5-[2-(ethylsulfanyl)propyl]-3-hydroxy-2-(prop-2-enimidoyl)cyclohex-2-en-1-one

• ChemBase ID: 166192
• Molecular Formular: C14H21NO2S
• Molecular Mass: 267.38704
• Monoisotopic Mass: 267.12929992
• SMILES: C1C(CC(=O)C(=C1O)C(=N)C=C)CC(SCC)C
• Canonical SMILES: CCSC(CC1CC(=C(C(=O)C1)C(=N)C=C)O)C
• InChI: InChI=1S/C14H21NO2S/c1-4-11(15)14-12(16)7-10(8-13(14)17)6-9(3)18-5-2/h4,9-10,15-16H,1,5-8H2,2-3H3
• InChIKey: ISZIMIALMYWCIQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[2-(ethylsulfanyl)propyl]-3-hydroxy-2-(prop-2-enimidoyl)cyclohex-2-en-1-one
• IUPAC Traditional name: 5-[2-(ethylsulfanyl)propyl]-3-hydroxy-2-(prop-2-enimidoyl)cyclohex-2-en-1-one
• Synonyms: 5-(2-Ethylsulfanylpropyl)-3-hydroxy-2-(1-iminoallyl)cyclohex-2-enone; Des[(3-chloro-2-propenyl)oxy]-2-iminoallyl Clethodim

Database IDs

• PubChem SID: 162260325
• PubChem CID: 71315610

CALCULATED PROPERTIES

• Acid pKa: 8.692135
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.7301218
• LogD (pH = 7.4): 2.351431
• Log P: 2.5349486
• Molar Refractivity: 89.1558 cm^3
• Polarizability: 29.783588 Å^3
• Polar Surface Area: 61.15 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D288985

Clethodim (C573250) impurity.

REFERENCES

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