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Details

Stereochemistry ACHIRAL
Molecular Formula C7H6O2
Molecular Weight 122.1213
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Benzoic Acid

SMILES

OC(=O)C1=CC=CC=C1

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 122.1213
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/

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

1921
1468
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8504
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Approved
8583
Whitfield’s ointment

Approved Use

Treatment of mild superficial fungal infections, particularly tinea pedis, tinea corporis and, occasionally, tinea capitis.
Curative
Approved
8583
Whitfield’s ointment

Approved Use

Treatment of mild superficial fungal infections, particularly tinea pedis, tinea corporis and, occasionally, tinea capitis.
Primary
Approved
8583
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
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
eMolecules
478490
https://www.emolecules.com/cgi-bin/more?vid=478490
MolPort
MolPort-000-871-563
https://www.molport.com/shop/molecule-link/MolPort-000-871-563
ZINC
ZINC000000001011
http://zinc15.docking.org/substances/ZINC000000001011
PubMed

PubMed

TitleDatePubMed
[Studies on the infrared and fluorescence spectra of europium lanthanum-benzoate complexes].
1999 Aug
Clinical follow-up method for frontal sinus obliteration with bioactive glass S53P4.
2001
Triterpene and flavanone glycoside from Rhododendron simsii.
2001 Apr
In vivo 1H magnetic resonance spectroscopic measurement of brain glycine levels in nonketotic hyperglycinemia.
2001 Apr
Separation and determination of flavonoids and other phenolic compounds in cranberry juice by high-performance liquid chromatography.
2001 Apr 13
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
Synthesis, characterization and in vitro degradation of a new family of alternate poly(ester-anhydrides) based on aliphatic and aromatic diacids.
2001 Feb
Circulating advanced glycation end product levels in rats rapidly increase with acute renal failure.
2001 Feb
Quantification of benzoic, phenylacetic, and phenylbutyric acids from filter-paper blood spots by gas chromatography--mass spectrometry with stable isotope dilution.
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
A new application for the Antoine equation in formulation development.
2001 Feb 1
Solubilization of rapamycin.
2001 Feb 1
Interaction of hydrophobic anions with the rat skeletal muscle chloride channel ClC-1: effects on permeation and gating.
2001 Feb 1
Signature metabolites attesting to the in situ attenuation of alkylbenzenes in anaerobic environments.
2001 Feb 15
Cloning and expression of thermophilic catechol 1,2-dioxygenase gene (catA) from Streptomyces setonii.
2001 Feb 5
Characterization of the FAD-containing N-methyltryptophan oxidase from Escherichia coli.
2001 Feb 6
Trianthenol: an antifungal tetraterpenoid from Trianthema portulacastrum (Aizoaceae).
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
Free and conjugated benzoic acid in tobacco plants and cell cultures. Induced accumulation upon elicitation of defense responses and role as salicylic acid precursors.
2001 Jan
Perennial rhinitis induced by benzoate intolerance.
2001 Jan
Alternative pathway therapy for urea cycle disorders: twenty years later.
2001 Jan
Quantitative analysis of crystalline pharmaceuticals in powders and tablets by a pattern-fitting procedure using X-ray powder diffraction data.
2001 Jan 16
Effects of mono-, di- and tri-hydroxybenzoic acids on the nitrosation of propranolol: structure-activity relationship.
2001 Jan 25
The use of chitosan gels as matrices for electrically-modulated drug delivery.
2001 Jan 29
Targeted gene deletion in Zygosaccharomyces bailii.
2001 Jan 30
Oral agents for the treatment of type 2 diabetes mellitus: pharmacology, toxicity, and treatment.
2001 Jul
Characterization of the reaction mechanism for the XL-I form of bovine liver xenobiotic/medium-chain fatty acid:CoA ligase.
2001 Jul 1
Differential effects of naturally occurring isothiocyanates on the activities of cytochrome P450 2E1 and the mutant P450 2E1 T303A.
2001 Jul 1
m-Iodobenzoic acid complexes with selected metals: molecular structure and antimicrobial activity.
2001 Jun
Mineralization of 2,4-D, mecoprop, isoproturon and terbuthylazine in a chalk aquifer.
2001 Jun
Reactions of O*- with methyl benzoate: a negative ion chemical ionization and Fourier transform ion cyclotron resonance study.
2001 Jun
N-hydroxybenzenecarboximidic acid derivatives: a new class of nitroxyl-generating prodrugs.
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
Hippuric acid as a modifier of calcium oxalate crystallisation.
2001 Mar
Hippuric acid test using 13C-labelling and NMR spectroscopy.
2001 Mar
[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
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
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
Separation of a phenol carboxylating organism from a two-member, strict anaerobic co-culture.
2001 May
Effect of several organic acids on phosphate adsorption by variable charge soils of central China.
2001 May
Tyrosine and phenylalanine catabolism by Lactobacillus cheese flavor adjuncts.
2001 May
Interaction of the novel anticonvulsant, BIA 2-093, with voltage-gated sodium channels: comparison with carbamazepine.
2001 May
Modeling the survival of Escherichia coli O157:H7 in apple cider using probability distribution functions for quantitative risk assessment.
2001 May
Method for the measurement of antioxidant activity in human fluids.
2001 May
Photosensitization of crystalline and amorphous titanium dioxide by platinum(IV) chloride surface complexes.
2001 May 4
The role of Cys108 in Trigonopsis variabilis d-amino acid oxidase examined through chemical oxidation studies and point mutations C108S and C108D.
