2-[(1E)-1-({[(2E)-3-chloroprop-2-en-1-yl]oxy}imino)propyl]-3-hydroxy-5-(prop-1-en-1-yl)cyclohex-2-en-1-one

• ChemBase ID: 166244
• Molecular Formular: C15H20ClNO3
• Molecular Mass: 297.7772
• Monoisotopic Mass: 297.11317119
• SMILES: C1C(CC(=O)C(=C1O)/C(=N/OC/C=C/Cl)/CC)/C=C/C
• Canonical SMILES: Cl/C=C/CO/N=C(/C1=C(O)CC(CC1=O)/C=C/C)\CC
• InChI: InChI=1S/C15H20ClNO3/c1-3-6-11-9-13(18)15(14(19)10-11)12(4-2)17-20-8-5-7-16/h3,5-7,11,18H,4,8-10H2,1-2H3/b6-3?,7-5+,17-12+
• InChIKey: MRANIELUPFGJJG-NHKBUNJMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1E)-1-({[(2E)-3-chloroprop-2-en-1-yl]oxy}imino)propyl]-3-hydroxy-5-(prop-1-en-1-yl)cyclohex-2-en-1-one
• IUPAC Traditional name: 2-[(1E)-1-({[(2E)-3-chloroprop-2-en-1-yl]oxy}imino)propyl]-3-hydroxy-5-(prop-1-en-1-yl)cyclohex-2-en-1-one
• Synonyms: 2-[1-[[[(2E)-3-Chloro-2-propen-1-yl]oxy]imino]propyl]-3-hydroxy-5-(1E/Z)-1-propen-1-yl-2-cyclohexen-1-one; Des(ethylthio)-5-[(E/Z)-1-propenyl] Clethodim

Database IDs

• PubChem SID: 162260377
• PubChem CID: 71315642

CALCULATED PROPERTIES

• Acid pKa: 4.0837283
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.0890703
• LogD (pH = 7.4): 0.4124394
• Log P: 3.5267904
• Molar Refractivity: 82.7748 cm^3
• Polarizability: 30.86258 Å^3
• Polar Surface Area: 58.89 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D289780

Clethodim (C573250) impurity.

REFERENCES

• Falb, L., et al.: J. Agric. Food Chem., 38, 875 (1990)
• Cantor, K., et al.: Epidemiology, 9, 21 (1990)