<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4376</id>
  <title>T3D4322</title>
  <common-name>Uroporphyrin III</common-name>
  <description>Uroporphyrin is the porphyrin produced by oxidation of the methylene bridges in uroporphyrinogen. They have four acetic acid and four propionic acid side chains attached to the pyrrole rings. Uroporphyrinogen I and III are formed from polypyrryl methane in the presence of uroporphyrinogen III cosynthetase and uroporphyrin I synthetase, respectively. They can yield uroporphyrins by autooxidation or coproporphyrinogens by decarboxylation. Excessive amounts of uroporphyrin I are excreted in congenital erythropoietic porphyria, and both types I and III are excreted in porphyria cutanea tarda. Uroporphyrin I and III are the most common isomers.</description>
  <cas>18273-06-8</cas>
  <pubchem-id nil="true"/>
  <chemical-formula>C40H38N4O16</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point></melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility></solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure nil="true"/>
  <target nil="true"/>
  <mechanism-of-toxicity nil="true"/>
  <metabolism nil="true"/>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>This is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Chronically high levels of porophyrins are associated with porphyrias such as Porphyria variegate, Acute Intermittent Porphyria and Hereditary Coproporphyria (HCP).</health-effects>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-08-29T06:25:21Z</created-at>
  <updated-at type="dateTime">2026-04-05T15:27:02Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia nil="true"/>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C02469</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>15436</chebi-id>
  <biocyc-id>UROPORPHYRIN_III</biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB04461</drugbank-id>
  <pdb-id>UFE</pdb-id>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>OC(=O)CCC1=C(CC(O)=O)/C2=C/C3=N/C(=C\C4=C(CCC(O)=O)C(CC(O)=O)=C(N4)/C=C4\N=C(\C=C\1/N\2)C(CC(O)=O)=C4CCC(O)=O)/C(CCC(O)=O)=C3CC(O)=O</moldb-smiles>
  <moldb-formula>C40H38N4O16</moldb-formula>
  <moldb-inchi>InChI=1S/C40H38N4O16/c45-33(46)5-1-17-21(9-37(53)54)29-14-27-19(3-7-35(49)50)22(10-38(55)56)30(43-27)15-28-20(4-8-36(51)52)24(12-40(59)60)32(44-28)16-31-23(11-39(57)58)18(2-6-34(47)48)26(42-31)13-25(17)41-29/h13-16,41,44H,1-12H2,(H,45,46)(H,47,48)(H,49,50)(H,51,52)(H,53,54)(H,55,56)(H,57,58)(H,59,60)/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-</moldb-inchi>
  <moldb-inchikey>VZVFNUAIRVUCEW-UJJXFSCMSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">830.7469</moldb-average-mass>
  <moldb-mono-mass type="decimal">830.228281188</moldb-mono-mass>
  <origin>Endogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id>HMDB00916</hmdb-id>
  <chembl-id nil="true"/>
  <chemspider-id>16736727</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference>&lt;p&gt;Ichiro Kojima, Kenji Maruhashi, Yasuo Fujiwara, &amp;#8220;Process for producing coproporphyrin &lt;span class="caps"&gt;III&lt;/span&gt;.&amp;#8221; U.S. Patent US4334021, issued September, 1978.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003282</chemdb-id>
  <dsstox-id>DTXSID70896977</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00075509</susdat-id>
  <iupac nil="true"/>
  <moldb-polar-surface-area>355.76</moldb-polar-surface-area>
  <moldb-refractivity>201.32140000000018</moldb-refractivity>
  <moldb-polarizability>85.11525153387961</moldb-polarizability>
  <moldb-rotatable-bond-count>20</moldb-rotatable-bond-count>
  <moldb-acceptor-count>18</moldb-acceptor-count>
  <moldb-donor-count>10</moldb-donor-count>
  <moldb-pka-strongest-acidic>3.108325482263556</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic nil="true"/>
  <moldb-physiological-charge>-8</moldb-physiological-charge>
  <moldb-number-of-rings>5</moldb-number-of-rings>
  <moldb-alogps-logp>0.79</moldb-alogps-logp>
  <moldb-alogps-logs>-4.35</moldb-alogps-logs>
  <moldb-alogps-solubility>3.75e-02 g/l</moldb-alogps-solubility>
</compound>
