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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
1413
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
7728
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Approved
8043
Whitfield’s ointment

Approved Use

Treatment of mild superficial fungal infections, particularly tinea pedis, tinea corporis and, occasionally, tinea capitis.
Curative
Approved
8043
Whitfield’s ointment

Approved Use

Treatment of mild superficial fungal infections, particularly tinea pedis, tinea corporis and, occasionally, tinea capitis.
Primary
Approved
8043
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
Acid tolerance of Escherichia coli O157:H7 and its survival in apple juice.
2001
Anaerobic degradation of aromatic compounds coupled to Fe(III) reduction by Ferroglobus placidus.
2001 Apr
Specific antioxidant activity of caffeoyl derivatives and other natural phenolic compounds: LDL protection against oxidation and decrease in the proinflammatory lysophosphatidylcholine production.
2001 Apr
Triterpene and flavanone glycoside from Rhododendron simsii.
2001 Apr
Novel retinoidal tropolone derivatives. Bioisosteric relationship of tropolone ring with benzoic acid moiety in retinoid structure.
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
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
Antineoplastic agents. 450. Synthesis of (+)-pancratistatin from (+)-narciclasine as relay(1a).
2001 Apr 20
Single-molecule magnets: Jahn-Teller isomerism and the origin of two magnetization relaxation processes in Mn12 complexes.
2001 Apr 23
Signature metabolites attesting to the in situ attenuation of alkylbenzenes in anaerobic environments.
2001 Feb 15
Determination of benzoyl peroxide and benzoic acid levels by HPLC during wheat flour bleaching process.
2001 Jan
Substrate specificity of human cathepsin D using internally quenched fluorescent peptides derived from reactive site loop of kallistatin.
2001 Jan 12
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
Mutagenicity of electrophilic N-acyloxy-N-alkoxyamides.
2001 Jul 25
A novel pathway of aerobic benzoate catabolism in the bacteria Azoarcus evansii and Bacillus stearothermophilus.
2001 Jul 6
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
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
Hepatic uptake and metabolism of benzoate: a multiple indicator dilution, perfused rat liver study.
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
Geobacter hydrogenophilus, Geobacter chapellei and Geobacter grbiciae, three new, strictly anaerobic, dissimilatory Fe(III)-reducers.
2001 Mar
Desulfomonile limimaris sp. nov., an anaerobic dehalogenating bacterium from marine sediments.
2001 Mar
Heterogenous and homogenous catalytic oxidation by supported gamma-FeOOH in a fluidized-bed reactor: kinetic approach.
2001 Mar 15
Headspace analysis of engine oil by gas chromatography/mass spectrometry.
2001 Mar 15
Comparative binding energy (COMBINE) analysis of influenza neuraminidase-inhibitor complexes.
2001 Mar 15
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
Analysis for organic residues from aids to polymerization used to make plastics intended for food contact.
2001 May
Two dimeric CuII benzoate derivatives solvated with acetonitrile.
2001 May
Modeling the survival of Escherichia coli O157:H7 in apple cider using probability distribution functions for quantitative risk assessment.
2001 May
The biosynthesis of benzoic acid glucosinolate esters in Arabidopsis thaliana.
2001 May
Asbestos causes apoptosis in alveolar epithelial cells: role of iron-induced free radicals.
2001 May
Method for the measurement of antioxidant activity in human fluids.
2001 May
Electric field analysis on the improved skin concentration of benzoate by electroporation.
2001 May 21
The loading module of rifamycin synthetase is an adenylation-thiolation didomain with substrate tolerance for substituted benzoates.
2001 May 22
Photosensitization of crystalline and amorphous titanium dioxide by platinum(IV) chloride surface complexes.
2001 May 4
The photochemistry of 2-(1-naphthyl)ethyl benzoates: cycloaddition and intramolecular exciplex formation.
2001 May 4
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
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URINE
Structure of AMPHETAMINE
PARENT -> METABOLITE
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PARENT -> IMPURITY
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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
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Structure of BENZOIC ACID
ACTIVE MOIETY
http://apps.who.int/phint/pdf/b/Jb.6.1.49.pdf
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