Phenylethyl alcohol

Identification

Name
Phenylethyl alcohol
Accession Number
DB02192  (EXPT02549)
Type
Small Molecule
Groups
Experimental
Description

An antimicrobial, antiseptic, and disinfectant that is used also as an aromatic essence and preservative in pharmaceutics and perfumery.

Structure
Thumb
Synonyms
  • 2-phenylethanol
  • Benzeneethanol
  • Phenethyl alcohol
  • Phenylethanol
External IDs
FEMA NO. 2858 / NSC-406252
Categories
Not Available
UNII
ML9LGA7468
CAS number
60-12-8
Weight
Average: 122.1644
Monoisotopic: 122.073164942
Chemical Formula
C8H10O
InChI Key
WRMNZCZEMHIOCP-UHFFFAOYSA-N
InChI
InChI=1S/C8H10O/c9-7-6-8-4-2-1-3-5-8/h1-5,9H,6-7H2
IUPAC Name
2-phenylethan-1-ol
SMILES
OCCC1=CC=CC=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UParathion hydrolaseNot AvailableFlavobacterium sp. (strain ATCC 27551)
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
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

Synthesis Reference

Michel Baudouin, "Process for the preparation of 2-phenyl-ethanol." U.S. Patent US3954888, issued May 04, 1976.

US3954888
General References
Not Available
External Links
Human Metabolome Database
HMDB33944
KEGG Drug
D00192
KEGG Compound
C05853
PubChem Compound
6054
PubChem Substance
46506001
ChemSpider
5830
BindingDB
85807
ChEBI
49000
ChEMBL
CHEMBL448500
HET
PEL
PDB Entries
1eyw / 1hzy / 1i0b / 1i0d / 1jgm / 2i0t / 3x3x

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)-27 °CPhysProp
boiling point (°C)218.2 °CPhysProp
water solubility2.22E+004 mg/L (at 25 °C)VALVANI, SC ET AL. (1981)
logP1.36HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
Water Solubility11.3 mg/mLALOGPS
logP1.51ALOGPS
logP1.49ChemAxon
logS-1ALOGPS
pKa (Strongest Acidic)15.88ChemAxon
pKa (Strongest Basic)-2.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity37.63 m3·mol-1ChemAxon
Polarizability13.87 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.986
Blood Brain Barrier+0.9604
Caco-2 permeable+0.8447
P-glycoprotein substrateNon-substrate0.7911
P-glycoprotein inhibitor INon-inhibitor0.947
P-glycoprotein inhibitor IINon-inhibitor0.9738
Renal organic cation transporterNon-inhibitor0.8138
CYP450 2C9 substrateNon-substrate0.7986
CYP450 2D6 substrateNon-substrate0.8766
CYP450 3A4 substrateNon-substrate0.8026
CYP450 1A2 substrateNon-inhibitor0.621
CYP450 2C9 inhibitorNon-inhibitor0.9171
CYP450 2D6 inhibitorNon-inhibitor0.9474
CYP450 2C19 inhibitorNon-inhibitor0.8448
CYP450 3A4 inhibitorNon-inhibitor0.9268
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.869
Ames testNon AMES toxic0.9174
CarcinogenicityNon-carcinogens0.706
BiodegradationReady biodegradable0.8994
Rat acute toxicity1.8610 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8066
hERG inhibition (predictor II)Non-inhibitor0.9276
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
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - EI-BGC-MSsplash10-0006-9100000000-850cab93c17d62d7ae48
GC-MS Spectrum - EI-BGC-MSsplash10-0006-9100000000-e67375f5607fb09ff117
GC-MS Spectrum - EI-BGC-MSsplash10-0006-9100000000-0ea4f78bf9f95dd3e378
Mass Spectrum (Electron Ionization)MSsplash10-0006-9100000000-2e7748b750dd46a70f69
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0ab9-0900000000-1568ff280886079d9591
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-1900000000-e752bbf1c2351ee5aab5
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a6r-9600000000-a4927b67121bc2c9a1ed
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-3900000000-796d56c2e36ce04910a5
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-006x-8900000000-3a23c6e7ffa45e886132
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0f96-9300000000-5414e7814d2a11171734
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable

Taxonomy

Description
This compound 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.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Not Available
Direct Parent
Benzene and substituted derivatives
Alternative Parents
Primary alcohols / Hydrocarbon derivatives
Substituents
Monocyclic benzene moiety / Organic oxygen compound / Hydrocarbon derivative / Primary alcohol / Organooxygen compound / Alcohol / Aromatic homomonocyclic compound
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
primary alcohol, benzenes (CHEBI:49000) / a small molecule (CPD-7035)

Targets

Kind
Protein
Organism
Flavobacterium sp. (strain ATCC 27551)
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Has an unusual substrate specificity for synthetic organophosphate triesters and phosphorofluoridates. All of the phosphate triesters found to be substrates are synthetic compounds. The identity of...
Gene Name
opd
Uniprot ID
P0A433
Uniprot Name
Parathion hydrolase
Molecular Weight
39003.24 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 November 09, 2017 03:11