Diethyl phthalic acid (BioDeep_00000001132)

 

Secondary id: BioDeep_00000402551

human metabolite


代谢物信息卡片


1,2-Benzenedicarboxylic acid diethyl ester

化学式: C12H14O4 (222.0892044)
中文名称: 邻苯二甲酸二乙酯
谱图信息: 最多检出来源 Viridiplantae(plant) 0.3%

分子结构信息

SMILES: c1ccc(c(c1)C(=O)OCC)C(=O)OCC
InChI: InChI=1S/C12H14O4/c1-3-15-11(13)9-7-5-6-8-10(9)12(14)16-4-2/h5-8H,3-4H2,1-2H3

描述信息

Diethyl phthalic acid, also known as diethyl phthalate, 1,2-diethyl phthalic acid or 1,2-benzenedicarboxylic acid diethyl ester, is classified as a member of the benzoic acid esters. Benzoic acid esters are ester derivatives of benzoic acid. Diethyl phthalic acid is considered to be practically insoluble (in water) and basic. This substance is commonly used to make plastics more flexible. Products in which it is found include toothbrushes, automobile parts, tools, toys, and food packaging. Diethyl phthalic acid can be released fairly easily from these products, as it is not part of the chain of chemicals (polymers) that makes up the plastic. Diethyl phthalic acid is also used in cosmetics, insecticides, and aspirin. Phthalate esters can cause reproductive and developmental toxicity. (L1900, A2883) It is a non-carcinogenic (not listed by IARC) potentially toxic compound. (ChemoSummarizer)
CONFIDENCE standard compound; EAWAG_UCHEM_ID 3672
Same as: D03804

同义名列表

23 个代谢物同义名

1,2-Benzenedicarboxylic acid diethyl ester; O-Benzenedicarboxylic acid diethyl ester; 1,2-Benzenedicarboxylate diethyl ester; 1,2-diethyl benzene-1,2-dicarboxylate; Diethyl benzene-1,2-dicarboxylic acid; Diethyl 1,2-benzenedicarboxylic acid; O-Benzenedicarboxylate diethyl ester; Diethyl benzene-1,2-dicarboxylate; Diethyl 1,2-benzenedicarboxylate; O-Bis(ethoxycarbonyl)benzene; Phthalic acid diethyl ester; Phthalsaeurediaethylester; 1,2-Diethyl phthalic acid; Phthalate diethyl ester; Diethyl O-phthalic acid; Diethyl phthalic acid; 1,2-Diethyl phthalate; Diethyl O-phthalate; Ethyl phthalic acid; DIETHYL PHTHALATE; Diethyl-phthalate; Ethyl phthalate; DEP



数据库引用编号

30 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)

