U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C7H6O2
Molecular Weight 122.1216
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BENZOIC ACID

SMILES

c1ccc(cc1)C(=O)O

InChI

InChIKey=WPYMKLBDIGXBTP-UHFFFAOYSA-N
InChI=1S/C7H6O2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H,8,9)

HIDE SMILES / InChI
Molecular Formula C7H6O2
Molecular Weight 122.1216
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
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/

Ammonium benzoate, a white solid, is the ammonium salt of benzoic acid. A coarse, white powder, ammonium benzoate is used in the coatings industry as a cost-effective, amine-free flash rust inhibitor for ferrous substrates. Ammonium benzoate is also used as a preservative in certain adhesives and rubber latex and is commonly used as industrial preservative for paper wrappers, an agent for reducing curing time in vulcanization of rubber and an analytical reagent for various elements. In personal care products, ammonium benzoate is used as a preservative.

CNS Activity

Originator

Approval Year

1921
520
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
3315
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Approved
4033
Whitfield’s ointment

Approved Use

Treatment of mild superficial fungal infections, particularly tinea pedis, tinea corporis and, occasionally, tinea capitis.
Curative
Approved
4033
Whitfield’s ointment

Approved Use

Treatment of mild superficial fungal infections, particularly tinea pedis, tinea corporis and, occasionally, tinea capitis.
Primary
Approved
4033
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

5.671296E11
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
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

AUC

ValueDoseCo-administeredAnalytePopulation
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
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
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

Sourcing

Vendor/AggregatorIDURL
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

PubMed

TitleDatePubMed
[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
Studies of aflatoxins in Chiang Mai, Thailand.
1992 Apr
[Studies on the infrared and fluorescence spectra of europium lanthanum-benzoate complexes].
1999 Aug
Antineoplastic agents. 450. Synthesis of (+)-pancratistatin from (+)-narciclasine as relay(1a).
2001 Apr 20
Isolation and preliminary characterization of the medium-chain fatty acid:CoA ligase responsible for activation of short- and medium-chain fatty acids in colonic mucosa from swine.
2001 Feb
Non-ionic micellar affinity capillary electrophoresis for analysis of interactions between micelles and drugs.
2001 Feb
Genetic manipulation of 6-phosphofructo-1-kinase and fructose 2,6-bisphosphate levels affects the extent to which benzoic acid inhibits the growth of Saccharomyces cerevisiae.
2001 Feb
Convenient synthesis of 4,6-di-O-benzyl-myo-inositol and myo-inositol 1,3,5-orthoesters.
2001 Feb 15
Dansylation of hydroxyl and carboxylic acid functional groups.
2001 Feb 26
Cinnamic acid is a precursor of benzoic acids in cell cultures of Hypericum androsaemum L. but not in cell cultures of Centaurium erythraea RAFN.
2001 Jan
Microfabrication of individual 200 microm diameter transdermal microconduits using high voltage pulsing in salicylic acid and benzoic acid.
2001 Jan
The chlorobenzoate dioxygenase genes of Burkholderia sp. strain NK8 involved in the catabolism of chlorobenzoates.
2001 Jan
Perennial rhinitis induced by benzoate intolerance.
2001 Jan
Current strategies for the management of neonatal urea cycle disorders.
2001 Jan
Oral agents for the treatment of type 2 diabetes mellitus: pharmacology, toxicity, and treatment.
2001 Jul
Mutagenicity of electrophilic N-acyloxy-N-alkoxyamides.
2001 Jul 25
Mineralization of 2,4-D, mecoprop, isoproturon and terbuthylazine in a chalk aquifer.
2001 Jun
Contact allergy to balsam of Peru. II. Patch test results in 102 patients with selected balsam of Peru constituents.
2001 Jun
A multicenter study of patch test reactions with dental screening series.
2001 Jun
Hepatic uptake and metabolism of benzoate: a multiple indicator dilution, perfused rat liver study.
2001 Jun
[Kinetics of in vitro drug release from chitosan and N-alkyl chitosan membranes].
2001 Mar
A calorimetrically based method to convert toxic compounds into poly-3-hydroxybutyrate and to determine the efficiency and velocity of conversion.
2001 Mar
Desulfomonile limimaris sp. nov., an anaerobic dehalogenating bacterium from marine sediments.
2001 Mar
Stochastic-convective transport with nonlinear reaction and mixing: application to intermediate-scale experiments in aerobic biodegradation in saturated porous media.
2001 Mar
High-performance liquid chromatographic method development and validation for the simultaneous quantitation of naproxen sodium and pseudoephedrine hydrochloride impurities.
2001 Mar
Validation of an HPLC method for the quantification of ambroxol hydrochloride and benzoic acid in a syrup as pharmaceutical form stress test for stability evaluation.
2001 Mar
Aerobic and anoxic biodegradation of benzoate: stability of biodegradative capability under endogenous conditions.
2001 Mar
ATR-FTIR spectroscopic investigations on the effect of solvents on the permeation of benzoic acid and salicylic acid through silicone membranes.
2001 Mar 23
Cytosolic xanthine oxidoreductase mediated bioactivation of ethanol to acetaldehyde and free radicals in rat breast tissue. Its potential role in alcohol-promoted mammary cancer.
2001 Mar 7
Comamonas nitrativorans sp. nov., a novel denitrifier isolated from a denitrifying reactor treating landfill leachate.
2001 May
Effect of several organic acids on phosphate adsorption by variable charge soils of central China.
2001 May
Interaction of the novel anticonvulsant, BIA 2-093, with voltage-gated sodium channels: comparison with carbamazepine.
2001 May
Method for the measurement of antioxidant activity in human fluids.
2001 May
The loading module of rifamycin synthetase is an adenylation-thiolation didomain with substrate tolerance for substituted benzoates.
2001 May 22
Patents

