<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:10:06 UTC</creation_date>
  <update_date>2015-07-20 22:49:00 UTC</update_date>
  <accession>FDB012304</accession>
  <name>Quinacridone</name>
  <description>FDA approved colourant for food-contact paper and board packaging

Quinacridone is a red powder. It is an organic compound with the molecular formula C20H12N2O2. It is used as a pigment; analogs bearing this motif are known as quinacridones.</description>
  <synonyms>
    <synonym>5,12-dihydro-Quino(2,3-b)acridine-7,14-dione</synonym>
    <synonym>5,12-dihydro-Quino(2,3,b)acridine-7,14-dione</synonym>
    <synonym>5,12-dihydro-Quino[2,3-b]acridine-7,14-dione</synonym>
    <synonym>5,12-Dihydroquino(2,3-b)acridine-7,14-dione</synonym>
    <synonym>5,12-Dihydroquino[2,3-b]acridine-7,14-dione</synonym>
    <synonym>C.I. Pigment Violet 19</synonym>
    <synonym>CI Pigment Red 122</synonym>
    <synonym>CI Pigment Violet 19</synonym>
    <synonym>Cinquasia B-RT 796D</synonym>
    <synonym>Cinquasia red</synonym>
    <synonym>Cinquasia red b</synonym>
    <synonym>Cinquasia red y</synonym>
    <synonym>Cinquasia Red Y-RT 759D</synonym>
    <synonym>Cinquasia violet</synonym>
    <synonym>Cinquasia violet r</synonym>
    <synonym>Cinquasia Violet R-RT 791D</synonym>
    <synonym>Dark violet</synonym>
    <synonym>E 3B Red</synonym>
    <synonym>Fastogen super red BN</synonym>
    <synonym>Fastogen super red ye</synonym>
    <synonym>Hostaperm Red E 3B</synonym>
    <synonym>Hostaperm Red E 5B</synonym>
    <synonym>Hostaperm Red E5B</synonym>
    <synonym>Hostaperm red violet er</synonym>
    <synonym>Hostaperm Red Violet ER 02</synonym>
    <synonym>Hostapern red violet er</synonym>
    <synonym>lin-trans-Quinacridone</synonym>
    <synonym>Linear quinacridone</synonym>
    <synonym>Linear trans quinacridone</synonym>
    <synonym>Monastral red</synonym>
    <synonym>Monastral red b</synonym>
    <synonym>Monastral red y</synonym>
    <synonym>Monastral Violet 4R</synonym>
    <synonym>Monastral violet r</synonym>
    <synonym>Monastrol red y</synonym>
    <synonym>Paliogen red BG</synonym>
    <synonym>Permanent magenta</synonym>
    <synonym>Permanent Red E 3B</synonym>
    <synonym>Permanent Red E 5B</synonym>
    <synonym>Permanent Red E3B</synonym>
    <synonym>Permanent Red E5B</synonym>
    <synonym>Pigment pink quinacridone s</synonym>
    <synonym>Pigment quinacridone red</synonym>
    <synonym>Pigment Violet #19</synonym>
    <synonym>Pigment Violet 19</synonym>
    <synonym>Pigment violet quinacridone</synonym>
    <synonym>PV Fast Red E 3B</synonym>
    <synonym>PV Fast Red E 5B</synonym>
    <synonym>PV Fast Red E3B</synonym>
    <synonym>PV Fast Red E5B</synonym>
    <synonym>PV-Fast Red E3B</synonym>
    <synonym>PV-Fast Red E5B</synonym>
    <synonym>Quinaccridone</synonym>
    <synonym>Quinacridone red</synonym>
    <synonym>Quinacridone red MC</synonym>
    <synonym>Quinacridone violet</synonym>
    <synonym>Quinacridone violet MC</synonym>
    <synonym>Quino(2,3-b)acridine-7,14-dione, 5,12-dihydro-</synonym>
    <synonym>Quino(2,3,b)acridine-7,14-dione, 5,12-dihydro-</synonym>
    <synonym>Quino[2,3-b]acridine-7,14-dione, 5,12-dihydro-</synonym>
    <synonym>Red E 3B</synonym>
    <synonym>Sunfast Red 19</synonym>
    <synonym>Sunfast violet</synonym>
  </synonyms>
  <chemical_formula>C20H12N2O2</chemical_formula>
  <average_molecular_weight>312.3215</average_molecular_weight>
  <monisotopic_moleculate_weight>312.089877638</monisotopic_moleculate_weight>
  <iupac_name>5,7,12,14-tetrahydro-5,12-diazapentacene-7,14-dione</iupac_name>
  <traditional_iupac>quinacridone</traditional_iupac>
  <cas_registry_number>1047-16-1</cas_registry_number>
  <smiles>O=C1C2=CC=CC=C2NC2=CC3=C(NC4=CC=CC=C4C3=O)C=C12</smiles>
  <inchi>InChI=1S/C20H12N2O2/c23-19-11-5-1-3-7-15(11)21-17-10-14-18(9-13(17)19)22-16-8-4-2-6-12(16)20(14)24/h1-10H,(H,21,23)(H,22,24)</inchi>
  <inchikey>NRCMAYZCPIVABH-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as pyridoacridines. Pyridoacridines are compounds containing a pyridoacridine ring system, which consists of a pyridine fused to an acridine.</description>
