Showing toxin card for Diethyl phthalate (T3D3638)
Legend: toxin field target field
| Version | 1.0 |
| Creation Date | 2009-11-29 00:38:09 |
| Update Date | 2010-05-18 21:04:39 |
| Accession Number | T3D3638 |
| Name | Diethyl phthalate |
| Compound Type |
|
| Description | Diethyl phthalate is a phthalate ester. This synthetic substance is commonly used to make plastics more flexible. Products in which it is found include toothbrushes, automobile parts, tools, toys, and food packaging. Diethyl phthalate can be released fairly easily from these products, as it is not part of the chain of chemicals (polymers) that makes up the plastic. Diethyl phthalate is also used in cosmetics, insecticides, and aspirin. Phthalate esters can cause reproductive and developmental toxicity. (W641, W642) |
| Synonyms |
|
| Chemical IUPAC Name | 1,2-diethyl benzene-1,2-dicarboxylate |
| Chemical Formula | C12H14O4 |
| Chemical Structure | |
| CAS Registry Number | 84-66-2 |
| InChI Identifier | InChI=1S/C12H14O4/c1-3-15-11(13)9-7-5-6-8-10(9)12(14)16-4-2/h5-8H,3-4H2,1-2H3 |
| InChI Key | InChIKey=FLKPEMZONWLCSK-UHFFFAOYSA-N |
| PubChem Compound ID | 6781  |
| KEGG ID | C14175 |
| UniProt ID | Not Available |
| OMIM ID | Not Available |
| ChEBI ID | 34698 |
| BioCyc ID | Not Available |
| SuperToxic ID | Not Available |
| CTD ID | Not Available |
| Stitch ID | Not Available |
| DrugBank ID | Not Available |
| PDB ID | Not Available |
| ACToR ID | Not Available |
| Wikipedia Link | http://en.wikipedia.org/wiki/Diethyl_phthalate |
| Monoisotopic Mass | 222.089209 |
| MOL File | Show |
| PDB File | Show |
| SDF File | Show |
| SMILES | CCOC(=O)C1=CC=CC=C1C(=O)OCC |
| Appearance | Colorless liquid. |
| Melting Point | -40.5 oC |
| Solubility | 1.08 mg/mL at 25 oC |
| Predicted LogP | 2.6938 |
| Route of Exposure | Oral (W647) ; inhalation (W647) ; dermal (W647) |
| Mechanism of Action | Phthalate esters are endocrine disruptors. They decrease foetal testis testosterone production and reduce the expression of steroidogenic genes by decreasing mRNA expression. Some phthalates have also been shown to reduce the expression of insulin-like peptide 3 (insl3), an important hormone secreted by the Leydig cell necessary for development of the gubernacular ligament. Animal studies have shown that these effects disrupt reproductive development and can cause a number of malformations in affected young. (W642) |
| Metabolism | Diethyl phthalate is hydrolyzed to its monoester derivative by diethyl phthalate hydrolase. Once formed, the monoester derivative can be further hydrolyzed in vivo to phthalic acid or conjugated to glucuronide, both of which can then be excreted. The terminal or next-to-last carbon atom in the monoester can also be oxidized to an alcohol, which can be excreted as is or first oxidized to an aldehyde, ketone, or carboxylic acid. The monoester and oxidative metabolites are excreted in the urine and faeces. (W641, W643) |
| Toxicity Values | LD50: 8600 mg/kg (Oral, Mouse) (W645) LD50: 2800 mg/kg (Intraperitoneal, Mouse) (W645) LD50: >20 mL/kg (Dermal, Guinea pig) (W644) LC50: >4.64 mg/L over 6 hours (Inhalation, Rat) (W644) |
| Lethal Dose | Not Available |
| Carcinogenicity (IARC Classification) | Not Available |
| Uses/Sources | Diethyl phthalate is commonly used to make plastics more flexible. Products in which it is found include toothbrushes, automobile parts, tools, toys, and food packaging. Diethyl phthalate can be released fairly easily from these products, as it is not part of the chain of chemicals (polymers) that makes up the plastic. Diethyl phthalate is also used in cosmetics, insecticides, and aspirin. (W641) |
| Minimum Risk Level | Acute Oral: 7 mg/kg/day (R260) Intermediate Oral: 6 mg/kg/day (R260) |
| Health Effects | Phthalate esters are endocrine disruptors. Animal studies have shown that they disrupt reproductive development and can cause a number of malformations in affected young, such as reduced anogenital distance (AGD), cryptorchidism, hypospadias, and reduced fertility. The combination of effects associated with phthalates is called 'phthalate syndrome’. (W642) |
| Symptoms | Diethyl phtalate may cause skin and eye irritation. (W641) |
| Treatment | Not Available |
| General References |
|