<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-19 02:25:24 UTC</creation_date>
  <update_date>2026-05-14 19:34:24 UTC</update_date>
  <accession/>
  <common_name>ROSIN, ADDUCT WITH FUMARIC ACID, PENTAERYTHRITOL ESTER</common_name>
  <class>SmallMolecule</class>
  <description>ROSIN, ADDUCT WITH FUMARIC ACID, PENTAERYTHRITOL ESTER is a chemical compound with the formula C5H12O4 and an average molecular weight of 136.15 g/mol. ROSIN, ADDUCT WITH FUMARIC ACID, PENTAERYTHRITOL ESTER belongs to the alcohols and polyols, a subclass of organooxygen compounds within the organic compounds.

In industrial applications, this compound is utilized as a flame retardant (PMC10071572, PMC10347031, PMC10369043, PMC11126108, PMC7696232). It is found in or released from 37 recorded sources across several sectors. Within electrical and electronic equipment, it is associated with communication cables or conductors, antennas, electric switches, contacts, and conductors or conductive bodies characterised by the conductive materials, among 13 other items. In the building and construction sector, it is found in ceilings, tents or canopies, fencing, and stairs and ramps. 

The compound is also present in household cleaning and consumer products, including bleaching agents, ash trays, perfumes within detergents and soaps, cigar cigarettes, and other smoking requisites, among five other products. Additionally, it is linked to food, food processing and cookware, specifically in food preservation, the processing of meats, the processing of fish, the preparation of vinegar, and fermentation processes for beer.</description>
  <categories/>
  <types/>
  <synonyms>
    <synonym>1,3-Propanediol, 2,2-bis(hydroxymethyl)-</synonym>
    <synonym>2,2-bis(hydroxymethyl)propane-1,3-diol</synonym>
    <synonym>9-Octadecenoic acid (9Z)-, ester with 2,2-bis(hydroxymethyl)-1,3-propanediol</synonym>
    <synonym>Castor oil, ester with pentaerythritol</synonym>
    <synonym>Fatty acids, C5-10, esters with pentaerythritol</synonym>
    <synonym>Fatty acids, tall-oil, esters with pentaerythritol</synonym>
    <synonym>Fatty acids, tall-oil, polymers with pentaerythritol</synonym>
    <synonym>Fatty acids, tall-oil, tetraesters with pentaerythritol</synonym>
    <synonym>Linseed oil, ester with pentaerythritol</synonym>
    <synonym>Pentaerythritol</synonym>
    <synonym>Polyphosphoric acids, polymers with pentaerythritol</synonym>
    <synonym>Rosin, fumarated, polymer with pentaerythritol</synonym>
    <synonym>ROSIN, GUM OR WOOD, PARTIALLY HYDROGENATED, PENTAERYTHRITOL ESTER</synonym>
    <synonym>ROSIN, GUM OR WOOD, PENTAERYTHRITOL ESTER</synonym>
    <synonym>Rosin, maleated, polymer with pentaerythritol</synonym>
    <synonym>ROSIN, WOOD, MALEIC ANHYD. MOD., PENTAERYTHRITOL ESTER, ACID #176-186</synonym>
    <synonym>Soybean oil, ester with pentaerythritol</synonym>
    <synonym>Sunflower oil, ester with pentaerythritol</synonym>
  </synonyms>
  <chemical_formula>C5H12O4</chemical_formula>
  <average_molecular_weight>136.147</average_molecular_weight>
  <monisotopic_moleculate_weight>136.073558866</monisotopic_moleculate_weight>
  <iupac_name>2,2-bis(hydroxymethyl)propane-1,3-diol</iupac_name>
  <traditional_iupac>pentek</traditional_iupac>
  <cas_registry_number>65997-11-7</cas_registry_number>
  <smiles>OCC(CO)(CO)CO</smiles>
  <inchi>InChI=1S/C5H12O4/c6-1-5(2-7,3-8)4-9/h6-9H,1-4H2</inchi>
  <inchikey>WXZMFSXDPGVJKK-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organic oxygen compounds</super_class>
    <class>Organooxygen compounds</class>
    <sub_class>Alcohols and polyols</sub_class>
    <direct_parent>Primary alcohols</direct_parent>
    <alternate_parents>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>Aliphatic acyclic compound</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Primary alcohol</substituent>
    </substituents>
    <molecular_framework>Aliphatic acyclic compounds</molecular_framework>
    <descriptors/>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways/>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>-2.7</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>-1.92</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>0.55</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>4.79e+02 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>-2.7</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_acidic</kind>
      <value>14.3</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>-2.8</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>2,2-bis(hydroxymethyl)propane-1,3-diol</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>136.147</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>136.073558866</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>OCC(CO)(CO)CO</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C5H12O4</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C5H12O4/c6-1-5(2-7,3-8)4-9/h6-9H,1-4H2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>WXZMFSXDPGVJKK-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>80.92</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>31.73</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>13.53</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>4</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>4</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>donor_count</kind>
      <value>4</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>physiological_charge</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formal_charge</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
  </predicted_properties>
  <route_of_exposure/>
  <mechanism_of_toxicity/>
  <metabolism/>
  <toxicity/>
  <lethaldose/>
  <carcinogenicity/>
  <use_source/>
  <min_risk_level/>
  <health_effects>#&lt;HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f7244411190&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB13526</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>8285</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>7984</chemspider_id>
  <kegg_id/>
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  <chebi_id/>
  <biocyc_id/>
  <ctd_id/>
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  <wikipidia/>
  <general_references/>
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</compound>
