<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:05:38 UTC</creation_date>
  <update_date>2025-11-18 22:47:21 UTC</update_date>
  <accession>FDB003076</accession>
  <name>Glycerol 1-hexadecanoate</name>
  <description>Minor component of olive oil and other vegetable oils. Glycerol 1-hexadecanoate is found in fats and oils.</description>
  <synonyms>
    <synonym>(+-)-2,3-Dihydroxypropyl hexadecanoate</synonym>
    <synonym>(1)-2,3-Dihydroxypropyl palmitate</synonym>
    <synonym>(C16-C22)Trialkyl glyceride</synonym>
    <synonym>(S)-2,3-Dihydroxypropyl palmitate</synonym>
    <synonym>&amp;alpha;-monopalmitin</synonym>
    <synonym>1-hexadecanoyl-sn-glycerol</synonym>
    <synonym>1-Mono-palmitin</synonym>
    <synonym>1-Monohexadecanoyl-rac-glycerol</synonym>
    <synonym>1-monohexadecanoylglycerol</synonym>
    <synonym>1-Monopalmitin</synonym>
    <synonym>1-MONOPALMITOYL-rac-GLYCEROL</synonym>
    <synonym>1-Monopalmitoylglycerol</synonym>
    <synonym>1-O-Hexadecanoylglycerol</synonym>
    <synonym>1-Palmitoylglycerol</synonym>
    <synonym>1,2,3-Propanetriol 1-hexandecanoyl ester</synonym>
    <synonym>2,3-Dihydroxypropyl ester(.+/-.)-hexadecanoic acid</synonym>
    <synonym>2,3-dihydroxypropyl hexadecanoate</synonym>
    <synonym>2,3-Dihydroxypropyl palmitate</synonym>
    <synonym>a-Monopalmitin</synonym>
    <synonym>alpha -Monopalmitin</synonym>
    <synonym>Alpha-monopalmitin</synonym>
    <synonym>DL-alpha-palmitin</synonym>
    <synonym>Glycerides, C16-22</synonym>
    <synonym>Glycerol &amp;alpha;-palmitate</synonym>
    <synonym>glycerol 1-monohexadecanoate</synonym>
    <synonym>Glycerol 1-monopalmitate</synonym>
    <synonym>Glycerol 1-palmitate</synonym>
    <synonym>Glycerol 3-palmitate</synonym>
    <synonym>Glycerol alpha -palmitate</synonym>
    <synonym>Glycerol palmitate</synonym>
    <synonym>Glyceryl monopalmitate</synonym>
    <synonym>Glyceryl palmitate</synonym>
    <synonym>hexadecanoic acid, 2,3-bishydroxy propyl ester</synonym>
    <synonym>Hexadecanoic acid, 2,3-dihydroxypropyl ester</synonym>
    <synonym>Hexadecanoic acid, 2,3-dihydroxypropyl ester, (.+/-.)-</synonym>
    <synonym>Hexadexanoic acid 2,3-dihydroxypropyl ester</synonym>
    <synonym>L-(-)-alpha-monopalmitin</synonym>
    <synonym>Monopalmitin</synonym>
    <synonym>Palmitic acid &amp;alpha;-monoglyceride</synonym>
    <synonym>Palmitic acid alpha -monoglyceride</synonym>
    <synonym>Palmitic acid alpha-monoglyceride</synonym>
    <synonym>Palmitin, 1-mono-</synonym>
    <synonym>Palmitin, 1-mono- (8CI)</synonym>
    <synonym>Palmitoyl glycerol</synonym>
    <synonym>rac-1-Palmitoylglycerol</synonym>
    <synonym>rac-Glycerol 1-palmitate</synonym>
  </synonyms>
  <chemical_formula>C19H38O4</chemical_formula>
  <average_molecular_weight>330.5026</average_molecular_weight>
  <monisotopic_moleculate_weight>330.277009704</monisotopic_moleculate_weight>
  <iupac_name>2,3-dihydroxypropyl hexadecanoate</iupac_name>
  <traditional_iupac>2,3-dihydroxypropyl hexadecanoate</traditional_iupac>
  <cas_registry_number>542-44-9</cas_registry_number>
  <smiles>CCCCCCCCCCCCCCCC(=O)OCC(O)CO</smiles>
  <inchi>InChI=1S/C19H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(22)23-17-18(21)16-20/h18,20-21H,2-17H2,1H3</inchi>
  <inchikey>QHZLMUACJMDIAE-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as 1-monoacylglycerols. These are monoacylglycerols containing a glycerol acylated at the 1-position.</description>
    <direct_parent>1-monoacylglycerols</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Lipids and lipid-like molecules</super_class>
    <class>Glycerolipids</class>
    <sub_class>Monoradylglycerols</sub_class>
    <molecular_framework>Aliphatic acyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>1,2-diols</alternative_parent>
      <alternative_parent>Carbonyl compounds</alternative_parent>
      <alternative_parent>Carboxylic acid esters</alternative_parent>
      <alternative_parent>Fatty acid esters</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Monocarboxylic acids and derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Primary alcohols</alternative_parent>
      <alternative_parent>Secondary alcohols</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>1,2-diol</substituent>
      <substituent>1-acyl-sn-glycerol</substituent>
      <substituent>Alcohol</substituent>
      <substituent>Aliphatic acyclic compound</substituent>
      <substituent>Carbonyl group</substituent>
      <substituent>Carboxylic acid derivative</substituent>
      <substituent>Carboxylic acid ester</substituent>
      <substituent>Fatty acid ester</substituent>
