λ3-zinc(3+) ion (2S)-2-[(3-azanidylpropanoyl)azanidyl]-3-(1H-imidazol-5-yl)propanoate

• ChemBase ID: 176833
• Molecular Formular: C9H11N4O3Zn
• Molecular Mass: 288.58864
• Monoisotopic Mass: 287.01225723
• SMILES: C(CC(=O)[N-][C@H](C(=O)[O-])Cc1[nH]cnc1)[NH-].[Zn+3]
• Canonical SMILES: [NH-]CCC(=O)[N-][C@H](C(=O)[O-])Cc1[nH]cnc1.[Zn+3]
• InChI: InChI=1S/C9H13N4O3.Zn/c10-2-1-8(14)13-7(9(15)16)3-6-4-11-5-12-6;/h4-5,7,10H,1-3H2,(H3,11,12,13,14,15,16);/q-1;+3/p-2/t7-;/m0./s1
• InChIKey: CBARCISHHNURFX-FJXQXJEOSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: λ^3-zinc(3+) ion (2S)-2-[(3-azanidylpropanoyl)azanidyl]-3-(1H-imidazol-5-yl)propanoate
• IUPAC Traditional name: λ^3-zinc(3+) ion (2S)-2-[(3-azanidylpropanoyl)azanidyl]-3-(3H-imidazol-4-yl)propanoate
• Synonyms: [β-Alanyl-kN-L-histidinato(2-)-kN,kO]-zinc; β-Alanyl-L-histidinato Zinc; Polaprezinc; Promac; Z 103; Zinc L-Carnosine; Zinc Carnosine; Polaprezinc

Database IDs

• CAS Number: 107667-60-7
• PubChem SID: 164232743
• PubChem CID: 71751722

CALCULATED PROPERTIES

• Acid pKa: 3.3712444
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -5.002153
• LogD (pH = 7.4): -4.505922
• Log P: -4.4802413
• Molar Refractivity: 63.9415 cm^3
• Polarizability: 20.508657 Å^3
• Polar Surface Area: 115.34 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Aqueous Acid
• Apperance: White Solid
• Melting Point: >300°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - P688000

A novel anti-gastric ulcer agent.

REFERENCES

• Hosokawa, N., et al.: Mol. Cell. Biol., 12, 3490 (1992)
• Katayama, S., et al.: J. Pharm. Pharm. Sci., 3, 114, (1992)
• Ropeleski, M., et al.: Gastroenterology, 124, 1358 (1992)