<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4462</id>
  <title>T3D4408</title>
  <common-name>Mevalonic acid</common-name>
  <description>Mevalonic acid is a key organic compound in biochemistry. It is a precursor in the biosynthetic pathway, known as the HMG-CoA reductase pathway, that produces terpenes and steroids. Mevalonate is produced by NADPH from 3-hydroxy-3-methylglutaryl CoA via reduction. This reaction occurs in the cytosol. It is the committed step in cholesterol synthesis.</description>
  <cas>150-97-0</cas>
  <pubchem-id>449</pubchem-id>
  <chemical-formula>C6H12O4</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point>24 - 27°C</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">2014-08-29T06:51:04Z</created-at>
  <updated-at type="dateTime">2026-04-13T22:21:58Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Mevalonic acid</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C00418</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>25351</chebi-id>
  <biocyc-id>MEVALONATE</biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB03518</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>CC(O)(CCO)CC(O)=O</moldb-smiles>
  <moldb-formula>C6H12O4</moldb-formula>
  <moldb-inchi>InChI=1S/C6H12O4/c1-6(10,2-3-7)4-5(8)9/h7,10H,2-4H2,1H3,(H,8,9)</moldb-inchi>
  <moldb-inchikey>KJTLQQUUPVSXIM-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">148.1571</moldb-average-mass>
  <moldb-mono-mass type="decimal">148.073558872</moldb-mono-mass>
  <origin>Endogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id>HMDB00227</hmdb-id>
  <chembl-id nil="true"/>
  <chemspider-id>436</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>CHEM003368</chemdb-id>
  <dsstox-id>DTXSID5040546</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00015151</susdat-id>
  <iupac>3,5-dihydroxy-3-methylpentanoic acid</iupac>
</compound>
