3-PHENYLPROPIONALDEHYDE (CHEM007185)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 02:22:23 UTC
Update Date2016-11-09 01:09:52 UTC
Accession NumberCHEM007185
Identification
Common Name3-PHENYLPROPIONALDEHYDE
ClassSmall Molecule
DescriptionA benzene which is substituted by a 3-oxopropyl group at position 1.
Contaminant Sources
  • EAFUS Chemicals
  • FooDB Chemicals
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
3-Phenyl-1-propanalChEBI
3-Phenylpropan-1-alChEBI
3-PhenylpropionaldehydeChEBI
3-Phenylpropyl aldehydeChEBI
3-PhenylpropylaldehydeChEBI
BenzenepropanalChEBI
BenzylacetaldehydeChEBI
beta-PhenylpropionaldehydeChEBI
DihydrocinnamaldehydeChEBI
HydrocinnamaldehydeChEBI
Hydrocinnamic aldehydeChEBI
HydrocinnamylaldehydeChEBI
b-PhenylpropionaldehydeGenerator
Β-phenylpropionaldehydeGenerator
3-Phenyl-propionaldehydeChEMBL, HMDB
3-Phenyl-propionaidehydeHMDB
Benzenepropanal, 9ciHMDB
beta -PhenylpropionaldehydeHMDB
FEMA 2887HMDB
Phenyl-propanalHMDB
PhenylpropionaldehydeHMDB
3-PhenylpropanalHMDB
3-PhenylpropanaldehydeHMDB
Chemical FormulaC9H10O
Average Molecular Mass134.175 g/mol
Monoisotopic Mass134.073 g/mol
CAS Registry Number104-53-0
IUPAC Name3-phenylpropanal
Traditional Namebenzenepropanal
SMILESO=CCCC1=CC=CC=C1
InChI IdentifierInChI=1S/C9H10O/c10-8-4-7-9-5-2-1-3-6-9/h1-3,5-6,8H,4,7H2
InChI KeyYGCZTXZTJXYWCO-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassNot Available
Direct ParentBenzene and substituted derivatives
Alternative Parents
Substituents
  • Monocyclic benzene moiety
  • Alpha-hydrogen aldehyde
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aldehyde
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.56 g/LALOGPS
logP2.14ALOGPS
logP1.9ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)17.44ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity41.04 m³·mol⁻¹ChemAxon
Polarizability15 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-002f-9200000000-79841a7270e9c9570f25Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-002f-9200000000-79841a7270e9c9570f25Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9500000000-9b29d5a5d4722ac4e79aSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-1900000000-ebe1fed4487377778646Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00ku-4900000000-c705b023e92db7b411fdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9200000000-607e7d0c5fcdf2de6aacSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-3a59a74e50fa2604bc47Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-2900000000-79cf5ba3d914fdc64f40Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9100000000-5563a4404919b9fc143eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-9100000000-eb62ae1a31d2b2849971Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-9b2cb49a18250b030f1fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9100000000-e1432465bd44545249a7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001l-4900000000-5e63967b8e186a03774cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4l-8900000000-ff8bcbace26e3eb7f39aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00mo-9000000000-f2209f9b261012781d54Spectrum
MSMass Spectrum (Electron Ionization)splash10-002f-9200000000-b6c6eb84142ecf8702d8Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0033716
FooDB IDFDB011835
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDCPD-19228
METLIN IDNot Available
PDB ID3PL
Wikipedia LinkNot Available
Chemspider ID7421
ChEBI ID39940
PubChem Compound ID7707
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11051560
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=14667463
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=27444877
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=28556537
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=31423791
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=32119147
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=6082608
8. Boymans E, Janssen M, Muller C, Lutz M, Vogt D: Rh-catalyzed linear hydroformylation of styrene. Dalton Trans. 2013 Jan 7;42(1):137-42. doi: 10.1039/c2dt31738a.
9. Xue X, Yu A, Cai Y, Cheng JP: A computational reinvestigation of the formation of N-alkylpyrroles via intermolecular redox amination. Org Lett. 2011 Nov 18;13(22):6054-7. doi: 10.1021/ol2025247. Epub 2011 Oct 20.
