(2S)-2-hydroxy-3-(1H-imidazol-5-yl)propanoic acid

• ChemBase ID: 112350
• Molecular Formular: C6H8N2O3
• Molecular Mass: 156.13932
• Monoisotopic Mass: 156.05349213
• SMILES: O[C@@H](Cc1cnc[nH]1)C(=O)O
• Canonical SMILES: O[C@H](C(=O)O)Cc1cnc[nH]1
• InChI: InChI=1S/C6H8N2O3/c9-5(6(10)11)1-4-2-7-3-8-4/h2-3,5,9H,1H2,(H,7,8)(H,10,11)/t5-/m0/s1
• InChIKey: ACZFBYCNAVEFLC-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-hydroxy-3-(1H-imidazol-5-yl)propanoic acid; (2S)-2-hydroxy-3-(1H-imidazol-4-yl)propanoic acid
• IUPAC Traditional name: (S)-3-(imidazol-5-yl)lactate; (2S)-2-hydroxy-3-(1H-imidazol-4-yl)propanoic acid
• Synonyms: L-β-IMIDAZOLE LACTIC ACID; L-β-Imidazolelactic acid; 2-羟基-3-(4-咪唑基)丙酸; L-β-咪唑乳酸

Database IDs

• CAS Number: 14403-45-3
• MDL Number: MFCD00057165
• PubChem SID: 24895906; 162097492
• PubChem CID: 440129

CALCULATED PROPERTIES

• Acid pKa: 3.3840225
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.219769
• LogD (pH = 7.4): -3.089858
• Log P: -2.1892288
• Molar Refractivity: 35.8358 cm^3
• Polarizability: 13.939269 Å^3
• Polar Surface Area: 86.21 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C