Chlordecone (BioDeep_00000004757)
Secondary id: BioDeep_00001867915
human metabolite Endogenous
代谢物信息卡片
1,3,4-Metheno-2H-cyclobuta[cd]pentalen-2-one,1,1a,3,3a,4,5,5,5a,5b,6-decachlorooctahydro-
化学式: C10Cl10O (485.6834)
中文名称: 开蓬
谱图信息:
最多检出来源 Anoectochilus roxburghii(viridiplantae) 52.83%
分子结构信息
SMILES: C1(=O)C2(C3(C4(C1(C5(C2(C3(C(C45Cl)(Cl)Cl)Cl)Cl)Cl)Cl)Cl)Cl)Cl
InChI: InChI=1S/C10Cl10O/c11-2-1(21)3(12)6(15)4(2,13)8(17)5(2,14)7(3,16)9(6,18)10(8,19)20
描述信息
Chlordecone is part of the Primary bile acid biosynthesis, and Steroid hormone biosynthesis pathways. It is a substrate for: Aldo-keto reductase family 1 member C4.
D010575 - Pesticides > D007306 - Insecticides
D016573 - Agrochemicals
同义名列表
9 个代谢物同义名
1,3,4-Metheno-2H-cyclobuta[cd]pentalen-2-one,1,1a,3,3a,4,5,5,5a,5b,6-decachlorooctahydro-; 1,2,3,4,6,7,8,9,10,10-Decachloropentacyclo[5.3.0.0(2,6).0(3,9).0(4,8)]decan-5-one; Decachloropentacyclo[5.2.1.0(2,6).0(3,9).0(5,8)]decan-4-one; Perchloropentacyclo[5.3.0.0(2,6).0(3,9).0(4,8)]decan-5-one; decachloropentacyclo[5.3.0.0²,⁶.0³,⁹.0⁴,⁸]decan-5-one; chlordecone; GC 1189; Kepone; Chlordecone
数据库引用编号
15 个数据库交叉引用编号
- ChEBI: CHEBI:16548
- KEGG: C01792
- PubChem: 299
- HMDB: HMDB0059603
- Metlin: METLIN65653
- ChEMBL: CHEMBL462576
- Wikipedia: Kepone
- MeSH: Chlordecone
- chemspider: 293
- CAS: 143-50-0
- PMhub: MS000017347
- PubChem: 4919
- PDB-CCD: 27E
- NIKKAJI: J10.213J
- KNApSAcK: 16548
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
1 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- Yoann Devriendt-Renault, Florian Dubocq, Félix Massat, Thierry Guérin, Julien Parinet. Fate of chlordecone during home cooking processes - Transfer into the liquid and aerial phases by conventional thermal processes.
Food chemistry.
2024 May; 440(?):138255. doi:
10.1016/j.foodchem.2023.138255. [PMID: 38150904] - Maïlie Saint-Hilaire, Aurore Fourcot, Alain Bousquet-Mélou, Guido Rychen, Jean-Pierre Thomé, Julien Parinet, Cyril Feidt, Agnès Fournier. Characterization and quantification of chlordecone elimination in ewes.
Environmental toxicology and pharmacology.
2021 Oct; 87(?):103698. doi:
10.1016/j.etap.2021.103698. [PMID: 34224866] - Aurore Fourcot, Cyril Feidt, Yves Le Roux, Jean-Pierre Thomé, Guido Rychen, Agnès Fournier. Characterization of chlordecone distribution and elimination in ewes during daily exposure and depuration.
Chemosphere.
2021 Aug; 277(?):130340. doi:
10.1016/j.chemosphere.2021.130340. [PMID: 34384186] - Maïlie Saint-Hilaire, Guido Rychen, Jean-Pierre Thomé, Célia Joaquim-Justo, Yves Le Roux, Cyril Feidt, Agnès Fournier. Linear toxicokinetic of chlordecone in ewe's serum.
Environmental science and pollution research international.
