2-[5-(2-hydroxyethyl)pyrazin-2-yl]ethan-1-ol

• ChemBase ID: 177118
• Molecular Formular: C8H12N2O2
• Molecular Mass: 168.19308
• Monoisotopic Mass: 168.08987763
• SMILES: c1c(ncc(n1)CCO)CCO
• Canonical SMILES: OCCc1ncc(nc1)CCO
• InChI: InChI=1S/C8H12N2O2/c11-3-1-7-5-10-8(2-4-12)6-9-7/h5-6,11-12H,1-4H2
• InChIKey: SGEIAGPVQWBQQP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[5-(2-hydroxyethyl)pyrazin-2-yl]ethan-1-ol
• IUPAC Traditional name: 2-[5-(2-hydroxyethyl)pyrazin-2-yl]ethanol
• Synonyms: 2,2'-(2,5-Pyrazinediyl)diethanol; 2,5-Bis(2-hydroxyethyl)pyrazine; 2,5-Pyrazinediethanol

Database IDs

• CAS Number: 4744-51-8
• PubChem SID: 164233028
• PubChem CID: 9812863

CALCULATED PROPERTIES

• Acid pKa: 15.317314
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.3598402
• LogD (pH = 7.4): -1.3598294
• Log P: -1.3598293
• Molar Refractivity: 43.7304 cm^3
• Polarizability: 17.01672 Å^3
• Polar Surface Area: 66.24 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P840815

An impurity of Clavulanic acid (C563750). High concentrations of Clavulanic acid but not of its degradation products decrease glycerol consumption and oxygen uptake rates in cultures of Streptomyces clavuligerus.

REFERENCES

• Zupke, C., et al.: Biotechnol. Prog., 10, 489 (1994)
• Finlay, J., et al.: J .Antimicrob. Chemother., 52, 18 (1994)
• Alper, H., et al.: Science, 314, 1565 (1994)
• Brethauer, S., et al.: Biotechnol. Bioeng., 98, 356 (1994)