U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C2H6O2
Molecular Weight 62.0678
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Ethylene glycol

SMILES

OCCO

InChI

InChIKey=LYCAIKOWRPUZTN-UHFFFAOYSA-N
InChI=1S/C2H6O2/c3-1-2-4/h3-4H,1-2H2

HIDE SMILES / InChI

Description

Ethylene glycol is a useful industrial compound found in many consumer products, including automotive antifreeze, hydraulic brake fluids, some stamp pad inks, ballpoint pens, solvents, paints, plastics, films, and cosmetics; it also is used as a pharmaceutical vehicle. Ethylene glycol has a sweet taste and is often accidentally or intentionally ingested. Ethylene glycol is chemically broken down in the body into toxic compounds. It and its toxic byproducts first affect the central nervous system (CNS), then the heart, and finally the kidneys. Ingestion of sufficient amounts can be fatal. Ethylene glycol is odorless; odor does not provide any warning of inhalation exposure to hazardous concentrations.

CNS Activity

CNS Active
4002
Curator's Comment: Within the first few hours after ingestion, there is transient excitation followed by CNS depression.

Originator

Charles-Adolphe Wurtz
1
Curator's Comment: Ethylene Glycol was first prepared by a French chemist Charles-Adolphe Wurtz from ethylene glycol via saponification in the year 1859.

