BIS(2-ETHYLHEXYL) ADIPATE (BioDeep_00001873584)
代谢物信息卡片
BIS(2-ETHYLHEXYL) ADIPATE
化学式: C22H42O4 (370.30829320000004)
中文名称: 双(2-乙基己基)己二酸酯
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CCCCC(CC)COC(=O)CCCCC(=O)OCC(CC)CCCC
InChI: InChI=1S/C22H42O4/c1-5-9-13-19(7-3)17-25-21(23)15-11-12-16-22(24)26-18-20(8-4)14-10-6-2/h19-20H,5-18H2,1-4H3
数据库引用编号
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
- 4054 - Panax ginseng: 10.1002/BMC.969
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
- Lucas Panneel, Paulien Cleys, Camille Breugelmans, Christina Christia, Govindan Malarvannan, Giulia Poma, Philippe G Jorens, Antonius Mulder, Adrian Covaci. Neonatal exposure to phthalate and alternative plasticizers via parenteral nutrition.
International journal of pharmaceutics.
2023 Jan; 631(?):122472. doi:
10.1016/j.ijpharm.2022.122472. [PMID: 36526146] - Amany Behairy, Ghada I Abd El-Rahman, Sanaa S H Aly, Esraa M Fahmy, Yasmina M Abd-Elhakim. Di(2-ethylhexyl) adipate plasticizer triggers hepatic, brain, and cardiac injury in rats: Mitigating effect of Peganum harmala oil.
Ecotoxicology and environmental safety.
2021 Jan; 208(?):111620. doi:
10.1016/j.ecoenv.2020.111620. [PMID: 33396140] - Lise Bernard, Mélanie Bailleau, Teuta Eljezi, Philip Chennell, Bertrand Souweine, Alexandre Lautrette, Valérie Sautou. How does continuous venovenous hemofiltration theoretically expose (ex-vivo models) inpatients to diethylhexyladipate, a plasticizer of PVC medical devices?.
Chemosphere.
2020 Jul; 250(?):126241. doi:
10.1016/j.chemosphere.2020.126241. [PMID: 32105858] - Alexandra Nehring, Daniel Bury, Benedikt Ringbeck, Hans-Willi Kling, Rainer Otter, Tobias Weiss, Thomas Brüning, Holger M Koch. Metabolism and urinary excretion kinetics of di(2-ethylhexyl) adipate (DEHA) in four human volunteers after a single oral dose.
Toxicology letters.
2020 Mar; 321(?):95-102. doi:
10.1016/j.toxlet.2019.12.006. [PMID: 31816331] - Alexandra Nehring, Daniel Bury, Hans-Willi Kling, Tobias Weiss, Thomas Brüning, Holger M Koch. Determination of human urinary metabolites of the plasticizer di(2-ethylhexyl) adipate (DEHA) by online-SPE-HPLC-MS/MS.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2019 Aug; 1124(?):239-246. doi:
10.1016/j.jchromb.2019.06.019. [PMID: 31233945] - Haiyan Xu, Barbara Musi, Zhimei Wang, Tiansheng Zhou, Qihong Huang, Juanhua Liu, Tiantian Li, Zhen Jiang, Songping Liao, Glosson Jill, Edward Koo. Systemic toxicity of di (2-ethylhexyl) adipate (DEHA) in rats following 28-day intravenous exposure.
Regulatory toxicology and pharmacology : RTP.
2019 Jun; 104(?):50-55. doi:
10.1016/j.yrtph.2019.02.016. [PMID: 30826316] - Frederic Been, Govindan Malarvannan, Michiel Bastiaensen, Shanshan Yin, Alexander L N van Nuijs, Adrian Covaci. Development and validation of a bioanalytical assay based on liquid chromatography-tandem mass spectrometry for measuring biomarkers of exposure of alternative plasticizers in human urine and serum.
Talanta.
2019 Jun; 198(?):230-236. doi:
10.1016/j.talanta.2019.02.024. [PMID: 30876555] - Samraa H Abdel-Kawi, Khalid S Hashem, Saber Abd-Allah. Mechanism of diethylhexylphthalate (DEHP) induced testicular damage and of grape seed extract-induced protection in the rat.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2016 Apr; 90(?):64-75. doi:
10.1016/j.fct.2016.02.003. [PMID: 26854921] - Manori J Silva, Ella Samandar, Xiaoyun Ye, Antonia M Calafat. In vitro metabolites of di-2-ethylhexyl adipate (DEHA) as biomarkers of exposure in human biomonitoring applications.
