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

Details

Stereochemistry ACHIRAL
Molecular Formula C7H6O
Molecular Weight 106.1219
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Benzaldehyde

SMILES

O=CC1=CC=CC=C1

InChI

InChIKey=HUMNYLRZRPPJDN-UHFFFAOYSA-N
InChI=1S/C7H6O/c8-6-7-4-2-1-3-5-7/h1-6H

HIDE SMILES / InChI

Molecular Formula C7H6O
Molecular Weight 106.1219
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Benzaldehyde is the simplest and possibly the most industrially useful member of the family of aromatic aldehydes. Benzaldehyde exists in nature, primarily in combined forms such as a glycoside in almond, apricot, cherry, and peach seeds. The characteristic benzaldehyde odor of oil of bitter almond occurs because of trace amounts of free benzaldehyde formed by hydrolysis of the glycoside amygdalin. Benzaldehyde is a versatile intermediate because of its reactive aldehyde hydrogen, its carbonyl group, and the benzene ring. Benzaldehyde is formed from phenylpyruvic acid, derived by the aminotransferase activity on phenylalanine, in the presence of high levels of Mn2+, and contributes to the generation of flavor compound during cheese ripening. Benzaldehyde is a synthetic flavoring substance, sanctioned by the U.S. Food and Drug Administration (FDA) to be generally recognized as safe (GRAS) for foods. Benzaldehyde is also recognized as safe for use as a bee repellant in the harvesting of honey. Benzaldehyde's most important use is in organic synthesis, where it is the raw material utilized to produce various aldehydes. Because Benzaldehyde rapidly metabolizes to Benzoic Acid in the skin, the available dermal irritation and sensitization data demonstrating no adverse reactions to Benzoic Acid were considered supportive of the safety of Benzaldehyde.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Inactive ingredient
NYSTATIN

Approved Use

Nystatin Oral Suspension is indicated for the treatment of candidiasis in the oral cavity

