phenyl propionaldehyde
propionaidehyde, phenyl-
 
Notes:
Present in cinnamon, tomato, gruyere de comte cheese, beer, cooked trassi, origanum (Spanish) and strawberry. Flavour ingredient
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CAS Number: 1335-10-0Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 215-620-9
FDA UNII: LP1E86N30T
Nikkaji Web: J36.950K
Beilstein Number: 1071910
MDL: MFCD00007021
XlogP3: 1.30 (est)
Molecular Weight: 134.17790000
Formula: C9 H10 O
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist: Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Appearance: colorless to pale yellow clear liquid (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Boiling Point: 217.00 to  218.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure: 0.131000 mmHg @ 25.00 °C. (est)
Flash Point: 203.00 °F. TCC ( 95.00 °C. ) (est)
logP (o/w): 1.780 (est)
Soluble in:
 alcohol
 water, 1624 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
CosIng: cosmetic data
Cosmetic Uses: perfuming agents
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Suppliers:
 None found
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: fragrance agents
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
 
Recommendation for phenyl propionaldehyde flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
EPA Substance Registry Services (TSCA): 1335-10-0
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 7707
National Institute of Allergy and Infectious Diseases: Data
 3-phenylpropanal
Chemidplus: 0001335100
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References:
 3-phenylpropanal
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 1335-10-0
Pubchem (cid): 7707
Pubchem (sid): 134972881
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEMBL: View
HMDB (The Human Metabolome Database): HMDB31626
FooDB: FDB011835
Typical G.C.
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 beer
Search  PMC Picture
 cassia bark
Search Trop  Picture
 cassia leaf
Search Trop  Picture
 champaca concrete @ trace%
Data  GC  Search Trop  Picture
 cheese gruyere cheese
Search  PMC Picture
 cinnamon bark oil (cinnamomum zeylanicum) sri lauka @ 0.10-0.70%
Data  GC  Search Trop  Picture
 cinnamon ceylon cinnamon bark
Search Trop  Picture
 cinnamon ceylon cinnamon leaf
Search Trop  Picture
 cinnamon ceylon cinnamon root bark
Search Trop  Picture
 strawberry wild strawberry fruit
Search Trop  Picture
 tomato fruit
Search Trop  Picture
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Synonyms:
 dihydrocinnamaldehyde
 hydrocinnamic aldehyde
 hydrocinnamyl aldehyde
 hydrocinnamylaldehyde
 phenyl propanal
3-phenylpropanal
 phenylpropionaldehyde
 propionaidehyde, phenyl-
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Articles:
PubMed: Formation of complex natural flavours by biotransformation of apple pomace with basidiomycetes.
PubMed: From a remarkable manifestation of polar effects in a radical fragmentation to the convergent synthesis of highly functionalized ketones.
PubMed: Rh-catalyzed linear hydroformylation of styrene.
PubMed: Enhancement of the promiscuous aldolase and dehydration activities of 4-oxalocrotonate tautomerase by protein engineering.
PubMed: Characterization and further stabilization of a new anti-prelog specific alcohol dehydrogenase from Thermus thermophilus HB27 for asymmetric reduction of carbonyl compounds.
PubMed: A computational reinvestigation of the formation of N-alkylpyrroles via intermolecular redox amination.
PubMed: In vivo cytokine modulatory effects of cinnamaldehyde, the major constituent of leaf essential oil from Cinnamomum osmophloeum Kaneh.
PubMed: A site-saturated mutagenesis study of pentaerythritol tetranitrate reductase reveals that residues 181 and 184 influence ligand binding, stereochemistry and reactivity.
PubMed: Well-defined N-heterocyclic carbene silver halides of 1-cyclohexyl-3-arylmethylimidazolylidenes: synthesis, structure and catalysis in A3-reaction of aldehydes, amines and alkynes.
PubMed: Formation of multi-stereogenic centers using a catalytic diastereoselective Henry reaction.
PubMed: Olfactory sensitivity for sperm-attractant aromatic aldehydes: a comparative study in human subjects and spider monkeys.
PubMed: Origin of pressure effects on regioselectivity and enantioselectivity in the rhodium-catalyzed hydroformylation of styrene with (S,S,S)-BisDiazaphos.
PubMed: The development and evaluation of a conducting matrix for the electrochemical regeneration of the immobilised co-factor NAD(H) under continuous flow.
PubMed: Emission pattern of semi-volatile organic compounds from recycled styrenic polymers using headspace solid-phase microextraction gas chromatography-mass spectrometry.
PubMed: Halonium ion-assisted deiodination of styrene-based vicinal iodohydrins followed by rearrangement through phenyl migration.
PubMed: Antimicrobial activity of the essential oil obtained from roots and chemical composition of the volatile constituents from the roots, stems, and leaves of Ballota nigra from Serbia.
PubMed: Substrate specificity of human and yeast aldehyde dehydrogenases.
PubMed: Purification and characterization of aldehyde dehydrogenase with a broad substrate specificity originated from 2-phenylethanol-assimilating Brevibacterium sp. KU1309.
PubMed: Mechanistic and structural studies of apoform, binary, and ternary complexes of the Arabidopsis alkenal double bond reductase At5g16970.