Chemical research in toxicology.
2013 Oct; 26(10):1498-502. doi:
10.1021/tx400215z. [PMID: 24016063] - Hermann Fromme, Ludwig Gruber, Ralph Schuster, Martin Schlummer, Mandy Kiranoglu, Gabriele Bolte, Wolfgang Völkel. Phthalate and di-(2-ethylhexyl) adipate (DEHA) intake by German infants based on the results of a duplicate diet study and biomonitoring data (INES 2).
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2013 Mar; 53(?):272-80. doi:
10.1016/j.fct.2012.12.004. [PMID: 23246700] - Justin A Colacino, Amr S Soliman, Antonia M Calafat, Muna S Nahar, Adrienne Van Zomeren-Dohm, Ahmed Hablas, Ibrahim A Seifeldin, Laura S Rozek, Dana C Dolinoy. Exposure to phthalates among premenstrual girls from rural and urban Gharbiah, Egypt: a pilot exposure assessment study.
Environmental health : a global access science source.
2011 May; 10(?):40. doi:
10.1186/1476-069x-10-40. [PMID: 21575223] - Ahmed Khudhair Hassan, Bahruddin Saad, Sulaiman Ab Ghani, Rohana Adnan, Afidah Abdul Rahim, Norariza Ahmad, Marina Mokhtar, Suham Tawfiq Ameen, Suad Mustafa Al-Araji. Ionophore-based potentiometric sensors for the flow-injection determination of promethazine hydrochloride in pharmaceutical formulations and human urine.
Sensors (Basel, Switzerland).
2011; 11(1):1028-42. doi:
10.3390/s110101028. [PMID: 22346617] - Zhi-Yong Guo, Pan-Pan Gai, Jing Duan, Jin-Xia Zhai, Sha-Sha Zhao, Sui Wang, Dan-Yi Wei. Simultaneous determination of phthalates and adipates in human serum using gas chromatography-mass spectrometry with solid-phase extraction.
Biomedical chromatography : BMC.
2010 Oct; 24(10):1094-9. doi:
10.1002/bmc.1410. [PMID: 20352652] - Justin A Colacino, T Robert Harris, Arnold Schecter. Dietary intake is associated with phthalate body burden in a nationally representative sample.
Environmental health perspectives.
2010 Jul; 118(7):998-1003. doi:
10.1289/ehp.0901712. [PMID: 20392686] - Sean R Pyper, Navin Viswakarma, Songtao Yu, Janardan K Reddy. PPARalpha: energy combustion, hypolipidemia, inflammation and cancer.
Nuclear receptor signaling.
2010 Apr; 8(?):e002. doi:
10.1621/nrs.08002. [PMID: 20414453] - S Barnabé, I Beauchesne, D G Cooper, J A Nicell. Plasticizers and their degradation products in the process streams of a large urban physicochemical sewage treatment plant.
Water research.
2008 Jan; 42(1-2):153-62. doi:
10.1016/j.watres.2007.07.043. [PMID: 17706266] - Hermann Fromme, Ludwig Gruber, Martin Schlummer, Gerd Wolz, Sigrun Böhmer, Jürgen Angerer, Richard Mayer, Bernhard Liebl, Gabriele Bolte. Intake of phthalates and di(2-ethylhexyl)adipate: results of the Integrated Exposure Assessment Survey based on duplicate diet samples and biomonitoring data.
Environment international.
2007 Nov; 33(8):1012-20. doi:
10.1016/j.envint.2007.05.006. [PMID: 17610953] - Kyoko Nabae, Yuko Doi, Satoru Takahashi, Toshio Ichihara, Chitose Toda, Koji Ueda, Yoshinori Okamoto, Nakao Kojima, Seiko Tamano, Tomoyuki Shirai. Toxicity of di(2-ethylhexyl)phthalate (DEHP) and di(2-ethylhexyl)adipate (DEHA) under conditions of renal dysfunction induced with folic acid in rats: enhancement of male reproductive toxicity of DEHP is associated with an increase of the mono-derivative.
Reproductive toxicology (Elmsford, N.Y.).
2006 Oct; 22(3):411-7. doi:
10.1016/j.reprotox.2006.07.003. [PMID: 16952438] - Masayoshi Ohshima, Shuji Ohno, Shizuo Nakajin. Inhibitory effects of some possible endocrine-disrupting chemicals on the isozymes of human 11beta-hydroxysteroid dehydrogenase and expression of their mRNA in gonads and adrenal glands.
