PMID- 6209866
OWN - NLM
STAT- MEDLINE
DCOM- 19850103
LR  - 20181130
IS  - 0049-8254 (Print)
IS  - 0049-8254 (Linking)
VI  - 14
IP  - 7
DP  - 1984 Jul
TI  - Epoxidation of the lindane metabolite, beta-PCCH, by human- and rat-liver 
      microsomes.
PG  - 599-604
AB  - Human- and rat-liver microsomes convert the lindane metabolite, beta-PCCH 
      (beta-1,3,4,5,6-pentachlorocyclohex-1-ene (3,4,6/5-PCCH] to the metabolites: 
      1,2,4-TCB (1,2,4-trichlorobenzene), 1,2,3,4-TTCB (1,2,3,4-tetrachlorobenzene), 
      2,4,5-TCP (2,4,5-trichlorophenol), 3,4,5/6-PCCOL 
      (1,2,4,5,6-pentachlorocyclohex-1-en-3-ol) and beta-PCCH oxide 
      (1,2,3,4,5-pentachloro-7-oxabicyclo[4.1.0]heptane) or (3,4,6/5-PCCH oxide). The 
      identity of the beta-PCCH oxide is confirmed by column chromatography and 
      g.l.c.-mass spectrometry, in comparison to characterized synthetic material. The 
      stability of the beta-PCCH oxide is indicated by its resistance to hydrolysis by 
      microsomal epoxide hydrolase (EC. 3.3.2.3), or various aqueous acid conditions. 
      It shows no mutagenicity using S. typhimurium strain TM677. However, in levels 
      above 0.05 mg/ml it was lethal to the test cells. It is not a substrate for and 
      is only a weak inhibitor of epoxide hydrolase. A stable halogenated hydrocarbon 
      epoxide metabolite is described. Its toxicological role, if any, remains 
      unaccounted for.
FAU - Fitzloff, J F
AU  - Fitzloff JF
FAU - Pan, J C
AU  - Pan JC
LA  - eng
PT  - Journal Article
PL  - England
TA  - Xenobiotica
JT  - Xenobiotica; the fate of foreign compounds in biological systems
JID - 1306665
RN  - 0 (Epoxy Compounds)
RN  - 0 (Ethers, Cyclic)
RN  - 28903-24-4 (pentachlorocyclohexene)
RN  - 59NEE7PCAB (Hexachlorocyclohexane)
RN  - 93672-46-9 (1,3,4,5,6-pentachlorocyclohexene-1-oxide)
SB  - IM
MH  - Animals
MH  - Chemical Phenomena
MH  - Chemistry
MH  - Drug Stability
MH  - Epoxy Compounds/*metabolism
MH  - Ethers, Cyclic/*metabolism
MH  - Hexachlorocyclohexane/*analogs & derivatives/metabolism/toxicity
MH  - Humans
MH  - Male
MH  - Microsomes, Liver/*metabolism
MH  - Molecular Conformation
MH  - Mutagenicity Tests
MH  - Rats
MH  - Rats, Inbred Strains
EDAT- 1984/07/01 00:00
MHDA- 1984/07/01 00:01
CRDT- 1984/07/01 00:00
PHST- 1984/07/01 00:00 [pubmed]
PHST- 1984/07/01 00:01 [medline]
PHST- 1984/07/01 00:00 [entrez]
AID - 10.3109/00498258409151455 [doi]
PST - ppublish
SO  - Xenobiotica. 1984 Jul;14(7):599-604. doi: 10.3109/00498258409151455.