Ethylene Oxide
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Basic Info
| Common Name | Ethylene Oxide(F05282) |
| 2D Structure | |
| Description | Ethylene oxide is also called oxirane. It is a cyclic ether that is a colorless flammable gas at room temperature, with a faintly sweet odor. It is the simplest epoxide known. Because of its special molecular structure, ethylene oxide easily participates in addition reactions; e.g., opening its ring and thus easily polymerizing. Ethylene oxide is a vital industrial chemical with diverse applications, including the manufacture of polysorbate 20 and polyethylene glycol. Ethylene oxide itself is a very hazardous substance: at room temperature it is a flammable, carcinogenic, mutagenic and irritating. It is also an anaesthetic gas with a misleadingly pleasant aroma. Although too dangerous for direct household use and generally unfamiliar to consumers, ethylene oxide is used industrially for making many consumer products as well as non-consumer chemicals and intermediates. Ethylene oxide is important or critical to the production of detergents, thickeners, solvents, plastics, and various organic chemicals such as ethylene glycol, ethanolamines, simple and complex glycols, polyglycol ethers and other compounds. As a poison gas that leaves no residue on items it contacts, pure ethylene oxide is a disinfectant that is widely used in hospitals and the medical equipment industry to replace steam in the sterilization of heat-sensitive tools and equipment, such as disposable plastic syringes. A very small amount (less than 1%) is used to control insects on stored agricultural products such as nuts and spices. |
| FRCD ID | F05282 |
| CAS Number | 75-21-8 |
| PubChem CID | 6354 |
| Formula | C2H4O |
| IUPAC Name | oxirane |
| InChI Key | IAYPIBMASNFSPL-UHFFFAOYSA-N |
| InChI | InChI=1S/C2H4O/c1-2-3-1/h1-2H2 |
| Canonical SMILES | C1CO1 |
| Isomeric SMILES | C1CO1 |
| Wikipedia | Ethylene Oxide |
| Synonyms |
ETHYLENE OXIDE
Dimethylene oxide
Oxirane
Epoxyethane
75-21-8
1,2-Epoxyethane
Oxacyclopropane
Ethene oxide
Amprolene
Anprolene
|
| Classifies |
Pollutant
Pesticide
|
| Update Date | Nov 13, 2018 17:07 |
Chemical Taxonomy
| Kingdom | Organic compounds |
| Superclass | Organoheterocyclic compounds |
| Class | Epoxides |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Epoxides |
| Alternative Parents | |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Substituents | Oxacycle - Ether - Oxirane - Dialkyl ether - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aliphatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as epoxides. These are compounds containing a cyclic ether with three ring atoms(one oxygen and two carbon atoms). |
Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 44.053 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 0 |
| Complexity | 10.3 |
| Monoisotopic Mass | 44.026 |
| Exact Mass | 44.026 |
| XLogP | -0.1 |
| Formal Charge | 0 |
| Heavy Atom Count | 3 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 1 |
ADMET
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.9843 |
| Human Intestinal Absorption | HIA+ | 0.9927 |
| Caco-2 Permeability | Caco2+ | 0.6925 |
| P-glycoprotein Substrate | Non-substrate | 0.7751 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.9770 |
| Non-inhibitor | 0.9887 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8536 |
| Distribution | ||
| Subcellular localization | Lysosome | 0.6046 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8278 |
| CYP450 2D6 Substrate | Non-substrate | 0.8788 |
| CYP450 3A4 Substrate | Non-substrate | 0.7756 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.6504 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8496 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9507 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.7836 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9899 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9308 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9165 |
| Non-inhibitor | 0.9732 | |
| AMES Toxicity | AMES toxic | 0.9415 |
| Carcinogens | Non-carcinogens | 0.6668 |
| Fish Toxicity | Low FHMT | 0.9712 |
| Tetrahymena Pyriformis Toxicity | Low TPT | 0.8524 |
| Honey Bee Toxicity | High HBT | 0.7481 |
| Biodegradation | Ready biodegradable | 0.8194 |
| Acute Oral Toxicity | II | 0.7313 |
| Carcinogenicity (Three-class) | Warning | 0.5215 |
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | 0.0900 | LogS |
| Caco-2 Permeability | 1.8709 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 2.7557 | LD50, mol/kg |
| Fish Toxicity | 2.8540 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | -1.2076 | pIGC50, ug/L |
MRLs
| Food | Product Code | Country | MRLs | Application Date | Notes |
|---|---|---|---|---|---|
| Spice | New Zealand | 20mg/kg |
References
| Title | Journal | Date | Pubmed ID |
|---|---|---|---|
| Binary mixtures of alcohol ethoxylates, nonylphenol ethoxylates and pesticidesexhibit comparative bioactivity against three pests and toxicological risks toaquatic organisms. | Chemosphere | 2018 Aug | 29649663 |
| Nanoemulsions containing octyl methoxycinnamate and solid particles of TiO₂:preparation, characterization and in vitro evaluation of the solar protectionfactor. | Drug Dev Ind Pharm | 2013 Sep | 22998354 |
| Reducing the impact of pesticides on biological control in Australian vineyards: pesticide mortality and fecundity effects on an indicator species, the predatory mite Euseius victoriensis (Acari: Phytoseiidae). | J Econ Entomol | 2010 Dec | 21309226 |
| Sterilization of ginseng using a high pressure CO2 at moderate temperatures. | Biotechnol Bioeng | 2009 Feb 1 | 18726960 |
| Experimental microbial contamination and disinfection of dry (vapour) shipperdewars designed for short-term storage and transportation of cryopreservedgermplasm and other biological specimens. | Theriogenology | 2005 Apr 15 | 15823351 |
| Investigating the molecular heterogeneity of polysorbate emulsifiers by MALDI-TOFMS. | J Agric Food Chem | 2001 Jul | 11453772 |
| Assessment of parameters associated to the risk of PVC catheter reuse. | J Biomed Mater Res | 2001 | 11505424 |
| Safety and efficacy of hydrogen peroxide plasma sterilization for repeated use of electrophysiology catheters. | J Am Coll Cardiol | 1998 Nov | 9809952 |
| [Risk evaluation and health surveillance in hospitals: a critical review andcontributions regarding experience obtained at the S. Gerardo dei TintoriHospital in Monza]. | Med Lav | 1998 Jan-Feb | 9608194 |
| Reactions of epoxide monomers in food simulants used to test plastics for migration. | Food Addit Contam | 1997 Jan | 9059585 |
| Mutation and enhanced virus transformation of cultured hamster cells by exposure to gaseous ethylene oxide. | Environ Mutagen | 1986 | 3943498 |
| Ethylene oxide. | IARC Monogr Eval Carcinog Risk Chem Hum | 1985 Feb | 3864733 |
| FDA prepares response to questions on sponge safety. | Contracept Technol Update | 1983 Sep | 12312835 |
| Growth response of weanling rats to heated, aged, fractionated, and chemically treated yogurts. | J Dairy Sci | 1980 Jul | 7419768 |
| The effect of feeding corn molded with Penicillium lanosum to broiler chicks. | Poult Sci | 1980 Apr | 7375420 |
| Fumigation of jute bags with ethylene oxide and methyl bromide to eradicate potato ring rot bacteria. | Appl Microbiol | 1962 Sep | 13982125 |