4-{2,2,2-trichloro-1-[4-hydroxy(2H4)phenyl]ethyl}(2H4)phenol

• ChemBase ID: 162321
• Molecular Formular: C14H11Cl3O2
• Molecular Mass: 317.59494
• Monoisotopic Mass: 315.98246263
• SMILES: c1c(ccc(c1)C(c1ccc(cc1)O)C(Cl)(Cl)Cl)O
• Canonical SMILES: ClC(C(c1ccc(cc1)O)c1ccc(cc1)O)(Cl)Cl
• InChI: InChI=1S/C14H11Cl3O2/c15-14(16,17)13(9-1-5-11(18)6-2-9)10-3-7-12(19)8-4-10/h1-8,13,18-19H
• InChIKey: IUGDILGOLSSKNE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{2,2,2-trichloro-1-[4-hydroxy(^2H₄)phenyl]ethyl}(^2H₄)phenol
• IUPAC Traditional name: 4-{2,2,2-trichloro-1-[4-hydroxy(^2H₄)phenyl]ethyl}(^2H₄)phenol
• Synonyms: 4,4'-(2,2,2-Trichloroethylidene)diphenol-d8; 4,4'-Dihydroxydiphenyltrichloroethane-d8; 2,2-Bis(4-hydroxyphenyl)-1,1,1-trichloroethane-d8; Bisdemethylmethoxychlor-d8; HPTE-d8; 1,1,1-Trichloro-2,2-bis(4-hydroxyphenyl)ethane-d8; Hydroxychlor-d8; NSC 7045-d8; p,p'-Hydroxy-DDT-d8; 1,1-Bis(4-hydroxyphenyl)-2,2,2-trichloroethane-d8; 1,1-Bis(p-hydroxyphenyl)-2,2,2-trichloroethane-d8; 2,2,2-Trichloro-1,1-bis(4-hydroxyphenyl)ethane-d8; α,α-Bis(4-hydroxyphenyl)-β,β,β-trichloroethane-d8; 2,2-Bis(4-hydroxyphenyl)-1,1,1-trichloroethane-d8 (Major)

Database IDs

• PubChem SID: 162256456
• PubChem CID: 71314083

CALCULATED PROPERTIES

• Acid pKa: 9.6261635
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 4.64225
• LogD (pH = 7.4): 4.6397214
• Log P: 4.6422825
• Molar Refractivity: 79.6679 cm^3
• Polarizability: 30.328571 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B447402

Labelled 2,2-Bis(4-hydroxyphenyl)-1,1,1-trichloroethane, an active metabolite of Methoxychlor that acts via the estrogen receptor (ER) to stimulate estrogen response element (ERE)-mediated gene transcription in estrogen-sensitive tissues. 2,2-Bis(4-hydrox

REFERENCES

• Willard, S. et al.: Res. J. Med. Med. Sci., 4, 171 (2009)
• Brzozowski, Z.K. et al.: Polimery, 17, 419 (2009)
• Kielkiewicz, J. et al.: Konf. Kunstst. Masch.-Fahrzeugbau. Vortr., 3, 325 (2009)