Approval Year

2003
181
PubMed

PubMed

TitleDatePubMed
An improved OPLS-AA force field for carbohydrates.
2002-11-30
Interaction of fibrinogen with surfaces of end-group-modified polyurethanes: a surface-specific sum-frequency-generation vibrational spectroscopy study.
2002-11
The effect of exchanging various substituents at the 2-position of 2-methoxyestradiol on cytotoxicity in human cancer cell cultures and inhibition of tubulin polymerization.
2002-10-10
Polymer--calcium phosphate cement composites for bone substitutes.
2002-09-15
Estimation of surface area of montmorillonite by ethylene oxide chain adsorption.
2002-09
A study of release mechanisms of different ophthalmic drugs from erodible ocular inserts based on poly(ethylene oxide).
2002-09
Possible role of calcium ions, calcium channels and calmodulin in excystation and metacystic development of Entamoeba invadens.
2002-09
X-ray reflectivity and diffraction studies on lipid and lipopolymer Langmuir-Blodgett films under controlled humidity.
2002-08-14
Effects of metal ions on concentration of DNA in high-conductivity media by capillary electrophoresis.
2002-08-09
New diphosphine ligands containing ethyleneglycol and amino alcohol spacers for the rhodium-catalyzed carbonylation of methanol.
2002-08-02
Interaction of exogenous hypochlorite or hypochlorite produced by myeloperoxidase + H2O2 + Cl- system with unsaturated phosphatidylcholines.
2002-08
The impact of a plug of salts on the analysis of large volumes of dsDNA by capillary electrophoresis.
2002-08
Size-based separation of synthetic polyelectrolytes in entangled polymer solution capillary electrophoresis: the effect of binary mixtures of separating polymers differing in molecular mass.
2002-08
Preparation of albumin preferential surfaces on poly(vinyl chloride) membranes via surface self-segregation.
2002-08
Size-exclusion chromatography in 1,1,1,3,3,3-hexafluoro-2-propanol.
2002-07-26
Optimisation of a solid-phase microextraction method for synthetic musk compounds in water.
2002-07-19
Comparison of three different poly(dimethylsiloxane)-divinylbenzene fibres for the analysis of pesticide multiresidues in water samples: structure and efficiency.
2002-07-19
Role of leukocytes in ethanol-induced microvascular injury in the rat brain in situ: potential role in alcohol brain pathology and stroke.
2002-07-12
Electromagnetic re-warming of cryopreserved tissues: effect of choice of cryoprotectant and sample shape on uniformity of heating.
2002-07-07
Monitoring the migration behavior of living microorganisms in capillary electrophoresis using laser-induced fluorescence detection with a charge-coupled device imaging system.
2002-07
Prediction of benzodiazepines solubility using different cosolvency models.
2002-07
Characterization of poly(ethylene glycol) esters using low energy collision-induced dissociation in electrospray ionization mass spectrometry.
2002-07
[A comparison of effects of agents stabilizing or destroying the water structure on conformational changes of a DNA molecule in solutions exposed to gamma-irradiation].
2002-06-19
Biodegradable polyurethanes for implants. II. In vitro degradation and calcification of materials from poly(epsilon-caprolactone)-poly(ethylene oxide) diols and various chain extenders.
2002-06-15
Amplification of small analytes in polymer solution by capillary electrophoresis.
2002-06
Investigation on the hypoglycaemic effects of extracts of four Mexican medicinal plants in normal and alloxan-diabetic mice.
2002-06
Water state characterization, swelling behavior, thermal and mechanical properties of chitosan based networks.
2002-06
Inhibitory effect of supramolecular polyrotaxane-dipeptide conjugates on digested peptide uptake via intestinal human peptide transporter.
2002-05-16
PEO-grafting on PU/PS IPNs for enhanced blood compatibility--effect of pendant length and grafting density.
2002-05
Ab initio conformational studies on diols and binary diol-water systems using DFT methods. Intramolecular hydrogen bonding and 1:1 complex formation with water.
2002-04-30
Multivalent interactions between biotin-polyrotaxane conjugates and streptavidin as a model of new targeting for transporters.
2002-04-23
Copper-psychoactive drug complexes: a voltammetric approach to complexation by 1,4-benzodiazepines.
2002-04-15
Determination of the structure of the organized phase of the block copolymer PEO-PPO-PEO in aqueous solutions under flow by small-angle neutron scattering.
2002-04
Calorimetric studies of diclofenac sodium in aqueous solution of cyclodextrin and water-ethanol mixtures.
2002-04
Hydrogels based on poly(ethylene oxide) and poly(tetramethylene oxide) or poly(dimethyl siloxane): synthesis, characterization, in vitro protein adsorption and platelet adhesion.
2002-04
Co-extrusion of biocompatible polymers for scaffolds with co-continuous morphology.
2002-04
Hawthorn: pharmacology and therapeutic uses.
2002-03-01
Molecular modeling of poly(ethylene oxide) model cofactors; 1,3,6-tri-O-galloyl-beta- d-glucose and corilagin.
2002-03
Altered organ accumulation of oligonucleotides using polyethyleneimine grafted with poly(ethylene oxide) or pluronic as carriers.
2002-03
Chain-melting phase transition and short-range molecular interactions in phospholipid foam bilayers.
2002-02-25
Vitrification media: toxicity, permeability, and dielectric properties.
2002-02
Phase diagram and physical properties of a waterless sodium bis(2-ethylhexylsulfosuccinate)- ethylbenzene-ethyleneglycol microemulsion: an insight into percolation.
2002-02
Physicochemical properties and in vitro biocompatibility of PEO/PTMO multiblock copolymer/segmented polyurethane blends.
2002
Characterization of guided microwave spectrometry using water-ethanol mixtures.
2002
Maximization of injection volumes for DNA analysis in capillary electrophoresis.
2001-12
The binding of difunctional neutral guest molecules by novel bis(tripyrrolyl) cryptands.
2001-09-07
[Ethylene glycole poisonings in Nothern Savo 1984-98].
2001
New approaches to developing lithium polymer batteries.
2001
Selective binding of albumin on stearyl poly(ethylene oxide) coupling polymer-modified poly(ether urethane) surfaces.
2001
Interaction of blood components with heparin-immobilized polyurethanes prepared by plasma glow discharge.
2001
Patents

