Trifluoroethanol

Identification

Name
Trifluoroethanol
Accession Number
DB03226  (EXPT01368)
Type
Small Molecule
Groups
Experimental
Description

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

Structure
Thumb
Synonyms
Not Available
Product Ingredients
IngredientUNIICASInChI Key
2,2,2-trifluoroethyl acetateEN07RVL78U406-95-1ZOWSJJBOQDKOHI-UHFFFAOYSA-N
Categories
UNII
8T8I76KYF1
CAS number
Not Available
Weight
Average: 100.0398
Monoisotopic: 100.013599333
Chemical Formula
C2H3F3O
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

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UAlcohol dehydrogenase 1CNot AvailableHuman
UGTPase HRasNot AvailableHuman
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteractionDrug group
AcemetacinThe therapeutic efficacy of Acemetacin can be decreased when used in combination with Trifluoroethanol.Approved, Experimental, Investigational
Calcium carbimideThe risk or severity of adverse effects can be increased when Calcium carbimide is combined with Trifluoroethanol.Withdrawn
LacidipineTrifluoroethanol may increase the hypotensive activities of Lacidipine.Approved, Investigational
Food Interactions
Not Available

References

Synthesis Reference

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

US4434297
General References
Not Available
External Links
Human Metabolome Database
HMDB59596
PubChem Compound
6409
PubChem Substance
46505995
ChemSpider
21106169
ChEBI
42330
ChEMBL
CHEMBL116675
HET
ETF
PDB Entries
1a71 / 1axe / 1axg / 1p2s / 1rjw / 1sby / 1yl1 / 2fog / 2foh / 2nud
show 15 more

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
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-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

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
Fluorohydrin / Organic oxygen compound / Hydrocarbon derivative / Primary alcohol / Organooxygen compound / Organofluoride / Alkyl halide / Alkyl fluoride / Alcohol / Aliphatic acyclic compound
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
fluoroalcohol (CHEBI:42330)

Targets

Kind
Protein
Organism
Human
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. [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]
  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. [PubMed:10592235]
Kind
Protein
Organism
Human
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. [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]
  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. [PubMed:10592235]
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. [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 December 01, 2017 17:34