<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4481</id>
  <title>T3D4427</title>
  <common-name>3-O-Sulfogalactosylceramide (d18:1/24:0)</common-name>
  <description>3-O-Sulfogalactosylceramide (d18:1/24:0) belongs to the glycosphingolipids, a subclass of sphingolipids within the organic compounds. With an average molecular weight of 892.32 g/mol, 3-O-Sulfogalactosylceramide (d18:1/24:0) is a heavy molecule. This endogenous compound has the chemical formula C48H93NO11S and exists as a solid at room temperature. It is detected in the kidney, brain, and myelin tissues.

Often known as sulfatide, this acidic, sulfated glycosphingolipid is found in various cell type membranes, particularly in myelin, where it constitutes 3-4% of total membrane lipids. It is synthesized primarily in the central nervous system's oligodendrocytes from galactocerebrosides and activated sulfate, 3'-phosphoadenosine 5'-phosphosulfate (PAPS). Accumulation of this lipid in the lysosomes is a characteristic of metachromatic leukodystrophy, a lysosomal storage disease caused by arylsulfatase A deficiency. Additionally, alterations in its homeostasis, trafficking, and metabolism are present in the earliest clinically recognizable stages of Alzheimer's disease.</description>
  <cas>151122-71-3</cas>
  <pubchem-id>6451121</pubchem-id>
  <chemical-formula>C48H93NO11S</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">2014-08-29T06:51:14Z</created-at>
  <updated-at type="dateTime">2026-04-14T15:20:32Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Sulfatide</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C06125</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>60361</chebi-id>
  <biocyc-id>GALACTOSYLCERAMIDE-SULFATE</biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB04780</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>CCCCCCCCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](OS(O)(=O)=O)[C@H]1O)[C@H](O)\C=C\CCCCCCCCCCCCC</moldb-smiles>
  <moldb-formula>C48H93NO11S</moldb-formula>
  <moldb-inchi>InChI=1S/C48H93NO11S/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-24-26-28-30-32-34-36-38-44(52)49-41(42(51)37-35-33-31-29-27-25-16-14-12-10-8-6-4-2)40-58-48-46(54)47(60-61(55,56)57)45(53)43(39-50)59-48/h35,37,41-43,45-48,50-51,53-54H,3-34,36,38-40H2,1-2H3,(H,49,52)(H,55,56,57)/b37-35+/t41-,42+,43+,45-,46+,47-,48+/m0/s1</moldb-inchi>
  <moldb-inchikey>MEAZTWJVOWHKJM-CIAPRIGGSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">892.317</moldb-average-mass>
  <moldb-mono-mass type="decimal">891.646933513</moldb-mono-mass>
  <origin>Endogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id>HMDB00024</hmdb-id>
  <chembl-id nil="true"/>
  <chemspider-id>4953605</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></synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003387</chemdb-id>
  <dsstox-id nil="true"/>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id nil="true"/>
  <iupac nil="true"/>
  <moldb-polar-surface-area>192.07999999999998</moldb-polar-surface-area>
  <moldb-refractivity>244.98880000000005</moldb-refractivity>
  <moldb-polarizability>111.22108904014226</moldb-polarizability>
  <moldb-rotatable-bond-count>43</moldb-rotatable-bond-count>
  <moldb-acceptor-count>10</moldb-acceptor-count>
  <moldb-donor-count>6</moldb-donor-count>
  <moldb-pka-strongest-acidic>-1.8538312164292199</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>0.025242039687316864</moldb-pka-strongest-basic>
  <moldb-physiological-charge>-1</moldb-physiological-charge>
  <moldb-number-of-rings>1</moldb-number-of-rings>
  <moldb-alogps-logp>6.01</moldb-alogps-logp>
  <moldb-alogps-logs>-6.63</moldb-alogps-logs>
  <moldb-alogps-solubility>2.09e-04 g/l</moldb-alogps-solubility>
  <kingdom>Organic compounds</kingdom>
  <superklass>Lipids and lipid-like molecules</superklass>
  <klass>Sphingolipids</klass>
  <subklass>Glycosphingolipids</subklass>
  <paper-count type="integer">8</paper-count>
  <sync-id>CED0037463</sync-id>
  <structure-inchikey>MEAZTWJVOWHKJM-CIAPRIGGSA-N</structure-inchikey>
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</structure-pickle>
  <structure-indexed-at type="dateTime">2026-09-19T04:01:16Z</structure-indexed-at>
</compound>
