Benzyl butyl phthalate (BioDeep_00000001127)

 

Secondary id: BioDeep_00001873643

human metabolite blood metabolite natural product Industrial Pollutants Volatile Flavor Compounds


代谢物信息卡片


Butyl phenylmethyl 1,2-benzenedicarboxylic acid

化学式: C19H20O4 (312.13615200000004)
中文名称: 邻苯二甲酸丁苄酯
谱图信息: 最多检出来源 Homo sapiens(blood) 19.72%

分子结构信息

SMILES: CCCCOC(=O)C1=C(C=CC=C1)C(=O)OCC1=CC=CC=C1
InChI: InChI=1S/C19H20O4/c1-2-3-13-22-18(20)16-11-7-8-12-17(16)19(21)23-14-15-9-5-4-6-10-15/h4-12H,2-3,13-14H2,1H3

描述信息

CONFIDENCE standard compound; INTERNAL_ID 837; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 10079; ORIGINAL_PRECURSOR_SCAN_NO 10074
CONFIDENCE standard compound; INTERNAL_ID 837; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 10050; ORIGINAL_PRECURSOR_SCAN_NO 10045
CONFIDENCE standard compound; INTERNAL_ID 837; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 10050; ORIGINAL_PRECURSOR_SCAN_NO 10048
CONFIDENCE standard compound; INTERNAL_ID 837; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 10020; ORIGINAL_PRECURSOR_SCAN_NO 10018
CONFIDENCE standard compound; INTERNAL_ID 837; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 10069; ORIGINAL_PRECURSOR_SCAN_NO 10066
CONFIDENCE standard compound; INTERNAL_ID 837; DATASET 20200303_ENTACT_RP_MIX505; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 9995; ORIGINAL_PRECURSOR_SCAN_NO 9990
CONFIDENCE standard compound; EAWAG_UCHEM_ID 3597
CONFIDENCE standard compound; INTERNAL_ID 8369
D009676 - Noxae > D013723 - Teratogens

同义名列表

12 个代谢物同义名

Butyl phenylmethyl 1,2-benzenedicarboxylic acid; Butyl phenylmethyl 1,2-benzenedicarboxylate; 1-benzyl 2-butyl benzene-1,2-dicarboxylate; Benzyl butyl phthalic acid; Benzyl butyl phthalate; Benzyl-butyl-phthalate; Butyl benzyl phthalate; Butylbenzyl phthalate; BENZYLBUTYLPHTHALATE; BBPHT; BBzPA; Butylbenzyl phthalate



数据库引用编号

33 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)