2020 Nov; 27(33):40963-40970. doi:
10.1007/s11356-019-05800-z. [PMID: 31256406] - Florence Rouget, Philippe Kadhel, Christine Monfort, Jean François Viel, Jean Pierre Thome, Sylvaine Cordier, Luc Multigner. Chlordecone exposure and risk of congenital anomalies: the Timoun Mother-Child Cohort Study in Guadeloupe (French West Indies).
Environmental science and pollution research international.
2020 Nov; 27(33):40992-40998. doi:
10.1007/s11356-019-06031-y. [PMID: 31376129] - Matthieu Delannoy, Jean-Michel Girardet, Fathia Djelti, Frances T Yen, Céline Cakir-Kiefer. Affinity of chlordecone and chlordecol for human serum lipoproteins.
Environmental toxicology and pharmacology.
2020 Nov; 80(?):103486. doi:
10.1016/j.etap.2020.103486. [PMID: 32891758] - Deborah Martin, Fiona Lobo, Gwenaëlle Lavison-Bompard, Thierry Guérin, Julien Parinet. Effect of home cooking processes on chlordecone content in beef and investigation of its by-products and metabolites by HPLC-HRMS/MS.
Environment international.
2020 11; 144(?):106077. doi:
10.1016/j.envint.2020.106077. [PMID: 32866735] - Yohan Liber, Denis Cornet, Régis Tournebize, Cyril Feidt, Maurice Mahieu, François Laurent, Jean-Philippe Bedell. A Bayesian network approach for the identification of relationships between drivers of chlordecone bioaccumulation in plants.
Environmental science and pollution research international.
2020 Nov; 27(33):41046-41051. doi:
10.1007/s11356-019-07449-0. [PMID: 31902080] - A Fourcot, C Feidt, A Bousquet-Mélou, A A Ferran, J L Gourdine, M Bructer, C Joaquim-Justo, G Rychen, A Fournier. Modeling chlordecone toxicokinetics data in growing pigs using a nonlinear mixed-effects approach.
Chemosphere.
2020 Jul; 250(?):126151. doi:
10.1016/j.chemosphere.2020.126151. [PMID: 32092563] - Lihua Yang, Jinmiao Zha, Yongyong Guo, Bingsheng Zhou. Evaluation and mechanistic study of chlordecone-induced thyroid disruption: Based on in vivo, in vitro and in silico assays.
The Science of the total environment.
2020 May; 716(?):136987. doi:
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Neurotoxicology.
2020 05; 78(?):195-201. doi:
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Marine pollution bulletin.
2018 Dec; 137(?):56-60. doi:
10.1016/j.marpolbul.2018.10.012. [PMID: 30503469] - Maïlie Saint-Hilaire, Thomas Bertin, Chanthadary Inthavong, Gwenaëlle Lavison-Bompard, Thierry Guérin, Agnès Fournier, Cyril Feidt, Guido Rychen, Julien Parinet. Validation of analytical methods for chlordecone and its metabolites in the urine and feces of ewes.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2018 Sep; 1093-1094(?):66-76. doi:
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Chemosphere.
2017 Mar; 171(?):564-570. doi:
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Environmental research.
2016 Nov; 151(?):436-444. doi:
10.1016/j.envres.2016.08.004. [PMID: 27560981] - Lihua Yang, Bingsheng Zhou, Jinmiao Zha, Zijian Wang. Mechanistic study of chlordecone-induced endocrine disruption: Based on an adverse outcome pathway network.
Chemosphere.
2016 Oct; 161(?):372-381. doi:
10.1016/j.chemosphere.2016.07.034. [PMID: 27448318] - Anne Lafontaine, Marc Hanikenne, Céline Boulangé-Lecomte, Joëlle Forget-Leray, Jean-Pierre Thomé, Eric Gismondi. Vitellogenin and vitellogenin receptor gene expression and 20-hydroxyecdysone concentration in Macrobrachium rosenbergii exposed to chlordecone.
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2016 Oct; 23(20):20661-20671. doi:
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Journal of agricultural and food chemistry.
2016 Feb; 64(5):1212-20. doi:
10.1021/acs.jafc.5b05817. [PMID: 26761077] - Sophie Pascal-Lorber, Clarisse Létondor, Yohan Liber, Emilien L Jamin, François Laurent. Chlordecone Transfer and Distribution in Maize Shoots.
