Compounds > 3-phenylpropanal
Page last updated: 2024-11-05

3-phenylpropanal

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

3-Phenylpropanal, also known as hydrocinnamaldehyde, is an aromatic aldehyde with a pleasant, floral, and sweet odor. It is a colorless liquid that is slightly soluble in water but miscible with most organic solvents.

It is naturally found in various essential oils, including cinnamon oil, hyacinth, and jasmine.

3-Phenylpropanal is commercially synthesized through various methods, including the oxidation of 3-phenylpropanol, the reduction of cinnamic acid, and the aldol condensation of benzaldehyde and acetaldehyde.

It is widely used in the fragrance industry as a component in perfumes, soaps, and cosmetics. Its pleasant odor also makes it valuable in the flavor industry, where it is used in food and beverages.

3-Phenylpropanal exhibits a wide range of biological activities, including anti-inflammatory, antioxidant, and antimicrobial properties. It is also studied for its potential therapeutic applications, such as its ability to inhibit the growth of cancer cells.

The study of 3-phenylpropanal is driven by its diverse applications and potential benefits. Researchers are interested in understanding its synthesis, properties, and biological activities to explore its potential in various fields, including fragrance, flavor, and medicine.'
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3-phenylpropanal : A benzene which is substituted by a 3-oxopropyl group at position 1. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID7707
CHEMBL ID440161
CHEBI ID39940
SCHEMBL ID1335
MeSH IDM0380497

Synonyms (77)

Synonym
1335-10-0
phenylpropionaldehyde
einecs 215-620-9
nsc 9271
einecs 203-211-8
hydrocinnamylaldehyde
fema no. 2887
3-phenylpropyl aldehyde
beta-phenylpropionaldehyde
ai3-01377
brn 1071910
wln: vh2r
wln: vh1uu1r
nsc-9271
hydrocinnamaldehyde
3-phenylpropylaldehyde
3-phenylpropanal
propionaidehyde, 3-phenyl-
hydrocinnamic aldehyde
benzylacetaldehyde
nsc9271
3-phenylpropionaldehyde
.beta.-phenylpropionaldehyde
104-53-0
3-phenyl-1-propanal
benzenepropanal
dihydrocinnamaldehyde
propanal, phenyl-
UPCMLD00WV-107
3PL ,
inchi=1/c9h10o/c10-8-4-7-9-5-2-1-3-6-9/h1-3,5-6,8h,4,7h
hydrocinnamaldehyde, >=95%, fg, fcc
hydrocinnamaldehyde, technical grade, 90%
CHEMBL440161
3-phenyl-propionaldehyde
P0217
AKOS000120255
unii-lp1e86n30t
4-07-00-00692 (beilstein handbook reference)
lp1e86n30t ,
tox21_302494
dtxcid8027610
cas-104-53-0
dtxsid0047610 ,
NCGC00256683-01
BP-11455
FT-0616345
AB00823
3-phenylpropionaldehyde [fhfi]
3-phenylpropionaldehyde [fcc]
phenylpropyl aldehyde
SCHEMBL1335
3-phenyl propanal
3-phenylproionaldehyde
3-phenyl propionaldehyde
hydrocinnamaidehyde
3-phenylpropan-1-al
J-640404
J-800439
CS-W007446
F2190-0593
hydrocinnamaldehyde, analytical reference material
mfcd00007021
beta -phenylpropionaldehyde
3-phenyl-propionaidehyde
benzenepropanal, 9ci
fema 2887
phenyl-propanal
3-phenylpropanaldehyde
DS-13816
Q174903
CHEBI:39940
phenylpropylaldehyde
3-phenylpropionaldehyde hydrocinnamic aldehyde
3-phenylpropionaldehyde;hydrocinnamic aldehyde
EN300-18678
Z87002472
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
flavouring agentA food additive that is used to added improve the taste or odour of a food.
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
aldehydeA compound RC(=O)H, in which a carbonyl group is bonded to one hydrogen atom and to one R group.
benzenesAny benzenoid aromatic compound consisting of the benzene skeleton and its substituted derivatives.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (5)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
retinoid X nuclear receptor alphaHomo sapiens (human)Potency22.74460.000817.505159.3239AID1159527; AID1159531
estrogen-related nuclear receptor alphaHomo sapiens (human)Potency64.75280.001530.607315,848.9004AID1259401
pregnane X nuclear receptorHomo sapiens (human)Potency48.55770.005428.02631,258.9301AID1346982
estrogen nuclear receptor alphaHomo sapiens (human)Potency68.58960.000229.305416,493.5996AID743079
thyroid stimulating hormone receptorHomo sapiens (human)Potency72.65380.001628.015177.1139AID1224895
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (5)

