3-{[dimethoxy(sulfanylidene)-λ5-phosphanyl]sulfanyl}-4-methoxy-4-oxobutanoic acid

• ChemBase ID: 173878
• Molecular Formular: C7H13O6PS2
• Molecular Mass: 288.278281
• Monoisotopic Mass: 287.98911677
• SMILES: C(C(=O)OC)(CC(=O)O)SP(=S)(OC)OC
• Canonical SMILES: COC(=O)C(SP(=S)(OC)OC)CC(=O)O
• InChI: InChI=1S/C7H13O6PS2/c1-11-7(10)5(4-6(8)9)16-14(15,12-2)13-3/h5H,4H2,1-3H3,(H,8,9)
• InChIKey: TUFDKVKDDRTEKE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[dimethoxy(sulfanylidene)-λ^5-phosphanyl]sulfanyl}-4-methoxy-4-oxobutanoic acid
• IUPAC Traditional name: 3-{[dimethoxy(sulfanylidene)-λ^5-phosphanyl]sulfanyl}-4-methoxy-4-oxobutanoic acid
• Synonyms: 2-[(Dimethoxyphosphinothioyl)thio]butanedioic Acid 1-Methyl Ester; [(Dimethoxyphosphinothioyl)thio]butanedioic Acid 1-Methyl Ester; Mercaptosuccinic Acid 1-Methyl Ester S-Ester O,O-Dimethyl Phosphorodithioate; O-Methyl Malathion β-Monoacid

Database IDs

• CAS Number: 55733-40-9
• PubChem SID: 164229788
• PubChem CID: 71750416

CALCULATED PROPERTIES

• Acid pKa: 4.2878923
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.23811106
• LogD (pH = 7.4): -1.9740021
• Log P: 0.99777323
• Molar Refractivity: 63.916 cm^3
• Polarizability: 26.267265 Å^3
• Polar Surface Area: 82.06 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M316730

An analogue of Malathion β-Monoacid (M111020).

REFERENCES

• Lin, P.T., et al.: Pesticide Biochem. Physiology, 22, 110 (1984)