Journal of agricultural and food chemistry.
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2015 Nov; 532(?):292-300. doi:
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Journal of chromatography. A.
2015 Aug; 1408(?):169-77. doi:
10.1016/j.chroma.2015.07.013. [PMID: 26184709] - Clarisse Létondor, Sophie Pascal-Lorber, François Laurent. Uptake and distribution of chlordecone in radish: different contamination routes in edible roots.
Chemosphere.
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10.1016/j.chemosphere.2014.03.102. [PMID: 25433399] - Catherine Jondreville, Agnès Fournier, Maurice Mahieu, Cyril Feidt, Harry Archimède, Guido Rychen. Kinetic study of chlordecone orally given to laying hens (Gallus domesticus).
Chemosphere.
2014 Nov; 114(?):275-81. doi:
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Environmental geochemistry and health.
2014 Oct; 36(5):911-7. doi:
10.1007/s10653-014-9608-5. [PMID: 24729076] - Lauren Saunders, Philippe Kadhel, Nathalie Costet, Florence Rouget, Christine Monfort, Jean-Pierre Thomé, Laurence Guldner, Sylvaine Cordier, Luc Multigner. Hypertensive disorders of pregnancy and gestational diabetes mellitus among French Caribbean women chronically exposed to chlordecone.
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2009 Dec; 5(7):706-26. doi:
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Toxicology and applied pharmacology.
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1994 Feb; 20(2):267-74. doi:
10.1016/s0168-8278(05)80068-6. [PMID: 7516359] - D J Gilroy, H M Carpenter, L R Curtis. Chlordecone pretreatment alters [14C]chlordecone and [14C]cholesterol transport kinetics in the perfused rat liver.
Fundamental and applied toxicology : official journal of the Society of Toxicology.
1994 Feb; 22(2):286-92. doi:
10.1006/faat.1994.1032. [PMID: 7516299] - L G Rochelle, L R Curtis. Distribution of chlordecone to liver plasma membranes and recovery from hepatobiliary dysfunction in rats.
Toxicology.
1994 Jan; 86(1-2):123-34. doi:
10.1016/0300-483x(94)90057-4. [PMID: 7510910] - M G Soni, H M Mehendale. Hepatic failure leads to lethality of chlordecone-amplified hepatotoxicity of carbon tetrachloride.
Fundamental and applied toxicology : official journal of the Society of Toxicology.
1993 Nov; 21(4):442-50. doi:
10.1006/faat.1993.1120. [PMID: 7504640] - K N Chetty, J Walker, K Brown, G W Ivie. Influence of dietary calcium on chlordecone-induced biochemical changes in serum of rat.
Ecotoxicology and environmental safety.
1993 Oct; 26(2):248-52. doi:
10.1006/eesa.1993.1053. [PMID: 7504618] - P R Kodavanti, V C Rao, H M Mehendale. Loss of calcium homeostasis leads to progressive phase of chlordecone-potentiated carbon tetrachloride hepatotoxicity.
Toxicology and applied pharmacology.
1993 Sep; 122(1):77-87. doi:
10.1006/taap.1993.1174. [PMID: 7690997] - K N Chetty, J Walker, K Brown, G W Ivie. The effects of dietary calcium and chlordecone on cholinesterase, triglycerides, low density lipoproteins, and cholesterol in serum of rat.
Archives of environmental contamination and toxicology.
1993 Apr; 24(3):365-7. doi:
10.1007/bf01128735. [PMID: 7682401] - P R Kodavanti, U P Kodavanti, O M Faroon, H M Mehendale. Pivotal role of hepatocellular regeneration in the ultimate hepatotoxicity of CCl4 in chlordecone-, mirex-, or phenobarbital-pretreated rats.
Toxicologic pathology.
1992; 20(4):556-69. doi:
10.1177/019262339202000402. [PMID: 1284994] - O M Faroon, R W Henry, M G Soni, H M Mehendale. Potentiation of BrCCl3 hepatotoxicity by chlordecone: biochemical and ultrastructural study.
Toxicology and applied pharmacology.