Assay IDTitleYearJournalArticle
AID1347082qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: LASV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347083qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: Viability assay - alamar blue signal for LASV Primary Screen2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347086qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lymphocytic Choriomeningitis Arenaviruses (LCMV): LCMV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID165313Compound was tested for inhibition of Protein tyrosine phosphatase (PTP1B)2004Bioorganic & medicinal chemistry letters, Jan-19, Volume: 14, Issue:2
Discovery of novel PTP1b inhibitors.
AID165321Compound was tested for inhibition of Protein tyrosine phosphatase (PTP1B)2004Bioorganic & medicinal chemistry letters, Jan-19, Volume: 14, Issue:2
Discovery of novel PTP1b inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's5 (38.46)29.6817
2010's6 (46.15)24.3611
2020's2 (15.38)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 47.48

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index47.48 (24.57)
Research Supply Index2.64 (2.92)
Research Growth Index5.07 (4.65)
Search Engine Demand Index67.63 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (47.48)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other13 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
benzaldehyde
[no description available]		2.0610benzaldehydesEC 3.1.1.3 (triacylglycerol lipase) inhibitor;
EC 3.5.5.1 (nitrilase) inhibitor;
flavouring agent;
fragrance;
odorant receptor agonist;
plant metabolite
bromide
Bromides: Salts of hydrobromic acid, HBr, with the bromine atom in the 1- oxidation state. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed)		2.0610halide anion;
monoatomic bromine
methane
Methane: The simplest saturated hydrocarbon. It is a colorless, flammable gas, slightly soluble in water. It is one of the chief constituents of natural gas and is formed in the decomposition of organic matter. (Grant & Hackh's Chemical Dictionary, 5th ed). methane : A one-carbon compound in which the carbon is attached by single bonds to four hydrogen atoms. It is a colourless, odourless, non-toxic but flammable gas (b.p. -161degreeC).		2.0610alkane;
gas molecular entity;
mononuclear parent hydride;
one-carbon compound		bacterial metabolite;
fossil fuel;
greenhouse gas
glycine
[no description available]		2.0210alpha-amino acid;
amino acid zwitterion;
proteinogenic amino acid;
serine family amino acid		EC 2.1.2.1 (glycine hydroxymethyltransferase) inhibitor;
fundamental metabolite;
hepatoprotective agent;
micronutrient;
neurotransmitter;
NMDA receptor agonist;
nutraceutical
acetylene
[no description available]		2.0610alkyne;
gas molecular entity;
terminal acetylenic compound
9,10-phenanthrenequinone
9,10-phenanthrenequinone: structure		2.1310phenanthrenes
styrene
Styrene: A colorless, toxic liquid with a strong aromatic odor. It is used to make rubbers, polymers and copolymers, and polystyrene plastics.. styrene : A vinylarene that is benzene carrying a vinyl group. It has been isolated from the benzoin resin produced by Styrax species.		2.0810styrenes;
vinylarene;
volatile organic compound		mouse metabolite;
mutagen;
plant metabolite
acrolein
[no description available]		2.0610enalherbicide;
human xenobiotic metabolite;
toxin
piperidine
[no description available]		2.0610azacycloalkane;
piperidines;
saturated organic heteromonocyclic parent;
secondary amine		base;
catalyst;
human metabolite;
non-polar solvent;
plant metabolite;
protic solvent;
reagent
2-naphthol
2-naphthol: RN given refers to parent cpd. 2-naphthol : A naphthol carrying a hydroxy group at position 2.. naphthols : Any hydroxynaphthalene derivative that has a single hydroxy substituent.		2.0810naphtholantinematodal drug;
genotoxin;
human urinary metabolite;
human xenobiotic metabolite;
