(2S)-2-amino-3-(methylamino)propanoic acid hydrochloride

• ChemBase ID: 53040
• Molecular Formular: C4H11ClN2O2
• Molecular Mass: 154.59534
• Monoisotopic Mass: 154.05090528
• SMILES: C(=O)([C@H](CNC)N)O.Cl
• Canonical SMILES: CNC[C@@H](C(=O)O)N.Cl
• InChI: InChI=1S/C4H10N2O2.ClH/c1-6-2-3(5)4(7)8;/h3,6H,2,5H2,1H3,(H,7,8);1H/t3-;/m0./s1
• InChIKey: VDXYGASOGLSIDM-DFWYDOINSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(methylamino)propanoic acid hydrochloride
• IUPAC Traditional name: β-methylamino-L-alanine hydrochloride
• Synonyms: S(+)-2-Amino-3-(methylamino)propionic acid hydrochloride; S(+)-2-Amino-3-(methylamino)propionic acid hydrochloride; L-BMAA hydrochloride

Database IDs

• CAS Number: 16012-55-8
• MDL Number: MFCD00055227
• PubChem SID: 162057803
• PubChem CID: 51358333

CALCULATED PROPERTIES

• H Donor: 3
• LogD (pH = 5.5): -4.890651
• LogD (pH = 7.4): -3.8186586
• Log P: -3.7745397
• Molar Refractivity: 28.4731 cm^3
• Polarizability: 11.706662 Å^3
• Polar Surface Area: 75.35 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• Acid pKa: 1.9565612
• H Acceptors: 4

PROPERTIES

Physical Property

• Solubility: H2O: soluble (solutions may be stored for several days at 4 °C)
• Apperance: white to beige powder
• Optical Rotation: [α]20/D +35°, c = 1.15 in 5 M HCl(lit.)

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥97% (NMR); 95%

DETAILS

Sigma Aldrich - B107

Biochem/physiol Actions
L-BMAA is a neurotoxic amino acid originally isolated from Cycas circinalis, which may cause Guam disease, a form of amyotrophic lateral sclerosis (ALS).