Patents

04808213
3
JP1004631A
3
JPH02107657A
3
JPS62209071A
3
US1591245 A
3
US2952703 A
3
US3210416 A
3

Sample Use Guides

In Vivo Use Guide
A thin layer of ointment or cream should be applied twice daily to all infected areas for at least 4 weeks.
Route of Administration: Topical
In Vitro Use Guide
At concentrations of benzoic acid up to 4 mM, fermentation was stimulated and only low levels of benzoate were accumulated. Near the MIC (10 mM), fermentation was inhibited, ATP levels declined, and benzoate was accumulated to relatively higher levels.
Substance Class Chemical
Created
by admin
on Fri Jun 25 21:14:22 UTC 2021
Edited
by admin
on Fri Jun 25 21:14:22 UTC 2021
Record UNII
8SKN0B0MIM
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BENZOIC ACID
EP   FCC   FHFI   GREEN BOOK   HSDB   II   INCI   MART.   MI   USP   USP-RS   VANDF   WHO-DD  
INCI  
Official Name English
PHENYLFORMIC ACID
Systematic Name English
BENZOICUM ACIDUM
HPUS  
Common Name English
BENZOATE
Systematic Name English
BENZOIC ACID [EP MONOGRAPH]
Common Name English
HYDROUS BENZOYL PEROXIDE IMPURITY B [EP]
Common Name English
B A
Common Name English
VEVOVITALL
Brand Name English
BENZENEFORMIC ACID
Systematic Name English
FEMA NO. 2131
Code English
INS-210
Code English
BENZOIC ACID [VANDF]
Common Name English
PHENYLCARBOXYLIC ACID
Systematic Name English
BENZOIC ACID [GREEN BOOK]
Common Name English
BENZOIC ACID [MI]
Common Name English
BENZOIC ACID [WHO-DD]
Common Name English
INS NO.210
Code English
BENZOIC ACID [JAN]
Common Name English
ACIDUM BENZOICUM [WHO-IP LATIN]
Common Name English
TIAPROFENIC ACID IMPURITY D [EP]
Common Name English
BENZOIC ACID [II]
Common Name English
BENZOIC ACID [INCI]
Common Name English
BENZENECARBOXYLIC ACID
Systematic Name English
DRACYLIC ACID
Common Name English
NSC-149
Code English
GLYCOPYRRONIUM BROMIDE IMPURITY D [EP]
Common Name English
MEFENAMIC ACID IMPURITY D [EP]
Common Name English
BENZOICUM ACIDUM [HPUS]
Common Name English
BENZOIC ACID [MART.]
Common Name English
BENZOIC ACID (E 210)
Common Name English
BENZOIC ACID [USP-RS]
Common Name English
BENZOIC ACID [HSDB]
Common Name English
MENNO-FLORADES
Brand Name English
CARBOXYBENZENE
Systematic Name English
BENZOIC ACID [FCC]
Common Name English
E-210
Code English
BENZOIC ACID [WHO-IP]
Common Name English
BENZENEMETHANOIC ACID
Systematic Name English
BENZOIC ACID [FHFI]
Common Name English
BENZOIC ACID [USP]
Common Name English
Classification Tree Code System Code
JECFA EVALUATION INS-210
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
FDA ORPHAN DRUG 11385
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
FDA ORPHAN DRUG 77993
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
NDF-RT N0000175807
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
EPA PESTICIDE CODE 9101
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
NDF-RT N0000175806
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
CFR 21 CFR 310.527
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
LOINC 75065-3
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
CFR 21 CFR 573.210
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
FDA ORPHAN DRUG 365712
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
CODEX ALIMENTARIUS (GSFA) INS-210
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
CFR 21 CFR 184.1021
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
Code System Code Type Description
NCI_THESAURUS
C45678
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
CONCEPT Industrial Aid
JECFA MONOGRAPH
INS-210
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
PRIMARY
FDA UNII
8SKN0B0MIM
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
PRIMARY
RXCUI
70589
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
ALTERNATIVE
WHO INTERNATIONAL PHARMACOPEIA
BENZOIC ACID
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
PRIMARY Description: Colourless, light, feathery crystals or a white, microcrystalline powder; odour, characteristic, faint. Solubility: Slightly soluble in water; freely soluble in ethanol (~750 g/l) TS, ether R. Category: Dermatological agent. Storage: Benzoic acid should be kept in a well-closed container. Definition: Benzoic acid contains not less than 99.0% and not more than 100.5% of C7H6O2, calculated with reference to the anhydrous substance.