mouse metabolite;
radical scavenger
alpha-aminopyridine
alpha-aminopyridine: RN given refers to parent cpd; structure in Merck Index, 9th ed, #485. aminopyridine : Compounds containing a pyridine skeleton substituted by one or more amine groups.		2.2110
phenylacetylene
phenylacetylene: can polymerize into DENDRIMERS		2.0610benzenes
pyridine-2-carboxaldehyde
pyridine-2-carboxaldehyde: structure in first source. 2-formylpyridine : A pyridinecarbaldehyde that is pyridine in which the hydrogen at position 2 is replaced by a formyl group.		2.0210pyridinecarbaldehyde
cyclic cmp
Cyclic CMP: A cyclic nucleotide formed from CYTIDINE TRIPHOSPHATE by the action of cytidylate cyclase. It is a potential cyclic nucleotide intracellular mediator of signal transductions.. 3',5'-cyclic CMP : A 3',5'-cyclic pyrimidine nucleotide having cytosine as the nucleobase.		2.01103',5'-cyclic pyrimidine nucleotidehuman metabolite
rhodium
Rhodium: A hard and rare metal of the platinum group, atomic number 45, atomic weight 102.905, symbol Rh.. rhodium atom : A cobalt group element atom of atomic number 45.		2.4920cobalt group element atom
silver chloride
[no description available]		2.0610inorganic chloride;
silver salt
silver bromide
[no description available]		2.0610
1h-imidazo(4,5-b)pyridine
1H-imidazo(4,5-b)pyridine: structure given in first source. 4-azabenzimidazole : The [4,5-b]-fused isomer of imidazopyridine.		2.2110imidazopyridine
carbene
carbene: electrically neutral species H2C: and its derivatives, in which the carbon is covalently bonded to two univalent groups of any kind or a divalent group and bears two nonbonding electrons; carbene is the name of the parent hydride :CH2 ; hence, the name dichlorocarbene for :CCl2. However, names for acyclic and cyclic hydrocarbons containing one or more divalent carbon atoms are derived from the name of the corresponding all-4-hydrocarbon using the suffix -ylidene; methylene carbene also available. carbene : The electrically neutral species H2C(2.) and its derivatives, in which the carbon is covalently bonded to two univalent groups of any kind or a divalent group and bears two nonbonding electrons, which may be spin-paired (singlet state) or spin-non-paired (triplet state).		2.0610carbene;
methanediyl
rmi 12330a
RMI 12330A: adenyl cyclase inhibitor in rat liver; RN given refers to (cis)-isomer; NM refers to HCl, (cis)-isomer; structure		2.0110
niflumic acid
strictifolione: structure in first source		2.0110
cinnamaldehyde
3-phenylprop-2-enal : A member of the class of cinnamaldehydes that is prop-2-enal in which a hydrogen at position 3 has been replaced by a phenyl group. The configuration of the double bond is not specified; the name "cinnamaldehyde" is widely used to refer to the E (trans) isomer.. (E)-cinnamaldehyde : The E (trans) stereoisomer of cinnamaldehyde, the parent of the class of cinnamaldehydes.		2.06103-phenylprop-2-enal;
cinnamaldehydes		antifungal agent;
EC 4.3.1.24 (phenylalanine ammonia-lyase) inhibitor;
flavouring agent;
hypoglycemic agent;
plant metabolite;
sensitiser;
vasodilator agent
ovalbumin
Ovalbumin: An albumin obtained from the white of eggs. It is a member of the serpin superfamily.		2.0610
piperidines
Piperidines: A family of hexahydropyridines.		2.0610
heme
Heme: The color-furnishing portion of hemoglobin. It is found free in tissues and as the prosthetic group in many hemeproteins.. ferroheme : Any iron(II)--porphyrin coordination complex.. ferroheme b : Heme b in which the iron has oxidation state +2.. heme : A heme is any tetrapyrrolic chelate of iron.		210
phenanthrenes
Phenanthrenes: POLYCYCLIC AROMATIC HYDROCARBONS composed of three fused BENZENE rings.. phenanthrenes : Any benzenoid aromatic compound that consists of a phenanthrene skeleton and its substituted derivatives thereof.		2.1310
ConditionIndicatedRelationship StrengthStudiesTrials