Patents

03950331
15
03952017
8
03953525
6
03968228
5
03976642
1
03994905
8
03997510
1
04006179
10
04007171
2
04008269
18
04012392
9
04051261
2
Name Type Language
GLYCOL
INCI  
INCI  
Preferred Name English
Ethylene glycol
HSDB   II   MART.   MI   USP-RS   WHO-DD  
Systematic Name English
NANOSILVER+EG
Brand Name English
Ethylene glycol [USP-RS]
Common Name English
Ethylene glycol [HSDB]
Common Name English
LOWENOL COPOLYMER 1985-A
Brand Name English
Ethylene glycol [MI]
Common Name English
Ethylene glycol [WHO-DD]
Common Name English
GLYCEROL IMPURITY B [EP IMPURITY]
Common Name English
Ethylene glycol [MART.]
Common Name English
NSC-93876
Code English
Ethane-1,2-diol
Common Name English
LOWENOL COPOLYMER 1985-B
Brand Name English
PROPYLENE GLYCOL RELATED COMPOUND ETHYLENE GLYCOL [USP IMPURITY]
Common Name English
LOWENOL T-163A
Brand Name English
Ethylene glycol [II]
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 42203
Created by admin on Wed Apr 02 18:10:07 GMT 2025 , Edited by admin on Wed Apr 02 18:10:07 GMT 2025
Code System Code Type Description
FDA UNII
FC72KVT52F
Created by admin on Wed Apr 02 18:10:07 GMT 2025 , Edited by admin on Wed Apr 02 18:10:07 GMT 2025
PRIMARY
DAILYMED
FC72KVT52F
Created by admin on Wed Apr 02 18:10:07 GMT 2025 , Edited by admin on Wed Apr 02 18:10:07 GMT 2025
PRIMARY
MESH
D019855
Created by admin on Wed Apr 02 18:10:07 GMT 2025 , Edited by admin on Wed Apr 02 18:10:07 GMT 2025
PRIMARY
CAS
107-21-1
Created by admin on Wed Apr 02 18:10:07 GMT 2025 , Edited by admin on Wed Apr 02 18:10:07 GMT 2025
PRIMARY
NCI_THESAURUS
C45678
Created by admin on Wed Apr 02 18:10:07 GMT 2025 , Edited by admin on Wed Apr 02 18:10:07 GMT 2025
CONCEPT Industrial Aid
CHEBI
30742
Created by admin on Wed Apr 02 18:10:07 GMT 2025 , Edited by admin on Wed Apr 02 18:10:07 GMT 2025
PRIMARY
HSDB
5012
Created by admin on Wed Apr 02 18:10:07 GMT 2025 , Edited by admin on Wed Apr 02 18:10:07 GMT 2025
PRIMARY
SMS_ID
100000084884
Created by admin on Wed Apr 02 18:10:07 GMT 2025 , Edited by admin on Wed Apr 02 18:10:07 GMT 2025
PRIMARY
RS_ITEM_NUM
1265515
Created by admin on Wed Apr 02 18:10:07 GMT 2025 , Edited by admin on Wed Apr 02 18:10:07 GMT 2025
PRIMARY
ECHA (EC/EINECS)
203-473-3
Created by admin on Wed Apr 02 18:10:07 GMT 2025 , Edited by admin on Wed Apr 02 18:10:07 GMT 2025
PRIMARY
RXCUI
1314364
Created by admin on Wed Apr 02 18:10:07 GMT 2025 , Edited by admin on Wed Apr 02 18:10:07 GMT 2025
PRIMARY RxNorm
NSC
93876
Created by admin on Wed Apr 02 18:10:07 GMT 2025 , Edited by admin on Wed Apr 02 18:10:07 GMT 2025
PRIMARY
PUBCHEM
174
Created by admin on Wed Apr 02 18:10:07 GMT 2025 , Edited by admin on Wed Apr 02 18:10:07 GMT 2025
PRIMARY
NCI_THESAURUS
C77464
Created by admin on Wed Apr 02 18:10:07 GMT 2025 , Edited by admin on Wed Apr 02 18:10:07 GMT 2025
PRIMARY
MERCK INDEX
m5122
Created by admin on Wed Apr 02 18:10:07 GMT 2025 , Edited by admin on Wed Apr 02 18:10:07 GMT 2025
PRIMARY Merck Index
ChEMBL
CHEMBL457299
Created by admin on Wed Apr 02 18:10:07 GMT 2025 , Edited by admin on Wed Apr 02 18:10:07 GMT 2025
PRIMARY
EPA CompTox
DTXSID8020597
Created by admin on Wed Apr 02 18:10:07 GMT 2025 , Edited by admin on Wed Apr 02 18:10:07 GMT 2025
PRIMARY
WIKIPEDIA
ETHYLENE GLYCOL
Created by admin on Wed Apr 02 18:10:07 GMT 2025 , Edited by admin on Wed Apr 02 18:10:07 GMT 2025
PRIMARY
EVMPD
SUB21575
Created by admin on Wed Apr 02 18:10:07 GMT 2025 , Edited by admin on Wed Apr 02 18:10:07 GMT 2025
PRIMARY
ACTIVE MOIETY
Structure of Ethylene glycol
NIH
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