Dibutylphthalic acid (BioDeep_00000178204)

   

human metabolite blood metabolite


代谢物信息卡片


3,4-dibutylbenzene-1,2-dicarboxylic acid

化学式: C16H22O4 (278.1518012)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 93.33%

分子结构信息

SMILES: CCCCC1=C(C(=C(C=C1)C(=O)O)C(=O)O)CCCC
InChI: InChI=1S/C16H22O4/c1-3-5-7-11-9-10-13(15(17)18)14(16(19)20)12(11)8-6-4-2/h9-10H,3-8H2,1-2H3,(H,17,18)(H,19,20)



数据库引用编号

3 个数据库交叉引用编号

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

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

  • Giovanna Tranfo, Lidia Caporossi, Enrico Paci, Cesare Aragona, Daniela Romanzi, Caterina De Carolis, Mariangela De Rosa, Silvia Capanna, Bruno Papaleo, Alessandra Pera. Urinary phthalate monoesters concentration in couples with infertility problems. Toxicology letters. 2012 Aug; 213(1):15-20. doi: 10.1016/j.toxlet.2011.11.033. [PMID: 22197707]
  • Marike Kolossa-Gehring, Kerstin Becker, André Conrad, Christa Schröter-Kermani, Christine Schulz, Margarete Seiwert. Environmental surveys, specimen bank and health related environmental monitoring in Germany. International journal of hygiene and environmental health. 2012 Feb; 215(2):120-6. doi: 10.1016/j.ijheh.2011.10.013. [PMID: 22172995]
  • Haemin Choi, Joohoon Kim, Yeongjae Im, Sanghouck Lee, Yunje Kim. The association between some endocrine disruptors and hypospadias in biological samples. Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering. 2012; 47(13):2173-9. doi: 10.1080/10934529.2012.680387. [PMID: 22871016]
  • Fátima Martín, Cristina Núñez, M Teresa Marín, M Luisa Laorden, Krisztina J Kovács, M Victoria Milanés. Involvement of noradrenergic transmission in the PVN on CREB activation, TORC1 levels, and pituitary-adrenal axis activity during morphine withdrawal. PloS one. 2012; 7(2):e31119. doi: 10.1371/journal.pone.0031119. [PMID: 22355339]
  • Gang Ren, Zhang-Ping Luo, Hui-Lian Huang, Feng Shao, Gong-Hui Li, Chang-Xin Zhou, Rong-Hua Liu. [Study on the chemical constituents of the roots of Dendropanax chevalieri]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2012 Jan; 35(1):62-4. doi: . [PMID: 22734412]
  • G Pan, T Hanaoka, L Yu, J Na, Y Yamano, K Hara, M Ichiba, T Nakadate, R Kishi, P Wang, H Yin, S Zhang, Y Feng. Associations between hazard indices of di-n-butylphthalate and di-2-ethylhexylphthalate exposure and serum reproductive hormone levels among occupationally exposed and unexposed Chinese men. International journal of andrology. 2011 Oct; 34(5 Pt 2):e397-406. doi: 10.1111/j.1365-2605.2011.01201.x. [PMID: 21790659]
  • Gabriel Ordaz, Haydelba D'Armas, Dayanis Yáñez, Shailili Moreno. [Chemical composition of essential oils from leaves of Helicteres guazumifolia (Sterculiaceae), Piper tuberculatum (Piperaceae), Scoparia dulcis (Arecaceae) and Solanum subinerme (Solanaceae) from Sucre, Venezuela]. Revista de biologia tropical. 2011 Jun; 59(2):585-95. doi: ". [PMID: 21721229]
  • Sally J Everest, Andrew M Ramsay, Melanie J Chaplin, Sharon Everitt, Michael J Stack, Michael H Neale, Martin Jeffrey, S Jo Moore, Susan J Bellworthy, Linda A Terry. Detection and localisation of PrP(Sc) in the liver of sheep infected with scrapie and bovine spongiform encephalopathy. PloS one. 2011 May; 6(5):e19737. doi: 10.1371/journal.pone.0019737. [PMID: 21589864]
  • Suk Chon, Moon Chan Choi, Yun Jung Lee, You Cheol Hwang, In-Kyung Jeong, Seungjoon Oh, Kyu Jeung Ahn, Ho Yeon Chung, Jeong-Taek Woo, Sung-Woon Kim, Jin-Woo Kim, Young Seol Kim. Autoimmune hypoglycemia in a patient with characterization of insulin receptor autoantibodies. Diabetes & metabolism journal. 2011 Feb; 35(1):80-5. doi: 10.4093/dmj.2011.35.1.80. [PMID: 21537417]
