(2R)-2-amino-4-hydroxybutanoic acid

• ChemBase ID: 67641
• Molecular Formular: C4H9NO3
• Molecular Mass: 119.11916
• Monoisotopic Mass: 119.05824315
• SMILES: C(=O)([C@H](N)CCO)O
• Canonical SMILES: OCC[C@H](C(=O)O)N
• InChI: InChI=1S/C4H9NO3/c5-3(1-2-6)4(7)8/h3,6H,1-2,5H2,(H,7,8)/t3-/m1/s1
• InChIKey: UKAUYVFTDYCKQA-GSVOUGTGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-4-hydroxybutanoic acid
• IUPAC Traditional name: D-homoserine
• Synonyms: (2R)-2-amino-4-hydroxybutanoic acid; (R)-(+)-2-Amino-4-hydroxybutyric acid; D-Homoserine; D-Homoserine; (R)-(+)-2-氨基-4-羟基丁酸; D-高丝氨酸

Database IDs

• CAS Number: 6027-21-0
• MDL Number: MFCD00077786
• Beilstein Number: 1721680
• PubChem SID: 162033376; 24895614
• PubChem CID: 2724170

CALCULATED PROPERTIES

• Acid pKa: 2.2233198
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -3.8276682
• LogD (pH = 7.4): -3.8344793
• Log P: -3.8277326
• Molar Refractivity: 26.9064 cm^3
• Polarizability: 10.868561 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 182 - 184°C; 205 °C (dec.); 205 °C (dec.)(lit.)
• Optical Rotation: [α]20/D +9.0±1°, c = 2% in H2O; [α]20/D +9°, c = 5 in H2O
• Hydrophobicity(logP): -3.116

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

Product Information

• Purity: ≥99.0% (CHN); 95%; 95+%; 98%
• Grade: puriss.
• Optical Purity: ee: 97% (GLC)
• Linear Formula: HOCH2CH2CH(NH2)CO2H