Phenylacetaldehyde

Identification

Name
Phenylacetaldehyde
Accession Number
DB02178  (EXPT01801)
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
External IDs
NSC-406309
Categories
UNII
U8J5PLW9MR
CAS number
122-78-1
Weight
Average: 120.1485
Monoisotopic: 120.057514878
Chemical Formula
C8H8O
InChI Key
DTUQWGWMVIHBKE-UHFFFAOYSA-N
InChI
InChI=1S/C8H8O/c9-7-6-8-4-2-1-3-5-8/h1-5,7H,6H2
IUPAC Name
2-phenylacetaldehyde
SMILES
O=CCC1=CC=CC=C1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UPrimary amine oxidaseNot AvailableEscherichia coli (strain K12)
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
PathwayCategory
Phenylalanine MetabolismMetabolic
Phenylalanine MetabolismMetabolic
Phenylethylamine MetabolismMetabolic
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteraction
Calcium carbimideThe risk or severity of adverse effects can be increased when Calcium carbimide is combined with Phenylacetaldehyde.
DisulfiramThe risk or severity of adverse effects can be increased when Disulfiram is combined with Phenylacetaldehyde.
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB0006236
KEGG Compound
C00601
PubChem Compound
998
PubChem Substance
46505999
ChemSpider
13876539
ChEBI
16424
ChEMBL
CHEMBL1233464
HET
HY1
Wikipedia
Phenylacetaldehyde
PDB Entries
1d6u / 1d6y / 1d6z / 2i0s / 2ok4 / 4omd / 6eqv

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)33.5 °CPhysProp
boiling point (°C)195 °CPhysProp
logP1.78HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
Water Solubility2.08 mg/mLALOGPS
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 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity36.44 m3·mol-1ChemAxon
Polarizability12.91 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9909
Blood Brain Barrier+0.9826
Caco-2 permeable+0.9175
P-glycoprotein substrateNon-substrate0.8161
P-glycoprotein inhibitor INon-inhibitor0.9608
P-glycoprotein inhibitor IINon-inhibitor0.9868
Renal organic cation transporterNon-inhibitor0.861
CYP450 2C9 substrateNon-substrate0.8249
CYP450 2D6 substrateNon-substrate0.9402
CYP450 3A4 substrateNon-substrate0.8189
CYP450 1A2 substrateInhibitor0.5562
CYP450 2C9 inhibitorNon-inhibitor0.9404
CYP450 2D6 inhibitorNon-inhibitor0.9502
CYP450 2C19 inhibitorNon-inhibitor0.8683
CYP450 3A4 inhibitorNon-inhibitor0.9593
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7643
Ames testNon AMES toxic0.9139
CarcinogenicityNon-carcinogens0.5626
BiodegradationReady biodegradable0.6159
Rat acute toxicity1.8351 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8888
hERG inhibition (predictor II)Non-inhibitor0.9741
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
GC-MS Spectrum - GC-MSGC-MSsplash10-00kf-9400000000-bec6e42b47ad1306960f
GC-MS Spectrum - GC-MSGC-MSsplash10-014l-9700000000-152bdd5b77d6af9657ec
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - EI-BGC-MSsplash10-0006-9000000000-d37cbef4100302e951de
GC-MS Spectrum - GC-MSGC-MSsplash10-00kf-9400000000-bec6e42b47ad1306960f
GC-MS Spectrum - GC-MSGC-MSsplash10-014l-9700000000-152bdd5b77d6af9657ec
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-00kf-9400000000-e75d2f0bf82f16a80388
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-00kf-9400000000-32573b7f6ab690a27e3e
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0006-5900000000-21e85148d15d190553c4
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0006-5900000000-4471e0916a32cf4df7ac
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0006-5900000000-650012e69d0a89a2fd4a
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0006-5900000000-c80b65e383f833509e0f
Mass Spectrum (Electron Ionization)MSsplash10-0006-9100000000-e7ef9a5c5a6cc5674cd1
MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)LC-MS/MSsplash10-0udi-4900000000-5001b07cef2fed3caa2c
MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)LC-MS/MSsplash10-004i-9100000000-048e2f1b42f7bd5104be
MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)LC-MS/MSsplash10-0fb9-9000000000-fc1fbd4e7c49f44ba764
MS/MS Spectrum - EI-B (HITACHI M-80A) , PositiveLC-MS/MSsplash10-0006-9000000000-bc0fa2967da6872f3a47
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-00di-0900000000-8c96fee71b311d751181
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0fk9-2900000000-4b405668c302f69a4bc7
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0ufr-9300000000-fe46a418a2f0124566c3
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-0900000000-4e064e0123dc18b6136a
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-1900000000-02fff0bd874e6e8616bb
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004l-9200000000-340c7a60a7708fa801f1

Taxonomy

Description
This compound belongs to the class of organic compounds known as phenylacetaldehydes. These are compounds containing a phenylacetaldehyde moiety, which consists of a phenyl group substituted at the second position by an acetalydehyde.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Phenylacetaldehydes
Direct Parent
Phenylacetaldehydes
Alternative Parents
Alpha-hydrogen aldehydes / Organic oxides / Hydrocarbon derivatives
Substituents
Phenylacetaldehyde / Alpha-hydrogen aldehyde / Organic oxygen compound / Organic oxide / Hydrocarbon derivative / Organooxygen compound / Carbonyl group / Aldehyde / Aromatic homomonocyclic compound
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
alpha-CH2-containing aldehyde, phenylacetaldehydes (CHEBI:16424) / an aryl aldehyde (PHENYLACETALDEHYDE)

Targets

Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Tryptamine:oxygen oxidoreductase (deaminating) activity
Specific Function
The enzyme prefers aromatic over aliphatic amines.
Gene Name
tynA
Uniprot ID
P46883
Uniprot Name
Primary amine oxidase
Molecular Weight
84378.17 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]

Drug created on June 13, 2005 07:24 / Updated on October 01, 2018 13:15