PubMed: Pinus taeda phenylpropenal double-bond reductase: purification, cDNA cloning, heterologous expression in Escherichia coli, and subcellular localization in P. taeda.
PubMed: Stability and comparative metabolism of selected felbamate metabolites and postulated fluorofelbamate metabolites by postmitochondrial suspensions.
PubMed: Oxidative aldehyde deformylation catalyzed by NADPH-cytochrome P450 reductase and the flavoprotein domain of neuronal nitric oxide synthase.
PubMed: Can the pi-facial selectivity of solvation be predicted by atomistic simulation?
PubMed: Inversion of stereoselectivity by applying mutants of the hydroxynitrile lyase from Manihot esculenta.
PubMed: Strategy for the synthesis of polymeric supports with hydrazone linkers for solid-phase alkylation of ketones and aldehydes.
PubMed: Investigating the role of 2-phenylpropenal in felbamate-induced idiosyncratic drug reactions.
PubMed: Enantioselective catalysis of the hetero-Diels-Alder reaction between Brassard's diene and aldehydes by hydrogen-bonding activation: a one-step synthesis of (S)-(+)-dihydrokawain.
PubMed: Development of highly diastereo- and enantioselective direct asymmetric aldol reaction of a glycinate Schiff base with aldehydes catalyzed by chiral quaternary ammonium salts.
PubMed: Reversal of enantioselectivity in the hydroformylation of styrene with [2S,4S-BDPP]Pt(SnCl3)Cl at high temperature arises from a change in the enantioselective-determining step.
PubMed: Cumene oxidation by cis-[RuIV(bpy)2(py)(O)]2+, revisited.
PubMed: Chiral aldehydes in hydrocarbons: diastereoselective nucleophilic addition, NMR, and CD spectroscopy reveal dynamic solvation effects.
PubMed: The arduous way to the egg: follow the nose.
PubMed: SuperQuat N-acyl-5,5-dimethyloxazolidin-2-ones for the asymmetric synthesis of alpha-alkyl and beta-alkyl aldehydes.
PubMed: Total synthesis of (+)-strictifolione.
PubMed: Reductive activation of dioxygen by a myoglobin reconstituted with a flavohemin.
PubMed: High yield synthesis of nitriles by a new enzyme, phenylacetaldoxime dehydratase, from Bacillus sp. strain OxB-1.
PubMed: Diastereoselective inter- and intramolecular pinacol coupling of aldehydes promoted by monomeric titanocene(II) complex Cp(2)TiPh.
PubMed: Felkin-Anh stereoselectivity in cycloadditions of acetylketene: evidence for a concerted, pseudopericyclic pathway
PubMed: Stopped-flow spectrophotometric analysis of intermediates in the peroxo-dependent inactivation of cytochrome P450 by aldehydes.
PubMed: EPR spectrometry of cytochrome P450 2B4: effects of mutations and substrate binding.
PubMed: Catalysis by amino acid-derived tetracoordinate complexes: enantioselective addition of dialkylzincs to aliphatic and aromatic aldehydes.
PubMed: First asymmetric synthesis of a 6-alkoxy-5,6-dihydro-1,3-oxazine: a promising enantioselective route to beta-amido aldehydes
PubMed: The synthesis, in vitro reactivity, and evidence for formation in humans of 5-phenyl-1,3-oxazinane-2,4-dione, a metabolite of felbamate.
PubMed: Discrete species of activated oxygen yield different cytochrome P450 heme adducts from aldehydes.
PubMed: Synthesis and cytotoxic activity of N-substituted thiosemicarbazones of 3-(3,4-methylenedioxy)phenylpropanal.
PubMed: Mechanism-based inactivation of cytochrome P450 2B4 by aldehydes: relationship to aldehyde deformylation via a peroxyhemiacetal intermediate.
PubMed: Asymmetric Electroreduction of Ketone and Aldehyde Derivatives to the Corresponding Alcohols Using Alcohol Dehydrogenase as an Electrocatalyst.
PubMed: Identification of modified atropaldehyde mercapturic acids in rat and human urine after felbamate administration.
PubMed: Synthesis and in vitro reactivity of 3-carbamoyl-2-phenylpropionaldehyde and 2-phenylpropenal: putative reactive metabolites of felbamate.
PubMed: Hepatic microsomal oxygenation of aldehydes to carboxylic acids.
PubMed: Metabolic conversion of 2-propylpentanal acetals to valproic acid in vitro. Model prodrugs of carboxylic acid agents.
PubMed: Reductions of 2-enals, dehydrogenation of saturated aldehydes and their racemisation.
PubMed: Geometric specificity of alcohol dehydrogenases and its potential for separation of trans and cis isomers of unsaturated aldehydes.
PubMed: Nicotinamide adenine dinucleotide phosphate-decanaldehyde adduct as an inhibitor of beef brain NADP-linked aldehyde reductase.
PubMed: Biosynthesis of mustard oil glucosides: conversion of phenylacetaldehyde oxime and 3-phenylpropionaldehyde oxime to glucotropaeolin and gluconasturtiin.
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