1991 Sep; 110(2):185-97. doi:
10.1016/s0041-008x(05)80001-8. [PMID: 1716382] - K N Thakore, M L Gargas, M E Andersen, H M Mehendale. PB-PK derived metabolic constants, hepatotoxicity, and lethality of BrCCl3 in rats pretreated with chlordecone, phenobarbital, or mirex.
Toxicology and applied pharmacology.
1991 Jul; 109(3):514-28. doi:
10.1016/0041-008x(91)90014-6. [PMID: 1712992] - H M Carpenter, L R Curtis. Low dose chlordecone pretreatment altered cholesterol disposition without induction of cytochrome P-450.
Drug metabolism and disposition: the biological fate of chemicals.
1991 May; 19(3):673-8. doi:
NULL. [PMID: 1717217] - M G Soni, H M Mehendale. Protection from chlordecone-amplified carbon tetrachloride toxicity by cyanidanol: biochemical and histological studies.
Toxicology and applied pharmacology.
1991 Mar; 108(1):46-57. doi:
10.1016/0041-008x(91)90267-i. [PMID: 1706539] - P R Kodavanti, U P Kodavanti, H M Mehendale. Carbon tetrachloride-induced alterations of hepatic calmodulin and free calcium levels in rats pretreated with chlordecone.
Hepatology (Baltimore, Md.).
1991 Feb; 13(2):230-8. doi:
NULL. [PMID: 1704867] - Z Cai, H M Mehendale. Hepatotoxicity and lethality of halomethanes in Mongolian gerbils pretreated with chlordecone, phenobarbital or mirex.
Archives of toxicology.
1991; 65(3):204-12. doi:
10.1007/bf02307310. [PMID: 1711308] - H M Mehendale. Potentiation of halomethane hepatotoxicity by chlordecone: a hypothesis for the mechanism.
Medical hypotheses.
1990 Dec; 33(4):289-99. doi:
10.1016/0306-9877(90)90144-4. [PMID: 1708849] - D C Johnson, M Sen, H Kogo, S K Dey. Initiation of embryo implantation and maintenance of early pregnancy in the rat by chlordecone (Kepone).
Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.).
1990 Oct; 195(1):44-50. doi:
10.3181/00379727-195-43116. [PMID: 1697969] - L G Rochelle, T L Miller, L R Curtis. Chlordecone impairs Na(+)-stimulated L-[3H]glutamate transport and mobility of 16-doxyl stearate in rat liver plasma membrane vesicles.
Toxicology and applied pharmacology.
1990 Sep; 105(2):234-42. doi:
10.1016/0041-008x(90)90185-w. [PMID: 1699298] - P R Kodavanti, U P Kodavanti, H M Mehendale. Altered hepatic energy status in chlordecone (Kepone)-potentiated CCl4 hepatotoxicity.
Biochemical pharmacology.
1990 Aug; 40(4):859-66. doi:
10.1016/0006-2952(90)90327-h. [PMID: 1696822] - S C Bondy, M McKee, C P Le Bel. Changes in synaptosomal pH and rates of oxygen radical formation induced by chlordecone.
Molecular and chemical neuropathology.
1990 Aug; 13(1-2):95-106. doi:
10.1007/bf03159911. [PMID: 1710460] - S C Bondy, M McKee, Y M Davoodbhoy. Prevention of chemically induced changes in synaptosomal membrane order by ganglioside GM1 and alpha-tocopherol.
Biochimica et biophysica acta.
1990 Jul; 1026(2):213-9. doi:
10.1016/0005-2736(90)90066-w. [PMID: 1696128] - Z W Cai, H M Mehendale. Lethal effects of CCl4 and its metabolism by Mongolian gerbils pretreated with chlordecone, phenobarbital, or mirex.
Toxicology and applied pharmacology.
1990 Jul; 104(3):511-20. doi:
10.1016/0041-008x(90)90173-r. [PMID: 1696756] - S Teo, M Vore. Mirex exposure inhibits the uptake of estradiol-17 beta(beta-D-glucuronide), taurocholate, and L-alanine into isolated rat hepatocytes.
Toxicology and applied pharmacology.
