<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">3124</id>
  <title>T3D3082</title>
  <common-name>beta-Methylamino-L-alanine</common-name>
  <description>Methylamino-L-alanine,КBMAA, is a non-proteinogenic amino acid produced by cyanobacteria. It is a plant toxin found in the seeds of the cycad (division &lt;i&gt;Cycadophyta&lt;/i&gt;). It is produced by cyanobacteria of the genus &lt;i&gt;Nostoc&lt;/i&gt; that live on the plant's roots and exibits neurotoxic effects. Acutely, BMAA can act as an excitotoxin on glutamate receptors such as NMDA, calcium dependent AMPA and kainite receptors. The activation of the metabotropic glutamate receptor 5 is believed to induce oxidative stress in the neuron by depletion of glutathione. BMAA is also suggested to misincorporate into nascent proteins in place of L-Serine, possibly causing protein misfolding and aggregation, both hallmarks of tangle diseases, including Alzheimer's, Parkinson's and ALS, PSP and Lewy Body Disease. In-vitro research has shown that protein association of L-BMAA can be inhibited in presence of excess L-Serine. (Wikipedia)</description>
  <cas>15920-93-1</cas>
  <pubchem-id>105089</pubchem-id>
  <chemical-formula>C4H10N2O2</chemical-formula>
  <weight>118.074230</weight>
  <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>Oral (ingestion) (L1817) ; dermal (L1817)</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>BMAA may cause neurotoxic effects by damaging cells (such as neurons) in the motor cortex and spinal cord. (L1241)</mechanism-of-toxicity>
  <metabolism></metabolism>
  <toxicity></toxicity>
  <lethaldose></lethaldose>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Methylamino-L-alanine, beta- is a plant toxin found in the seeds of the cycad (division Cycadophyta). (L1241)</use-source>
  <min-risk-level></min-risk-level>
  <health-effects>BMAA is considered a possible cause of the amyotrophic lateral sclerosis/parkinsonism-dementia complex (ALS/PDC). Its neurotoxic effects may include degenerative locomotor diseases resulting from damage to cells (such as neurons) in the motor cortex and spinal cord. (L1241)</health-effects>
  <symptoms>Symptoms of BMAA exposure may include limb muscle atrophy and behavioral dysfunction. (L1241)</symptoms>
  <treatment></treatment>
  <created-at type="dateTime">2009-07-23T18:26:07Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:25:57Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia></wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C08291</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id></chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id></ctd-id>
  <stitch-id>Methylamino-L-alanine, beta-</stitch-id>
  <drugbank-id></drugbank-id>
  <pdb-id></pdb-id>
  <actor-id></actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CNCC(N)C(O)=O</moldb-smiles>
  <moldb-formula>C4H10N2O2</moldb-formula>
  <moldb-inchi>InChI=1S/C4H10N2O2/c1-6-2-3(5)4(7)8/h3,6H,2,5H2,1H3,(H,7,8)</moldb-inchi>
  <moldb-inchikey>InChIKey=UJVHVMNGOZXSOZ-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">118.1344</moldb-average-mass>
  <moldb-mono-mass type="decimal">118.074227574</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp></logp>
  <hmdb-id></hmdb-id>
  <chembl-id></chembl-id>
  <chemspider-id></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"/>
</compound>
