2-amino-3-(methylamino)propanoic acid

• ChemBase ID: 104029
• Molecular Formular: C4H10N2O2
• Molecular Mass: 118.1344
• Monoisotopic Mass: 118.07422757
• SMILES: CNCC(N)C(=O)O
• Canonical SMILES: CNCC(C(=O)O)N
• InChI: InChI=1S/C4H10N2O2/c1-6-2-3(5)4(7)8/h3,6H,2,5H2,1H3,(H,7,8)
• InChIKey: UJVHVMNGOZXSOZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(methylamino)propanoic acid
• IUPAC Traditional name: 3-(methylamino)-(DL)-alanine
• Synonyms: L-BMAA; β-N-Methylamino-L-alanine hydrochloride; α-AMINO-β-METHYLAMINO-PROPIONIC ACID

Database IDs

• CAS Number: 16676-91-8
• MDL Number: MFCD00242696
• PubChem SID: 162091391
• PubChem CID: 28558

CALCULATED PROPERTIES

• Acid pKa: 1.9565612
• H Acceptors: 4
• 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

PROPERTIES

Safety Information

• Storage Condition: 0°C, Desiccate
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98%

DETAILS

MP Biomedicals - 02154187

Hydrochloride mp 165-167°C Purity ≥98% An amino acid isolated from the seeds of Cycas circinalis that is neurotoxic to higher animals.

Sigma Aldrich - M4154

Biochem/physiol Actions
Neuroexcitotoxic amino acid; may be involved in Guam amyotrophic lateral sclerosis