AMMONIUM BENZOATE

First marketed in 1921

Details

Stereochemistry	ACHIRAL
Molecular Formula	C7H6O2.H3N
Molecular Weight	139.1519
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

N.OC(=O)C1=CC=CC=C1

InChI

InChIKey=VWSRWGFGAAKTQG-UHFFFAOYSA-N

InChI=1S/C7H6O2.H3N/c8-7(9)6-4-2-1-3-5-6;/h1-5H,(H,8,9);1H3

HIDE SMILES / InChI

Molecular Formula	H3N
Molecular Weight	17.0305
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C7H6O2
Molecular Weight	122.1213
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://www.viacheminc.com/product/ammonium-benzoate/https://ec.europa.eu/health/ph_risk/committees/04_sccp/docs/sccp_o_015.pdf
Curator's Comment: description was created based on several sources, including: http://apps.who.int/medicinedocs/en/d/Jh2918e/24.2.html | http://www.wikidoc.org/index.php/Benzoic_acid | http://www.who.int/ipcs/publications/cicad/cicad26_rev_1.pdf | https://www.ewg.org/skindeep/ingredient/700679/BENZOIC_ACID/

Benzoic acid is a natural ingredient occurring in many foodstuffs and in plant extracts. Benzoic acid, its salts and esters are used as preservatives in cosmetic products, with a maximum concentration of 0.5 %. Benzoic acid and sodium benzoate are on the FDA list of substances that are generally recognized as safe (GRAS). Both may be used as antimicrobial agents, flavouring agents and as adjuvants with a current maximum level of 0.1% in food. Benzoic acid is a constituent of Whitfield Ointment, which is used for the treatment of fungal skin diseases such as tinea, ringworm, and athlete's foot. Adverse effect of Whitfield Ointment: occasionally, a localized mild inflammatory response occurs.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Glycolysis / Gluconeogenesis 8 Target ID: map00010 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1785916	Inhibitor 8297

Conditions

Condition	Modality	Highest Phase	Product
Unknown 2578
Tinea pedis 28 Sources: http://apps.who.int/medicinedocs/en/d/Jh2918e/24.2.html	Curative	Approved 8429	Whitfield’s ointment Approved Use Treatment of mild superficial fungal infections, particularly tinea pedis, tinea corporis and, occasionally, tinea capitis.
Tinea capitis 4 Sources: http://apps.who.int/medicinedocs/en/d/Jh2918e/24.2.html	Curative	Approved 8429	Whitfield’s ointment Approved Use Treatment of mild superficial fungal infections, particularly tinea pedis, tinea corporis and, occasionally, tinea capitis.
Hyperammonemia 4 Sources: https://www.drugs.com/cons/ucephan.html	Primary	Approved 8429	UCEPHAN Approved Use Sodium benzoate and sodium phenylacetate combination is used to treat a condition caused by too much ammonia in the blood (hyperammonemia). Launch Date 1987

C_max

Value	Dose	Co-administered	Analyte	Population
99.7 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1804654/	40 mg single, oral dose: 40 mg route of administration: Oral experiment type: SINGLE co-administered:		BENZOIC ACID plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED

AUC

Value	Dose	Co-administered	Analyte	Population
104.4 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1804654/	40 mg single, oral dose: 40 mg route of administration: Oral experiment type: SINGLE co-administered:		BENZOIC ACID plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED

T_1/2

Value	Dose	Co-administered	Analyte	Population
0.5 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1804654/	40 mg single, oral dose: 40 mg route of administration: Oral experiment type: SINGLE co-administered:		BENZOIC ACID plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED

Sourcing

Vendor/Aggregator	ID	URL
ChEBI	CHEBI:30746	https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:30746
ChemicalBook	CB8698780	https://www.chemicalbook.com/ChemicalProductProperty_EN_CB8698780
MolPort	MolPort-000-871-563	https://www.molport.com/shop/molecule-link/MolPort-000-871-563
ZINC	ZINC000000001011	http://zinc15.docking.org/substances/ZINC000000001011
eMolecules	478490	https://www.emolecules.com/cgi-bin/more?vid=478490