11 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

  • Jones B Graceli, Charles S da Costa, Mary J Laws, Ashley R K Deviney, Daryl Meling, Jodi A Flaws. Chronic exposure to a mixture of phthalates shifts the white and brown adipose tissue phenotype in female mice. Toxicological sciences : an official journal of the Society of Toxicology. 2023 Apr; ?(?):. doi: 10.1093/toxsci/kfad032. [PMID: 37021957]
  • Pradeep Kumkar, Manoj Pise, Chandani R Verma, Tushar Khare, Miloslav Petrtýl, Lukáš Kalous. Micro-contaminant, but immense impact: Source and influence of diethyl phthalate plasticizer on bottom-dwelling fishes. Chemosphere. 2022 Nov; 306(?):135563. doi: 10.1016/j.chemosphere.2022.135563. [PMID: 35787876]
  • Md Saidur Rahman, Won-Ki Pang, Shehreen Amjad, Do-Yeal Ryu, Elikanah Olusayo Adegoke, Yoo-Jin Park, Myung-Geol Pang. Hepatic consequences of a mixture of endocrine-disrupting chemicals in male mice. Journal of hazardous materials. 2022 08; 436(?):129236. doi: 10.1016/j.jhazmat.2022.129236. [PMID: 35739755]
  • Daniel Wolecki, Barbara Trella, Fei Qi, Piotr Stepnowski, Jolanta Kumirska. Evaluation of the Removal of Selected Phthalic Acid Esters (PAEs) in Municipal Wastewater Treatment Plants Supported by Constructed Wetlands. Molecules (Basel, Switzerland). 2021 Nov; 26(22):. doi: 10.3390/molecules26226966. [PMID: 34834057]
  • Thiago de Freitas, Joyce R Zapaterini, Cristiane M Moreira, Ariana M de Aquino, Luiz G Alonso-Costa, Lucas T Bidinotto, Laura Kass, Jodi A Flaws, Wellerson R Scarano, Luis F Barbisan. Prenatal exposure to a mixture of different phthalates increases the risk of mammary carcinogenesis in F1 female offspring. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2021 Oct; 156(?):112519. doi: 10.1016/j.fct.2021.112519. [PMID: 34428494]
  • Ling Huang, Xunzhi Zhu, Shixing Zhou, Zhenrui Cheng, Kai Shi, Chi Zhang, Hua Shao. Phthalic Acid Esters: Natural Sources and Biological Activities. Toxins. 2021 07; 13(7):. doi: 10.3390/toxins13070495. [PMID: 34357967]
  • Tianhong Nie, Xing Yang, Hanbo Chen, Karin Müller, Sabry M Shaheen, Jörg Rinklebe, Hocheol Song, Song Xu, Fengchang Wu, Hailong Wang. Effect of biochar aging and co-existence of diethyl phthalate on the mono-sorption of cadmium and zinc to biochar-treated soils. Journal of hazardous materials. 2021 04; 408(?):124850. doi: 10.1016/j.jhazmat.2020.124850. [PMID: 33385726]
  • Hanbo Chen, Peng Qin, Xing Yang, Amit Bhatnagar, Sabry M Shaheen, Jörg Rinklebe, Fengchang Wu, Song Xu, Lei Che, Hailong Wang. Sorption of diethyl phthalate and cadmium by pig carcass and green waste-derived biochars under single and binary systems. Environmental research. 2021 02; 193(?):110594. doi: 10.1016/j.envres.2020.110594. [PMID: 33307079]
  • Huan-Yu Tao, Jiawei Zhang, Jianghong Shi, Wei Guo, Xiaowei Liu, Mengtao Zhang, Hui Ge, Xiao-Yan Li. Occurrence and emission of phthalates, bisphenol A, and oestrogenic compounds in concentrated animal feeding operations in Southern China. Ecotoxicology and environmental safety. 2021 Jan; 207(?):111521. doi: 10.1016/j.ecoenv.2020.111521. [PMID: 33254396]
  • James A Weaver, Brandiese E J Beverly, Nagalakshmi Keshava, Anuradha Mudipalli, Xabier Arzuaga, Christine Cai, Andrew K Hotchkiss, Susan L Makris, Erin E Yost. Hazards of diethyl phthalate (DEP) exposure: A systematic review of animal toxicology studies. Environment international. 2020 12; 145(?):105848. doi: 10.1016/j.envint.2020.105848. [PMID: 32958228]
  • Seung-Hyun Jeong, Ji-Hun Jang, Hea-Young Cho, Yong-Bok Lee. Risk assessment for humans using physiologically based pharmacokinetic model of diethyl phthalate and its major metabolite, monoethyl phthalate. Archives of toxicology. 2020 07; 94(7):2377-2400. doi: 10.1007/s00204-020-02748-9. [PMID: 32303804]
