<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4374</id>
  <title>T3D4320</title>
  <common-name>L-Alanine</common-name>
  <description>Alanine is a nonessential amino acid made in the body from the conversion of the carbohydrate pyruvate or the breakdown of DNA and the dipeptides carnosine and anserine. It is highly concentrated in muscle and is one of the most important amino acids released by muscle, functioning as a major energy source. Plasma alanine is often decreased when the BCAA (Branched Chain Amino Acids) are deficient. This finding may relate to muscle metabolism. Alanine is highly concentrated in meat products and other high-protein foods like wheat germ and cottage cheese. Alanine is an important participant as well as regulator in glucose metabolism. Alanine levels parallel blood sugar levels in both diabetes and hypoglycemia, and alanine reduces both severe hypoglycemia and the ketosis of diabetes. It is an important amino acid for lymphocyte reproduction and immunity. Alanine therapy has helped dissolve kidney stones in experimental animals. Normal alanine metabolism, like that of other amino acids, is highly dependent upon enzymes that contain vitamin B6. Alanine, like GABA, taurine and glycine, is an inhibitory neurotransmitter in the brain.  It is produced from pyruvate by transamination. It is involved in sugar and acid metabolism, increases immunity, and provides energy for muscle tissue, brain, and the central nervous system.</description>
  <cas>56-41-7</cas>
  <pubchem-id>5950</pubchem-id>
  <chemical-formula>C3H7NO2</chemical-formula>
  <weight>89.09</weight>
  <appearance>White powder.</appearance>
  <melting-point>300 dec°C</melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility>1.64E+005 mg/L (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>L-Alanine is a non-essential amino acid that occurs in high levels in its free state in plasma. It is produced from pyruvate by transamination. It is involved in sugar and acid metabolism, increases immunity, and provides energy for muscle tissue, brain, and the central nervous system. BCAAs are used as a source of energy for muscle cells. During prolonged exercise, BCAAs are released from skeletal muscles and their carbon backbones are used as fuel, while their nitrogen portion is used to form another amino acid, Alanine. Alanine is then converted to Glucose by the liver. This form of energy production is called the Alanine-Glucose cycle, and it plays a major role in maintaining the body's blood sugar balance.</mechanism-of-toxicity>
  <metabolism nil="true"/>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Used for protein synthesis.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-08-29T06:21:59Z</created-at>
  <updated-at type="dateTime">2026-04-17T17:45:38Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>2-Aminopropanoic acid</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C01401</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>16977</chebi-id>
  <biocyc-id>L-ALPHA-ALANINE</biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB00160</drugbank-id>
  <pdb-id>ALA</pdb-id>
  <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](N)C(O)=O</moldb-smiles>
  <moldb-formula>C3H7NO2</moldb-formula>
  <moldb-inchi>InChI=1S/C3H7NO2/c1-2(4)3(5)6/h2H,4H2,1H3,(H,5,6)/t2-/m0/s1</moldb-inchi>
  <moldb-inchikey>QNAYBMKLOCPYGJ-REOHCLBHSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">89.0932</moldb-average-mass>
  <moldb-mono-mass type="decimal">89.047678473</moldb-mono-mass>
  <origin>Endogenous</origin>
  <state>Solid</state>
  <logp>-2.85</logp>
  <hmdb-id>HMDB00161</hmdb-id>
  <chembl-id>CHEMBL12198</chembl-id>
  <chemspider-id>5735</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;Daniel T. Belmont, Valerie Hendrickson, Mark J. Hoekman, &amp;#8220;Process for the preparation of an L-alanine compound.&amp;#8221; U.S. Patent US5268483, issued October, 1953.&lt;/p&gt;</synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM003280</chemdb-id>
  <dsstox-id>DTXSID40150674</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00100192</susdat-id>
  <iupac>(2S)-2-aminopropanoic acid</iupac>
</compound>
