2-[(1E)-1-({[(2E)-3-chloroprop-2-en-1-yl]oxy}imino)ethyl]-5-[2-(ethylsulfanyl)propyl]-3-hydroxycyclohex-2-en-1-one

• ChemBase ID: 165741
• Molecular Formular: C16H24ClNO3S
• Molecular Mass: 345.88466
• Monoisotopic Mass: 345.11654231
• SMILES: C1C(CC(=O)C(=C1O)/C(=N/OC/C=C/Cl)/C)CC(SCC)C
• Canonical SMILES: Cl/C=C/CO/N=C(/C1=C(O)CC(CC1=O)CC(SCC)C)\C
• InChI: InChI=1S/C16H24ClNO3S/c1-4-22-11(2)8-13-9-14(19)16(15(20)10-13)12(3)18-21-7-5-6-17/h5-6,11,13,19H,4,7-10H2,1-3H3/b6-5+,18-12+
• InChIKey: YFVJEPZJOFFBPS-YADWXFRQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1E)-1-({[(2E)-3-chloroprop-2-en-1-yl]oxy}imino)ethyl]-5-[2-(ethylsulfanyl)propyl]-3-hydroxycyclohex-2-en-1-one
• IUPAC Traditional name: 2-[(1E)-1-({[(2E)-3-chloroprop-2-en-1-yl]oxy}imino)ethyl]-5-[2-(ethylsulfanyl)propyl]-3-hydroxycyclohex-2-en-1-one
• Synonyms: (E)-2-[1-[[(3-Chloro-2-propenyl)oxy]imino]ethyl]-5-[2-(ethylthio)propyl]-1,3-cyclohexanedione; C-Demethyl Clethodim

Database IDs

• CAS Number: 112301-96-9
• PubChem SID: 162259874
• PubChem CID: 20140605

CALCULATED PROPERTIES

• Acid pKa: 4.2092576
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.1949692
• LogD (pH = 7.4): 0.479709
• Log P: 3.5111346
• Molar Refractivity: 94.3044 cm^3
• Polarizability: 36.010326 Å^3
• Polar Surface Area: 58.89 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D230850

Clethodim (C573250) impurity.

REFERENCES

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