<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:05:02 UTC</creation_date>
  <update_date>2025-11-18 22:32:10 UTC</update_date>
  <accession>FDB001596</accession>
  <name>Cerasin</name>
  <description>Cerasin, also known as sudan iii or d and c red #17, is a member of the class of compounds known as azobenzenes. Azobenzenes are organonitrogen aromatic compounds that contain a central azo group, where each nitrogen atom is conjugated to a benzene ring. Cerasin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Cerasin can be found in sour cherry, which makes cerasin a potential biomarker for the consumption of this food product. Uses include: An alternative to beeswax in ointments (Historic) Laboratory-supply bottles for small amounts of hydrofluoric acid, which were made of ceresin wax; this was before polyethylene became commonplace .</description>
  <synonyms>
    <synonym>1-((4-(Phenylazo)phenyl)azo)-2-naphthalenol</synonym>
    <synonym>1-((p-Phenylazo)phenyl)azo-2-naphthol</synonym>
    <synonym>1-(4-(Phenylazo)phenylazo)-2-naphthol</synonym>
    <synonym>1-(Phenylazophenylazo)-2-hydroxynaphthalene</synonym>
    <synonym>1-[[4-(Phenylazo)phenyl]azo]-2-naphthalenol</synonym>
    <synonym>1-[[p-(Phenylazo)phenyl]azo]-2-naphthol</synonym>
    <synonym>2-Naphthalenol, 1-((4-(phenylazo)phenyl)azo)-</synonym>
    <synonym>2-Naphthalenol, 1-(2-(4-(2-phenyldiazenyl)phenyl)diazenyl)-</synonym>
    <synonym>2-Naphthalenol, 1-[[4-(phenylazo)phenyl]azo]-</synonym>
    <synonym>2-Naphthol, 1-((p-(phenylazo)phenyl)azo)-</synonym>
    <synonym>2-Naphthol, 1-[[p-(phenylazo)phenyl]azo]-</synonym>
    <synonym>Atul oil red g</synonym>
    <synonym>Benzeneazobenzeneazo-beta-naphthol</synonym>
    <synonym>Brasilazina oil scarlet</synonym>
    <synonym>C.I. Solvent Red 23</synonym>
    <synonym>C.I. Solvent Red 23 (8CI)</synonym>
    <synonym>Cerasin red</synonym>
    <synonym>Cerasinrot</synonym>
    <synonym>Cerotinscharlach r</synonym>
    <synonym>Certiqual oil red</synonym>
    <synonym>Cerven rozpoustedlova 23</synonym>
    <synonym>D &amp; C Red no. 17</synonym>
    <synonym>D and C Red No. 17</synonym>
    <synonym>Fast oil scarlet III</synonym>
    <synonym>Fat red (bluish)</synonym>
    <synonym>Fat red g</synonym>
    <synonym>Fat red HRR</synonym>
    <synonym>Fat red r</synonym>
    <synonym>Fat red RS</synonym>
    <synonym>Fat red RS (van)</synonym>
    <synonym>Fat red, bluish</synonym>
    <synonym>Fat red, bluish (van)</synonym>
    <synonym>Fat scarlet LB</synonym>
    <synonym>Fat soluble red ZH</synonym>
    <synonym>FD and C Red No. 17</synonym>
    <synonym>Fettponceau g</synonym>
    <synonym>Fettponceaug</synonym>
    <synonym>Fettrot</synonym>
    <synonym>Fettscharlach</synonym>
    <synonym>Fettscharlach LB</synonym>
    <synonym>Grasal brilliant red g</synonym>
    <synonym>Grasan brilliant red g</synonym>
    <synonym>Japan Red 225</synonym>
    <synonym>Motirot 2R</synonym>
    <synonym>Oil red</synonym>
    <synonym>Oil Red 3B</synonym>
    <synonym>Oil Red 3G</synonym>
    <synonym>Oil Red 6566</synonym>
    <synonym>Oil red as</synonym>
    <synonym>Oil red b</synonym>
    <synonym>Oil red g</synonym>
    <synonym>Oil red o</synonym>
    <synonym>Oil scarlet</synonym>
    <synonym>Oil scarlet as</synonym>
    <synonym>Oil scarlet g</synonym>
    <synonym>Organol red BS</synonym>
    <synonym>Organol scarlet</synonym>
    <synonym>Ponceau, insoluble, olg</synonym>
    <synonym>Pyronalrot b</synonym>
    <synonym>Red No. 225</synonym>
    <synonym>Red ZH</synonym>
    <synonym>Rot c</synonym>
    <synonym>Rot g</synonym>
    <synonym>Rouge cerasine</synonym>
    <synonym>Scarlet b fat soluble</synonym>
    <synonym>Scarlet b, fat soluble</synonym>
    <synonym>Schultz No. 31</synonym>
    <synonym>Silotras scarlet TB</synonym>
    <synonym>Solvent red 23</synonym>
    <synonym>Somalia red III</synonym>
    <synonym>Soudan III</synonym>
    <synonym>Stearix scarlet</synonym>
    <synonym>Sudan 3</synonym>
    <synonym>Sudan g</synonym>
    <synonym>Sudan g III</synonym>
    <synonym>Sudan III</synonym>
    <synonym>Sudan III (g)</synonym>
    <synonym>Sudan III, g</synonym>
    <synonym>Sudan p III</synonym>
    <synonym>Sudan red III</synonym>
    <synonym>Sudan yellow</synonym>
    <synonym>Tetrazobenzene-beta-naphthol</synonym>
    <synonym>Toney red</synonym>
    <synonym>Tony red</synonym>
  </synonyms>
  <chemical_formula>C22H16N4O</chemical_formula>
  <average_molecular_weight>352.3886</average_molecular_weight>
  <monisotopic_moleculate_weight>352.132411154</monisotopic_moleculate_weight>
  <iupac_name>(1Z)-1-{2-[4-(2-phenyldiazen-1-yl)phenyl]hydrazin-1-ylidene}-1,2-dihydronaphthalen-2-one</iupac_name>
