Diisononyl phthalate (BioDeep_00000010526)
Secondary id: BioDeep_00001873655
human metabolite blood metabolite Industrial Pollutants
代谢物信息卡片
1,2-bis(7-methyloctyl) benzene-1,2-dicarboxylate
化学式: C26H42O4 (418.3083)
中文名称: 邻苯二甲酸二异壬基酯, 邻苯二甲酸二异壬酯
谱图信息:
最多检出来源 Homo sapiens(blood) 26.92%
分子结构信息
SMILES: CC(C)CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC(C)C
InChI: InChI=1S/C26H42O4/c1-21(2)15-9-5-7-13-19-29-25(27)23-17-11-12-18-24(23)26(28)30-20-14-8-6-10-16-22(3)4/h11-12,17-18,21-22H,5-10,13-16,19-20H2,1-4H3
描述信息
同义名列表
14 个代谢物同义名
1,2-bis(7-methyloctyl) benzene-1,2-dicarboxylate; Bis(7-methyloctyl) benzene-1,2-dicarboxylic acid; 1,2-Benzenedicarboxylic acid, diisononyl ester; 1,2-Benzenedicarboxylate, diisononyl ester; Bis(3,5,5-trimethylhexyl) phthalate; Phthalic acid, diisononyl ester; Phthalate, diisononyl ester; Diisononyl phthalic acid; Di-isononylphthalate; DIISONONYL PHTHALATE; UNII:19ND350H65; Enj 2065; DiNPA; Diisononyl phthalate
数据库引用编号
16 个数据库交叉引用编号
- ChEBI: CHEBI:35459
- KEGG: C15221
- PubChem: 590836
- HMDB: HMDB0251352
- Metlin: METLIN70706
- ChEMBL: CHEMBL1905899
- Wikipedia: Diisononyl phthalate
- chemspider: 513622
- CAS: 68515-48-0
- CAS: 28553-12-0
- CAS: 20548-62-3
- PMhub: MS000024392
- PubChem: 17396218
- NIKKAJI: J263.526G
- RefMet: Diisononyl phthalate
- KNApSAcK: 35459
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
- Ceyhun Bereketoglu, Isabel Häggblom, Beste Turanlı, Ajay Pradhan. Comparative analysis of diisononyl phthalate and di(isononyl)cyclohexane-1,2 dicarboxylate plasticizers in regulation of lipid metabolism in 3T3-L1 cells.
Environmental toxicology.
2023 Nov; ?(?):. doi:
10.1002/tox.24010. [PMID: 37927243] - L Earl Gray. Biologically relevant reductions in fetal testosterone and Insl3 induced by in utero exposure to high levels of di-isononyl phthalate (DINP) in male rats.
Toxicology and applied pharmacology.
2023 04; 465(?):116454. doi:
10.1016/j.taap.2023.116454. [PMID: 36921846] - 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] - Rui Wang, Jingyue Chen, Zhaokang Cui, Yu Li, Qian Gao, Yilong Miao, Huili Wang, Bo Xiong. Exposure to diisononyl phthalate deteriorates the quality of porcine oocytes by inducing the apoptosis.
Ecotoxicology and environmental safety.
2023 Apr; 254(?):114768. doi:
10.1016/j.ecoenv.2023.114768. [PMID: 36917878] - 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] - V Plichta, W Völkel, L Fembacher, M Wöckner, D Nowak, H Fromme. The oral bioavailability of di-2-ethylhexyl phthalate (DEHP), di-isononyl phthalate (DiNP) and di-(isononyl)-cyclohexane-1,2-dicarboxylate (DINCH®) in house dust.
Toxicology letters.
2022 Feb; 355(?):82-87. doi:
10.1016/j.toxlet.2021.11.010. [PMID: 34801639] - 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] - Shuhong Yang, Rachel Braz Arcanjo, Romana A Nowak. The effects of the phthalate DiNP on reproduction†.
Biology of reproduction.
2021 02; 104(2):305-316. doi:
10.1093/biolre/ioaa201. [PMID: 33125036] - M Morová, T Senko, L Olexová, Z Dzirbíková, L Kršková. A mixture of diethylhexyl, diisononyl and dibutyl phthalate decreased anogenital distance, postnatal testosterone levels, and changed social behavior in Wistar rats.
Physiological research.
2020 12; 69(Suppl 3):S489-S498. doi:
10.33549/physiolres.934599. [PMID: 33476171] - Karen Chiu, Shah Tauseef Bashir, Romana A Nowak, Wenyan Mei, Jodi A Flaws. Subacute exposure to di-isononyl phthalate alters the morphology, endocrine function, and immune system in the colon of adult female mice.
Scientific reports.
2020 11; 10(1):18788. doi:
10.1038/s41598-020-75882-0. [PMID: 33139756] - Jerry L Campbell, Rainer Otter, Warwick A Anderson, Matthew P Longnecker, Rebecca A Clewell, Colin North, Harvey J Clewell. Development of a physiologically based pharmacokinetic model of diisononyl phthalate (DiNP) in pregnant rat and human.
Journal of toxicology and environmental health. Part A.
