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
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
Michaelis-Menten analysis of bovine plasma amine oxidase by capillary electrophoresis using electrophoretically mediated microanalysis in a partially filled capillary.
2001 Apr
Shifting the biotransformation pathways of L-phenylalanine into benzaldehyde by Trametes suaveolens CBS 334.85 using HP20 resin.
2001 Apr
Amine oxidase-like activity of polyphenols. Mechanism and properties.
2001 Apr
Competitive inhibition of mushroom tyrosinase by 4-substituted benzaldehydes.
2001 Aug
Continuous production of (R)-phenylacetylcarbinol in an enzyme-membrane reactor using a potent mutant of pyruvate decarboxylase from Zymomonas mobilis.
2001 Aug 20
The application of chiral aminonaphthols in the enantioselective addition of diethylzinc to aryl aldehydes.
2001 Aug 23
Reinvestigation of the reactions of camphorketene: structural evidence for pseudopericyclic pathways.
2001 Aug 24
Structural basis for pterin antagonism in nitric-oxide synthase. Development of novel 4-oxo-pteridine antagonists of (6R)-5,6,7,8-tetrahydrobiopterin.
2001 Dec 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 Dec 5
Synthesis, antiretroviral and antioxidant evaluation of a series of new benzo[b]furan derivatives.
2001 Feb
Evaluation of VOC measurments in the EXPOLIS study. Air Pollution Exposure Distributions within Adult Urban Urban Populations in Europe.
2001 Feb
N-Acyl-1,2,3,4a,5,10b-hexahydro-[1]benzopyrano-[3,4-b][1,4]oxazine-9-carbonitriles as bladder-selective potassium channel openers.
2001 Feb
Lupeol, a triterpene, inhibits early responses of tumor promotion induced by benzoyl peroxide in murine skin.
2001 Feb
Therapeutic studies with a new combination benzoyl peroxide/clindamycin topical gel in acne vulgaris.
2001 Feb
Metabolic engineering of bacteria for environmental applications: construction of Pseudomonas strains for biodegradation of 2-chlorotoluene.
2001 Feb 13
Characterization of a model compound for the lysine tyrosylquinone cofactor of lysyl oxidase.
2001 Feb 16
Synthesis of polycyclic structures by the Diels-Alder reaction of inner-outer-ring 1,3-bis(trimethylsilyloxy)dienes.
2001 Feb 23
Trianthenol: an antifungal tetraterpenoid from Trianthema portulacastrum (Aizoaceae).
2001 Jan
10-Deacetyl baccatin III dimethyl sulfoxide disolvate.
2001 Jan
Catalytic turnover of substrate benzylamines by the quinone-dependent plasma amine oxidase leads to H2O2-dependent inactivation: evidence for generation of a cofactor-derived benzoxazole.
2001 Jan 23
Selective protection by stably transfected human ALDH3A1 (but not human ALDH1A1) against toxicity of aliphatic aldehydes in V79 cells.
2001 Jan 30
Inhibition of ALDH3A1-catalyzed oxidation by chlorpropamide analogues.
2001 Jan 30
Anomalous Zemplén deacylation reactions of alpha- and beta-D-mannopyranoside derivatives.
2001 Jan 30
Syntheses and reactions of 5-O-acetyl-1,2-anhydro-3-O-benzyl-alpha-D-ribofuranose and beta-D-lyxofuranose, 5-O-acetyl-1,2-anhydro-3,6-di-O-benzyl- and 1,2-anhydro-5,6-di-O-benzoyl-3-O-benzyl-beta-D-mannofuranose, and 6-O-acetyl-1,2-anhydro-3,4-di-O-benzyl-alpha-D-glucopyranose and -beta-D-talopyranose.
2001 Jan 30
The efficacy and safety of a combination benzoyl peroxide/clindamycin topical gel compared with benzoyl peroxide alone and a benzoyl peroxide/erythromycin combination product.
2001 Jan-Feb
Extremely high drug-reductase activity based on aldehyde oxidase in monkey liver.
2001 Jul
4-(Benzoylindolizinyl)butyric acids; novel nonsteroidal inhibitors of steroid 5alpha-reductase. III.
2001 Jul
Differential effects of naturally occurring isothiocyanates on the activities of cytochrome P450 2E1 and the mutant P450 2E1 T303A.
2001 Jul 1
Natural glycosides containing allopyranose from the passion fruit plant and circular dichroism of benzaldehyde cyanohydrin glycosides.
2001 Jul 12
Kinetics of the thiazolium ion-catalyzed benzoin condensation.
2001 Jul 27
Chemical composition and behavioral responses of the marine insect Halobates hawaiiensis (Heteroptera: Gerridae).
2001 Jul-Aug
Mutations affecting the cAMP transduction pathway modify olfaction in Drosophila.
2001 Jun
Biladienones from the photooxidation of a meso-gem-disubstituted phlorin: crystal and molecular structures of the 3N + O coordinated nickel(II) and copper(II) complexes.
2001 Jun 18
High-performance liquid chromatographic method development and validation for the simultaneous quantitation of naproxen sodium and pseudoephedrine hydrochloride impurities.
2001 Mar
Prediction of partition coefficient and toxicity for benzaldehyde compounds by their capacity factors and various molecular descriptors.
2001 Mar
O2 dependence of K+ transport in sickle cells: the effect of different cell populations and the substituted benzaldehyde 12C79.
2001 Mar
Headspace analysis of engine oil by gas chromatography/mass spectrometry.