Launch Date

1988
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer


Drug as perpetrator​

Drug as perpetrator​

PubMed

PubMed

TitleDatePubMed
Structural basis for pterin antagonism in nitric-oxide synthase. Development of novel 4-oxo-pteridine antagonists of (6R)-5,6,7,8-tetrahydrobiopterin.
2001-12-28
Dynamic structures of horse liver alcohol dehydrogenase (HLADH): results of molecular dynamics simulations of HLADH-NAD(+)-PhCH(2)OH, HLADH-NAD(+)-PhCH(2)O(-), and HLADH-NADH-PhCHO.
2001-12-05
Inhibition of ALDH3A1-catalyzed oxidation by chlorpropamide analogues.
2001-11-28
Identification of sites in the second exomembrane loop and ninth transmembrane helix of the mammalian Na+/H+ exchanger important for drug recognition and cation translocation.
2001-11-23
Representation of odorants by receptor neuron input to the mouse olfactory bulb.
2001-11-20
Histidine 90 function in 4-chlorobenzoyl-coenzyme a dehalogenase catalysis.
2001-11-13
Hydrogen peroxide triggers the formation of a disulfide dimer of muscle acylphosphatase and modifies some functional properties of the enzyme.
2001-11-09
On-road measurement of carbonyls in California light-duty vehicle emissions.
2001-11-01
Study of glycosylation with N-trichloroacetyl-D-glucosamine derivatives in the syntheses of the spacer-armed pentasaccharides sialyl lacto-N-neotetraose and sialyl lacto-N-tetraose, their fragments, and analogues.
2001-11-01
Antibodies directed to drug epitopes to investigate the structure of drug-protein photoadducts. Recognition of a common photobound substructure in tiaprofenic acid/ketoprofen cross-photoreactivity.
2001-11
Synthetic routes to fluorenone, indenopyirdine, 4h-naphtho[2,1-b]pyrans and pyridine derivatives.
2001-10-30
Contributions of valine-292 in the nicotinamide binding site of liver alcohol dehydrogenase and dynamics to catalysis.
2001-10-23
The [2+2]-photocycloaddition of aromatic aldehydes and ketones to 3,4-dihydro-2-pyridones: regioselectivity, diastereoselectivity, and reductive ring opening of the product oxetanes.
2001-10-15
Volatile compounds from Salix spp. varieties differing in susceptibility to three willow beetle species.
2001-10
Analysis of the S(2) subsite specificities of the recombinant cysteine proteinases CPB of Leishmania mexicana, and cruzain of Trypanosoma cruzi, using fluorescent substrates containing non-natural basic amino acids.
2001-10
Ozone reaction with n-aldehydes (n=4-10), benzaldehyde, ethanol, isopropanol, and n-propanol adsorbed on a dual-bed graphitized carbon-carbon molecular sieve adsorbent cartridge.
2001-09-21
Solution structures of the mixed aggregates derived from lithium acetylides and a camphor-derived amino alkoxide.
2001-09-21
EMDee: an enzymatic method for determining enantiomeric excess.
2001-09-19
Chemical composition and behavioral responses of the marine insect Halobates hawaiiensis (Heteroptera: Gerridae).
2001-09-04
Synthesis and receptor docking studies of N-substituted indole-2-carboxylic acid esters as a search for COX-2 selective enzyme inhibitors.
2001-09
Aldehyde and monocyclic aromatic hydrocarbon mixing ratios at an urban site in Las Vegas, Nevada.
2001-09
SPME/GC-MS characterization of volatiles associated with methamphetamine: toward the development of a pseudomethamphetamine training material.
2001-09
The relationship between Taxol and (+)-discodermolide: synthetic analogs and modeling studies.
2001-09
Quantitative structure-activity studies of insect growth regulators: XVIII. Effects of substituents on the aromatic moiety of dibenzoylhydrazines on larvicidal activity against the Colorado potato beetle Leptinotarsa decemlineata.
2001-09
Conversion of amino acids into aroma compounds by cell-free extracts of Lactobacillus helveticus.
2001-09
Effects of beta-naphthoflavone on the cytochrome P450 system, and phase II enzymes in gilthead seabream (Sparus aurata).
2001-09
Reinvestigation of the reactions of camphorketene: structural evidence for pseudopericyclic pathways.
2001-08-24
The application of chiral aminonaphthols in the enantioselective addition of diethylzinc to aryl aldehydes.
2001-08-23
Solution structures and reactivities of the mixed aggregates derived from n-butyllithium and vicinal amino alkoxides.
2001-08-22
Odor exposure causes central adaptation and morphological changes in selected olfactory glomeruli in Drosophila.
2001-08-15
Increasing the number of synapses modifies olfactory perception in Drosophila.
2001-08-15
Synthesis, structure, and redox and catalytic properties of a new family of ruthenium complexes containing the tridentate bpea ligand.
2001-08-13
Immobilization of chiral ligands on polymer fibers by electron beam induced grafting and applications in enantioselective catalysis.
2001-08-09
PNA synthesis using a novel Boc/acyl protecting group strategy.
2001-08
Competitive inhibition of mushroom tyrosinase by 4-substituted benzaldehydes.
2001-08
Determination of aldehydes and ketones in air samples using cryotrapping sampling.
2001-08
Catalyzed asymmetric dialkylzinc addition to benzaldehyde in the presence of new chiral ligands--delta-(1-phenethyl)aminoalcohols.
2001-08
Functional analysis of an olfactory receptor in Drosophila melanogaster.
2001-07-31
Kinetics of the thiazolium ion-catalyzed benzoin condensation.
2001-07-27
Production of a cyanogenic secretion by a thyridid caterpillar (Calindoea trifascialis, Thyrididae, Lepidoptera).
2001-07
Determination of carbonyl compounds in air by electrochromatography.
2001-07
Extremely high drug-reductase activity based on aldehyde oxidase in monkey liver.
2001-07
4-(Benzoylindolizinyl)butyric acids; novel nonsteroidal inhibitors of steroid 5alpha-reductase. III.
2001-07