10. Rocha-Martin J, Vega D, Bolivar JM, Hidalgo A, Berenguer J, Guisan JM, Lopez-Gallego F: Characterization and further stabilization of a new anti-prelog specific alcohol dehydrogenase from Thermus thermophilus HB27 for asymmetric reduction of carbonyl compounds. Bioresour Technol. 2012 Jan;103(1):343-50. doi: 10.1016/j.biortech.2011.10.018. Epub 2011 Oct 17.
11. Zandvoort E, Geertsema EM, Quax WJ, Poelarends GJ: Enhancement of the promiscuous aldolase and dehydration activities of 4-oxalocrotonate tautomerase by protein engineering. Chembiochem. 2012 Jun 18;13(9):1274-7. doi: 10.1002/cbic.201200225. Epub 2012 May 21.
12. Kasahara H, Jiao Y, Bedgar DL, Kim SJ, Patten AM, Xia ZQ, Davin LB, Lewis NG: Pinus taeda phenylpropenal double-bond reductase: purification, cDNA cloning, heterologous expression in Escherichia coli, and subcellular localization in P. taeda. Phytochemistry. 2006 Aug;67(16):1765-80. Epub 2006 Aug 14.
13. Vilaplana F, Martinez-Sanz M, Ribes-Greus A, Karlsson S: Emission pattern of semi-volatile organic compounds from recycled styrenic polymers using headspace solid-phase microextraction gas chromatography-mass spectrometry. J Chromatogr A. 2010 Jan 15;1217(3):359-67. doi: 10.1016/j.chroma.2009.11.057. Epub 2009 Nov 20.
14. Watkins AL, Landis CR: Origin of pressure effects on regioselectivity and enantioselectivity in the rhodium-catalyzed hydroformylation of styrene with (S,S,S)-BisDiazaphos. J Am Chem Soc. 2010 Aug 4;132(30):10306-17. doi: 10.1021/ja909619a.
15. Agrawal MK, Ghosh PK: Halonium ion-assisted deiodination of styrene-based vicinal iodohydrins followed by rearrangement through phenyl migration. J Org Chem. 2009 Oct 16;74(20):7947-50. doi: 10.1021/jo9013707.
16. Kjeldmand L, Salazar LT, Laska M: Olfactory sensitivity for sperm-attractant aromatic aldehydes: a comparative study in human subjects and spider monkeys. J Comp Physiol A Neuroethol Sens Neural Behav Physiol. 2011 Jan;197(1):15-23. doi: 10.1007/s00359-010-0580-y. Epub 2010 Sep 7.
17. Casey CP, Martins SC, Fagan MA: 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. J Am Chem Soc. 2004 May 5;126(17):5585-92.
18. Youn B, Kim SJ, Moinuddin SG, Lee C, Bedgar DL, Harper AR, Davin LB, Lewis NG, Kang C: Mechanistic and structural studies of apoform, binary, and ternary complexes of the Arabidopsis alkenal double bond reductase At5g16970. J Biol Chem. 2006 Dec 29;281(52):40076-88. Epub 2006 Oct 6.
19. Vukovic N, Sukdolak S, Solujic S, Niciforovic N: 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. J Med Food. 2009 Apr;12(2):435-41. doi: 10.1089/jmf.2008.0164.
20. Toogood HS, Fryszkowska A, Hulley M, Sakuma M, Mansell D, Stephens GM, Gardiner JM, Scrutton NS: A site-saturated mutagenesis study of pentaerythritol tetranitrate reductase reveals that residues 181 and 184 influence ligand binding, stereochemistry and reactivity. Chembiochem. 2011 Mar 21;12(5):738-49. doi: 10.1002/cbic.201000662. Epub 2011 Mar 4.
21. Lazny R, Nodzewska A, Sienkiewicz M, Wolosewicz K: Strategy for the synthesis of polymeric supports with hydrazone linkers for solid-phase alkylation of ketones and aldehydes. J Comb Chem. 2005 Jan-Feb;7(1):109-16.
22. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.