<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:04:42 UTC</creation_date>
  <update_date>2025-11-18 22:22:13 UTC</update_date>
  <accession>FDB000751</accession>
  <name>Triacetin</name>
  <description>Triacetin is a flavouring agent, and an adjuvant. It is found in papaya (Carica papaya) and fruits.</description>
  <synonyms>
    <synonym>1,2,3-Propanetriol triacetate</synonym>
    <synonym>1,2,3-Propanetriol triacetate, 9CI</synonym>
    <synonym>1,2,3-Propanetriol triacetic acid</synonym>
    <synonym>1,2,3-Propanetriol, 1,2,3-triacetate</synonym>
    <synonym>1,2,3-Propanetriol, triacetate</synonym>
    <synonym>1,2,3-Propanetriyl triacetate</synonym>
    <synonym>1,2,3-Propanetriyl triacetic acid</synonym>
    <synonym>1,2,3-Triacetoxypropane</synonym>
    <synonym>1,2,3-Triacetylglycerol</synonym>
    <synonym>2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl acetate</synonym>
    <synonym>2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl acetic acid</synonym>
    <synonym>Acetic, 1,2,3-propanetriyl ester</synonym>
    <synonym>Acetin, tri-</synonym>
    <synonym>Blekin</synonym>
    <synonym>e 1518</synonym>
    <synonym>e-1518</synonym>
    <synonym>E1518</synonym>
    <synonym>Enzacetin</synonym>
    <synonym>Enzactin</synonym>
    <synonym>Enzactin (TN)</synonym>
    <synonym>Estol 1581</synonym>
    <synonym>Euzactin</synonym>
    <synonym>FEMA 2007</synonym>
    <synonym>Fungacet</synonym>
    <synonym>Fungacetin</synonym>
    <synonym>Glycerin triacetate</synonym>
    <synonym>Glycerin triacetic acid</synonym>
    <synonym>Glycerol triacetate</synonym>
    <synonym>Glycerol triacetate tributyrin</synonym>
    <synonym>Glycerol triacetic acid</synonym>
    <synonym>Glyceryl triacetate</synonym>
    <synonym>Glyceryl triacetic acid</synonym>
    <synonym>Glyped</synonym>
    <synonym>Kesscoflex tra</synonym>
    <synonym>Kodaflex triacetin</synonym>
    <synonym>Motisil</synonym>
    <synonym>propane-1,2,3-triyl triacetate</synonym>
    <synonym>Tri-acetin</synonym>
    <synonym>Triacetin</synonym>
    <synonym>Triacetin (1,2,3-Propanetriol triacetate)</synonym>
    <synonym>Triacetin (glycerol triacetate)</synonym>
    <synonym>Triacetin (usp/inn)</synonym>
    <synonym>Triacetin [inn]</synonym>
    <synonym>Triacetin, 8CI, BAN, INN, USAN</synonym>
    <synonym>Triacetina</synonym>
    <synonym>Triacetine</synonym>
    <synonym>Triacetinum</synonym>
    <synonym>Triacetyl glycerin</synonym>
    <synonym>Triacetyl glycerine</synonym>
    <synonym>Triacetyl glycerol</synonym>
    <synonym>Triacetylglycerol</synonym>
    <synonym>Vanay</synonym>
  </synonyms>
  <chemical_formula>C9H14O6</chemical_formula>
  <average_molecular_weight>218.2039</average_molecular_weight>
  <monisotopic_moleculate_weight>218.07903818</monisotopic_moleculate_weight>
  <iupac_name>1,3-bis(acetyloxy)propan-2-yl acetate</iupac_name>
  <traditional_iupac>triacetin</traditional_iupac>
  <cas_registry_number>102-76-1</cas_registry_number>
  <smiles>CC(=O)OCC(COC(C)=O)OC(C)=O</smiles>
  <inchi>InChI=1S/C9H14O6/c1-6(10)13-4-9(15-8(3)12)5-14-7(2)11/h9H,4-5H2,1-3H3</inchi>
  <inchikey>URAYPUMNDPQOKB-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as triacylglycerols. These are glycerides consisting of three fatty acid chains covalently bonded to a glycerol molecule through ester linkages.</description>
    <direct_parent>Triacylglycerols</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Lipids and lipid-like molecules</super_class>
    <class>Glycerolipids</class>
    <sub_class>Triradylcglycerols</sub_class>
    <molecular_framework>Aliphatic acyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Carbonyl compounds</alternative_parent>
      <alternative_parent>Carboxylic acid esters</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Tricarboxylic acids and derivatives</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Aliphatic acyclic compound</substituent>
      <substituent>Carbonyl group</substituent>
      <substituent>Carboxylic acid derivative</substituent>
      <substituent>Carboxylic acid ester</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Triacyl-sn-glycerol</substituent>
      <substituent>Tricarboxylic acid or derivatives</substituent>
    </substituents>
    <external_descriptors>
      <external_descriptor>Triacylglycerols</external_descriptor>
      <external_descriptor>triglyceride</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <state>Liquid</state>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>0.40</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-1.29</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>1.13e+01 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>Mp -78°</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>-0.52</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>-6.5</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>1,3-bis(acetyloxy)propan-2-yl acetate</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>218.2039</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>218.07903818</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>CC(=O)OCC(COC(C)=O)OC(C)=O</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C9H14O6</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C9H14O6/c1-6(10)13-4-9(15-8(3)12)5-14-7(2)11/h9H,4-5H2,1-3H3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>URAYPUMNDPQOKB-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>78.9</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>47.97</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>20.88</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>8</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>0</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>
