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

• ChemBase ID: 170466
• Molecular Formular: C12H8Cl6O2
• Molecular Mass: 396.90872
• Monoisotopic Mass: 393.86554558
• SMILES: C12(C(C(C3C4C(C([C@H]5[C@@H]4O5)C13)O)(C(=C2Cl)Cl)Cl)(Cl)Cl)Cl
• Canonical SMILES: OC1C2[C@@H]3[C@H](C1C1C2C2(Cl)C(=C(C1(C2(Cl)Cl)Cl)Cl)Cl)O3
• InChI: InChI=1S/C12H8Cl6O2/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/h1-7,19H/t1?,2?,3?,4?,5?,6-,7+,10?,11?
• InChIKey: VRHKKHANKOOSAH-OQDGCFFASA-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-ol
• 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-ol
• Synonyms: 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-ol; 9-(syn-Epoxy)hydroxy-1,2,3,4,10,10-hexachloro-6,7-epoxy-1,4,4a,5,6,7,8,8a-octahydro-1,4-endo-5,8-exo-dimethanonaphthalene; 9-Hydroxy-HEOD; 9-syn-Hydroxy HEOD; WL 40231; syn-12-Hydroxy Dieldrin

Database IDs

• CAS Number: 26946-01-0
• PubChem SID: 164226376
• PubChem CID: 71748983

CALCULATED PROPERTIES

• Acid pKa: 14.496282
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.643572
• LogD (pH = 7.4): 2.643572
• Log P: 2.643572
• Molar Refractivity: 79.479 cm^3
• Polarizability: 31.781973 Å^3
• Polar Surface Area: 32.76 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H941200

A major mammalian metabolite of Dieldrin and Endrin.

REFERENCES

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