NCI_THESAURUS
C61646
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
PRIMARY
MESH
D019817
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
PRIMARY
ChEMBL
CHEMBL541
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
PRIMARY
HSDB
704
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
PRIMARY
MERCK INDEX
M2363
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
PRIMARY Merck Index
RXCUI
18989
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
PRIMARY
USP_CATALOG
1055002
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
PRIMARY USP-RS
PUBCHEM
243
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
PRIMARY
EPA CompTox
65-85-0
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
PRIMARY
WIKIPEDIA
BENZOIC ACID
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
PRIMARY
DRUG BANK
DB03793
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
PRIMARY
EVMPD
SUB12469MIG
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
PRIMARY
CAS
65-85-0
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
PRIMARY
ECHA (EC/EINECS)
200-618-2
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
PRIMARY
DRUG CENTRAL
4664
Created by admin on Fri Jun 25 21:14:22 UTC 2021 , Edited by admin on Fri Jun 25 21:14:22 UTC 2021
PRIMARY
Related Record Type Details
STYRAX TONKINENSIS RESIN
PARENT -> CONSTITUENT ALWAYS PRESENT
Structure of RIZATRIPTAN BENZOATE
SALT/SOLVATE -> PARENT
Structure of SODIUM BENZOATE
SALT/SOLVATE -> PARENT
Structure of CAFFEINE BENZOATE
SALT/SOLVATE -> PARENT
Structure of TRIETHANOLAMINE BENZOATE
SALT/SOLVATE -> PARENT
Structure of EMAMECTIN B1A BENZOATE
SALT/SOLVATE -> PARENT
Structure of METHYL 3-(2-(BENZYL(METHYL)AMINO)ETHYL)BENZOATE
DERIVATIVE -> PARENT
Structure of DENATONIUM BENZOATE ANHYDROUS
SALT/SOLVATE -> PARENT
Structure of CALCIUM BENZOATE
SALT/SOLVATE -> PARENT
PAEONIA LACTIFLORA ROOT
PARENT -> CONSTITUENT ALWAYS PRESENT
MIC 320 mg/L for ATCC 700392 and ATCC 700824 strains of H. pylori.
Structure of ALUMINUM BENZOATE
SALT/SOLVATE -> PARENT
Structure of MAGNESIUM BENZOATE
SALT/SOLVATE -> PARENT
Structure of LEAD BENZOATE
SALT/SOLVATE -> PARENT
Structure of POTASSIUM BENZOATE
SALT/SOLVATE -> PARENT
Structure of MERCURIC BENZOATE
SALT/SOLVATE -> PARENT
Structure of ZINC BENZOATE
SALT/SOLVATE -> PARENT
Structure of ALOGLIPTIN BENZOATE
SALT/SOLVATE -> PARENT
STYRAX TONKINENSIS RESIN EXTRACT
PARENT -> CONSTITUENT ALWAYS PRESENT
Structure of EMAMECTIN B1B BENZOATE
SALT/SOLVATE -> PARENT
Structure of SAXAGLIPTIN BENZOATE MONOHYDRATE
SALT/SOLVATE -> PARENT
STYRAX BENZOIN RESIN EXTRACT
PARENT -> CONSTITUENT ALWAYS PRESENT
Structure of CJ-15161 BENZOATE MONOHYDRATE
SALT/SOLVATE -> PARENT
PAEONIA X SUFFRUTICOSA ROOT
PARENT -> CONSTITUENT ALWAYS PRESENT
Structure of LITHIUM BENZOATE
SALT/SOLVATE -> PARENT
Structure of NALTREXONE BENZOATE
SALT/SOLVATE -> PARENT
Structure of OXYQUINOLINE BENZOATE
SALT/SOLVATE -> PARENT
Structure of DENATONIUM BENZOATE
SALT/SOLVATE -> PARENT
Structure of MANGANESE BENZOATE
SALT/SOLVATE -> PARENT
Structure of PHENYLMERCURIC BENZOATE
SALT/SOLVATE -> PARENT
Structure of CJ-15161 BENZOATE
SALT/SOLVATE -> PARENT
Related Record Type Details
Structure of .BETA.-HYDROXYPHENYLPROPIONIC ACID
METABOLITE -> PARENT
URINE
Structure of BENZOYLACETIC ACID
METABOLITE -> PARENT
in horse urine
URINE
Structure of AMPHETAMINE
PARENT -> METABOLITE
Related Record Type Details
Structure of GLYCOPYRROLATE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of MEFENAMIC ACID
PARENT -> IMPURITY
Correction factors: for the calculation of contents, multiply the peak areas by 4.0
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of BENZOIC ACID
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of BENZOYL PEROXIDE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of TIAPROFENIC ACID
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
Structure of BENZOIC ACID
ACTIVE MOIETY
http://apps.who.int/phint/pdf/b/Jb.6.1.49.pdf
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966