(2R,3R)-2-amino-3-hydroxybutanoic acid

• ChemBase ID: 3354
• Molecular Formular: C4H9NO3
• Molecular Mass: 119.11916
• Monoisotopic Mass: 119.05824315
• SMILES: C[C@@H](O)[C@@H](N)C(=O)O
• Canonical SMILES: C[C@H]([C@H](C(=O)O)N)O
• InChI: InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3-/m1/s1
• InChIKey: AYFVYJQAPQTCCC-PWNYCUMCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-2-amino-3-hydroxybutanoic acid
• IUPAC Traditional name: allo-threonine; D-allothreonine
• Synonyms: D-Threonine; (2S,3R)-2-Amino-3-hydroxybutanoic acid; L-Threonine; DL-allo-Threonine; (2R,3R)-2-Amino-3-hydroxybutyric acid; D-allo-Threonine; H-D-allo-Thr-OH; D-Allo-Threonine; (2R,3R)-2-AMino-3-hydroxybutanoic acid; (2R,3R)-2-氨基-3-羟基丁酸; D-别苏氨酸; D-allo-苏氨酸

Database IDs

• CAS Number: 72-19-5; 144-98-9; 24830-94-2; 632-20-2
• EC Number: 246-488-0; 205-645-3
• MDL Number: MFCD00004526; MFCD00064270; MFCD00067248
• Beilstein Number: 1721644
• PubChem SID: 24900431; 46508810; 24900098; 24845872; 160966795
• PubChem CID: 90624

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.207432
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -3.4708102
• LogD (pH = 7.4): -3.4806278
• Log P: -3.4709635
• Molar Refractivity: 26.4598 cm^3
• Polarizability: 10.868561 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -3.01
• LOG S: 0.6
• Solubility (Water): 4.77e+02 g/l

PROPERTIES

Physical Property

• Melting Point: ~278 °C (dec.); 245-247°C; 268°C dec.; 276 °C (dec.)(lit.)
• Optical Rotation: [α]20/D -29±4°, c = 1% in 1 M HCl; [α]23/D -8.8°, c = 2 in H2O; -8.7 (c=2 in water)

Safety Information

• Storage Warning: IRRITANT; Irritant
• RTECS: BA4050000
• German water hazard class: 1; 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (TLC); 95+%; 98%; 99%
• Grade: puriss.
• Linear Formula: CH3CH(OH)CH(NH2)CO2H

DETAILS

DrugBank - DB03700

Drug information: experimental