65
T3D0064
trans-Chlordane
Trans-chlordane, also known as gamma-chlordane, is one of two isomers of chlordane. Chlordane is a manufactured chemical that was used as a pesticide in the United States from 1948 to 1988. (L90)
5103-74-2
12303020
C10H6Cl8
405.797770
Colorless to amber liquid.
5.6e-05 mg/mL at 25 °C [MABEY,WR et al. (1981)]
Oral (A105) ; inhalation (A105)
Chlordane is believed to bind irreversibly to DNA, leading to cell death or altered cellular function. It also affects transcription by antagonizing estrogen-related receptors. Chlordane induces hepatic cytochrome P-450, causing a large increase in the volume of the smooth endoplasmic reticulum, which results in hepatocellular enlargement and hypertrophy. Chlordane has also been shown to bind and activate retinoic acid receptor, causing various developmental defects, and inhibit alkaline phosphatases in hepatic and renal tissues. (L91, A52, A53, A68, A69)
Chlordane is highly lipophilic and is thus easily absorbed by ingestion, inhalation, and dermal exposure, then stored mainly in the fat. Chlordane is metabolized mainly in the liver and kidney. Metabolism is slow, and is believed to occur by multiple pathways involving cytochrome P-450 enzymes, glutathione-S-transferase type enzymes, and microsomal mixed-function oxidase systems. The metabolites are generally less toxic and include chlordene chlorohydrin, monohydroxylated dihydrochlordene, and oxychlordane. They are excreted in the urine and faeces. (L91)
LD50: 200 mg/kg (Oral, Rat) (T13)
LD50: 343 mg/kg (Intraperitoneal, Rat) (T13)
LD50: 10 mg/kg (Intravenous, Mouse) (T14)
LD50: 780 mg/kg (Dermal, Rat) (T14)
LC50: 100 mg/m3 over 4 hours (Inhalation, Cat) (T14)
100 mg/kg for an adult human. (T15)
Chlordane is possibly carcinogenic to humans (Group 2B). (L135)
Chlordane was used as a pesticide. (L90)
Intermediate Inhalation: 0.0002 mg/m3 (L134)
Chronic Inhalation: 0.00002 mg/m3 (L134)
Acute Oral: 0.001 mg/kg/day (L134)
Intermediate Oral: 0.0006 mg/kg/day (L134)
Chronic Oral: 0.0006 mg/kg/day (L134)
Chlordane is a central nervous system stimulant, and can also damage the digestive system and the liver. Large doses have been shown to cause convulsions, respiratory failure, and death. Chlordane is also known to have adverse reproductive and developmental effects. (L91)
Ingestion and inhalation of chlordane cause headaches, irritability, confusion, weakness, vision problems, vomiting, stomach cramps, diarrhea, and jaundice. (L91)
Treatment is symptomatic. It is aimed at controlling convulsions, coma, and respiratory depression. Gastric lavage, followed by the administration of activated charcoal, may be performed following ingestion. (L146)
2009-03-06T18:58:01Z
2014-12-24T20:21:01Z
Glutathione S-transferase P (P09211) Glutathione S-transferase Mu 1 (P09488) Glutathione S-transferase A1 (P08263) Glutathione S-transferase theta-2 (P30712) Glutathione S-transferase Mu 4 (Q03013) Glutathione S-transferase theta-1 (P30711) Glutathione S-transferase A4 (O15217) Glutathione S-transferase A2 (P09210) Glutathione S-transferase A3 (Q16772) Glutathione S-transferase Mu 3 (P21266) Glutathione S-transferase omega-1 (P78417) Glutathione S-transferase kappa 1 (Q9Y2Q3) Glutathione S-transferase Mu 2 (P28161) Glutathione S-transferase omega-2 (Q9H4Y5) Glutathione S-transferase A5 (Q7RTV2) Glutathione S-transferase Mu 5 (P46439) Glutathione S-transferase theta-4 (A8MPT4) Maleylacetoacetate isomerase (O43708) Microsomal glutathione S-transferase 1 (P10620) Microsomal glutathione S-transferase 2 (Q99735) Microsomal glutathione S-transferase 3 (O14880) (L91)
39069
Chlordane, trans-
true
Glutathione S-transferase P (P09211)
Glutathione S-transferase Mu 1 (P09488)
Glutathione S-transferase A1 (P08263)
Glutathione S-transferase theta-2 (P30712)
Glutathione S-transferase Mu 4 (Q03013)
Glutathione S-transferase theta-1 (P30711)
Glutathione S-transferase A4 (O15217)
Glutathione S-transferase A2 (P09210)
Glutathione S-transferase A3 (Q16772)
Glutathione S-transferase Mu 3 (P21266)
Glutathione S-transferase omega-1 (P78417)
Glutathione S-transferase kappa 1 (Q9Y2Q3)
Glutathione S-transferase Mu 2 (P28161)
Glutathione S-transferase omega-2 (Q9H4Y5)
Glutathione S-transferase A5 (Q7RTV2)
Glutathione S-transferase Mu 5 (P46439)
Glutathione S-transferase theta-4 (A8MPT4)
Maleylacetoacetate isomerase (O43708)
Microsomal glutathione S-transferase 1 (P10620)
Microsomal glutathione S-transferase 2 (Q99735)
Microsomal glutathione S-transferase 3 (O14880)
(L91)
[H][C@@]1(Cl)CC2([H])C([H])([C@@]1([H])Cl)[C@@]1(Cl)C(Cl)=C(Cl)[C@]2(Cl)C1(Cl)Cl
C10H6Cl8
InChI=1S/C10H6Cl8/c11-3-1-2-4(5(3)12)9(16)7(14)6(13)8(2,15)10(9,17)18/h2-5H,1H2/t2?,3-,4?,5+,8+,9-/m1/s1
InChIKey=BIWJNBZANLAXMG-MRTOWHRVSA-N
409.779
405.797771848
Exogenous
Liquid