Environmental sciences : an international journal of environmental physiology and toxicology.
2005; 12(4):219-30. doi:
. [PMID: 16184081] - Russ Hauser, John D Meeker, Sohee Park, Manori J Silva, Antonia M Calafat. Temporal variability of urinary phthalate metabolite levels in men of reproductive age.
Environmental health perspectives.
2004 Dec; 112(17):1734-40. doi:
10.1289/ehp.7212. [PMID: 15579421] - Julie Borch, Ole Ladefoged, Ulla Hass, Anne Marie Vinggaard. Steroidogenesis in fetal male rats is reduced by DEHP and DINP, but endocrine effects of DEHP are not modulated by DEHA in fetal, prepubertal and adult male rats.
Reproductive toxicology (Elmsford, N.Y.).
2004 Jan; 18(1):53-61. doi:
10.1016/j.reprotox.2003.10.011. [PMID: 15013064] - Kayoko Kato, Yoshihiro Yoshimura, Hiroyuki Nakazawa, Yuko Ito, Hisao Oka. Preparation of samples for gas chromatography/mass spectrometry analysis of phthalate and adipate esters in plasma and beverages by steam distillation and extraction.
Journal of AOAC International.
2002 May; 85(3):719-23. doi:
. [PMID: 12083265] - K Motojima, P Passilly, J M Peters, F J Gonzalez, N Latruffe. Expression of putative fatty acid transporter genes are regulated by peroxisome proliferator-activated receptor alpha and gamma activators in a tissue- and inducer-specific manner.
The Journal of biological chemistry.
1998 Jul; 273(27):16710-4. doi:
10.1074/jbc.273.27.16710. [PMID: 9642225] - A E Goulas, K A Riganakos, D A Ehlermann, P G Demertzis, M G Kontominas. Effect of high-dose electron beam irradiation on the migration of DOA and ATBC plasticizers from food-grade PVC and PVDC/PVC films, respectively, into olive oil.
Journal of food protection.
1998 Jun; 61(6):720-4. doi:
10.4315/0362-028x-61.6.720. [PMID: 9709256] - I Cooper, A Goodson, A O'Brien. Specific migration testing with alternative fatty food simulants.
Food additives and contaminants.
1998 Jan; 15(1):72-8. doi:
10.1080/02652039809374600. [PMID: 9534873] - J H Petersen, L Lillemark, L Lund. Migration from PVC cling films compared with their field of application.
Food additives and contaminants.
1997 May; 14(4):345-53. doi:
10.1080/02652039709374537. [PMID: 9205563] - A B Badeka, M G Kontominas. Effect of microwave heating on the migration of dioctyladipate and acetyltributylcitrate plasticizers from food-grade PVC and PVDC/PVC films into olive oil and water.
Zeitschrift fur Lebensmittel-Untersuchung und -Forschung.
1996 Apr; 202(4):313-7. doi:
10.1007/bf01206103. [PMID: 8638434] - A E Goulas, A Kokkinos, M G Kontominas. Effect of gamma-radiation on migration behaviour of dioctyladipate and acetyltributylcitrate plasticizers from food-grade PVC and PVDC/PVC films into olive oil.
Zeitschrift fur Lebensmittel-Untersuchung und -Forschung.
1995 Jul; 201(1):74-8. doi:
10.1007/bf01193204. [PMID: 7571870] - J H Petersen, E T Naamansen, P A Nielsen. PVC cling film in contact with cheese: health aspects related to global migration and specific migration of DEHA.
Food additives and contaminants.
1995 Mar; 12(2):245-53. doi:
10.1080/02652039509374299. [PMID: 7781821] - N J Loftus, B H Woollen, G T Steel, M F Wilks, L Castle. An assessment of the dietary uptake of di-2-(ethylhexyl) adipate (DEHA) in a limited population study.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
1994 Jan; 32(1):1-5. doi:
10.1016/0278-6915(84)90029-2. [PMID: 8132159] - N J Loftus, W J Laird, G T Steel, M F Wilks, B H Woollen. Metabolism and pharmacokinetics of deuterium-labelled di-2-(ethylhexyl) adipate (DEHA) in humans.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
1993 Sep; 31(9):609-14. doi:
10.1016/0278-6915(93)90042-w. [PMID: 8406236] - L Castle, J Nichol, J Gilbert. Migration of polyisobutylene from polyethylene/polyisobutylene films into foods during domestic and microwave oven use.
