3-hydroxy-3-(thian-3-yl)pentanedioic acid

• ChemBase ID: 171364
• Molecular Formular: C10H16O5S
• Molecular Mass: 248.29604
• Monoisotopic Mass: 248.07184461
• SMILES: C1CC(CSC1)C(CC(=O)O)(CC(=O)O)O
• Canonical SMILES: OC(=O)CC(C1CCCSC1)(CC(=O)O)O
• InChI: InChI=1S/C10H16O5S/c11-8(12)4-10(15,5-9(13)14)7-2-1-3-16-6-7/h7,15H,1-6H2,(H,11,12)(H,13,14)
• InChIKey: STAOKVVUNYHPBV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-hydroxy-3-(thian-3-yl)pentanedioic acid
• IUPAC Traditional name: 3-hydroxy-3-(thian-3-yl)pentanedioic acid
• Synonyms: 3-Hydroxy-3-(tetrahydro-2H-thiopyran-3-yl)pentanedioic Acid; OH-TME; 3-Hydroxy-3-thian-3-yl Glutaric Acid

Database IDs

• PubChem SID: 164227274
• PubChem CID: 71749372

CALCULATED PROPERTIES

• Acid pKa: 3.8975012
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.2984002
• LogD (pH = 7.4): -5.7261233
• Log P: 0.24976851
• Molar Refractivity: 58.5614 cm^3
• Polarizability: 23.278376 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H961300

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)