NAV

Trifluoroethanol

Identification

Generic Name
Trifluoroethanol
DrugBank Accession Number
DB03226
Background

A non-aqueous co-solvent that serves as tool to study protein folding. It is also used in various pharmaceutical, chemical and engineering applications.

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 100.0398
Monoisotopic: 100.013599333
Chemical Formula
C2H3F3O
Synonyms
  • 2,2,2-trifluoroethanol
  • 2,2,2-trifluoroethyl alcohol
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UAlcohol dehydrogenase 1CNot AvailableHumans
UGTPase HRasNot AvailableHumans
UAlcohol dehydrogenaseNot AvailableGeobacillus stearothermophilus
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
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
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as fluorohydrins. These are alcohols substituted by a fluorine atom at a saturated carbon atom otherwise bearing only hydrogen or hydrocarbyl groups.
Kingdom
Organic compounds
Super Class
Organohalogen compounds
Class
Halohydrins
Sub Class
Fluorohydrins
Direct Parent
Fluorohydrins
Alternative Parents
Primary alcohols / Organofluorides / Hydrocarbon derivatives / Alkyl fluorides
Substituents
Alcohol / Aliphatic acyclic compound / Alkyl fluoride / Alkyl halide / Fluorohydrin / Hydrocarbon derivative / Organic oxygen compound / Organofluoride / Organooxygen compound / Primary alcohol
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
fluoroalcohol (CHEBI:42330)
Affected organisms
Not Available

Chemical Identifiers

UNII
8T8I76KYF1
CAS number
75-89-8
InChI Key
RHQDFWAXVIIEBN-UHFFFAOYSA-N
InChI
InChI=1S/C2H3F3O/c3-2(4,5)1-6/h6H,1H2
IUPAC Name
2,2,2-trifluoroethan-1-ol
SMILES
OCC(F)(F)F

References

Synthesis Reference

Gary W. Astrologes, "Process for the preparation of trifluoroethanol." U.S. Patent US4434297, issued January, 1953.

US4434297
General References
Not Available
Human Metabolome Database
HMDB0059596
PubChem Compound
6409
PubChem Substance
46505995
ChemSpider
21106169
ChEBI
42330
ChEMBL
CHEMBL116675
ZINC
ZINC000003860799
PDBe Ligand
ETF
Wikipedia
2,2,2-Trifluoroethanol
PDB Entries
1a71 / 1axe / 1axg / 1p2s / 1rjw / 1sby / 1yl1 / 2fog / 2foh / 2nud …
show 32 more

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
Not Available
Predicted Properties
PropertyValueSource
Water Solubility55.8 mg/mLALOGPS
logP0.61ALOGPS
logP0.44Chemaxon
logS-0.25ALOGPS
pKa (Strongest Acidic)11.49Chemaxon
pKa (Strongest Basic)-4.3Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count1Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area20.23 Å2Chemaxon
Rotatable Bond Count1Chemaxon
Refractivity13.71 m3·mol-1Chemaxon
Polarizability5.61 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9937
Blood Brain Barrier+0.9909
Caco-2 permeable+0.6161
P-glycoprotein substrateNon-substrate0.8908
P-glycoprotein inhibitor INon-inhibitor0.9563
P-glycoprotein inhibitor IINon-inhibitor0.8165
Renal organic cation transporterNon-inhibitor0.9071
CYP450 2C9 substrateNon-substrate0.8386
CYP450 2D6 substrateNon-substrate0.8613
CYP450 3A4 substrateNon-substrate0.7743
CYP450 1A2 substrateNon-inhibitor0.5928
CYP450 2C9 inhibitorNon-inhibitor0.8426
CYP450 2D6 inhibitorNon-inhibitor0.9407
CYP450 2C19 inhibitorNon-inhibitor0.6912
CYP450 3A4 inhibitorNon-inhibitor0.907
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9294
Ames testNon AMES toxic0.55
CarcinogenicityCarcinogens 0.6797
BiodegradationNot ready biodegradable0.8476
Rat acute toxicity2.1031 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.966
hERG inhibition (predictor II)Non-inhibitor0.8917
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-MSsplash10-0ue9-9600000000-6e1fa77c716a59ca0197
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-1900000000-5268059758bcb5abb430
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-9000000000-40a2644170f59f9fa3ce
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0f89-9500000000-0c9815f5eed139cdbf53
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-9000000000-3f18c76eebb9852e6656
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-9000000000-62f944ef69a4666fcd9d
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0002-9000000000-8c70e216ec8f7afe283b
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]-94.2084661
predicted
DarkChem Lite v0.1.0
[M-H]-121.01779
predicted
DeepCCS 1.0 (2019)
[M+H]+94.4577661
predicted
DarkChem Lite v0.1.0
[M+H]+122.9132
predicted
DeepCCS 1.0 (2019)
[M+Na]+94.3390661
predicted
DarkChem Lite v0.1.0
[M+Na]+130.56194
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Alcohol dehydrogenase 1C
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Not Available
Gene Name
ADH1C
Uniprot ID
P00326
Uniprot Name
Alcohol dehydrogenase 1C
Molecular Weight
39867.27 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]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Details2. GTPase HRas
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Protein c-terminus binding
Specific Function
Ras proteins bind GDP/GTP and possess intrinsic GTPase activity.
Gene Name
HRAS
Uniprot ID
P01112
Uniprot Name
GTPase HRas
Molecular Weight
21297.97 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]
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [Article]
Details3. Alcohol dehydrogenase
Kind
Protein
Organism
Geobacillus stearothermophilus
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Thermophilic NAD(+)-dependent alcohol dehydrogenase. Bears mainly an ethanol-dehydrogenase activity.
Gene Name
Not Available
Uniprot ID
P42328
Uniprot Name
Alcohol dehydrogenase
Molecular Weight
36338.0 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 June 12, 2020 16:52