beta-(N-Methylamino)-L-alanine

HCID 105089
NotesReactions
Substructure searchFind similar structures

Basic information

CAS
15920-93-1
Standard SMILES
CNC[C@H](N)C(=O)O
InChIKey
UJVHVMNGOZXSOZ-VKHMYHEASA-N
Molecular formula
C4H10N2O2
Average molar mass
118.13 g/mol
Monoisotopic mass
118.07422757

Names & identifiers

Preferred name
beta-(N-Methylamino)-L-alanine
IUPAC
(2S)-2-amino-3-(methylamino)propanoic acid
English name
3-(N-Methylamino)-L-alanine
Molecular formula
C4H10N2O2
Molecular weight
118.13

Names & synonyms

15920-93-1(S)-2-AMINO-3-(METHYLAMINO)PROPANOIC ACIDBMAAbeta-N-Methylamino-L-alanine(2S)-2-amino-3-(methylamino)propanoic acidL-Alanine, 3-(methylamino)-3-Methylamino-L-alanine108SA6URTVL-alpha-Amino-beta-(methylamino)propionic acidbeta-(N-Methylamino)-L-alanineBeta-Methylamino-L-alanineDTXSID60166611
Show more names
β-N-Methylamino-L-alanine(S)-BMAA-Methylamino-L-alanineB-METHYLAMINO-L-ALANINEβ-Methylamino-L-alanine--Methylamino-L-alanine
2-Amino-3(methylamino)propionic acidRefChem:917034DTXCID9089102(2S)-2-azaniumyl-3-(methylamino)propanoateL-Bmaa3-(Methylamino)-L-alanine3-(N-METHYLAMINO)-L-ALANINEMFCD08063270

Database identifiers

CAS
15920-93-1
PubChem CID
105089
DTXSID
DTXSID60166611
ChEMBL
CHEMBL11488
ChEBI
CHEBI:73169
UNII
108SA6URTV
Nikkaji
J82.463A

Properties

Computed structural properties

XLogP
-3.8
Topological polar surface area
75.4 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
4
Rotatable bonds
3
Heavy atoms
8

Physicochemical properties

Boiling point
284.2 · 284.2±30.0 °C(Predicted)
Density
1.157 · 1.157±0.06 g/cm3(Predicted)
storage temp.
2 · Sealed in dry,2-8°C
solubility
2 O: · H2O: solutions may be stored for several days at 4°Csoluble
form
solid
pka
1.88 · 1.88±0.10(Predicted)

Safety & regulation

Toxicology

Health Effects · 1 item

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)

Exposure RoutesOral (ingestion) (L1817) ; dermal (L1817)
Toxicity SummaryBMAA may cause neurotoxic effects by damaging cells (such as neurons) in the motor cortex and spinal cord. (L1241)
Signs and SymptomsSymptoms of BMAA exposure may include limb muscle atrophy and behavioral dysfunction. (L1241)
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Safety data

wgk
3
hs_code
2922498590
safety_code
22-24/25
hazard_class
IRRITANT

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationDrugs that bind to and activate excitatory amino acid receptors.

Uses & manufacturing

UsesMethylamino-L-alanine, beta- is a plant toxin found in the seeds of the cycad (division Cycadophyta). (L1241)

Suppliers65 total

武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
湖北科乐精细化工有限公司027-59101668 19945030958 · [email protected]
Additional notes · 1 item

DefinitionChEBI: A non-proteinogenic L-alpha-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 neurotoxi 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.

Related reactions

1 records
New reaction record

Compound notes

Loading…