  <traditional_iupac>sudan III</traditional_iupac>
  <cas_registry_number>64166-11-6</cas_registry_number>
  <smiles>O=C1C=CC2=CC=CC=C2\C1=N\NC1=CC=C(C=C1)N=NC1=CC=CC=C1</smiles>
  <inchi>InChI=1S/C22H16N4O/c27-21-15-10-16-6-4-5-9-20(16)22(21)26-25-19-13-11-18(12-14-19)24-23-17-7-2-1-3-8-17/h1-15,25H/b24-23?,26-22-</inchi>
  <inchikey>HTPQPMPFXUWUOT-SRURNFRUSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as azobenzenes. These are organonitrogen aromatic compounds that contain a central azo group, where each nitrogen atom is conjugated to a benzene ring.</description>
    <direct_parent>Azobenzenes</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organoheterocyclic compounds</super_class>
    <class>Azobenzenes</class>
    <sub_class/>
    <molecular_framework>Aromatic homopolycyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Azo compounds</alternative_parent>
      <alternative_parent>Cyclic ketones</alternative_parent>
      <alternative_parent>Hydrazones</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Naphthalenes</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Phenylhydrazines</alternative_parent>
      <alternative_parent>Propargyl-type 1,3-dipolar organic compounds</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Aromatic homopolycyclic compound</substituent>
      <substituent>Azo compound</substituent>
      <substituent>Azobenzene</substituent>
      <substituent>Benzenoid</substituent>
      <substituent>Carbonyl group</substituent>
      <substituent>Cyclic ketone</substituent>
      <substituent>Hydrazone</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Ketone</substituent>
      <substituent>Monocyclic benzene moiety</substituent>
      <substituent>Naphthalene</substituent>
      <substituent>Organic 1,3-dipolar compound</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Phenylhydrazine</substituent>
      <substituent>Propargyl-type 1,3-dipolar organic compound</substituent>
    </substituents>
    <external_descriptors>
    </external_descriptors>
  </taxonomy>
  <state/>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>5.08</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-5.33</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>1.63e-03 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>6.73</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>14</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>2.01</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>(1Z)-1-{2-[4-(2-phenyldiazen-1-yl)phenyl]hydrazin-1-ylidene}-1,2-dihydronaphthalen-2-one</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>352.3886</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>352.132411154</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>O=C1C=CC2=CC=CC=C2\C1=N\NC1=CC=C(C=C1)N=NC1=CC=CC=C1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C22H16N4O</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C22H16N4O/c27-21-15-10-16-6-4-5-9-20(16)22(21)26-25-19-13-11-18(12-14-19)24-23-17-7-2-1-3-8-17/h1-15,25H/b24-23?,26-22-</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>HTPQPMPFXUWUOT-SRURNFRUSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>66.18</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>112.22</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>38.88</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>4</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>5</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>1</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::MsMs</type>
      <spectrum_id>104529</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>104530</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>104531</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>170835</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>170836</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>170837</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3597803</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3597804</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3597805</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3597806</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3597807</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3597808</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id/>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id/>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
  </general_references>
  <foods>
    <food>
      <name>Sour cherry</name>
      <food_type>Type 1</food_type>
      <category>specific</category>
      <name_scientific>Prunus cerasus</name_scientific>
      <ncbi_taxonomy_id>140311</ncbi_taxonomy_id>
    </food>
  </foods>
  <flavors>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
