2,3,5,6-tetrachloro-4-[2,4,5-trichloro(1,2,3,4,5,6-13C6)phenyl](1,2,3,4,5,6-13C6)phenol

• ChemBase ID: 170634
• Molecular Formular: C12H3Cl7O
• Molecular Mass: 423.23447806
• Monoisotopic Mass: 419.84061653
• SMILES: [13c]1([13c]([13c]([13c]([13c]([13c]1Cl)[13c]1[13c]([13cH][13c]([13c]([13cH]1)Cl)Cl)Cl)Cl)Cl)O)Cl
• Canonical SMILES: Cl[13c]1[13cH][13c](Cl)[13c]([13cH][13c]1[13c]1[13c](Cl)[13c](Cl)[13c]([13c]([13c]1Cl)Cl)O)Cl
• InChI: InChI=1S/C12H3Cl7O/c13-4-2-6(15)5(14)1-3(4)7-8(16)10(18)12(20)11(19)9(7)17/h1-2,20H/i1+1,2+1,3+1,4+1,5+1,6+1,7+1,8+1,9+1,10+1,11+1,12+1
• InChIKey: RPXRFGDJHIVRSM-WCGVKTIYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3,5,6-tetrachloro-4-[2,4,5-trichloro(1,2,3,4,5,6-^1^3C₆)phenyl](1,2,3,4,5,6-^1^3C₆)phenol
• IUPAC Traditional name: 2,3,5,6-tetrachloro-4-[2,4,5-trichloro(1,2,3,4,5,6-^1^3C₆)phenyl](1,2,3,4,5,6-^1^3C₆)phenol
• Synonyms: 2,2',3,4',5,5',6-Heptachloro-[1,1'-Biphenyl]-4-ol-13C12; 2,2',3,4',5,5',6-Heptachloro-4-biphenyl-ol-13C12; 4-Hydroxy-PCB 187-13C12; 4-Hydroxy-2,2',3,4',5,5',6-heptachlorobiphenyl-13C12

Database IDs

• PubChem SID: 164226544
• PubChem CID: 71749066

CALCULATED PROPERTIES

• Acid pKa: 5.3126993
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 7.146363
• LogD (pH = 7.4): 5.771646
• Log P: 7.5452185
• Molar Refractivity: 86.8087 cm^3
• Polarizability: 35.361 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - H942792

It was selected as a major hydroxylated polychlorinated biphenyl metabolite detected from serum of wildlife and humans and was examined for its effect on the level of serum thyroid hormone in mice.

REFERENCES

• Barter, R., et al.: Toxicol. Appl. Pharmacol., 128, 9 (1994)
• Hallgren, S., et al.: Arch. Toxicol., 75, 200 (1994)
• Craft, E., et al.: Toxicol. Sci., 68, 372 (1994)
• Kato, Y., et al.: Toxicol. Sci., 81, 309 (1994)
• Kato, Y., et al.: Drug Metab. Dispos., 3