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  • Jing Liu, Guangzhi Ding, Shishan Yu. [Chemical constituents from stem barks of Vernonia cumingiana]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2010 Jun; 35(11):1421-4. doi: 10.4268/cjcmm20101113. [PMID: 20822012]
  • Wellerson Rodrigo Scarano, Fabíola Choqueta de Toledo, Marina Trevizan Guerra, Silvana Gisele Pegorin de Campos, Luís Antonio Justulin Júnior, Sérgio Luis Felisbino, Janete A Anselmo-Franci, Sebastião Roberto Taboga, Wilma De Grava Kempinas. Long-term effects of developmental exposure to di-n-butyl-phthalate (DBP) on rat prostate: proliferative and inflammatory disorders and a possible role of androgens. Toxicology. 2009 Aug; 262(3):215-23. doi: 10.1016/j.tox.2009.06.011. [PMID: 19549552]
  • Melanie F Struve, Kevin W Gaido, Janan B Hensley, Kim P Lehmann, Susan M Ross, Mark A Sochaski, Gabrielle A Willson, David C Dorman. Reproductive toxicity and pharmacokinetics of di-n-butyl phthalate (DBP) following dietary exposure of pregnant rats. Birth defects research. Part B, Developmental and reproductive toxicology. 2009 Aug; 86(4):345-54. doi: 10.1002/bdrb.20199. [PMID: 19585553]
  • Joke Pannecoucque, Monica Höfte. Interactions between cauliflower and Rhizoctonia anastomosis groups with different levels of aggressiveness. BMC plant biology. 2009 Jul; 9(?):95. doi: 10.1186/1471-2229-9-95. [PMID: 19622152]
  • Ma Soledad García, Joaquín A Ortuño, Ma Isabel Albero, Mustafa Salem Abuherba. Development of membrane selective electrode for determination of the antipsychotic sulpiride in pharmaceuticals and urine. Sensors (Basel, Switzerland). 2009; 9(6):4309-22. doi: 10.3390/s90604309. [PMID: 22408528]
  • Mary S Wolff, Stephanie M Engel, Gertrud S Berkowitz, Xiaoyun Ye, Manori J Silva, Chenbo Zhu, James Wetmur, Antonia M Calafat. Prenatal phenol and phthalate exposures and birth outcomes. Environmental health perspectives. 2008 Aug; 116(8):1092-7. doi: 10.1289/ehp.11007. [PMID: 18709157]
  • Ashok Kumar Singh, Udai P Singh, Vaibhave Aggarwal, Sameena Mehtab. Azide-selective sensor based on tripodal iron complex for direct azide determination in aqueous samples. Analytical and bioanalytical chemistry. 2008 Jul; 391(6):2299-308. doi: 10.1007/s00216-008-2129-2. [PMID: 18458882]
  • Rebecca A Clewell, John J Kremer, Carla C Williams, Jerry L Campbell, Melvin E Andersen, Susan J Borghoff. Tissue exposures to free and glucuronidated monobutylyphthalate in the pregnant and fetal rat following exposure to di-n-butylphthalate: evaluation with a PBPK model. Toxicological sciences : an official journal of the Society of Toxicology. 2008 Jun; 103(2):241-59. doi: 10.1093/toxsci/kfn054. [PMID: 18344531]
  • Mei-Lien Chen, Jing-Shieng Chen, Chia-Ling Tang, I-Fang Mao. The internal exposure of Taiwanese to phthalate--an evidence of intensive use of plastic materials. Environment international. 2008 Jan; 34(1):79-85. doi: 10.1016/j.envint.2007.07.004. [PMID: 17765308]
  • Brian T Grimberg, Rachanee Udomsangpetch, Jia Xainli, Amy McHenry, Tasanee Panichakul, Jetsumon Sattabongkot, Liwang Cui, Moses Bockarie, Chetan Chitnis, John Adams, Peter A Zimmerman, Christopher L King. Plasmodium vivax invasion of human erythrocytes inhibited by antibodies directed against the Duffy binding protein. PLoS medicine. 2007 Dec; 4(12):e337. doi: 10.1371/journal.pmed.0040337. [PMID: 18092885]
  • Holger M Koch, Kerstin Becker, Matthias Wittassek, Margarete Seiwert, Jürgen Angerer, Marike Kolossa-Gehring. Di-n-butylphthalate and butylbenzylphthalate - urinary metabolite levels and estimated daily intakes: pilot study for the German Environmental Survey on children. Journal of exposure science & environmental epidemiology. 2007 Jul; 17(4):378-87. doi: 10.1038/sj.jes.7500526. [PMID: 17006438]
