oxirane-2-carbonitrile

• ChemBase ID: 165090
• Molecular Formular: C3H3NO
• Molecular Mass: 69.06202
• Monoisotopic Mass: 69.02146372
• SMILES: C1C(O1)C#N
• Canonical SMILES: C1OC1C#N
• InChI: InChI=1S/C3H3NO/c4-1-3-2-5-3/h3H,2H2
• InChIKey: RSHIVZARDAPEDE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: oxirane-2-carbonitrile
• IUPAC Traditional name: oxirane-2-carbonitrile
• Synonyms: 2-Oxiranecarbonitrile; Glycidonitrile; Oxiranecarbonitrile; Cyanoethylene Oxide; Cyanooxirane; Glycidic Acid Nitrile; 2,3-Epoxypropionitrile; 2-Cyanoethylene Oxide

Database IDs

• CAS Number: 4538-51-6
• PubChem SID: 162259223
• PubChem CID: 20662

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -0.29908705
• LogD (pH = 7.4): -0.29908705
• Log P: -0.29908705
• Molar Refractivity: 15.8527 cm^3
• Polarizability: 6.1239753 Å^3
• Polar Surface Area: 33.02 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C980100

A putative toxic and carcinogenic metabolite of Acrylonitrile (A191370) that forms phosphodiester adducts by reacting with nucelotides.

REFERENCES

• Yates, J.M. et al.: Carcinogen., 15, 277 (1994)
• Butterworth, B.E. et al.: Enc. Mol. Mutagen., 20, 148 (1994)
• Robert, A.E. et al.: Drug Metab. Disp., 17, 481 (1994)