60(1), 63-90.

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Chemical Information

Download Benzoic Acid SDF
Molecular Weight (MW) 122.12
Formula

C7H6O2

CAS No. 65-85-0
Storage 3 years -20℃powder
6 months-80℃in solvent
Synonyms FEMA 2131
Solubility (25°C) * In vitro DMSO 24 mg/mL (196.52 mM)
Ethanol 24 mg/mL (196.52 mM)
Water <1 mg/mL (<1 mM)
* <1 mg/ml means slightly soluble or insoluble.
* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.
Chemical Name Benzoic acid

Research Area

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