1990 Jul; 104(3):411-20. doi:
10.1016/0041-008x(90)90163-o. [PMID: 1696754] - S B Rao, R A Young, H M Mehendale. Perturbations in polyamines and related enzymes following chlordecone-potentiated bromotrichloromethane hepatotoxicity.
Journal of biochemical toxicology.
1990; 5(1):23-32. doi:
10.1002/jbt.2570050105. [PMID: 1698228] - O M Faroon, H M Mehendale. Bromotrichloromethane hepatotoxicity. The role of stimulated hepatocellular regeneration in recovery: biochemical and histopathological studies in control and chlordecone pretreated male rats.
Toxicologic pathology.
1990; 18(4 Pt 2):667-77. doi:
10.1177/019262339001800426. [PMID: 1709515] - H M Mehendale. Mechanism of the lethal interaction of chlordecone and CCl4 at non-toxic doses.
Toxicology letters.
1989 Dec; 49(2-3):215-41. doi:
10.1016/0378-4274(89)90034-9. [PMID: 2481348] - P R Kodavanti, U M Joshi, H M Mehendale, V G Lockard. Chlordecone (Kepone)-potentiated carbon tetrachloride hepatotoxicity in partially hepatectomized rats--a histomorphometric study.
Journal of applied toxicology : JAT.
1989 Dec; 9(6):367-75. doi:
10.1002/jat.2550090602. [PMID: 2482307] - H M Mehendale, K R Purushotham, V G Lockard. The time course of liver injury and [3H]thymidine incorporation in chlordecone-potentiated CHCl3 hepatotoxicity.
Experimental and molecular pathology.
1989 Aug; 51(1):31-47. doi:
10.1016/0014-4800(89)90005-1. [PMID: 2475365] - H M Carpenter, L R Curtis. A characterization of chlordecone pretreatment-altered pharmacokinetics in mice.
Drug metabolism and disposition: the biological fate of chemicals.
1989 Mar; 17(2):131-8. doi:
. [PMID: 2468465] - S B Rao, R A Young, H M Mehendale. Hepatic polyamines and related enzymes following chlordecone-potentiated carbon tetrachloride toxicity in rats.
Journal of biochemical toxicology.
1989; 4(1):55-63. doi:
10.1002/jbt.2570040110. [PMID: 2475629] - R A Young, H M Mehendale. Carbon tetrachloride metabolism in partially hepatectomized and sham-operated rats pre-exposed to chlordecone (Kepone).
Journal of biochemical toxicology.
1989; 4(4):211-9. doi:
10.1002/jbt.2570040403. [PMID: 2483848] - P R Kodavanti, U M Joshi, R A Young, A N Bell, H M Mehendale. Role of hepatocellular regeneration in chlordecone potentiated hepatotoxicity of carbon tetrachloride.
Archives of toxicology.
1989; 63(5):367-75. doi:
10.1007/bf00303125. [PMID: 2479360] - S B Rao, H M Mehendale. Protection from chlordecone (Kepone)-potentiated CCl4 hepatotoxicity in rats by fructose 1,6-diphosphate.
The International journal of biochemistry.
1989; 21(9):949-54. doi:
10.1016/0020-711x(89)90225-5. [PMID: 2480256] - H M Mehendale, J S Klingensmith. In vivo metabolism of CCl4 by rats pretreated with chlordecone, mirex, or phenobarbital.
Toxicology and applied pharmacology.
1988 Apr; 93(2):247-56. doi:
10.1016/0041-008x(88)90124-x. [PMID: 2451866] - A N Bell, R A Young, V G Lockard, H M Mehendale. Protection of chlordecone-potentiated carbon tetrachloride hepatotoxicity and lethality by partial hepatectomy.
Archives of toxicology.
1988 Apr; 61(5):392-405. doi:
10.1007/bf00334621. [PMID: 2456051] - L C Mutter, R V Blanke, R J Jandacek, P S Guzelian. Reduction in the body content of DDE in the Mongolian gerbil treated with sucrose polyester and caloric restriction.
Toxicology and applied pharmacology.
1988 Mar; 92(3):428-35. doi:
10.1016/0041-008x(88)90182-2. [PMID: 2451319]