  • Huan-Xiang Zeng, Gang Cheng, Wei-San Pan, Guo-Ping Zhong, Min Huang. Preparation of codeine-resinate and chlorpheniramine-resinate sustained-release suspension and its pharmacokinetic evaluation in beagle dogs. Drug development and industrial pharmacy. 2007 Jun; 33(6):649-65. doi: 10.1080/03639040601050221. [PMID: 17613029]
  • J A van Meeuwen, M van den Berg, J T Sanderson, A Verhoef, A H Piersma. Estrogenic effects of mixtures of phyto- and synthetic chemicals on uterine growth of prepubertal rats. Toxicology letters. 2007 Apr; 170(2):165-76. doi: 10.1016/j.toxlet.2007.03.003. [PMID: 17428625]
  • Ebenezer Olatunde Farombi, Sunday O Abarikwu, Isaac A Adedara, Matthew O Oyeyemi. Curcumin and kolaviron ameliorate di-n-butylphthalate-induced testicular damage in rats. Basic & clinical pharmacology & toxicology. 2007 Jan; 100(1):43-8. doi: 10.1111/j.1742-7843.2007.00005.x. [PMID: 17214610]
  • John J Kremer, Carla C Williams, Horace D Parkinson, Susan J Borghoff. Pharmacokinetics of monobutylphthalate, the active metabolite of di-n-butylphthalate, in pregnant rats. Toxicology letters. 2005 Nov; 159(2):144-53. doi: 10.1016/j.toxlet.2005.05.006. [PMID: 15994034]
  • Martin Hesselsoe, Susanne Boysen, Niels Iversen, Lars Jørgensen, J Colin Murrell, Ian McDonald, Stefan Radajewski, Helle Thestrup, Peter Roslev. Degradation of organic pollutants by methane grown microbial consortia. Biodegradation. 2005 Oct; 16(5):435-48. doi: 10.1007/s10532-004-4721-2. [PMID: 15865157]
  • A A Vorobjev, E G Smirnova, L E Bakeeva, L S Yaguzhinsky. Effect of 'external' superoxide anion on apoptosis in coleoptiles of wheat seedlings. Biochemistry. Biokhimiia. 2005 Oct; 70(10):1095-103. doi: 10.1007/s10541-005-0230-0. [PMID: 16271024]
  • Dana Seidlová-Wuttke, Hubertus Jarry, Julie Christoffel, Guillermo Rimoldi, Wolfgang Wuttke. Effects of bisphenol-A (BPA), dibutylphtalate (DBP), benzophenone-2 (BP2), procymidone (Proc), and linurone (Lin) on fat tissue, a variety of hormones and metabolic parameters: a 3 months comparison with effects of estradiol (E2) in ovariectomized (ovx) rats. Toxicology. 2005 Sep; 213(1-2):13-24. doi: 10.1016/j.tox.2005.05.001. [PMID: 15951094]
  • Caroline Sablayrolles, Mireille Montréjaud-Vignoles, David Benanou, Lucie Patria, Michel Treilhou. Development and validation of methods for the trace determination of phthalates in sludge and vegetables. Journal of chromatography. A. 2005 Apr; 1072(2):233-42. doi: 10.1016/j.chroma.2005.02.074. [PMID: 15887493]
  • Holger M Koch, Ralf Preuss, Hans Drexler, Jürgen Angerer. Exposure of nursery school children and their parents and teachers to di-n-butylphthalate and butylbenzylphthalate. International archives of occupational and environmental health. 2005 Apr; 78(3):223-9. doi: 10.1007/s00420-004-0570-x. [PMID: 15776263]
  • Timothy R Fennell, Wojciech L Krol, Susan C J Sumner, Rodney W Snyder. Pharmacokinetics of dibutylphthalate in pregnant rats. Toxicological sciences : an official journal of the Society of Toxicology. 2004 Dec; 82(2):407-18. doi: 10.1093/toxsci/kfh294. [PMID: 15456918]
  • D Seidlová-Wuttke, H Jarry, W Wuttke. Pure estrogenic effect of benzophenone-2 (BP2) but not of bisphenol A (BPA) and dibutylphtalate (DBP) in uterus, vagina and bone. Toxicology. 2004 Dec; 205(1-2):103-12. doi: 10.1016/j.tox.2004.06.042. [PMID: 15458795]
