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

• ChemBase ID: 109775
• Molecular Formular: C6H9N3O2
• Molecular Mass: 155.15456
• Monoisotopic Mass: 155.06947654
• SMILES: NC(Cc1cnc[nH]1)C(=O)O
• Canonical SMILES: NC(C(=O)O)Cc1cnc[nH]1
• InChI: InChI=1S/C6H9N3O2/c7-5(6(10)11)1-4-2-8-3-9-4/h2-3,5H,1,7H2,(H,8,9)(H,10,11)
• InChIKey: HNDVDQJCIGZPNO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(1H-imidazol-5-yl)propanoic acid; 2-amino-3-(1H-imidazol-4-yl)propanoic acid
• IUPAC Traditional name: histidine; histidin
• Synonyms: DL-HISTIDINE DI HCl; 2-amino-3-(1H-imidazol-4-yl)propanoic acid; dl-2-amino-3-(1h-imidazol-4-yl)propanoic acid; (±)-2-Amino-3-(4-imidazolyl)propionic acid; DL-Histidine

Database IDs

• CAS Number: 4998-57-6
• EC Number: 225-660-9
• MDL Number: MFCD00005208
• Beilstein Number: 7800
• PubChem SID: 24895803; 162106337
• PubChem CID: 773

CALCULATED PROPERTIES

• LogD (pH = 5.5): -3.85503
• LogD (pH = 7.4): -3.2925096
• Log P: -3.293445
• Molar Refractivity: 37.4933 cm^3
• Polarizability: 14.774462 Å^3
• Polar Surface Area: 92.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• Acid pKa: 1.8547646
• H Acceptors: 4
• H Donor: 3

PROPERTIES

Physical Property

• Melting Point: 254 - 256°C; 273 °C (dec.)(lit.); 278-285 °C (dec.)
• Hydrophobicity(logP): -3.727

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99% (TLC); ≥99.0% (NT); 95%; 97%
• Grade: puriss.
• Impurities: ~1% DL-histidine monohydrochloride
• Empirical Formula (Hill Notation): C6H9N3O2
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 05212543

MP Biomedicals Rare Chemical collection

Sigma Aldrich - H7750

Packaging
25, 100 g in poly bottle
Application
DL-Histidine is the mixed isomer of D- and L-histidine. DL-Histidine may be used to evaluate the efficiency of amino acid chiral ligand exchange media and systems and in running buffers for capillary electrophoresis.