(2R,3R,4R)-2-amino-4-hydroxy-3-methylpentanoic acid

• ChemBase ID: 170598
• Molecular Formular: C6H13NO3
• Molecular Mass: 147.17232
• Monoisotopic Mass: 147.08954328
• SMILES: C[C@H]([C@@H]([C@@H](N)C(=O)O)C)O
• Canonical SMILES: C[C@H]([C@@H]([C@H](C(=O)O)N)C)O
• InChI: InChI=1S/C6H13NO3/c1-3(4(2)8)5(7)6(9)10/h3-5,8H,7H2,1-2H3,(H,9,10)/t3-,4+,5+/m0/s1
• InChIKey: OSCCDBFHNMXNME-VPENINKCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R)-2-amino-4-hydroxy-3-methylpentanoic acid
• IUPAC Traditional name: (2R,3R,4R)-2-amino-4-hydroxy-3-methylpentanoic acid
• Synonyms: 2-Amino-2,3,5-trideoxy-3-methyl-D-xylonic Acid; (2S,3R,4S)-4-Hydroxyisoleucine Major Isomer and (2R,3R,4S)-4-Hydroxyisoleucine Minor Isomer; 4-Hydroxy Isoleucine

Database IDs

• CAS Number: 781658-23-9
• PubChem SID: 164226508
• PubChem CID: 11535585

CALCULATED PROPERTIES

• Acid pKa: 2.4603202
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.9314756
• LogD (pH = 7.4): -2.9373093
• Log P: -2.9314218
• Molar Refractivity: 35.7416 cm^3
• Polarizability: 14.5027485 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Light Yellow Solid
• Melting Point: >203°C dec.

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - H943570

4-Hydroxyisoleucine is used as a treatment for type II diabetes.