PubMed

Title	Date	PubMed
A system of qualitative analysis for the common metals in presence of phosphates, using ammonium benzoate.	1947 Oct	18895512
[Influence of sodium benzoate, p-aminobenzoic acid and ammonium benzoate on the lethal doses of procaine and lidocaine in male rats (author's transl)].	1973 Dec	4802241
Studies of aflatoxins in Chiang Mai, Thailand.	1992 Apr	1479782
[Studies on the infrared and fluorescence spectra of europium lanthanum-benzoate complexes].	1999 Aug	15818956
Acid tolerance of Escherichia coli O157:H7 and its survival in apple juice.	2001	11327111
Anaerobic degradation of aromatic compounds coupled to Fe(III) reduction by Ferroglobus placidus.	2001 Apr	11359514
Specific antioxidant activity of caffeoyl derivatives and other natural phenolic compounds: LDL protection against oxidation and decrease in the proinflammatory lysophosphatidylcholine production.	2001 Apr	11325231
Triterpene and flavanone glycoside from Rhododendron simsii.	2001 Apr	11324921
Novel retinoidal tropolone derivatives. Bioisosteric relationship of tropolone ring with benzoic acid moiety in retinoid structure.	2001 Apr	11310685
Separation and determination of flavonoids and other phenolic compounds in cranberry juice by high-performance liquid chromatography.	2001 Apr 13	11355837
Laterally attached liquid-crystalline polymers as stationary phases in reversed-phase high-performance liquid chromatography. III. Effect of the local anisotropic order on the separation of polycyclic aromatic hydrocarbons.	2001 Apr 13	11355807
Antineoplastic agents. 450. Synthesis of (+)-pancratistatin from (+)-narciclasine as relay(1a).	2001 Apr 20	11304174
Single-molecule magnets: Jahn-Teller isomerism and the origin of two magnetization relaxation processes in Mn12 complexes.	2001 Apr 23	11304159
Signature metabolites attesting to the in situ attenuation of alkylbenzenes in anaerobic environments.	2001 Feb 15	11349278
Determination of benzoyl peroxide and benzoic acid levels by HPLC during wheat flour bleaching process.	2001 Jan	11305258
Substrate specificity of human cathepsin D using internally quenched fluorescent peptides derived from reactive site loop of kallistatin.	2001 Jan 12	11341921
Oral agents for the treatment of type 2 diabetes mellitus: pharmacology, toxicity, and treatment.	2001 Jul	11423816
Characterization of the reaction mechanism for the XL-I form of bovine liver xenobiotic/medium-chain fatty acid:CoA ligase.	2001 Jul 1	11415461
Differential effects of naturally occurring isothiocyanates on the activities of cytochrome P450 2E1 and the mutant P450 2E1 T303A.	2001 Jul 1	11414690
Mutagenicity of electrophilic N-acyloxy-N-alkoxyamides.	2001 Jul 25	11423351
A novel pathway of aerobic benzoate catabolism in the bacteria Azoarcus evansii and Bacillus stearothermophilus.	2001 Jul 6	11306574
m-Iodobenzoic acid complexes with selected metals: molecular structure and antimicrobial activity.	2001 Jun	11409997
N-hydroxybenzenecarboximidic acid derivatives: a new class of nitroxyl-generating prodrugs.	2001 Jun	11384201
Contact allergy to balsam of Peru. II. Patch test results in 102 patients with selected balsam of Peru constituents.	2001 Jun	11381345
A multicenter study of patch test reactions with dental screening series.	2001 Jun	11381343
Interplay between dipolar, stacking and hydrogen-bond interactions in the crystal structures of unsymmetrically substituted esters, amides and nitriles of (R,R)-O,O'-dibenzoyltartaric acid.	2001 Jun	11373403
Hepatic uptake and metabolism of benzoate: a multiple indicator dilution, perfused rat liver study.	2001 Jun	11352805
Hippuric acid as a modifier of calcium oxalate crystallisation.	2001 Mar	11350018
