NAV

(R)-1-phenylethanol

Identification

Generic Name
(R)-1-phenylethanol
DrugBank Accession Number
DB04784
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 122.1644
Monoisotopic: 122.073164942
Chemical Formula
C8H10O
Synonyms
  • (1R)-1-phenylethanol
  • (R)-alpha-methylbenzenemethanol
  • (R)-alpha-methylbenzyl alcohol
  • (R)-α-methylbenzenemethanol
  • (R)-α-methylbenzyl alcohol
Poor quality drug data slowing you down?
Unlock 38% more drug discovery time and eliminate decision-making doubts with this one-stop guide to quality drug data.
Download eBook
Poor quality drug data slowing you down?
Download eBook

Pharmacology

Indication

Not Available

Reduce drug development failure rates
Build, train, & validate machine-learning models
with evidence-based and structured datasets.
See how
Build, train, & validate predictive machine-learning models with structured datasets.
See how
Contraindications & Blackbox Warnings
Prevent Adverse Drug Events Today
Tap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.
Learn more
Avoid life-threatening adverse drug events with our Clinical API
Learn more
Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UR-specific alcohol dehydrogenaseNot AvailableLactobacillus brevis
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
Improve decision support & research outcomes
With structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!
See the data
Improve decision support & research outcomes with our structured adverse effects data.
See a data sample
Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
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
Not Available
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
Secondary alcohols / Hydrocarbon derivatives / Aromatic alcohols
Substituents
Alcohol / Aromatic alcohol / Aromatic homomonocyclic compound / Hydrocarbon derivative / Monocyclic benzene moiety / Organic oxygen compound / Organooxygen compound / Secondary alcohol
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
1-phenylethanol (CHEBI:45616)
Affected organisms
Not Available

Chemical Identifiers

UNII
36N222W94B
CAS number
1517-69-7
InChI Key
WAPNOHKVXSQRPX-SSDOTTSWSA-N
InChI
InChI=1S/C8H10O/c1-7(9)8-5-3-2-4-6-8/h2-7,9H,1H3/t7-/m1/s1
IUPAC Name
(1R)-1-phenylethan-1-ol
SMILES
C[C@@H](O)C1=CC=CC=C1

References

Synthesis Reference

Leslie Chewter, "Method and apparatus for producing styrene by catalytic dehydration of 1-phenylethanol." U.S. Patent US20040044260, issued March 04, 2004.

US20040044260
General References
Not Available
PubChem Compound
637516
PubChem Substance
46507442
ChemSpider
553122
ChEBI
45616
ChEMBL
CHEMBL151062
ZINC
ZINC000000896626
PDBe Ligand
SS2
PDB Entries
1zjy / 1zjz / 1zk0

Clinical Trials

Clinical Trials
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)11-Sep °CPhysProp
boiling point (°C)98 °C at 2.00E+01 mm HgPhysProp
water solubility1.47E+004 mg/L (at 25 °C)KUHNE,R ET AL. (1995)
logP1.42HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
Water Solubility15.5 mg/mLALOGPS
logP1.58ALOGPS
logP1.62Chemaxon
logS-0.9ALOGPS
pKa (Strongest Acidic)14.81Chemaxon
pKa (Strongest Basic)-2.9Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count1Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area20.23 Å2Chemaxon
Rotatable Bond Count1Chemaxon
Refractivity37.29 m3·mol-1Chemaxon
Polarizability13.7 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9959
Blood Brain Barrier+0.964
Caco-2 permeable+0.9286
P-glycoprotein substrateNon-substrate0.7755
P-glycoprotein inhibitor INon-inhibitor0.9714
P-glycoprotein inhibitor IINon-inhibitor0.9849
Renal organic cation transporterNon-inhibitor0.8798
CYP450 2C9 substrateNon-substrate0.7539
CYP450 2D6 substrateNon-substrate0.9381
CYP450 3A4 substrateNon-substrate0.7857
CYP450 1A2 substrateNon-inhibitor0.6725
CYP450 2C9 inhibitorNon-inhibitor0.9564
CYP450 2D6 inhibitorNon-inhibitor0.9671
CYP450 2C19 inhibitorNon-inhibitor0.8887
CYP450 3A4 inhibitorNon-inhibitor0.9609
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8916
Ames testNon AMES toxic0.969
CarcinogenicityNon-carcinogens0.522
BiodegradationReady biodegradable0.733
Rat acute toxicity2.1030 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8937
hERG inhibition (predictor II)Non-inhibitor0.9584
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-MSsplash10-0a6r-9600000000-05b8862bb2d179e45324
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0900000000-d23884bc67c7ec7c7f48
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-0900000000-ac5fb8905479a67e8a29
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-6900000000-f0ddc20a818029bbd59f
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-2900000000-6d386b8d58b17c65447b
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0gxx-9300000000-e8c182a2f40331ca66db
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-9100000000-d18e8de923f5493581d3
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]-124.6257289
predicted
DarkChem Lite v0.1.0
[M-H]-124.5641289
predicted
DarkChem Lite v0.1.0
[M-H]-125.41408
predicted
DeepCCS 1.0 (2019)
[M+H]+125.2377289
predicted
DarkChem Lite v0.1.0
[M+H]+124.9056289
predicted
DarkChem Lite v0.1.0
[M+H]+128.4313
predicted
DeepCCS 1.0 (2019)
[M+Na]+124.6606289
predicted
DarkChem Lite v0.1.0
[M+Na]+124.5287289
predicted
DarkChem Lite v0.1.0
[M+Na]+137.5599
predicted
DeepCCS 1.0 (2019)

Targets

Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock new
insights and accelerate drug research.
Learn more
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
Learn more
Details1. R-specific alcohol dehydrogenase
Kind
Protein
Organism
Lactobacillus brevis
Pharmacological action
Unknown
General Function
Oxidoreductase activity
Specific Function
Not Available
Gene Name
radh
Uniprot ID
Q84EX5
Uniprot Name
R-specific alcohol dehydrogenase
Molecular Weight
26758.085 Da
References
  1. Schlieben NH, Niefind K, Muller J, Riebel B, Hummel W, Schomburg D: Atomic resolution structures of R-specific alcohol dehydrogenase from Lactobacillus brevis provide the structural bases of its substrate and cosubstrate specificity. J Mol Biol. 2005 Jun 17;349(4):801-13. [Article]

Drug created at September 11, 2007 17:49 / Updated at June 12, 2020 16:52