(4S,5S)-1,8,9,10,11,11-hexachlorotetracyclo[6.2.1.13,6.02,7]dodec-9-ene-4,5-diol

• ChemBase ID: 159641
• Molecular Formular: C12H10Cl6O2
• Molecular Mass: 398.9246
• Monoisotopic Mass: 395.88119564
• SMILES: C12CC([C@@H]([C@H]1O)O)C1C2C2(C(=C(C1(C2(Cl)Cl)Cl)Cl)Cl)Cl
• Canonical SMILES: O[C@@H]1[C@@H](O)C2CC1C1C2C2(C(C1(Cl)C(=C2Cl)Cl)(Cl)Cl)Cl
• InChI: InChI=1S/C12H10Cl6O2/c13-8-9(14)11(16)5-3-1-2(6(19)7(3)20)4(5)10(8,15)12(11,17)18/h2-7,19-20H,1H2/t2?,3?,4?,5?,6-,7-,10?,11?/m0/s1
• InChIKey: NWRDBJRTQVHAKR-JYGFWBPPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,5S)-1,8,9,10,11,11-hexachlorotetracyclo[6.2.1.1^3,^6.0^2,^7]dodec-9-ene-4,5-diol
• IUPAC Traditional name: (4S,5S)-1,8,9,10,11,11-hexachlorotetracyclo[6.2.1.1^3,^6.0^2,^7]dodec-9-ene-4,5-diol
• Synonyms: (1R,2S,3S,4S,4aR,5R,8S,8aS)-rel-5,6,7,8,9,9-hexachloro-1,2,3,4,4a,5,8,8a-octahydro-1,4:5,8-Dimethanonaphthalene-2,3-diol; 6,7-trans-Dihydroxydihydroaldrin; trans-Aldrin Diol; Aldrin-transdiol; Dihydroaldrin-4,5-trans-diol; WL 40549; trans-6,7-Dihydroxydihydroaldrin; trans-Aldrindiol; trans-Aldrindiol

Database IDs

• CAS Number: 3106-29-4
• PubChem SID: 162253776
• PubChem CID: 71313078

CALCULATED PROPERTIES

• Acid pKa: 13.6412
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.7854736
• LogD (pH = 7.4): 2.7854733
• Log P: 2.7854736
• Molar Refractivity: 81.5172 cm^3
• Polarizability: 32.403957 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A521100

A metabolite of Dieldrin in mammals, insects, and microorganism.

REFERENCES

• Korte, F., et al.: Life Science, 4, 2017 (1965)
• Chau, A.S.Y., et al.: Bull. Environ. Contam. Toxicol., 5, 515 (1965)