Food additives and contaminants.
1992 Jul; 9(4):315-30. doi:
10.1080/02652039209374077. [PMID: 1493881] - P W Albro, J T Corbett, J L Schroeder. Chamber and gavage technique for metabolic studies of earthworms.
Laboratory animal science.
1992 Feb; 42(1):63-6. doi:
. [PMID: 1316512] - Y Keith, M C Cornu, P M Canning, J Foster, J C Lhuguenot, C R Elcombe. Peroxisome proliferation due to di (2-ethylhexyl) adipate, 2-ethylhexanol and 2-ethylhexanoic acid.
Archives of toxicology.
1992; 66(5):321-6. doi:
10.1007/bf01973626. [PMID: 1610294] - A Mercer, L Castle, J Comyn, J Gilbert. Evaluation of a predictive mathematical model of di-(2-ethylhexyl) adipate plasticizer migration from PVC film into foods.
Food additives and contaminants.
1990 Jul; 7(4):497-507. doi:
10.1080/02652039009373911. [PMID: 2394271] - A Takagi, K Sai, T Umemura, R Hasegawa, Y Kurokawa. Significant increase of 8-hydroxydeoxyguanosine in liver DNA of rats following short-term exposure to the peroxisome proliferators di(2-ethylhexyl)phthalate and di(2-ethylhexyl)adipate.
Japanese journal of cancer research : Gann.
1990 Mar; 81(3):213-5. doi:
10.1111/j.1349-7006.1990.tb02551.x. [PMID: 2112523] - T Yanagita, M Satoh, H Nomura, N Enomoto, M Sugano. Alteration of hepatic phospholipids in rats and mice by feeding di-(2-ethylhexyl)adipate and di-(2-ethylhexyl)phthalate.
Lipids.
1987 Aug; 22(8):572-7. doi:
10.1007/bf02537283. [PMID: 3657395] - K Bergman, L Albanus. Di-(2-ethylhexyl)adipate: absorption, autoradiographic distribution and elimination in mice and rats.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
1987 Apr; 25(4):309-16. doi:
10.1016/0278-6915(87)90128-1. [PMID: 3583157] - K E Tomaszewski, D K Agarwal, R L Melnick. In vitro steady-state levels of hydrogen peroxide after exposure of male F344 rats and female B6C3F1 mice to hepatic peroxisome proliferators.
Carcinogenesis.
1986 Nov; 7(11):1871-6. doi:
10.1093/carcin/7.11.1871. [PMID: 3769136] - F P Bell. Di(2-ethylhexyl)adipate (DEHA): effect on plasma lipids and hepatic cholesterolgenesis in the rat.
Bulletin of environmental contamination and toxicology.
1984 Jan; 32(1):20-6. doi:
10.1007/bf01607460. [PMID: 6697017] - S Tsuji, K Nakagawa, T Fukushima. Genetically controlled quantitative variation of ornithine transcarbamylase in the chick kidney.
Biochemical genetics.
1983 Oct; 21(9-10):857-69. doi:
10.1007/bf00483945. [PMID: 6419722] - Y Kawashima, N Hanioka, M Matsumura, H Kozuka. Induction of microsomal stearoyl-CoA desaturation by the administration of various peroxisome proliferators.
Biochimica et biophysica acta.
1983 Jul; 752(2):259-64. doi:
. [PMID: 6134555] - F P Bell. Effect of the plasticizer di(2-ethylhexyl) adipate (dioctyladipate, DOA) on lipid metabolism in the rat: I. Inhibition of cholesterolgenesis and modification of phospholipid synthesis.
Lipids.
1983 Mar; 18(3):211-5. doi:
10.1007/bf02534550. [PMID: 6855481] - T Takahashi, A Tanaka, T Yamaha. Elimination, distribution and metabolism of di-(2-ethylhexyl)adipate (DEHA) in rats.
Toxicology.
1981; 22(3):223-33. doi:
10.1016/0300-483x(81)90085-8. [PMID: 7340012] - H H Borden, R W Harris, W E Mosher. A waterborne outbreak of gastroenteritis in western New York State.
American journal of public health and the nation's health.
1970 Feb; 60(2):283-8. doi:
10.2105/ajph.60.2.283. [PMID: 5460971]