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

Details

Stereochemistry ACHIRAL
Molecular Formula C7H6O2
Molecular Weight 122.1213
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
1467
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Approved
8429
Whitfield’s ointment

Approved Use

Treatment of mild superficial fungal infections, particularly tinea pedis, tinea corporis and, occasionally, tinea capitis.
Curative
Approved
8429
Whitfield’s ointment

Approved Use

Treatment of mild superficial fungal infections, particularly tinea pedis, tinea corporis and, occasionally, tinea capitis.
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
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
Directed control of electroosmotic flow in nonaqueous electrolytes using poly(ethylene glycol) coated capillaries.
2001
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
Non-ionic micellar affinity capillary electrophoresis for analysis of interactions between micelles and drugs.
2001 Feb
Circulating advanced glycation end product levels in rats rapidly increase with acute renal failure.
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
Characterization of the FAD-containing N-methyltryptophan oxidase from Escherichia coli.
2001 Feb 6
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
The chlorobenzoate dioxygenase genes of Burkholderia sp. strain NK8 involved in the catabolism of chlorobenzoates.
2001 Jan
Alternative pathway therapy for urea cycle disorders: twenty years later.
2001 Jan
Expression of 2-halobenzoate dioxygenase genes (cbdSABC) involved in the degradation of benzoate and 2-halobenzoate in Burkholderia sp. TH2.
2001 Jan 10
Substrate specificity of human cathepsin D using internally quenched fluorescent peptides derived from reactive site loop of kallistatin.
2001 Jan 12
Polyacrylamides as hydrophilic selectors in non-aqueous capillary electrophoresis.
2001 Jan 5
Oral agents for the treatment of type 2 diabetes mellitus: pharmacology, toxicity, and treatment.
2001 Jul
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
[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
High-performance liquid chromatographic method development and validation for the simultaneous quantitation of naproxen sodium and pseudoephedrine hydrochloride impurities.
2001 Mar
Aerobic and anoxic biodegradation of benzoate: stability of biodegradative capability under endogenous conditions.
2001 Mar
Enhanced biodegradation of petrochemical wastewater using ozonation and BAC advanced treatment system.
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
Tyrosine and phenylalanine catabolism by Lactobacillus cheese flavor adjuncts.
2001 May
Analysis for organic residues from aids to polymerization used to make plastics intended for food contact.
2001 May
Asbestos causes apoptosis in alveolar epithelial cells: role of iron-induced free radicals.
2001 May
Electric field analysis on the improved skin concentration of benzoate by electroporation.
2001 May 21
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 Fri Dec 15 15:08:03 GMT 2023
Edited
by admin
on Fri Dec 15 15:08:03 GMT 2023
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
BENZOIC ACID [USP MONOGRAPH]
Common Name English
Benzoic acid [WHO-DD]
Common Name English
BENZOICUM ACIDUM
HPUS  
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
BENZOIC ACID [INCI]
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 Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
FDA ORPHAN DRUG 11385
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
FDA ORPHAN DRUG 77993
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
NDF-RT N0000175807
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
EPA PESTICIDE CODE 9101
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
NDF-RT N0000175806
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
CFR 21 CFR 310.527
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
LOINC 75065-3
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
CFR 21 CFR 573.210
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
FDA ORPHAN DRUG 365712
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
CODEX ALIMENTARIUS (GSFA) INS-210
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
CFR 21 CFR 184.1021
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C45678
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
CONCEPT Industrial Aid
FDA UNII
8SKN0B0MIM
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
PRIMARY
RXCUI
70589
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
ALTERNATIVE
CHEBI
30746
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
PRIMARY
SMS_ID
100000090433
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
BENZOIC ACID
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
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 Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
PRIMARY
NSC
149
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
PRIMARY
NCI_THESAURUS
C61646
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
PRIMARY
MESH
D019817
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
PRIMARY
ChEMBL
CHEMBL541
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
PRIMARY
HSDB
704
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
PRIMARY
JECFA MONOGRAPH
743
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
PRIMARY
MERCK INDEX
m2363
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
PRIMARY Merck Index
RXCUI
18989
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
PRIMARY
RS_ITEM_NUM
1055002
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
PRIMARY
PUBCHEM
243
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
PRIMARY
EPA CompTox
DTXSID6020143
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
PRIMARY
CHEBI
16150
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
PRIMARY
WIKIPEDIA
BENZOIC ACID
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
PRIMARY
DRUG BANK
DB03793
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
PRIMARY
EVMPD
SUB12469MIG
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
PRIMARY
CAS
65-85-0
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
PRIMARY
ECHA (EC/EINECS)
200-618-2
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
PRIMARY
DRUG CENTRAL
4664
Created by admin on Fri Dec 15 15:08:03 GMT 2023 , Edited by admin on Fri Dec 15 15:08:03 GMT 2023
PRIMARY
Related Record Type Details
Structure of RIZATRIPTAN BENZOATE
SALT/SOLVATE -> PARENT
Structure of Sodium benzoate
SALT/SOLVATE -> PARENT
Structure of CAFFEINE BENZOATE
SALT/SOLVATE -> PARENT
STYRAX TONKINENSIS RESIN
PARENT -> CONSTITUENT ALWAYS PRESENT
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
D-AMINO-ACID OXIDASE
TARGET -> INHIBITOR
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 TRIBENZOIN
PRODRUG -> METABOLITE ACTIVE
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 METRONIDAZOLE BENZOATE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of GLYCOPYRROLATE
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
Structure of METHYL AMINOLEVULINATE HYDROCHLORIDE
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
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