2010 Jul
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
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 Mon Mar 31 17:47:34 GMT 2025
Edited
by admin
on Mon Mar 31 17:47:34 GMT 2025
Record UNII
8SKN0B0MIM
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BENZOICUM ACIDUM
HPUS  
Preferred Name English
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
BENZOIC ACID [USP MONOGRAPH]
Common Name English
Benzoic acid [WHO-DD]
Common Name English
GLYCOPYRRONIUM BROMIDE IMPURITY D [EP IMPURITY]
Common Name English
BENZOATE
Systematic Name English
BENZOIC ACID [EP MONOGRAPH]
Common Name English
B A
Common Name English
VEVOVITALL
Brand Name English
BENZENEFORMIC ACID
Systematic Name English
METRONIDAZOLE BENZOATE IMPURITY C [EP IMPURITY]
Common 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
METHYLAMINOLEVULINATE HYDROCHLORIDE IMPURITY I [EP]
Common Name English
BENZOIC ACID [MI]
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
BENZENECARBOXYLIC ACID
Systematic Name English
DRACYLIC ACID
Common Name English
NSC-149
Code 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
HYDROUS BENZOYL PEROXIDE IMPURITY B [EP IMPURITY]
Common Name English
MEFENAMIC ACID IMPURITY D [EP IMPURITY]
Common Name English
BENZENEMETHANOIC ACID
Systematic Name English
BENZOIC ACID [FHFI]
Common Name English
Classification Tree Code System Code
JECFA EVALUATION INS-210
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
FDA ORPHAN DRUG 11385
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
FDA ORPHAN DRUG 77993
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
NDF-RT N0000175807
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
EPA PESTICIDE CODE 9101
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
NDF-RT N0000175806
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
CFR 21 CFR 310.527
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
LOINC 75065-3
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
CFR 21 CFR 573.210
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
FDA ORPHAN DRUG 365712
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
CODEX ALIMENTARIUS (GSFA) INS-210
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
CFR 21 CFR 184.1021
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
Code System Code Type Description
NCI_THESAURUS
C45678
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
CONCEPT Industrial Aid
FDA UNII
8SKN0B0MIM
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
PRIMARY
RXCUI
70589
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
ALTERNATIVE
CHEBI
30746
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
PRIMARY
SMS_ID
100000090433
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
BENZOIC ACID
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
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.
DAILYMED
8SKN0B0MIM
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
PRIMARY
NSC
149
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
PRIMARY
NCI_THESAURUS
C61646
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
PRIMARY
MESH
D019817
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
PRIMARY
ChEMBL
CHEMBL541
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
PRIMARY
HSDB
704
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
PRIMARY
JECFA MONOGRAPH
743
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
PRIMARY
MERCK INDEX
m2363
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
PRIMARY Merck Index
RXCUI
18989
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
PRIMARY
RS_ITEM_NUM
1055002
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
PRIMARY
PUBCHEM
243
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
PRIMARY
EPA CompTox
DTXSID6020143
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
PRIMARY
CHEBI
16150
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
PRIMARY
WIKIPEDIA
BENZOIC ACID
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
PRIMARY
DRUG BANK
DB03793
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
PRIMARY
EVMPD
SUB12469MIG
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
PRIMARY
CAS
65-85-0
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
PRIMARY
ECHA (EC/EINECS)
200-618-2
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
PRIMARY
DRUG CENTRAL
4664
Created by admin on Mon Mar 31 17:47:34 GMT 2025 , Edited by admin on Mon Mar 31 17:47:34 GMT 2025
PRIMARY
Related Record Type Details
Structure of RIZATRIPTAN BENZOATE
SALT/SOLVATE -> PARENT
Structure of Sodium benzoate
SALT/SOLVATE -> PARENT
STYRAX BENZOIN RESIN
PARENT -> CONSTITUENT ALWAYS PRESENT
CHROMATOGRAPHIC PURITY (TLC)
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
STYRAX TONKINENSIS RESIN
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Structure of CALCIUM BENZOATE
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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
D-AMINO-ACID OXIDASE
TARGET -> INHIBITOR
Structure of EMAMECTIN B1B BENZOATE
SALT/SOLVATE -> PARENT
Structure of SAXAGLIPTIN BENZOATE MONOHYDRATE
SALT/SOLVATE -> PARENT
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
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METABOLITE -> PARENT
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METABOLITE -> PARENT
in horse urine
URINE
Structure of AMPHETAMINE
PARENT -> METABOLITE
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PARENT -> IMPURITY
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PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of MEFENAMIC ACID
PARENT -> IMPURITY
Correction factors: for the calculation of contents, multiply the peak areas by 4.0
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ACTIVE MOIETY
http://apps.who.int/phint/pdf/b/Jb.6.1.49.pdf
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