  <pathways>
  </pathways>
  <spectra>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>27488</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>28058</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>28673</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
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    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
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    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
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    <spectrum>
      <type>Specdb::CMs</type>
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    <spectrum>
      <type>Specdb::NmrOneD</type>
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      <type>Specdb::NmrOneD</type>
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    <spectrum>
      <type>Specdb::NmrOneD</type>
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      <type>Specdb::NmrOneD</type>
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    <spectrum>
      <type>Specdb::NmrOneD</type>
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      <type>Specdb::NmrOneD</type>
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    <spectrum>
      <type>Specdb::NmrOneD</type>
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    <spectrum>
      <type>Specdb::NmrOneD</type>
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    <spectrum>
      <type>Specdb::NmrOneD</type>
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    <spectrum>
      <type>Specdb::NmrOneD</type>
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    <spectrum>
      <type>Specdb::NmrOneD</type>
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    <spectrum>
      <type>Specdb::NmrOneD</type>
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      <type>Specdb::NmrOneD</type>
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    <spectrum>
      <type>Specdb::NmrOneD</type>
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      <type>Specdb::NmrOneD</type>
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      <type>Specdb::NmrOneD</type>
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    <spectrum>
      <type>Specdb::NmrOneD</type>
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    <spectrum>
      <type>Specdb::NmrOneD</type>
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      <type>Specdb::MsMs</type>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>651128</spectrum_id>
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      <type>Specdb::MsMs</type>
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    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2408255</spectrum_id>
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      <type>Specdb::MsMs</type>
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      <type>Specdb::MsMs</type>
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      <type>Specdb::MsMs</type>
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      <type>Specdb::MsMs</type>
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      <type>Specdb::MsMs</type>
      <spectrum_id>2945420</spectrum_id>
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  </spectra>
  <hmdb_id>HMDB29592</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id/>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
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    <reference>#&lt;Reference:0x000055ce31e07c20&gt;</reference>
    <reference>#&lt;Reference:0x000055ce31e07a68&gt;</reference>
    <reference>#&lt;Reference:0x000055ce31e078b0&gt;</reference>
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  </general_references>
  <foods>
    <food>
      <name>Fruits</name>
      <food_type>Unknown</food_type>
      <category>generic</category>
      <name_scientific/>
      <ncbi_taxonomy_id/>
    </food>
    <food>
      <name>Papaya</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Carica papaya</name_scientific>
      <ncbi_taxonomy_id>3649</ncbi_taxonomy_id>
    </food>
  </foods>
  <flavors>
    <flavor>
      <name>bitter</name>
    </flavor>
    <flavor>
      <name>clean</name>
    </flavor>
    <flavor>
      <name>fruity</name>
    </flavor>
    <flavor>
      <name>mild</name>
    </flavor>
    <flavor>
      <name>tropical</name>
    </flavor>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
