2-{[dimethoxy(sulfanylidene)-λ5-phosphanyl]sulfanyl}butanedioic acid

• ChemBase ID: 172475
• Molecular Formular: C6H11O6PS2
• Molecular Mass: 274.251701
• Monoisotopic Mass: 273.9734667
• SMILES: C(CC(=O)O)(SP(=S)(OC)OC)C(=O)O
• Canonical SMILES: COP(=S)(SC(C(=O)O)CC(=O)O)OC
• InChI: InChI=1S/C6H11O6PS2/c1-11-13(14,12-2)15-4(6(9)10)3-5(7)8/h4H,3H2,1-2H3,(H,7,8)(H,9,10)
• InChIKey: NIUNKPWHNGMQRE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[dimethoxy(sulfanylidene)-λ^5-phosphanyl]sulfanyl}butanedioic acid
• IUPAC Traditional name: 2-{[dimethoxy(sulfanylidene)-λ^5-phosphanyl]sulfanyl}butanedioic acid
• Synonyms: 2-[(Dimethoxyphosphinothioyl)thio]butanedioic Acid; Mercapto-O,O-dimethyl phosphorodithioate Succinic Acid; 2-[(Dimethoxyphosphorothioyl)sulfanyl]succinic Acid; Malathiondicarboxylic Acid; O,O-Dimethyl S-(1,2-dicarboxyethyl) Phosphorodithioate; Malathion Diacid

Database IDs

• CAS Number: 1190-28-9
• PubChem SID: 164228385
• PubChem CID: 14481

CALCULATED PROPERTIES

• Rotatable Bonds: 7
• Lipinski's Rule of Five: true
• Acid pKa: 4.0025277
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.88412726
• LogD (pH = 7.4): -4.0650992
• Log P: 0.8518792
• Molar Refractivity: 59.1469 cm^3
• Polarizability: 24.220907 Å^3
• Polar Surface Area: 93.06 Å^2

DETAILS

Toronto Research Chemicals - M111010

A biodegradation product of Malathion (M111000).

REFERENCES

• Kim, Y. et al.: Chemosphere, 60, 1349 (2005)
• Yoshii, K. et al.: J. Health Sci., 54, 535 (2005)
• Hayasaka, M. et al.: Jap. J. Forensic Toxicol., 12, 15 (2005)