(9R,11S)-3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.13,6.02,7.09,11]tridec-4-en-12-one

• ChemBase ID: 172061
• Molecular Formular: C12H6Cl6O2
• Molecular Mass: 394.89284
• Monoisotopic Mass: 391.84989551
• SMILES: C12(C(C(C3C4C(=O)C([C@H]5[C@@H]4O5)C13)(C(=C2Cl)Cl)Cl)(Cl)Cl)Cl
• Canonical SMILES: O=C1C2[C@@H]3[C@H](C1C1C2C2(Cl)C(=C(C1(C2(Cl)Cl)Cl)Cl)Cl)O3
• InChI: InChI=1S/C12H6Cl6O2/c13-8-9(14)11(16)4-2-5(19)1(6-7(2)20-6)3(4)10(8,15)12(11,17)18/h1-4,6-7H/t1?,2?,3?,4?,6-,7+,10?,11?
• InChIKey: PRGKTAHLUABTPM-IFQIWKIDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (9R,11S)-3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.1^3,^6.0^2,^7.0^9,^1^1]tridec-4-en-12-one
• IUPAC Traditional name: (9R,11S)-3,4,5,6,13,13-hexachloro-10-oxapentacyclo[6.3.1.1^3,^6.0^2,^7.0^9,^1^1]tridec-4-en-12-one
• Synonyms: (1aR,2R,2aS,3S,6R,6aR,7S,7aS)-rel-3,4,5,6,9,9-Hexachloro-1a,2,2a,3,6,6a,7,7a-octahydro-2,7:3,6-dimethanonaphth[2,3-b]oxiren-8-one; WL 42170; 12-Keto Dieldrin

Database IDs

• CAS Number: 52745-99-0
• PubChem SID: 164227971
• PubChem CID: 71749675

CALCULATED PROPERTIES

• Acid pKa: 14.252595
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.4358013
• LogD (pH = 7.4): 3.4358013
• Log P: 3.4358013
• Molar Refractivity: 78.5463 cm^3
• Polarizability: 31.257183 Å^3
• Polar Surface Area: 29.6 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - K187900

A major mammalian metabolite of Dieldrin and Endrin.

REFERENCES

• Bedford, C.T., et al.: Pesticide Sci., 17, 659 (1986)