19 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

  • Xu Jin, Junlan Pan, Cheng Zhang, Xuesong Cao, Chuanxi Wang, Le Yue, Xiaona Li, Yinglin Liu, Zhenyu Wang. Toxic mechanism in Daphnia magna due to phthalic acid esters and CuO nanoparticles co-exposure: The insight of physiological, microbiomic and metabolomic profiles. Ecotoxicology and environmental safety. 2024 Jun; 277(?):116338. doi: 10.1016/j.ecoenv.2024.116338. [PMID: 38640799]
  • Shan Wang, Guan-Fang Ren, Kai Guo, Jing Lin, Wen Zhao, Yu-Xue Qin. Butyl benzyl phthalate induced reproductive toxicity in the endoplasmic reticulum and oxidative stress in Brachionus plicatilis Müller, 1786. Ecotoxicology and environmental safety. 2023 Dec; 268(?):115680. doi: 10.1016/j.ecoenv.2023.115680. [PMID: 37984290]
  • 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]
  • Pensiri Buacheen, Jirarat Karinchai, Natchapon Kammasit, Piya Temviriyanukul, Chutikarn Butkinaree, Santi Watthana, Ariyaphong Wongnoppavich, Arisa Imsumran, Pornsiri Pitchakarn. Protective effect of Anoectochilus burmannicus extracts and its active compound, kinsenoside on adipocyte differentiation induced by benzyl butyl phthalate and bisphenol A. Scientific reports. 2023 Feb; 13(1):2939. doi: 10.1038/s41598-023-30227-5. [PMID: 36806746]
  • Qian Wang, Xiangfeng Yao, Nan Jiang, Juan Zhang, Guanyong Liu, Xianxu Li, Can Wang, Zhongkang Yang, Jinhua Wang, Lusheng Zhu, Jun Wang. Environmentally relevant concentrations of butyl benzyl phthalate triggered oxidative stress and apoptosis in adult zebrafish (Danio rerio) liver: Combined analysis at physiological and molecular levels. The Science of the total environment. 2023 Feb; 858(Pt 3):160109. doi: 10.1016/j.scitotenv.2022.160109. [PMID: 36370777]
  • 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]
  • Hyejin Ko, Seungchan An, Sungjin Ahn, In Guk Park, Junpyo Gong, Seok Young Hwang, Soyeon Oh, Min Won Ki, Sun Hee Jin, Won Jun Choi, Minsoo Noh. Sunscreen filter octocrylene is a potential obesogen by acting as a PPARγ partial agonist. Toxicology letters. 2022 Feb; 355(?):141-149. doi: 10.1016/j.toxlet.2021.12.001. [PMID: 34864131]
  • Yanrong Su, Julia Santucci-Pereira, Nhi M Dang, Joice Kanefsky, Vishnuprabha Rahulkannan, Meardey Hillegass, Shalina Joshi, Hafsa Gurdogan, Zhen Chen, Vincent Bessonneau, Ruthann Rudel, Jennifer Ser-Dolansky, Sallie S Schneider, Jose Russo. Effects of Pubertal Exposure to Butyl Benzyl Phthalate, Perfluorooctanoic Acid, and Zeranol on Mammary Gland Development and Tumorigenesis in Rats. International journal of molecular sciences. 2022 Jan; 23(3):. doi: 10.3390/ijms23031398. [PMID: 35163327]
  • 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]
  • Sunitha Meruvu, Jian Zhang, Mahua Choudhury. Butyl Benzyl Phthalate Promotes Adipogenesis in 3T3-L1 Cells via the miRNA-34a-5p Signaling Pathway in the Absence of Exogenous Adipogenic Stimuli. Chemical research in toxicology. 2021 11; 34(11):2251-2260. doi: 10.1021/acs.chemrestox.1c00115. [PMID: 34520170]
  • 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]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Jeayoung C Shin, Eunyoung Lee, Seungchan An, Sun Hee Jin, Jaehyoun Ha, Won Jun Choi, Minsoo Noh. Benzophenone-3 and benzophenone-8 exhibit obesogenic activity via peroxisome proliferator-activated receptor γ pathway. Toxicology in vitro : an international journal published in association with BIBRA. 2020 Sep; 67(?):104886. doi: 10.1016/j.tiv.2020.104886. [PMID: 32407875]
  • 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]
  • Gisele Dos Santos Morais, Thalita Bastida Vieira, Gustavo Souza Santos, Rafael Garrett Dolatto, Marta Margarete Cestari, Marco Tadeu Grassi, Mário Antônio Navarro da Silva. Genotoxic, metabolic, and biological responses of Chironomus sancticaroli Strixino & Strixino, 1981 (Diptera: Chironomidae) after exposure to BBP. The Science of the total environment. 2020 May; 715(?):136937. doi: 10.1016/j.scitotenv.2020.136937. [PMID: 32041078]
  • Elena Elter, Marita Wagner, Lisa Buchenauer, Mario Bauer, Tobias Polte. Phthalate Exposure During the Prenatal and Lactational Period Increases the Susceptibility to Rheumatoid Arthritis in Mice. Frontiers in immunology. 2020; 11(?):550. doi: 10.3389/fimmu.2020.00550. [PMID: 32308655]
  • Hanne Frederiksen, Ole Nielsen, Holger M Koch, Niels E Skakkebaek, Anders Juul, Niels Jørgensen, Anna-Maria Andersson. Changes in urinary excretion of phthalates, phthalate substitutes, bisphenols and other polychlorinated and phenolic substances in young Danish men; 2009-2017. International journal of hygiene and environmental health. 2020 01; 223(1):93-105. doi: 10.1016/j.ijheh.2019.10.002. [PMID: 31669154]
  • 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]
  • Yao Lv, Yaoyao Dong, Yiyan Wang, Qiqi Zhu, Linxi Li, Xiaoheng Li, Zhenkun Lin, Lihua Fan, Ren-Shan Ge. Benzyl butyl phthalate non-linearly affects rat Leydig cell development during puberty. Toxicology letters. 2019 Oct; 314(?):53-62. doi: 10.1016/j.toxlet.2019.07.016. [PMID: 31319113]