    <direct_parent>Pyridoacridines</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organoheterocyclic compounds</super_class>
    <class>Quinolines and derivatives</class>
    <sub_class>Benzoquinolines</sub_class>
    <molecular_framework>Aromatic heteropolycyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Acridones</alternative_parent>
      <alternative_parent>Azacyclic compounds</alternative_parent>
      <alternative_parent>Benzenoids</alternative_parent>
      <alternative_parent>Heteroaromatic compounds</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Hydroquinolines</alternative_parent>
      <alternative_parent>Hydroquinolones</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organonitrogen compounds</alternative_parent>
      <alternative_parent>Organooxygen compounds</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Pyridines and derivatives</alternative_parent>
      <alternative_parent>Vinylogous amides</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Acridone</substituent>
      <substituent>Aromatic heteropolycyclic compound</substituent>
      <substituent>Azacycle</substituent>
      <substituent>Benzenoid</substituent>
      <substituent>Dihydroquinoline</substituent>
      <substituent>Dihydroquinolone</substituent>
      <substituent>Heteroaromatic compound</substituent>
      <substituent>Hydrocarbon derivative</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>Pyridine</substituent>
      <substituent>Pyridoacridine</substituent>
      <substituent>Vinylogous amide</substituent>
    </substituents>
    <external_descriptors>
    </external_descriptors>
  </taxonomy>
  <state/>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>4.39</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-4.23</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>1.83e-02 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>Mp 390°</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>6.43</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>17.13</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>-0.74</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>5,7,12,14-tetrahydro-5,12-diazapentacene-7,14-dione</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>312.3215</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>312.089877638</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>O=C1C2=CC=CC=C2NC2=CC3=C(NC4=CC=CC=C4C3=O)C=C12</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C20H12N2O2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C20H12N2O2/c23-19-11-5-1-3-7-15(11)21-17-10-14-18(9-13(17)19)22-16-8-4-2-6-12(16)20(14)24/h1-10H,(H,21,23)(H,22,24)</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>NRCMAYZCPIVABH-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>58.2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>92.07</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>33.63</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>4</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>15505</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>135532</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>143266</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>62622</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>62623</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>62624</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>119379</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>119380</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>119381</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2703842</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2703843</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>2703844</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3001561</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3001562</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>3001563</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id>HMDB34058</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:0x000055ce319410d8&gt;</reference>
  </general_references>
  <foods>
  </foods>
  <flavors>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