  • Hiroshi Yamamoto, Howard M Liljestrand. Partitioning of selected estrogenic compounds between synthetic membrane vesicles and water: effects of lipid components. Environmental science & technology. 2004 Feb; 38(4):1139-47. doi: 10.1021/es034311w. [PMID: 14998029]
  • Tomoko Tsutsumi, Toshio Ichihara, Mayumi Kawabe, Hiroko Yoshino, Makoto Asamoto, Shugo Suzuki, Tomoyuki Shirai. Renal toxicity induced by folic acid is associated with the enhancement of male reproductive toxicity of di(n-butyl)phthalate in rats. Reproductive toxicology (Elmsford, N.Y.). 2004 Jan; 18(1):35-42. doi: 10.1016/j.reprotox.2003.08.004. [PMID: 15013062]
  • Zeng-li Yu, Li-shi Zhang, De-sheng Wu. [Effects of environmental estrogens on apoptosis induced by estrogen depletion in T47D cells]. Zhonghua yu fang yi xue za zhi [Chinese journal of preventive medicine]. 2003 Nov; 37(6):395-7. doi: NULL. [PMID: 14703490]
  • Holger M Koch, Bernd Rossbach, Hans Drexler, Jürgen Angerer. Internal exposure of the general population to DEHP and other phthalates--determination of secondary and primary phthalate monoester metabolites in urine. Environmental research. 2003 Oct; 93(2):177-85. doi: 10.1016/s0013-9351(03)00083-5. [PMID: 12963402]
  • Zeng-li Yu, Li-shi Zhang, Pei-yu Xu, De-sheng Wu. [The effects of three plastic additives on the proliferation of MCF-7 cell]. Zhonghua yu fang yi xue za zhi [Chinese journal of preventive medicine]. 2003 May; 37(3):150-3. doi: NULL. [PMID: 12880557]
  • Sapna N Makhija, Pradeep R Vavia. Controlled porosity osmotic pump-based controlled release systems of pseudoephedrine. I. Cellulose acetate as a semipermeable membrane. Journal of controlled release : official journal of the Controlled Release Society. 2003 Apr; 89(1):5-18. doi: 10.1016/s0168-3659(02)00482-0. [PMID: 12695059]
  • Holger M Koch, Hans Drexler, Jürgen Angerer. An estimation of the daily intake of di(2-ethylhexyl)phthalate (DEHP) and other phthalates in the general population. International journal of hygiene and environmental health. 2003 Mar; 206(2):77-83. doi: 10.1078/1438-4639-00205. [PMID: 12708228]
  • Holger M Koch, Luis M Gonzalez-Reche, Jürgen Angerer. On-line clean-up by multidimensional liquid chromatography-electrospray ionization tandem mass spectrometry for high throughput quantification of primary and secondary phthalate metabolites in human urine. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2003 Jan; 784(1):169-82. doi: 10.1016/s1570-0232(02)00785-7. [PMID: 12504195]
  • Tsutomu Fukuwatari, Seiko Ohsaki, Yuko Suzuki, Sin-ichi Fukuoka, Ryuzo Sasaki, Katsumi Shibata. The effects of phthalate esters on the tryptophan-niacin metabolism. Advances in experimental medicine and biology. 2003; 527(?):659-64. doi: 10.1007/978-1-4615-0135-0_77. [PMID: 15206787]
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  • Zengli Yu, Lishi Zhang, Desheng Wu. [Estrogenic activity of some environmental chemicals]. Wei sheng yan jiu = Journal of hygiene research. 2003 Jan; 32(1):10-2. doi: NULL. [PMID: 12731275]
  • Tsutomu Fukuwatari, Yuko Suzuki, Etsuro Sugimoto, Katsumi Shibata. Elucidation of the toxic mechanism of the plasticizers, phthalic acid esters, putative endocrine disrupters: effects of dietary di(2-ethylhexyl)phthalate on the metabolism of tryptophan to niacin in rats. Bioscience, biotechnology, and biochemistry. 2002 Apr; 66(4):705-10. doi: 10.1271/bbb.66.705. [PMID: 12036039]
  • W A Anderson, L Castle, M J Scotter, R C Massey, C Springall. A biomarker approach to measuring human dietary exposure to certain phthalate diesters. Food additives and contaminants. 2001 Dec; 18(12):1068-74. doi: 10.1080/02652030110050113. [PMID: 11761117]
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