<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4454</id>
  <title>T3D4400</title>
  <common-name>Sepiapterin</common-name>
  <description>Sepiapterin is an intermediate in the salvage pathway of tetrahydrobiopterin (BH(4)). It is a yellow fluorescing pigment. Sepiapterin accumulates in the brain of patients with sepiapterin reductase (SR) deficiency.</description>
  <cas>17094-01-8</cas>
  <pubchem-id>65253</pubchem-id>
  <chemical-formula>C9H11N5O3</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 nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-08-29T06:50:58Z</created-at>
  <updated-at type="dateTime">2026-05-14T19:57:41Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia nil="true"/>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C00835</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>804632</chebi-id>
  <biocyc-id>CPD-374</biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB16326</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>C[C@H](O)C(=O)C1=NC2=C(NC1)NC(N)=NC2=O</moldb-smiles>
  <moldb-formula>C9H11N5O3</moldb-formula>
  <moldb-inchi>InChI=1S/C9H11N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3,15H,2H2,1H3,(H4,10,11,13,14,17)/t3-/m0/s1</moldb-inchi>
  <moldb-inchikey>VPVOXUSPXFPWBN-VKHMYHEASA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">237.2153</moldb-average-mass>
  <moldb-mono-mass type="decimal">237.086189243</moldb-mono-mass>
  <origin>Endogenous</origin>
  <state>Solid</state>
  <logp>-1.4</logp>
  <hmdb-id>HMDB00238</hmdb-id>
  <chembl-id>CHEMBL1255653</chembl-id>
  <chemspider-id>58746</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>Pfleiderer, Wolfgang.  Synthesis and absolute configuration of sepiapterin.    Chem. Biol. Pteridines, Proc. Int. Symp., 5th  (1975),     941-9. </synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003360</chemdb-id>
  <dsstox-id nil="true"/>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00014920</susdat-id>
  <iupac>2-amino-6-[(2S)-2-hydroxypropanoyl]-1,4,7,8-tetrahydropteridin-4-one</iupac>
  <moldb-polar-surface-area>129.17</moldb-polar-surface-area>
  <moldb-refractivity>67.49680000000001</moldb-refractivity>
  <moldb-polarizability>22.440769510601005</moldb-polarizability>
  <moldb-rotatable-bond-count>2</moldb-rotatable-bond-count>
  <moldb-acceptor-count>8</moldb-acceptor-count>
  <moldb-donor-count>4</moldb-donor-count>
  <moldb-pka-strongest-acidic>9.17814455890009</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>-1.309143926918912</moldb-pka-strongest-basic>
  <moldb-physiological-charge>0</moldb-physiological-charge>
  <moldb-number-of-rings>2</moldb-number-of-rings>
  <moldb-alogps-logp>-1.09</moldb-alogps-logp>
  <moldb-alogps-logs>-2.30</moldb-alogps-logs>
  <moldb-alogps-solubility>1.18e+00 g/l</moldb-alogps-solubility>
</compound>
