(1S,2R,3R,5R,6R,7S,8R)-1,6,8,9,10,11,11-heptachloro-4-oxatetracyclo[6.2.1.02,7.03,5]undec-9-ene

• ChemBase ID: 169856
• Molecular Formular: C10H5Cl7O
• Molecular Mass: 389.3171
• Monoisotopic Mass: 385.81600854
• SMILES: C1(=C([C@@]2([C@H]3[C@@H]([C@]1(C2(Cl)Cl)Cl)[C@@H]1[C@H]([C@@H]3Cl)O1)Cl)Cl)Cl
• Canonical SMILES: Cl[C@H]1[C@@H]2O[C@@H]2[C@H]2[C@@H]1[C@@]1(Cl)C(=C([C@@]2(C1(Cl)Cl)Cl)Cl)Cl
• InChI: InChI=1S/C10H5Cl7O/c11-3-1-2(4-5(3)18-4)9(15)7(13)6(12)8(1,14)10(9,16)17/h1-5H/t1-,2+,3+,4+,5-,8+,9-/m0/s1
• InChIKey: ZXFXBSWRVIQKOD-WOBUKFROSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,3R,5R,6R,7S,8R)-1,6,8,9,10,11,11-heptachloro-4-oxatetracyclo[6.2.1.0^2,^7.0^3,^5]undec-9-ene
• IUPAC Traditional name: (1S,2R,3R,5R,6R,7S,8R)-1,6,8,9,10,11,11-heptachloro-4-oxatetracyclo[6.2.1.0^2,^7.0^3,^5]undec-9-ene
• Synonyms: (1aR,1bR,2S,5R,5aS,6R,6aR)-rel-2,3,4,5,6,7,7-Heptachloro-1a,1b,5,5a,6,6a-hexahydro-2,5-methano-2H-indeno[1,2-b]oxirene; (±)-trans-Heptachlor Epoxide; Heptachlor endo-Epoxide; Heptachlor Epoxide A; Heptachlor trans-Oxide; trans-Heptachlor Epoxide; trans-Heptachlor Epoxide

Database IDs

• CAS Number: 28044-83-9
• PubChem SID: 162263988
• PubChem CID: 71317194

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.0437593
• LogD (pH = 7.4): 4.0437593
• Log P: 4.0437593
• Molar Refractivity: 75.081 cm^3
• Polarizability: 30.107712 Å^3
• Polar Surface Area: 12.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H265705

The trans-metabolite of organochlorine pesticide Heptachlor.

REFERENCES

• Miles, J., et al.: J. Econ. Entomol., 64, 839 (1971)
• Huber, W., et al.: Environ. Toxicol. Chem., 12, 1865 (1971)
• Nwachukwu, E., et al.: J. Plant. Sci., 2, 619 (1971)