(2S,3E)-4-(quinoxalin-2-yl)but-3-ene-1,2-diol

• ChemBase ID: 177302
• Molecular Formular: C12H12N2O2
• Molecular Mass: 216.23588
• Monoisotopic Mass: 216.08987763
• SMILES: c1ccc2c(c1)nc(cn2)/C=C/[C@@H](CO)O
• Canonical SMILES: OC[C@H](/C=C/c1cnc2c(n1)cccc2)O
• InChI: InChI=1S/C12H12N2O2/c15-8-10(16)6-5-9-7-13-11-3-1-2-4-12(11)14-9/h1-7,10,15-16H,8H2/b6-5+/t10-/m0/s1
• InChIKey: VMLSCIVPFGAFEP-PORFMDCZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3E)-4-(quinoxalin-2-yl)but-3-ene-1,2-diol
• IUPAC Traditional name: (2S,3E)-4-(quinoxalin-2-yl)but-3-ene-1,2-diol
• Synonyms: [S-(E)]-4-(2-Quinoxalinyl-3-butene-1,2-diol; 4-(2-Quinoxalinyl-3-butene-1,2-diol

Database IDs

• CAS Number: 127196-36-5
• PubChem SID: 164233212
• PubChem CID: 14590161

CALCULATED PROPERTIES

• Acid pKa: 13.97492
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.7449012
• LogD (pH = 7.4): 0.7449694
• Log P: 0.74497044
• Molar Refractivity: 60.1003 cm^3
• Polarizability: 24.49871 Å^3
• Polar Surface Area: 66.24 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - Q765300

Cofactor of oxomolybdoenzymes.

REFERENCES

• Gerchakov, S., et al.: J. Med. Chem., 9, 266 (1966)
• Morita, N., et al.: Agr. Biol. Chem., 49, 3279 (1966)