Mutations affecting the cAMP transduction pathway modify olfaction in Drosophila.
2001-06
Electrophysiological and behavioral responses of female Helicoverpa armigera to compounds identified in flowers of African marigold, Tagetes erecta.
2001-06
[The sonochemical-degradation mechanism of toluene in aqueous solution].
2001-05
Individual variation in hepatic aldehyde oxidase activity.
2001-04
Catalytic asymmetric organozinc additions to carbonyl compounds.
2001-03
Photopolymerization of liquid carbon disulfide produces nanoscale polythiene films.
2001-02-14
N-terminal derivatization and fragmentation of neutral peptides via ion--molecule reactions with acylium ions: toward gas-phase Edman degradation?
2001-02-14
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:55:26 GMT 2025
Edited
by admin
on Mon Mar 31 17:55:26 GMT 2025
Record UNII
TA269SD04T
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FEMA NO. 2127
Preferred Name English
Benzaldehyde
FCC   FHFI   HSDB   II   INCI   MART.   MI   USP-RS  
INCI  
Official Name English
Benzaldehyde [FCC]
Common Name English
Benzaldehyde [FHFI]
Common Name English
FENTANYL IMPURITY E [EP IMPURITY]
Common Name English
AMFETAMINE SULFATE IMPURITY D [EP IMPURITY]
Common Name English
GLYCOPYRRONIUM BROMIDE IMPURITY F [EP IMPURITY]
Common Name English
Phenylformaldehyde
Systematic Name English
Benzaldehyde [HSDB]
Common Name English
Benzaldehyde [MART.]
Common Name English
Artificial almond oil
Common Name English
BENZOYLL PEROXIDE HYDROUS IMPURITY A [EP IMPURITY]
Common Name English
Benzaldehyde spirit [WHO-DD]
Common Name English
Benzoic aldehyde
Common Name English
NSC-7917
Code English
Benzaldehyde [USP IMPURITY]
Common Name English
Benzaldehyde [MI]
Common Name English
NCI-C56133
Common Name English
BENZALKONIUM CHLORIDE IMPURITY B [EP IMPURITY]
Common Name English
Benzaldehyde [II]
Common Name English
TRIBENOSIDE IMPURITY C [EP IMPURITY]
Common Name English
Phenylmethanal
Systematic Name English
HYDROUS BENZOYL PEROXIDE IMPURITY A [EP IMPURITY]
Common Name English
Benzaldehyde [USP-RS]
Common Name English
Benzaldehyde [VANDF]
Common Name English
Benzenecarboxaldehyde
Systematic Name English
FENTANYL CITRATE IMPURITY E [EP IMPURITY]
Common Name English
Benzoic acid aldehyde
Common Name English
BENZYL ALCOHOL IMPURITY A [EP IMPURITY]
Common Name English
Classification Tree Code System Code
JECFA EVALUATION BENZALDEHYDE
Created by admin on Mon Mar 31 17:55:26 GMT 2025 , Edited by admin on Mon Mar 31 17:55:26 GMT 2025
EPA PESTICIDE CODE 8601
Created by admin on Mon Mar 31 17:55:26 GMT 2025 , Edited by admin on Mon Mar 31 17:55:26 GMT 2025
EC SCIENTIFIC COMMITTEE ON CONSUMER SAFETY OPINION SCCS/1459/11
Created by admin on Mon Mar 31 17:55:26 GMT 2025 , Edited by admin on Mon Mar 31 17:55:26 GMT 2025
DEA NO. 8256
Created by admin on Mon Mar 31 17:55:26 GMT 2025 , Edited by admin on Mon Mar 31 17:55:26 GMT 2025
Code System Code Type Description
FDA UNII
TA269SD04T
Created by admin on Mon Mar 31 17:55:26 GMT 2025 , Edited by admin on Mon Mar 31 17:55:26 GMT 2025
PRIMARY
ECHA (EC/EINECS)
202-860-4
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PRIMARY
NSC
7917
Created by admin on Mon Mar 31 17:55:26 GMT 2025 , Edited by admin on Mon Mar 31 17:55:26 GMT 2025
PRIMARY
CHEBI
17169
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PRIMARY
SMS_ID
100000129170
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PRIMARY
DAILYMED
TA269SD04T
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PRIMARY
EPA CompTox
DTXSID8039241
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PRIMARY
NCI_THESAURUS
C2591
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PRIMARY
MERCK INDEX
m2330
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PRIMARY Merck Index
RXCUI
1314334
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PRIMARY RxNorm
ChEMBL
CHEMBL15972
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PRIMARY
EVMPD
SUB37594
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PRIMARY
PUBCHEM
240
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PRIMARY
RS_ITEM_NUM
1050905
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PRIMARY
CAS
100-52-7
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PRIMARY
HSDB
388
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PRIMARY
NCI_THESAURUS
C45678
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CONCEPT Industrial Aid
JECFA MONOGRAPH
321
Created by admin on Mon Mar 31 17:55:26 GMT 2025 , Edited by admin on Mon Mar 31 17:55:26 GMT 2025
PRIMARY
WIKIPEDIA
BENZALDEHYDE
Created by admin on Mon Mar 31 17:55:26 GMT 2025 , Edited by admin on Mon Mar 31 17:55:26 GMT 2025
PRIMARY
MESH
C032175
Created by admin on Mon Mar 31 17:55:26 GMT 2025 , Edited by admin on Mon Mar 31 17:55:26 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
PARENT -> CONSTITUENT ALWAYS PRESENT
PARENT -> CONSTITUENT ALWAYS PRESENT
Related Record Type Details
PARENT -> IMPURITY
PARENT -> IMPURITY
PARENT -> IMPURITY
PARENT -> IMPURITY
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
impurity C: not more than twice the area of the corresponding peak in the chromatogram obtained with reference solution (a) (0.5 per cent); if the area of the peak due to impurity C in the chromatogram obtained with the test solution is greater than the area of the corresponding peak in the chromatogram obtained with reference solution (a) (0.25 per cent), dilute the test solution to obtain an area equal to or smaller than the area of the peak in the chromatogram obtained with reference solution (a); calculate the content of impurity C taking into account the dilution factor;
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
0.05% FOR PARENTERAL
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
ACTIVE MOIETY