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CHEBI:73169 - L-BMAA

ChEBI IDCHEBI:73169
ChEBI NameL-BMAA
Stars
ASCII NameL-BMAA
DefinitionA non-proteinogenic L-α-amino acid that is L-alanine in which one of the methyl hydrogens is replaced by a methylamino group. A non-proteinogenic amino acid produced by cyanobacteria, it is a neurotoxin that has been postulated as a possible cause of neurodegenerative disorders of aging such as Alzheimer's disease, amyotrophic lateral sclerosis, and the amyotrophic lateral sclerosis/parkinsonism-dementia complex (ALS-PDC) syndrome of Guam.
Last Modified26 March 2015
SubmitterJohnny Lloyd
DownloadsMolfile
FormulaC4H10N2O2
Net Charge0
Average Mass118.136
Monoisotopic Mass118.07423
SMILESCNC[C@H](N)C(=O)O
InChIInChI=1S/C4H10N2O2/c1-6-2-3(5)4(7)8/h3,6H,2,5H2,1H3,(H,7,8)/t3-/m0/s1
InChIKeyUJVHVMNGOZXSOZ-VKHMYHEASA-N
Wikipedia
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
neurotoxin  A poison that interferes with the functions of the nervous system.
ChEBI Ontology
Outgoing Relation(s)
L-BMAA (CHEBI:73169) has role bacterial metabolite (CHEBI:76969)
L-BMAA (CHEBI:73169) has role neurotoxin (CHEBI:50910)
L-BMAA (CHEBI:73169) is a L-alanine derivative (CHEBI:83943)
L-BMAA (CHEBI:73169) is a diamino acid (CHEBI:35987)
L-BMAA (CHEBI:73169) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
L-BMAA (CHEBI:73169) is a secondary amino compound (CHEBI:50995)
IUPAC Name 
3-(methylamino)-L-alanine
Synonyms  Source
BMAAChemIDplus
β-N-methylamino-L-alanineChemIDplus
L-α-amino-β-(methylamino)propionic acidChemIDplus
L-α-amino-β-(methylamino)propanoic acidChEBI
Manual XrefsDatabases
BMAAWikipedia
C00001380KNApSAcK
C08291KEGG COMPOUND
Registry NumbersSources
Reaxys:4781252Reaxys
CAS:15920-93-1ChemIDplus
CAS:15920-93-1KEGG COMPOUND
Citations