      <substituent>Fatty acyl</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Monocarboxylic acid or derivatives</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Primary alcohol</substituent>
      <substituent>Secondary alcohol</substituent>
    </substituents>
    <external_descriptors>
      <external_descriptor>1-monoglyceride</external_descriptor>
      <external_descriptor>Monoacylglycerols</external_descriptor>
      <external_descriptor>a monoacylglycerol</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <state/>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>5.73</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-4.85</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>4.70e-03 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>Mp 77° (± -form)</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>5.08</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>13.62</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>-3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>2,3-dihydroxypropyl hexadecanoate</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>330.5026</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>330.277009704</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>CCCCCCCCCCCCCCCC(=O)OCC(O)CO</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C19H38O4</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C19H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19(22)23-17-18(21)16-20/h18,20-21H,2-17H2,1H3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>QHZLMUACJMDIAE-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>66.76</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>94.11</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>42.15</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>18</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>2</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>32366</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>42344</spectrum_id>
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    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>108547</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>121139</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>818172</spectrum_id>
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    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>818173</spectrum_id>
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    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>818174</spectrum_id>
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    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>818175</spectrum_id>
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    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>818176</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>344228</spectrum_id>
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    <spectrum>
      <type>Specdb::NmrOneD</type>
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      <type>Specdb::NmrOneD</type>
      <spectrum_id>344230</spectrum_id>
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    <spectrum>
      <type>Specdb::NmrOneD</type>
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      <type>Specdb::NmrOneD</type>
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      <spectrum_id>344239</spectrum_id>
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      <type>Specdb::NmrOneD</type>
      <spectrum_id>344240</spectrum_id>
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      <type>Specdb::MsMs</type>
      <spectrum_id>450020</spectrum_id>
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      <type>Specdb::MsMs</type>
      <spectrum_id>452269</spectrum_id>
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      <spectrum_id>452271</spectrum_id>
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      <spectrum_id>684768</spectrum_id>
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      <type>Specdb::MsMs</type>
      <spectrum_id>3403588</spectrum_id>
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      <spectrum_id>3403593</spectrum_id>
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  </spectra>
  <hmdb_id>HMDB31074</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id/>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
    <reference>#&lt;Reference:0x000055ce328ccf20&gt;</reference>
  </general_references>
  <foods>
    <food>
      <name>Fats and oils</name>
      <food_type>Unknown</food_type>
      <category>generic</category>
      <name_scientific/>
      <ncbi_taxonomy_id/>
    </food>
  </foods>
  <flavors>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
