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Record Information
Version3.6
Creation Date2012-09-11 17:48:01 UTC
Update Date2013-06-30 13:13:24 UTC
HMDB IDHMDB32127
Secondary Accession NumbersNone
Metabolite Identification
Common NameClofenotane
DescriptionInsecticide. Clofenotane is a major component of commercial DDT (other names *Gespan*, *Gesarol*, *Geverol*, *Chlorophenotane*). Use banned or discouraged in many countries Clofenotane belongs to the family of Diphenylmethanes. These are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups[1]. (Reference: [1] Diphenylmethane: http://en.wikipedia.org/wiki/Diphenylmethane).
Structure
Thumb
Synonyms
  1. 1,1'-(2,2,2-Trichloroethane-1,1-diyl)bis(4-chlorobenzene)
  2. 1,1'-(2,2,2-Trichloroethylidene)bis(4-chloro)-Benzene
  3. 1,1'-(2,2,2-Trichloroethylidene)bis(4-chlorobenzene), 9CI
  4. 1,1,1-Trichloro-2,2-bis(4,4'-dichlorodiphenyl)ethane
  5. 1,1,1-Trichloro-2,2-bis(4-chlorophenyl)-Ethane
  6. 1,1,1-Trichloro-2,2-bis(p-chlorophenyl)-Ethane
  7. 1,1,1-Trichloro-2,2-bis(p-chlorophenyl)ethane
  8. 1,1,1-Trichloro-2,2-bis-(4'-chlorophenyl)ethane
  9. 1,1,1-Trichloro-2,2-di(4-chlorophenyl)-ethane
  10. 1,1,1-Trichloro-2-2-bis(4-chlorophenyl)ethane
  11. 1,1,1-Trichlorobis(chlorophenyl)ethane
  12. 1,1-Bis(4-chlorophenyl)-2,2,2-trichloroethane
  13. 1,1-Bis(p-Chlorophenyl)-2,2,2-trichIoroethane
  14. 1,1-Bis-(p-chlorophenyl)-2,2,2-trichloroethane
  15. 1-Chloro-4-[2,2,2-trichloro-1-(4-chlorophenyl)ethyl]benzene
  16. 2,2,2-Trichloro-1,1-bis(4-chlorophenyl)ethane
  17. 2,2,2-Trichloro-1,1-bis(p-chlorophenyl)-Ethane
  18. 2,2,2-Trichlorobis(4-chlorophenyl)ethane
  19. 2,2-Bis(p-chlorophenyl)-1,1,1-trichloroethane
  20. Bis(p-chlorophenyl)-2,2,2-trichloroethane
  21. Chlofenotan
  22. Chlorophenothane
  23. Chlorphenotane
  24. DDT
  25. Dicophane, BAN
  26. Diphenyltrichloroethane
  27. p,p'-DDT, BSI
  28. Zeidane
  29. Zerdane
  30. Zithiol
Chemical FormulaC14H9Cl5
Average Molecular Weight354.486
Monoisotopic Molecular Weight351.914688823
IUPAC Name1-chloro-4-[2,2,2-trichloro-1-(4-chlorophenyl)ethyl]benzene
Traditional IUPAC Namep,p'-DDT
CAS Registry Number50-29-3
SMILES
ClC1=CC=C(C=C1)C(C1=CC=C(Cl)C=C1)C(Cl)(Cl)Cl
InChI Identifier
InChI=1S/C14H9Cl5/c15-11-5-1-9(2-6-11)13(14(17,18)19)10-3-7-12(16)8-4-10/h1-8,13H
InChI KeyYVGGHNCTFXOJCH-UHFFFAOYSA-N
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassAromatic Homomonocyclic Compounds
ClassDiphenylmethanes
Sub ClassN/A
Other Descriptors
  • Aromatic Homomonocyclic Compounds
  • Aromatic Homopolycyclic Compounds
  • Organochlorine insecticides(KEGG)
  • Organochlorine pesticides(KEGG)
  • an insecticide(Cyc)
  • benzenoid aromatic compound(ChEBI)
  • chlorophenylethane(ChEBI)
  • organochlorine insecticide(ChEBI)
Substituents
  • Aryl Chloride
  • Chlorobenzene
  • Organochloride
Direct ParentDiphenylmethanes
Ontology
StatusExpected and Not Quantified
Origin
  • Endogenous
  • Food
BiofunctionNot Available
Application
  • Nutrient
Cellular locations
  • Membrane
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting Point108.5 - 109 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility5.5e-06 mg/mL at 25 °CNot Available
LogP6.91Not Available
Predicted Properties
PropertyValueSource
Water Solubility3.520E-06 g/LALOGPS
logP6.29ALOGPS
logP6.46ChemAxon
logS-8ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity85.32ChemAxon
Polarizability32.28ChemAxon
Spectra
Spectra1D NMR
Biological Properties
Cellular Locations
  • Membrane
Biofluid LocationsNot Available
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB008850
KNApSAcK IDNot Available
Chemspider ID2928
KEGG Compound IDC04623
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
NuGOwiki LinkHMDB32127
Metagene LinkHMDB32127
METLIN IDNot Available
PubChem Compound3036
PDB IDNot Available
ChEBI ID16130
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.