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

• ChemBase ID: 90648
• Molecular Formular: C4H11ClN2O2
• Molecular Mass: 154.59534
• Monoisotopic Mass: 154.05090528
• SMILES: N(C)CC(C(=O)O)N.Cl
• Canonical SMILES: CNCC(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
• InChIKey: VDXYGASOGLSIDM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(methylamino)propanoic acid hydrochloride
• IUPAC Traditional name: 3-(methylamino)-(DL)-alanine hydrochloride
• Synonyms: 2-Amino-3-(methylamino)propanoic acid hydrochloride; 3-(Methylamino)-DL-alanine hydrochloride; 3-(Methylamino)-DL-alanine Monohydrochloride; 2-Amino-3-(methylamino)-propionic Acid Hydrochloride; α-Amino-β-methylaminopropionic Acid Hydrochloride; (±)-BMAA Hydrochloride

Database IDs

• CAS Number: 20790-76-5
• MDL Number: MFCD00069217
• PubChem SID: 162077427
• PubChem CID: 44119677

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

Physical Property

• Solubility: H2O: soluble; Water
• Apperance: white solid; White to Off-White Solid
• Melting Point: 181-182 °C; 185-187°C; 185-187°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Irritant
• RTECS: UE6825000
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

DETAILS

Apollo Scientific Ltd - OR6120T

An amino acid isolated from the seeds of Cycas Circinalis. Neurotoxic to higher animals & may cause Guam disease, a form of amyotrophic lateral sclerosis(ALS).

Sigma Aldrich - B113

Application
Synthetic preparation of a neurotoxic amino acid originally isolated from Cycas circinalis.

Toronto Research Chemicals - A612000

α-Amino-β-methylaminopropionic Acid is an amino acid isolated from the seeds of Cycas Circinalis that is neurotoxic to higher animals. α-Amino-β-methylaminopropionic Acid may cause Guam disease, a form of amyotrophic lateral sclerosis (ALS). α-Amino-β-m

REFERENCES

• Spence, et al: Science, 237, 517 (1987)
• Copani, et al.: Eur. J. Pharmacol., 181, 327 (1987)