<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">196</id>
  <title>T3D0195</title>
  <common-name>Benzyl butyl phthalate</common-name>
  <description>Benzyl butyl phthalate (BBzP) is a phthalate ester mostly used as a plasticizer for PVC. Phthalate esters can cause reproductive and developmental toxicity. (A2883, L1902)</description>
  <cas>85-68-7</cas>
  <pubchem-id>2347</pubchem-id>
  <chemical-formula>C19H20O4</chemical-formula>
  <weight>312.136160</weight>
  <appearance>Colourless oily liquid. (L1208)</appearance>
  <melting-point>&lt; -35°C</melting-point>
  <boiling-point>370 °C</boiling-point>
  <density>1.1 g/cm³ (at 25 °C, 100 kPa)</density>
  <solubility>0.00269 mg/mL at 25 °C [HOWARD,PH et al. (1985)]</solubility>
  <specific-gravity nil="true"/>
  <flash-point>99 °C (open cup)
113 °C (closed cup)</flash-point>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Oral  (L1208) ; inhalation  (L1208) ; dermal  (L1208)</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>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. (A2883)</mechanism-of-toxicity>
  <metabolism>Phthalate esters are first hydrolyzed to their monoester derivative. 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. (A2884)</metabolism>
  <toxicity>LD50: 3160 mg/kg (Intraperitoneal, Mouse) (L1208)
LD50: 2330 mg/kg  (Oral, Rat) (L1208)
LD50: 4170 mg/kg (Oral, Mouse) (L1208)</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>3, not classifiable as to its carcinogenicity to humans. (L135)</carcinogenicity>
  <use-source>Benzyl butyl phthalate (BBzP) is mostly used as a plasticizer for PVC. (L1902)</use-source>
  <min-risk-level nil="true"/>
  <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’. (A2883)</health-effects>
  <symptoms>Phthalate esters are endocrine disruptors and can cause a number of developmental malformations termed 'phthalate syndrome'. (A2883)</symptoms>
  <treatment nil="true"/>
  <created-at type="dateTime">2009-03-06T18:58:15Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:21:18Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>http://en.wikipedia.org/wiki/Benzyl_butyl_phthalate</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C14211</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id></chebi-id>
  <biocyc-id>CPD0-1263</biocyc-id>
  <ctd-id>C027561</ctd-id>
  <stitch-id>Benzyl butyl phthalate</stitch-id>
  <drugbank-id nil="true"/>
  <pdb-id nil="true"/>
  <actor-id>207</actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CCCCOC(=O)C1=CC=CC=C1C(=O)OCC1=CC=CC=C1</moldb-smiles>
  <moldb-formula>C19H20O4</moldb-formula>
  <moldb-inchi>InChI=1S/C19H20O4/c1-2-3-13-22-18(20)16-11-7-8-12-17(16)19(21)23-14-15-9-5-4-6-10-15/h4-12H,2-3,13-14H2,1H3</moldb-inchi>
  <moldb-inchikey>InChIKey=IRIAEXORFWYRCZ-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">312.3597</moldb-average-mass>
  <moldb-mono-mass type="decimal">312.136159128</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Liquid</state>
  <logp nil="true"/>
  <hmdb-id nil="true"/>
  <chembl-id>CHEMBL1450327</chembl-id>
  <chemspider-id>2257</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference></synthesis-reference>
  <structure-image-caption nil="true"/>
</compound>
