NAV

Phenylethyl alcohol

Identification

Generic Name
Phenylethyl alcohol
DrugBank Accession Number
DB02192
Background

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

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 122.1644
Monoisotopic: 122.073164942
Chemical Formula
C8H10O
Synonyms
  • 2-phenylethanol
  • Benzeneethanol
  • Phenethyl alcohol
  • Phenylethanol
  • Phenylethyl alcohol
External IDs
  • FEMA NO. 2858
  • NSC-406252
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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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

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
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
Alcohol / Aromatic homomonocyclic compound / Hydrocarbon derivative / Monocyclic benzene moiety / Organic oxygen compound / Organooxygen compound / Primary alcohol
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
primary alcohol, benzenes (CHEBI:49000) / a small molecule (CPD-7035)
Affected organisms
Not Available

Chemical Identifiers

UNII
ML9LGA7468
CAS number
60-12-8
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

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
Human Metabolome Database
HMDB0033944
KEGG Drug
D00192
KEGG Compound
C05853
PubChem Compound
6054
PubChem Substance
46506001
ChemSpider
5830
BindingDB
85807
RxNav
8126
ChEBI
49000
ChEMBL
CHEMBL448500
ZINC
ZINC000000895934
PDBe Ligand
PEL
Wikipedia
Phenethyl_alcohol
PDB Entries
1eyw / 1hzy / 1i0b / 1i0d / 1jgm / 2i0t / 3x3x / 6agr / 6ahh

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
PhaseStatusPurposeConditionsCount

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-MSsplash10-0006-9200000000-12b145fa925fdbec3da0
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/MSsplash10-052f-9600000000-737eba4dfb96c361b975
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a6r-4900000000-aab23a995034b73dee6d
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-4900000000-61da74908140e076da02
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0f6x-9500000000-b793bad4f1d0ce423aef
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-9100000000-c9b9fce69daf90bc3a25
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0006-9200000000-fab2b597b30c9e5ba46e
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-124.5111289
predicted
DarkChem Lite v0.1.0
[M-H]-124.2893289
predicted
DarkChem Lite v0.1.0
[M-H]-124.3972289
predicted
DarkChem Lite v0.1.0
[M-H]-124.4753289
predicted
DarkChem Lite v0.1.0
[M-H]-122.01926
predicted
DeepCCS 1.0 (2019)
[M+H]+124.6202289
predicted
DarkChem Lite v0.1.0
[M+H]+124.9509289
predicted
DarkChem Lite v0.1.0
[M+H]+124.6531289
predicted
DarkChem Lite v0.1.0
[M+H]+125.0338289
predicted
DarkChem Lite v0.1.0
[M+H]+124.88811
predicted
DeepCCS 1.0 (2019)
[M+Na]+124.3908289
predicted
DarkChem Lite v0.1.0
[M+Na]+124.5299289
predicted
DarkChem Lite v0.1.0
[M+Na]+124.3323289
predicted
DarkChem Lite v0.1.0
[M+Na]+133.54933
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Parathion hydrolase
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. [Article]
  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. [Article]

Drug created at June 13, 2005 13:24 / Updated at February 21, 2021 18:51