(2S)-2-amino-3-(1H-imidazol-4-yl)propan-1-ol

• ChemBase ID: 3456
• Molecular Formular: C6H11N3O
• Molecular Mass: 141.17104
• Monoisotopic Mass: 141.09021199
• SMILES: OC[C@@H](N)Cc1c[nH]cn1
• Canonical SMILES: N[C@H](CO)Cc1c[nH]cn1
• InChI: InChI=1S/C6H11N3O/c7-5(3-10)1-6-2-8-4-9-6/h2,4-5,10H,1,3,7H2,(H,8,9)/t5-/m0/s1
• InChIKey: ZQISRDCJNBUVMM-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(1H-imidazol-4-yl)propan-1-ol; (2S)-2-amino-3-(1H-imidazol-5-yl)propan-1-ol
• IUPAC Traditional name: L-histidinol; HSO
• Synonyms: Histidinol; (βS)-β-Amino-1H-imidazole-5-propanol Hydrochloride; L-(-)-Histidinoldihydrochloride; (S)-Histidinol Dihydrochloride; L-Histidinol Dihydrochloride

Database IDs

• CAS Number: 1596-64-1
• PubChem SID: 46505522; 160966895
• PubChem CID: 46936795; 165271

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.445306
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -5.1923666
• LogD (pH = 7.4): -3.74949
• Log P: -1.6698298
• Molar Refractivity: 38.1916 cm^3
• Polarizability: 14.746719 Å^3
• Polar Surface Area: 74.93 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.3
• LOG S: -0.68
• Solubility (Water): 3.68e+01 g/l

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: Pale Brown Solid
• Melting Point: 178-182°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

DrugBank - DB03811

Drug information: experimental

Toronto Research Chemicals - H456300

A metabolite within Histidine metabolism.

REFERENCES

• Kovalainen, J., et al.: J. Med. Chem., 42, 1193 (1999)
• Yousefi-Salakdeh, E., et al.: Bioorg. Med. Chem., 14, 2653 (1999)
• Wang, L., et al.: Biochem., 49, 1072 (1999)