<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4014</id>
  <title>T3D3960</title>
  <common-name>Monoisobutyl phthalic acid</common-name>
  <description>Monoisobutyl phthalic acid is a phthalate metabolite that has been found in human meconium and in semen , saliva , and urine  Phthalate esters are a family of multifunctional compounds widely used as plasticizers, solvents, or additives in many diverse products such as poly(vinyl chloride) (PVC) materials, pharmaceuticals and medical devices, pesticides, lubricants, and personal care products. Humans have been exposed to phthalates through the manufacture, ubiquitous use, and disposal of PVC materials and other phthalate-containing products.  (A3185, A3186, A3187, A3185).</description>
  <cas>30833-53-5</cas>
  <pubchem-id>92272</pubchem-id>
  <chemical-formula>C12H14O4</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point></melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility></solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure nil="true"/>
  <target nil="true"/>
  <mechanism-of-toxicity>Phthalates are synthetic industrial compounds capable of disrupting the endocrine system. The phthalates have been the most common chemical compounds with the ability to disrupt the endocrine system. Phthalates, when acting in a critical period of the development of genital tract, lead to disturbances in the androgen-signaling pathway. Fetal testicular dysgenesis syndrome, otherwise known as the ”phthalate syndrome” in rodents, is a consequence of reduced level of fetal testosterone, insulin-like growth factor-3 (IGF-3) and follicule stimulating hormone (FSH). A negative correlation between levels in breast milk and free testosterone of babies was observed, while there was a positive correlation between mono-ethyl phthalate (MEP) and mono-butyl (MBP) with sex hormone bingind globuline (SHBG) and mono-metyl phthalate (MMP) and MEP and MBP with the ratio of lutenzing hormone (LH) and free testosterone. Exposure to phthalates is significantly associated with the duration of pregnancy. According to some studies, the chemical structure of some phthalates and prostaglandin/thromboxane, interleukin-1 connects the phthalates with induction of intrauterine inflammatory processes as well as shortening of pregnancy. (A15412)</mechanism-of-toxicity>
  <metabolism nil="true"/>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>This is a natural compound that is used as a pesticide.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-08-29T04:47:20Z</created-at>
  <updated-at type="dateTime">2026-03-31T19:50:54Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia nil="true"/>
  <uniprot-id nil="true"/>
  <kegg-compound-id nil="true"/>
  <omim-id nil="true"/>
  <chebi-id nil="true"/>
  <biocyc-id nil="true"/>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id nil="true"/>
  <pdb-id nil="true"/>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CC(C)COC(=O)C1=CC=CC=C1C(O)=O</moldb-smiles>
  <moldb-formula>C12H14O4</moldb-formula>
  <moldb-inchi>InChI=1S/C12H14O4/c1-8(2)7-16-12(15)10-6-4-3-5-9(10)11(13)14/h3-6,8H,7H2,1-2H3,(H,13,14)</moldb-inchi>
  <moldb-inchikey>RZJSUWQGFCHNFS-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">222.2372</moldb-average-mass>
  <moldb-mono-mass type="decimal">222.089208936</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id>HMDB02056</hmdb-id>
  <chembl-id nil="true"/>
  <chemspider-id>83306</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>Ke, Changying.  Esterification synthesis of diisobutyl phthalate.    Huaxue Shijie  (1986),  27(10),  440-2. </synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM002920</chemdb-id>
  <dsstox-id>DTXSID5052701</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id nil="true"/>
  <iupac>2-[(2-methylpropoxy)carbonyl]benzoic acid</iupac>
</compound>
