3-[3,6-bis(2-hydroxyethyl)pyrazin-2-yl]propanoic acid

• ChemBase ID: 162307
• Molecular Formular: C11H16N2O4
• Molecular Mass: 240.25574
• Monoisotopic Mass: 240.111007
• SMILES: c1(cnc(c(n1)CCC(=O)O)CCO)CCO
• Canonical SMILES: OCCc1cnc(c(n1)CCC(=O)O)CCO
• InChI: InChI=1S/C11H16N2O4/c14-5-3-8-7-12-9(4-6-15)10(13-8)1-2-11(16)17/h7,14-15H,1-6H2,(H,16,17)
• InChIKey: LOAQLPWVJYSQKH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[3,6-bis(2-hydroxyethyl)pyrazin-2-yl]propanoic acid
• IUPAC Traditional name: 3-[3,6-bis(2-hydroxyethyl)pyrazin-2-yl]propanoic acid
• Synonyms: 3-(2-Carboxyethyl)-2,5-bis(2-hydroxyethyl)pyrazine; 3,6-Bis(2-hydroxyethyl)-2-pyrazinepropanoic Acid

Database IDs

• CAS Number: 96681-85-5
• PubChem SID: 162256442
• PubChem CID: 13368155

CALCULATED PROPERTIES

• Acid pKa: 3.7945404
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -3.1118069
• LogD (pH = 7.4): -4.668821
• Log P: -1.4035964
• Molar Refractivity: 59.2152 cm^3
• Polarizability: 23.127245 Å^3
• Polar Surface Area: 103.54 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B444100

An impurity of Clavulanic acid (C563750). Clavulanic acid decomposition is catalyzed by the compound itself and by its decomposition products.

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)