CHEBI:73169 - L-BMAA

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ChEBI Name L-BMAA
ChEBI ID CHEBI:73169
ChEBI ASCII Name L-BMAA
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Johnny Lloyd
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Formula C4H10N2O2
Net Charge 0
Average Mass 118.13440
Monoisotopic Mass 118.074
InChI InChI=1S/C4H10N2O2/c1-6-2-3(5)4(7)8/h3,6H,2,5H2,1H3,(H,7,8)/t3-/m0/s1
InChIKey UJVHVMNGOZXSOZ-VKHMYHEASA-N
SMILES CNC[C@H](N)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
neurotoxin
A poison that interferes with the functions of the nervous system.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via L-alpha-amino acid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
β-N-methylamino-L-alanine ChemIDplus
BMAA ChemIDplus
L-α-amino-β-(methylamino)propanoic acid ChEBI
L-α-amino-β-(methylamino)propionic acid ChemIDplus
Database Links Databases
BMAA Wikipedia
C00001380 KNApSAcK
C08291 KEGG COMPOUND
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Registry Numbers Types Sources
15920-93-1 CAS Registry Number KEGG COMPOUND
15920-93-1 CAS Registry Number ChemIDplus
4781252 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
26 March 2015