2001 Mar 15
Nemorosone, the major constituent of floral resins of Clusia rosea.
2001 May
Representation of odorants by receptor neuron input to the mouse olfactory bulb.
2001 Nov 20
Inhibition of ALDH3A1-catalyzed oxidation by chlorpropamide analogues.
2001 Nov 28
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 Oct
Contributions of valine-292 in the nicotinamide binding site of liver alcohol dehydrogenase and dynamics to catalysis.
2001 Oct 23
Synthesis and receptor docking studies of N-substituted indole-2-carboxylic acid esters as a search for COX-2 selective enzyme inhibitors.
2001 Sep
Aldehyde and monocyclic aromatic hydrocarbon mixing ratios at an urban site in Las Vegas, Nevada.
2001 Sep
SPME/GC-MS characterization of volatiles associated with methamphetamine: toward the development of a pseudomethamphetamine training material.
2001 Sep
Conversion of amino acids into aroma compounds by cell-free extracts of Lactobacillus helveticus.
2001 Sep
EMDee: an enzymatic method for determining enantiomeric excess.
2001 Sep 19
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 Sep 21
Solution structures of the mixed aggregates derived from lithium acetylides and a camphor-derived amino alkoxide.
2001 Sep 21
Synthetic routes to fluorenone, indenopyirdine, 4h-naphtho[2,1-b]pyrans and pyridine derivatives.
2001 Sep-Oct
Name Type Language
BENZALDEHYDE
FCC   FHFI   HSDB   II   INCI   MART.   MI   USP-RS  
INCI  
Official Name English
FEMA NO. 2127
Code 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
BENZALDEHYDE [INCI]
Common Name English
Classification Tree Code System Code
JECFA EVALUATION BENZALDEHYDE
Created by admin on Fri Dec 15 15:22:10 GMT 2023 , Edited by admin on Fri Dec 15 15:22:10 GMT 2023
EPA PESTICIDE CODE 8601
Created by admin on Fri Dec 15 15:22:10 GMT 2023 , Edited by admin on Fri Dec 15 15:22:10 GMT 2023
EC SCIENTIFIC COMMITTEE ON CONSUMER SAFETY OPINION SCCS/1459/11
Created by admin on Fri Dec 15 15:22:10 GMT 2023 , Edited by admin on Fri Dec 15 15:22:10 GMT 2023
DEA NO. 8256
Created by admin on Fri Dec 15 15:22:10 GMT 2023 , Edited by admin on Fri Dec 15 15:22:10 GMT 2023
Code System Code Type Description
FDA UNII
TA269SD04T
Created by admin on Fri Dec 15 15:22:10 GMT 2023 , Edited by admin on Fri Dec 15 15:22:10 GMT 2023
PRIMARY
ECHA (EC/EINECS)
202-860-4
Created by admin on Fri Dec 15 15:22:10 GMT 2023 , Edited by admin on Fri Dec 15 15:22:10 GMT 2023
PRIMARY
NSC
7917
Created by admin on Fri Dec 15 15:22:10 GMT 2023 , Edited by admin on Fri Dec 15 15:22:10 GMT 2023
PRIMARY
CHEBI
17169
Created by admin on Fri Dec 15 15:22:10 GMT 2023 , Edited by admin on Fri Dec 15 15:22:10 GMT 2023
PRIMARY
SMS_ID
100000129170
Created by admin on Fri Dec 15 15:22:11 GMT 2023 , Edited by admin on Fri Dec 15 15:22:11 GMT 2023
PRIMARY
DAILYMED
TA269SD04T
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PRIMARY
EPA CompTox
DTXSID8039241
Created by admin on Fri Dec 15 15:22:10 GMT 2023 , Edited by admin on Fri Dec 15 15:22:10 GMT 2023
PRIMARY
NCI_THESAURUS
C2591
Created by admin on Fri Dec 15 15:22:10 GMT 2023 , Edited by admin on Fri Dec 15 15:22:10 GMT 2023
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
Created by admin on Fri Dec 15 15:22:10 GMT 2023 , Edited by admin on Fri Dec 15 15:22:10 GMT 2023
PRIMARY
RS_ITEM_NUM
1050905
Created by admin on Fri Dec 15 15:22:10 GMT 2023 , Edited by admin on Fri Dec 15 15:22:10 GMT 2023
PRIMARY
CAS
100-52-7
Created by admin on Fri Dec 15 15:22:10 GMT 2023 , Edited by admin on Fri Dec 15 15:22:10 GMT 2023
PRIMARY
HSDB
388
Created by admin on Fri Dec 15 15:22:10 GMT 2023 , Edited by admin on Fri Dec 15 15:22:10 GMT 2023
PRIMARY
NCI_THESAURUS
C45678
Created by admin on Fri Dec 15 15:22:10 GMT 2023 , Edited by admin on Fri Dec 15 15:22:10 GMT 2023
CONCEPT Industrial Aid
JECFA MONOGRAPH
321
Created by admin on Fri Dec 15 15:22:10 GMT 2023 , Edited by admin on Fri Dec 15 15:22:10 GMT 2023
PRIMARY
WIKIPEDIA
BENZALDEHYDE
Created by admin on Fri Dec 15 15:22:11 GMT 2023 , Edited by admin on Fri Dec 15 15:22:11 GMT 2023
PRIMARY
MESH
C032175
Created by admin on Fri Dec 15 15:22:10 GMT 2023 , Edited by admin on Fri Dec 15 15:22:10 GMT 2023
PRIMARY