Hippuric acid test using 13C-labelling and NMR spectroscopy.	2001 Mar	11350017
[Kinetics of in vitro drug release from chitosan and N-alkyl chitosan membranes].	2001 Mar	11332099
A calorimetrically based method to convert toxic compounds into poly-3-hydroxybutyrate and to determine the efficiency and velocity of conversion.	2001 Mar	11330720
Geobacter hydrogenophilus, Geobacter chapellei and Geobacter grbiciae, three new, strictly anaerobic, dissimilatory Fe(III)-reducers.	2001 Mar	11321104
Desulfomonile limimaris sp. nov., an anaerobic dehalogenating bacterium from marine sediments.	2001 Mar	11321081
Heterogenous and homogenous catalytic oxidation by supported gamma-FeOOH in a fluidized-bed reactor: kinetic approach.	2001 Mar 15	11347940
Headspace analysis of engine oil by gas chromatography/mass spectrometry.	2001 Mar 15	11305675
Comamonas nitrativorans sp. nov., a novel denitrifier isolated from a denitrifying reactor treating landfill leachate.	2001 May	11411724
Separation of a phenol carboxylating organism from a two-member, strict anaerobic co-culture.	2001 May	11400726
Effect of several organic acids on phosphate adsorption by variable charge soils of central China.	2001 May	11392751
Tyrosine and phenylalanine catabolism by Lactobacillus cheese flavor adjuncts.	2001 May	11384026
Interaction of the novel anticonvulsant, BIA 2-093, with voltage-gated sodium channels: comparison with carbamazepine.	2001 May	11380566
Analysis for organic residues from aids to polymerization used to make plastics intended for food contact.	2001 May	11358188
Two dimeric CuII benzoate derivatives solvated with acetonitrile.	2001 May	11353245
Modeling the survival of Escherichia coli O157:H7 in apple cider using probability distribution functions for quantitative risk assessment.	2001 May	11347987
The biosynthesis of benzoic acid glucosinolate esters in Arabidopsis thaliana.	2001 May	11336257
Asbestos causes apoptosis in alveolar epithelial cells: role of iron-induced free radicals.	2001 May	11329530
Method for the measurement of antioxidant activity in human fluids.	2001 May	11328833
Electric field analysis on the improved skin concentration of benzoate by electroporation.	2001 May 21	11337171
The loading module of rifamycin synthetase is an adenylation-thiolation didomain with substrate tolerance for substituted benzoates.	2001 May 22	11352749
The photochemistry of 2-(1-naphthyl)ethyl benzoates: cycloaddition and intramolecular exciplex formation.	2001 May 4	11325264
The role of Cys108 in Trigonopsis variabilis d-amino acid oxidase examined through chemical oxidation studies and point mutations C108S and C108D.	2010 Jul	20193780

Patents

Sample Use Guides

In Vivo Use Guide

Oral/Parenteral Toxicity: oral-rat LD50 825 mg/kg oral-mouse LD50 235 mg/kg intravenous-rabbit LDLo 400 mg/kg

Route of Administration: Other

In Vitro Use Guide

Colorimetric titration of protein thiol groups revealed that in the presence of ammonium benzoate (0.12 mM), the two muteins were not oxidized at cysteines whereas in the wild-type enzyme, one thiol group was derivatized.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:31:59 GMT 2023` Edited by `admin` on `Fri Dec 15 16:31:59 GMT 2023`
Record UNII	AC80WD7GPF
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

AMMONIUM BENZOATE

Official Name

English

AMMONIUM BENZOATE [HSDB]

Common Name

English

AMMONIUM BENZOATE [MI]

Common Name

English

AMMONIUM BENZOICUM [HPUS]

Common Name

English

NSC-7918

Code

English

AMMONIUM BENZOICUM

Common Name

English

AMMONIUM BENZOATE [INCI]

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID4041602