Showing metabocard for Phenylacetaldehyde (BMDB0006236)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 23:20:43 UTC
Update Date2020-04-22 15:17:01 UTC
BMDB IDBMDB0006236
Secondary Accession Numbers
  • BMDB06236
Metabolite Identification
Common NamePhenylacetaldehyde
DescriptionPhenylacetaldehyde, also known as alpha-tolualdehyde or 2-phenylethanal, belongs to the class of organic compounds known as phenylacetaldehydes. Phenylacetaldehydes are compounds containing a phenylacetaldehyde moiety, which consists of a phenyl group substituted at the second position by an acetalydehyde. Phenylacetaldehyde exists as a solid, possibly soluble (in water), and an extremely weak basic (essentially neutral) compound (based on its pKa) molecule. Phenylacetaldehyde exists in all living species, ranging from bacteria to humans. Phenylacetaldehyde is a potentially toxic compound.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-oxo-2-PhenylethaneChEBI
2-PhenylacetaldehydeChEBI
2-PhenylethanalChEBI
alpha-PhenylacetaldehydeChEBI
alpha-TolualdehydeChEBI
alpha-Toluic aldehydeChEBI
BenzacetaldehydeChEBI
BenzeneacetaldehydeChEBI
HyacinthinChEBI
PhenacetaldehydeChEBI
Phenylacetic aldehydeChEBI
a-PhenylacetaldehydeGenerator
Α-phenylacetaldehydeGenerator
a-TolualdehydeGenerator
Α-tolualdehydeGenerator
a-Toluic aldehydeGenerator
Α-toluic aldehydeGenerator
.alpha.-toluic aldehydeHMDB
BenzenacetaldehydeHMDB
BenzylcarboxaldehydeHMDB
FEMA no. 2974HMDB
OxophenylethaneHMDB
Phenyl-acetaldehydeHMDB
PhenylethanalHMDB
Chemical FormulaC8H8O
Average Molecular Weight120.1485
Monoisotopic Molecular Weight120.057514878
IUPAC Name2-phenylacetaldehyde
Traditional Namephenylacetaldehyde
CAS Registry Number122-78-1
SMILES
O=CCC1=CC=CC=C1
InChI Identifier
InChI=1S/C8H8O/c9-7-6-8-4-2-1-3-5-8/h1-5,7H,6H2
InChI KeyDTUQWGWMVIHBKE-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenylacetaldehydes. Phenylacetaldehydes are compounds containing a phenylacetaldehyde moiety, which consists of a phenyl group substituted at the second position by an acetalydehyde.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylacetaldehydes
Direct ParentPhenylacetaldehydes
Alternative Parents
Substituents
  • Phenylacetaldehyde
  • Alpha-hydrogen aldehyde
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aldehyde
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
StatusDetected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point120.5 - 121.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP1.78HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
logP1.75ALOGPS
logP1.45ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)14.98ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area17.07 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity36.44 m³·mol⁻¹ChemAxon
Polarizability12.91 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Blood
  • Milk
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
MilkDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal		 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0006236
DrugBank IDDB02178
Phenol Explorer Compound IDNot Available
FooDB IDFDB012238
KNApSAcK IDC00007535
Chemspider ID13876539
KEGG Compound IDC00601
BioCyc IDPHENYLACETALDEHYDE
BiGG ID35469
Wikipedia LinkPhenylacetaldehyde
METLIN IDNot Available
PubChem Compound998
PDB IDNot Available
ChEBI ID16424
References
Synthesis ReferenceSun Zhirong; Hu Xiang; Zhou Ding Wastewater minimization in indirect electrochemical synthesis of phenylacetaldehyde. TheScientificWorldJournal (2002), 2 48-52.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Pan L, Yu J, Mi Z, Mo L, Jin H, Yao C, Ren D, Menghe B: A Metabolomics Approach Uncovers Differences between Traditional and Commercial Dairy Products in Buryatia (Russian Federation). Molecules. 2018 Mar 22;23(4). pii: molecules23040735. doi: 10.3390/molecules23040735. [PubMed:29565828 ]