<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4404</id>
  <title>T3D4350</title>
  <common-name>Bilirubin</common-name>
  <description>Bilirubin is a bile pigment that is a degradation product of heme. In particular, bilirubin is a yellow breakdown product of normal heme catabolism. Its levels are elevated in certain diseases and it is responsible for the yellow color of bruises. Bilirubin is an excretion product, and the body does not control levels. Bilirubin levels reflect the balance between production and excretion. Thus, there is no normal level of bilirubin. Bilirubin consists of an open chain of four pyrroles (tetrapyrrole); by contrast, the heme molecule is a closed ring of four pyrroles, called porphyrin.</description>
  <cas>635-65-4</cas>
  <pubchem-id>5280352</pubchem-id>
  <chemical-formula>C33H36N4O6</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point></melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility>0.009 mg/mL at 25°C</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 nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-08-29T06:31:48Z</created-at>
  <updated-at type="dateTime">2026-05-14T20:14:27Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Bilirubin</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C00486</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>16990</chebi-id>
  <biocyc-id>BILIRUBIN</biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB19429</drugbank-id>
  <pdb-id nil="true"/>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CC1=C(C=C)\C(NC1=O)=C\C1=C(C)C(CCC(O)=O)=C(CC2=C(CCC(O)=O)C(C)=C(N2)\C=C2/NC(=O)C(C=C)=C2C)N1</moldb-smiles>
  <moldb-formula>C33H36N4O6</moldb-formula>
  <moldb-inchi>InChI=1S/C33H36N4O6/c1-7-20-19(6)32(42)37-27(20)14-25-18(5)23(10-12-31(40)41)29(35-25)15-28-22(9-11-30(38)39)17(4)24(34-28)13-26-16(3)21(8-2)33(43)36-26/h7-8,13-14,34-35H,1-2,9-12,15H2,3-6H3,(H,36,43)(H,37,42)(H,38,39)(H,40,41)/b26-13-,27-14-</moldb-inchi>
  <moldb-inchikey>BPYKTIZUTYGOLE-IFADSCNNSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">584.6621</moldb-average-mass>
  <moldb-mono-mass type="decimal">584.263484904</moldb-mono-mass>
  <origin>Endogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id>HMDB00054</hmdb-id>
  <chembl-id>CHEMBL501680</chembl-id>
  <chemspider-id>4444055</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 nil="true"/>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003310</chemdb-id>
  <dsstox-id>DTXSID8060905</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00014797</susdat-id>
  <iupac nil="true"/>
  <moldb-polar-surface-area>164.37999999999997</moldb-polar-surface-area>
  <moldb-refractivity>168.89600000000002</moldb-refractivity>
  <moldb-polarizability>65.37085348816531</moldb-polarizability>
  <moldb-rotatable-bond-count>12</moldb-rotatable-bond-count>
  <moldb-acceptor-count>6</moldb-acceptor-count>
  <moldb-donor-count>6</moldb-donor-count>
  <moldb-pka-strongest-acidic>4.027490824017337</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>-2.754561928374644</moldb-pka-strongest-basic>
  <moldb-physiological-charge>-2</moldb-physiological-charge>
  <moldb-number-of-rings>4</moldb-number-of-rings>
  <moldb-alogps-logp>3.22</moldb-alogps-logp>
  <moldb-alogps-logs>-4.78</moldb-alogps-logs>
  <moldb-alogps-solubility>9.64e-03 g/l</moldb-alogps-solubility>
</compound>