  • Peipei Song, Jianpeng Gao, Xianxu Li, Cui Zhang, Lusheng Zhu, Jinhua Wang, Jun Wang. Phthalate induced oxidative stress and DNA damage in earthworms (Eisenia fetida). Environment international. 2019 08; 129(?):10-17. doi: 10.1016/j.envint.2019.04.074. [PMID: 31102950]
  • Sungjin Ahn, Seungchan An, Moonyoung Lee, Eunyoung Lee, Jeong Joo Pyo, Jeong Hyeon Kim, Min Won Ki, Sun Hee Jin, Jaehyoun Ha, Minsoo Noh. A long-wave UVA filter avobenzone induces obesogenic phenotypes in normal human epidermal keratinocytes and mesenchymal stem cells. Archives of toxicology. 2019 07; 93(7):1903-1915. doi: 10.1007/s00204-019-02462-1. [PMID: 31016361]
  • 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]
  • Jijun Shang, Jeanne Corriveau, Alexandre Champoux-Jenane, Julie Gagnon, Emmanuel Moss, Pierre Dumas, Eric Gaudreau, Jonathan Chevrier, Lorraine E Chalifour. Recovery From a Myocardial Infarction Is Impaired in Male C57bl/6 N Mice Acutely Exposed to the Bisphenols and Phthalates That Escape From Medical Devices Used in Cardiac Surgery. Toxicological sciences : an official journal of the Society of Toxicology. 2019 03; 168(1):78-94. doi: 10.1093/toxsci/kfy276. [PMID: 30398665]
  • 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]
  • Carl-Gustaf Bornehag, Christian Lindh, Abraham Reichenberg, Sverre Wikström, Maria Unenge Hallerback, Sarah F Evans, Sheela Sathyanarayana, Emily S Barrett, Ruby H N Nguyen, Nicole R Bush, Shanna H Swan. Association of Prenatal Phthalate Exposure With Language Development in Early Childhood. JAMA pediatrics. 2018 12; 172(12):1169-1176. doi: 10.1001/jamapediatrics.2018.3115. [PMID: 30383084]
  • Dinh Nam Tran, Eui-Man Jung, Yeong-Min Yoo, Changhwan Ahn, Hee Young Kang, Kyung-Chul Choi, Sang-Hwan Hyun, Vu Hoang Dang, Thi Ngoc Pham, Eui-Bae Jeung. Depletion of follicles accelerated by combined exposure to phthalates and 4-vinylcyclohexene diepoxide, leading to premature ovarian failure in rats. Reproductive toxicology (Elmsford, N.Y.). 2018 09; 80(?):60-67. doi: 10.1016/j.reprotox.2018.06.071. [PMID: 29969652]
  • Paulina Sicińska. Di-n-butyl phthalate, butylbenzyl phthalate and their metabolites induce haemolysis and eryptosis in human erythrocytes. Chemosphere. 2018 Jul; 203(?):44-53. doi: 10.1016/j.chemosphere.2018.03.161. [PMID: 29605748]
  • Shao-Hui Zhang, Ya-Xin Shen, Lin Li, Tong-Tong Fan, Yan Wang, Ning Wei. Phthalate exposure and high blood pressure in adults: a cross-sectional study in China. Environmental science and pollution research international. 2018 Jun; 25(16):15934-15942. doi: 10.1007/s11356-018-1845-1. [PMID: 29589239]
  • Kyung-Shin Lee, Youn-Hee Lim, Kyoung-Nam Kim, Yoon-Hyeong Choi, Yun-Chul Hong, Nami Lee. Urinary phthalate metabolites concentrations and symptoms of depression in an elderly population. The Science of the total environment. 2018 Jun; 625(?):1191-1197. doi: 10.1016/j.scitotenv.2017.12.219. [PMID: 29996415]
  • Madoka Nakagomi, Emako Suzuki, Yoshiaki Saito, Tetsuji Nagao. Endocrine disrupting chemicals, 4-nonylphenol, bisphenol A and butyl benzyl phthalate, impair metabolism of estradiol in male and female rats as assessed by levels of 15α-hydroxyestrogens and catechol estrogens in urine. Journal of applied toxicology : JAT. 2018 05; 38(5):688-695. doi: 10.1002/jat.3574. [PMID: 29250801]
  • 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]
  • Luísa Correia-Sá, Monika Kasper-Sonnenberg, Claudia Pälmke, André Schütze, Sónia Norberto, Conceição Calhau, Valentina F Domingues, Holger M Koch. Obesity or diet? Levels and determinants of phthalate body burden - A case study on Portuguese children. International journal of hygiene and environmental health. 2018 04; 221(3):519-530. doi: 10.1016/j.ijheh.2018.02.001. [PMID: 29454883]
  • Asma Beltifa, Anouar Feriani, Monia Machreki, Asma Ghorbel, Lakhdar Ghazouani, Giuseppa Di Bella, Joris Van Loco, Tim Reyns, Hedi Ben Mansour. Plasticizers and bisphenol A, in packaged foods sold in the Tunisian markets: study of their acute in vivo toxicity and their environmental fate. Environmental science and pollution research international. 2017 Oct; 24(28):22382-22392. doi: 10.1007/s11356-017-9861-0. [PMID: 28801775]
  • 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]
  • Wei-Hsiang Chang, Meng-Hsing Wu, Hsien-An Pan, Pao-Lin Guo, Ching-Chang Lee. Semen quality and insulin-like factor 3: Associations with urinary and seminal levels of phthalate metabolites in adult males. Chemosphere. 2017 Apr; 173(?):594-602. doi: 10.1016/j.chemosphere.2017.01.056. [PMID: 28152410]
  • 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]
  • Yu Ait Bamai, Atsuko Araki, Toshio Kawai, Tazuru Tsuboi, Ikue Saito, Eiji Yoshioka, Shi Cong, Reiko Kishi. Exposure to phthalates in house dust and associated allergies in children aged 6-12years. Environment international. 2016 Nov; 96(?):16-23. doi: 10.1016/j.envint.2016.08.025. [PMID: 27588698]
  • 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]
  • Ravi Sonkar, Catherine A Powell, Mahua Choudhury. Benzyl butyl phthalate induces epigenetic stress to enhance adipogenesis in mesenchymal stem cells. Molecular and cellular endocrinology. 2016 08; 431(?):109-22. doi: 10.1016/j.mce.2016.04.025. [PMID: 27164441]
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