2-{[bis(2H3)methoxy(sulfanylidene)-λ5-phosphanyl]sulfanyl}butanedioic acid

• ChemBase ID: 172476
• 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-{[bis(^2H₃)methoxy(sulfanylidene)-λ^5-phosphanyl]sulfanyl}butanedioic acid
• IUPAC Traditional name: 2-{[bis(^2H₃)methoxy(sulfanylidene)-λ^5-phosphanyl]sulfanyl}butanedioic acid
• Synonyms: 2-[[(Dimethoxy-d6)phosphorothioyl]sulfanyl]succinic Acid; Malathiondicarboxylic Acid-d6; O,O-(Dimethyl-d6) S-(1,2-dicarboxyethyl) Phosphorodithioate; Malathion Diacid-d6; 2-[[(Dimethoxy-d6)phosphinothioyl]thio]butanedioic Acid; Mercapto-O,O-(dimethyl-d6) phosphorodithioate Succinic Acid

Database IDs

• PubChem SID: 164228386
• PubChem CID: 71749875

CALCULATED PROPERTIES

• 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: 24.219448 Å^3
• Polar Surface Area: 93.06 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M111012

A labelled 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)