(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[trichloro(1,2-13C2,2H2)ethoxy]oxane-2-carboxylic acid

• ChemBase ID: 178948
• Molecular Formular: C8H11Cl3O7
• Molecular Mass: 327.51304968
• Monoisotopic Mass: 325.96374541
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1C(=O)O)O[13CH2][13C](Cl)(Cl)Cl)O)O)O
• Canonical SMILES: OC(=O)[C@@H]1O[C@@H](O[13CH2][13C](Cl)(Cl)Cl)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C8H11Cl3O7/c9-8(10,11)1-17-7-4(14)2(12)3(13)5(18-7)6(15)16/h2-5,7,12-14H,1H2,(H,15,16)/t2-,3-,4+,5-,7+/m0/s1/i1+1,8+1
• InChIKey: IQOASJJGUQMXDW-ZDXKADKISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[trichloro(1,2-^1^3C₂,^2H₂)ethoxy]oxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[trichloro(1,2-^1^3C₂,^2H₂)ethoxy]oxane-2-carboxylic acid
• Synonyms: 2,2,2-Trichloroethyl-13C2,d2 β-D-Glucopyranosiduronic Acid; 2,2,2-Trichloroethanol-13C2,d2 Glucuronide; Urochloralic Acid-13C2,d2; β,β,β-Trichloroethyl-13C2,d2 -β-D-glucuronic Acid; Trichloroethyl-13C2,d2 β-D-Glucuronide

Database IDs

• PubChem SID: 164234858
• PubChem CID: 71752702

CALCULATED PROPERTIES

• Acid pKa: 3.2138412
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -2.6582634
• LogD (pH = 7.4): -3.8369648
• Log P: -0.39398214
• Molar Refractivity: 60.4965 cm^3
• Polarizability: 24.749577 Å^3
• Polar Surface Area: 116.45 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T774112

A labelled metabolite of chloral hydrate (CH) and trichloroethylene (TRI).

REFERENCES

• Salmon, A., et al.: Clin. Toxicol., 33, 115 (1995)
• Xu, G., et al.: Drug Metab. Dispos., 23, 1412 (1995)
• Bull, R., et al.: Toxicol. Appl. Pharmacol., 182, 55 (1995)