  • Yong Li, Huangqian Yan, Qiyue Liu, Xiaoqing Li, Jing Ge, Xiangyang Yu. Accumulation and transport patterns of six phthalic acid esters (PAEs) in two leafy vegetables under hydroponic conditions. Chemosphere. 2020 Jun; 249(?):126457. doi: 10.1016/j.chemosphere.2020.126457. [PMID: 32220682]
  • Güray Demirtaş, Kültiğin Çavuşoğlu, Emine Yalçin. Aneugenic, clastogenic, and multi-toxic effects of diethyl phthalate exposure. Environmental science and pollution research international. 2020 Feb; 27(5):5503-5510. doi: 10.1007/s11356-019-07339-5. [PMID: 31853848]
  • Chaitali M Shaha, Radhakrishna S Pandit. Biochemical and molecular changes mediated by plasticizer diethyl phthalate in Chironomus circumdatus (bloodworms). Comparative biochemistry and physiology. Toxicology & pharmacology : CBP. 2020 Feb; 228(?):108650. doi: 10.1016/j.cbpc.2019.108650. [PMID: 31669664]
  • Xitong Li, Jinquan Wan, Yan Wang, Haiyuan Chi, Zhicheng Yan, Su Ding. Selective removal and persulfate catalytic decomposition of diethyl phthalate from contaminated water on modified MIL100 through surface molecular imprinting. Chemosphere. 2020 Feb; 240(?):124875. doi: 10.1016/j.chemosphere.2019.124875. [PMID: 31541899]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Seung-Hyun Jeong, Ji-Hun Jang, Hea-Young Cho, Yong-Bok Lee. Simultaneous determination of diethyl phthalate and its major metabolite, monoethyl phthalate, in rat plasma, urine, and various tissues collected from a toxicokinetic study by ultrahigh performance liquid chromatography-tandem mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2019 Sep; 173(?):108-119. doi: 10.1016/j.jpba.2019.05.027. [PMID: 31125947]
  • Radwa Barakat, Talia Seymore, Po-Ching Patrick Lin, Chan Jin Park, CheMyong Jay Ko. Prenatal exposure to an environmentally relevant phthalate mixture disrupts testicular steroidogenesis in adult male mice. Environmental research. 2019 05; 172(?):194-201. doi: 10.1016/j.envres.2019.02.017. [PMID: 30802670]
  • Xueyan Li, Liangpo Liu, Heng Wang, Xueqin Zhang, Tonghu Xiao, Heqing Shen. Phthalate exposure and cumulative risk in a Chinese newborn population. Environmental science and pollution research international. 2019 Mar; 26(8):7763-7771. doi: 10.1007/s11356-019-04216-z. [PMID: 30673950]
  • Annette M Krais, Christina Andersen, Axel C Eriksson, Eskil Johnsson, Jörn Nielsen, Joakim Pagels, Anders Gudmundsson, Christian H Lindh, Aneta Wierzbicka. Excretion of Urinary Metabolites of the Phthalate Esters DEP and DEHP in 16 Volunteers after Inhalation and Dermal Exposure. International journal of environmental research and public health. 2018 11; 15(11):. doi: 10.3390/ijerph15112514. [PMID: 30423997]
  • Ling-Wen Ping, Xian-Xu Li, Cui Zhang, Pei-Pei Song, Jin-Hua Wang, Lu-Sheng Zhu, Jun Wang. [Oxidative Stress and DNA Damage Induced by DEP Exposure in Earthworms]. Huan jing ke xue= Huanjing kexue. 2018 Oct; 39(10):4825-4833. doi: 10.13227/j.hjkx.201711025. [PMID: 30229633]
  • Kai-Wei Liao, Pao-Lin Kuo, Han-Bin Huang, Jung-Wei Chang, Hung-Che Chiang, Po-Chin Huang. Increased risk of phthalates exposure for recurrent pregnancy loss in reproductive-aged women. Environmental pollution (Barking, Essex : 1987). 2018 Oct; 241(?):969-977. doi: 10.1016/j.envpol.2018.06.022. [PMID: 30029331]
  • Taofeek Salaudeen, Omobola Okoh, Foluso Agunbiade, Anthony Okoh. Phthalates removal efficiency in different wastewater treatment technology in the Eastern Cape, South Africa. Environmental monitoring and assessment. 2018 Apr; 190(5):299. doi: 10.1007/s10661-018-6665-8. [PMID: 29679156]
  • Yu-Han Chiu, Andrea Bellavia, Tamarra James-Todd, Katharine F Correia, Linda Valeri, Carmen Messerlian, Jennifer B Ford, Lidia Mínguez-Alarcón, Antonia M Calafat, Russ Hauser, Paige L Williams. Evaluating effects of prenatal exposure to phthalate mixtures on birth weight: A comparison of three statistical approaches. Environment international. 2018 04; 113(?):231-239. doi: 10.1016/j.envint.2018.02.005. [PMID: 29453090]
