3-(thian-3-yl)pentanedioic acid

• ChemBase ID: 178517
• Molecular Formular: C10H16O4S
• Molecular Mass: 232.29664
• Monoisotopic Mass: 232.07692999
• SMILES: C1CC(CSC1)C(CC(=O)O)CC(=O)O
• Canonical SMILES: OC(=O)CC(C1CCCSC1)CC(=O)O
• InChI: InChI=1S/C10H16O4S/c11-9(12)4-8(5-10(13)14)7-2-1-3-15-6-7/h7-8H,1-6H2,(H,11,12)(H,13,14)
• InChIKey: YVDMFSZJTMUQKJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(thian-3-yl)pentanedioic acid
• IUPAC Traditional name: 3-(thian-3-yl)pentanedioic acid
• Synonyms: 3-(Tetrahydro-2H-thiopyran-3-yl)pentanedioic Acid; TME; 3-Thian-3-ylglutaric Acid

Database IDs

• CAS Number: 119725-84-7
• PubChem SID: 164234427
• PubChem CID: 71752513

CALCULATED PROPERTIES

• Acid pKa: 4.0766754
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.99757296
• LogD (pH = 7.4): -4.4922123
• Log P: 1.2116041
• Molar Refractivity: 57.2861 cm^3
• Polarizability: 22.595404 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T344190

A metabolite of Cycloxydim, a systematic cyclohexadione herbicide.

REFERENCES

• Roeyneberg, T. et al.: Weed Res., 34, 1 (1994)
• Huber, R. et al.: Brigton Crop Protect. Conf. Pests Dis., 1, 335 (1994)