2-amino-3-hydroxy-2-methylpropanoic acid

• ChemBase ID: 82231
• Molecular Formular: C4H9NO3
• Molecular Mass: 119.11916
• Monoisotopic Mass: 119.05824315
• SMILES: O=C(C(N)(CO)C)O
• Canonical SMILES: OCC(C(=O)O)(N)C
• InChI: InChI=1S/C4H9NO3/c1-4(5,2-6)3(7)8/h6H,2,5H2,1H3,(H,7,8)
• InChIKey: CDUUKBXTEOFITR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-hydroxy-2-methylpropanoic acid
• IUPAC Traditional name: 2-methylserine
• Synonyms: α-Methyl-DL-serine; DL-α-METHYLSERINE; 2-Amino-3-hydroxy-2-methylpropanoic acid; 2-Methyl-DL-serine; 2-Amino-3-hydroxy-2-methylpropanoic Acid; DL-2-Methylserine; D,L-α-(Hydroxymethyl)alanine; DL-α-Methylserine; NSC 11203; NSC 12135; NSC 163492; α-Methylserine; α-Methyl-D,L-serine; DL-α-Methylserine; α-METHYL-DL-SERINE

Database IDs

• CAS Number: 5424-29-3
• EC Number: 226-565-5
• MDL Number: MFCD00021680
• PubChem SID: 162069350; 24897122
• PubChem CID: 94309

CALCULATED PROPERTIES

• Acid pKa: 2.168965
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -3.455004
• LogD (pH = 7.4): -3.4615746
• Log P: -3.4550762
• Molar Refractivity: 26.7543 cm^3
• Polarizability: 10.868561 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: White Powder
• Melting Point: 268°C dec.

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

DETAILS

MP Biomedicals - 05203851

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02100516

Crystalline

Sigma Aldrich - M6877

Biochem/physiol Actions
α-Methyl-DL-serine is an amino acid derivative.

Toronto Research Chemicals - M325970

A serine derivative. Used in the synthesis of constrained amino acid buildings blocks and their incorporation into biologically active peptidomimetics.

REFERENCES

• Rew, Y., et al.: J. Med. Chem., 45, 3746 (2002)