  • Po-Chin Huang, Kai-Wei Liao, Jung-Wei Chang, Shiou-Hui Chan, Ching-Chang Lee. Characterization of phthalates exposure and risk for cosmetics and perfume sales clerks. Environmental pollution (Barking, Essex : 1987). 2018 Feb; 233(?):577-587. doi: 10.1016/j.envpol.2017.10.079. [PMID: 29102888]
  • C M Lezama-Dávila, A P Isaac-Márquez. Treating murine Kala-azar with a Mayan plant induces immunochemical changes. Parasite immunology. 2018 01; 40(1):. doi: 10.1111/pim.12495. [PMID: 28984989]
  • Ajay Pradhan, Per-Erik Olsson, Jana Jass. Di(2-ethylhexyl) phthalate and diethyl phthalate disrupt lipid metabolism, reduce fecundity and shortens lifespan of Caenorhabditis elegans. Chemosphere. 2018 Jan; 190(?):375-382. doi: 10.1016/j.chemosphere.2017.09.123. [PMID: 29020644]
  • Ana M Barbero, H Frederick Frasch. Effect of stratum corneum heterogeneity, anisotropy, asymmetry and follicular pathway on transdermal penetration. Journal of controlled release : official journal of the Controlled Release Society. 2017 08; 260(?):234-246. doi: 10.1016/j.jconrel.2017.05.034. [PMID: 28596104]
  • Anika Engel, Thorsten Buhrke, Francine Imber, Sönke Jessel, Albrecht Seidel, Wolfgang Völkel, Alfonso Lampen. Agonistic and antagonistic effects of phthalates and their urinary metabolites on the steroid hormone receptors ERα, ERβ, and AR. Toxicology letters. 2017 Aug; 277(?):54-63. doi: 10.1016/j.toxlet.2017.05.028. [PMID: 28571686]
  • G C Morrison, C J Weschler, G Bekö. Dermal uptake of phthalates from clothing: Comparison of model to human participant results. Indoor air. 2017 05; 27(3):642-649. doi: 10.1111/ina.12354. [PMID: 27859617]
  • Hai-Tao Gao, Run Xu, Wei-Xin Cao, Liang-Liang Qian, Min Wang, Lingeng Lu, Qian Xu, Shu-Qin Yu. Effects of six priority controlled phthalate esters with long-term low-dose integrated exposure on male reproductive toxicity in rats. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2017 Mar; 101(?):94-104. doi: 10.1016/j.fct.2017.01.011. [PMID: 28089693]
  • Lu-Lu Jia, Xiang-Ying Lou, Ying Guo, Kelvin Sze-Yin Leung, Eddy Y Zeng. Occurrence of phthalate esters in over-the-counter medicines from China and its implications for human exposure. Environment international. 2017 Jan; 98(?):137-142. doi: 10.1016/j.envint.2016.10.025. [PMID: 27817868]
  • Ángel Mérida-Ortega, César Hernández-Alcaraz, Raúl U Hernández-Ramírez, Angélica García-Martínez, Belem Trejo-Valdivia, Aarón Salinas-Rodríguez, Katherine Svensson, Mariano E Cebrián, Francisco Franco-Marina, Lizbeth López-Carrillo. Phthalate exposure, flavonoid consumption and breast cancer risk among Mexican women. Environment international. 2016 Nov; 96(?):167-172. doi: 10.1016/j.envint.2016.08.023. [PMID: 27690147]
  • Xialin Hu, Yunyun Gu, Wenping Huang, Daqiang Yin. Phthalate monoesters as markers of phthalate contamination in wild marine organisms. Environmental pollution (Barking, Essex : 1987). 2016 Nov; 218(?):410-418. doi: 10.1016/j.envpol.2016.07.020. [PMID: 27435611]
  • A A Semenov, A G Enikeev, L V Snetkova, A V Permyakov, N A Sokolova, L V Dudareva. Ortho-phthalic acid esters in lipophilic extract from the cell culture of Aconitum baicalense Turcz ex Rapaics 1907. Doklady. Biochemistry and biophysics. 2016 Nov; 471(1):421-422. doi: 10.1134/s1607672916060120. [PMID: 28058694]
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  • Peter Wallner, Michael Kundi, Philipp Hohenblum, Sigrid Scharf, Hans-Peter Hutter. Phthalate Metabolites, Consumer Habits and Health Effects. International journal of environmental research and public health. 2016 07; 13(7):. doi: 10.3390/ijerph13070717. [PMID: 27428989]
  • Ning Liu, Fuling Wen, Fengmin Li, Xiang Zheng, Zhi Liang, Hao Zheng. Inhibitory mechanism of phthalate esters on Karenia brevis. Chemosphere. 2016 Jul; 155(?):498-508. doi: 10.1016/j.chemosphere.2016.04.082. [PMID: 27151426]
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