2-amino-2-methylbutanedioic acid

• ChemBase ID: 133987
• Molecular Formular: C5H9NO4
• Molecular Mass: 147.12926
• Monoisotopic Mass: 147.05315777
• SMILES: CC(CC(=O)O)(C(=O)O)N
• Canonical SMILES: OC(=O)CC(C(=O)O)(N)C
• InChI: InChI=1S/C5H9NO4/c1-5(6,4(9)10)2-3(7)8/h2,6H2,1H3,(H,7,8)(H,9,10)
• InChIKey: CWAYDJFPMMUKOI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-2-methylbutanedioic acid
• IUPAC Traditional name: 2-amino-2-methylbutanedioic acid
• Synonyms: 2-Amino-2-methylsuccinic acid; α-Methyl-DL-aspartic acid

Database IDs

• CAS Number: 2792-66-7
• MDL Number: MFCD00056709
• PubChem SID: 24897063; 162228264
• PubChem CID: 2109

CALCULATED PROPERTIES

• Acid pKa: 1.8359116
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -3.4865923
• LogD (pH = 7.4): -5.1760864
• Log P: -3.0756679
• Molar Refractivity: 31.246 cm^3
• Polarizability: 12.69048 Å^3
• Polar Surface Area: 100.62 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

DETAILS

Sigma Aldrich - M6001

Biochem/physiol Actions
α-methyl-dl-aspartic acid is an iinhibitor of endothelial NO and l-citrulline production.