2020 10; 83(19-20):631-648. doi:
10.1080/15287394.2020.1798831. [PMID: 32757748] - Jean-Bernard Henrotin, Eva Feigerlova, Alain Robert, Mathieu Dziurla, Manuela Burgart, Anne-Marie Lambert-Xolin, Fanny Jeandel, Georges Weryha. Decrease in serum testosterone levels after short-term occupational exposure to diisononyl phthalate in male workers.
Occupational and environmental medicine.
2020 04; 77(4):214-222. doi:
10.1136/oemed-2019-106261. [PMID: 32079716] - Simo P Porras, Minna Hartonen, Jani Koponen, Katriina Ylinen, Kyösti Louhelainen, Jarkko Tornaeus, Hannu Kiviranta, Tiina Santonen. Occupational Exposure of Plastics Workers to Diisononyl Phthalate (DiNP) and Di(2-propylheptyl) Phthalate (DPHP) in Finland.
International journal of environmental research and public health.
2020 03; 17(6):. doi:
10.3390/ijerph17062035. [PMID: 32204423] - Cheng-Di Dong, Ming-Huang Wang, Chih-Feng Chen, Yu-Jen Shih, Ken-Lin Chang, Shu-Hui Lee, Yi-Li Lin, Chung-Hsin Wu, Chiu-Wen Chen. Detecting phthalate esters in sludge particulates from wastewater treatment plants.
Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering.
2020; 55(10):1233-1240. doi:
10.1080/10934529.2020.1780850. [PMID: 32552322] - Feng Liang, Biao Yan. Oxidative damage in the liver and kidney induced by dermal exposure to diisononyl phthalate in Balb/c mice.
Toxicology and industrial health.
2020 Jan; 36(1):30-40. doi:
10.1177/0748233719900861. [PMID: 32096457] - Lianying Zhang, Weijie Sun, Xiaoyu Duan, Yishuang Duan, Hongwen Sun. Promoting differentiation and lipid metabolism are the primary effects for DINP exposure on 3T3-L1 preadipocytes.
Environmental pollution (Barking, Essex : 1987).
2019 Dec; 255(Pt 1):113154. doi:
10.1016/j.envpol.2019.113154. [PMID: 31546122] - Yichao Huang, Fengjiang Sun, Hongli Tan, Yongfeng Deng, Zhiqiang Sun, Hexia Chen, Jing Li, Da Chen. DEHP and DINP Induce Tissue- and Gender-Specific Disturbances in Fatty Acid and Lipidomic Profiles in Neonatal Mice: A Comparative Study.
Environmental science & technology.
2019 Nov; 53(21):12812-12822. doi:
10.1021/acs.est.9b04369. [PMID: 31577137] - Hiroshi Iwata, Masatomo Goto, Norifumi Sakai, Hiroshi Suemizu, Hiroshi Yamazaki. Predictability of human pharmacokinetics of diisononyl phthalate (DINP) using chimeric mice with humanized liver.
Xenobiotica; the fate of foreign compounds in biological systems.
2019 Nov; 49(11):1311-1322. doi:
10.1080/00498254.2018.1564087. [PMID: 30589368] - Oliana Carnevali, Martina Santobuono, Isabel Forner-Piquer, Basilio Randazzo, Constantinos C Mylonas, Daniele Ancillai, Elisabetta Giorgini, Francesca Maradonna. Dietary diisononylphthalate contamination induces hepatic stress: a multidisciplinary investigation in gilthead seabream (Sparus aurata) liver.
Archives of toxicology.
2019 08; 93(8):2361-2373. doi:
10.1007/s00204-019-02494-7. [PMID: 31230093] - Kari Neier, Drew Cheatham, Leah D Bedrosian, Brigid E Gregg, Peter X K Song, Dana C Dolinoy. Longitudinal Metabolic Impacts of Perinatal Exposure to Phthalates and Phthalate Mixtures in Mice.
Endocrinology.
2019 07; 160(7):1613-1630. doi:
10.1210/en.2019-00287. [PMID: 31125050] - Ting Deng, Xiaoman Xie, Jiufei Duan, Mingqing Chen. Exposure to diisononyl phthalate induced an increase in blood pressure through activation of the ACE/ AT1R axis and inhibition of NO production.
Toxicology letters.
2019 Jul; 309(?):42-50. doi:
10.1016/j.toxlet.2019.03.011. [PMID: 30940551] - 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] - Tomonori Miura, Hiroshi Suemizu, Masatomo Goto, Norifumi Sakai, Hiroshi Iwata, Makiko Shimizu, Hiroshi Yamazaki. Human urinary concentrations of monoisononyl phthalate estimated using physiologically based pharmacokinetic modeling and experimental pharmacokinetics in humanized-liver mice orally administered with diisononyl phthalate.
Xenobiotica; the fate of foreign compounds in biological systems.
2019 May; 49(5):513-520. doi:
10.1080/00498254.2018.1471753. [PMID: 29708805] - Oliana Carnevali, Elisabetta Giorgini, Debora Canuti, Constantinos C Mylonas, Isabel Forner-Piquer, Francesca Maradonna. Diets contaminated with Bisphenol A and Di-isononyl phtalate modify skeletal muscle composition: A new target for environmental pollutant action.
The Science of the total environment.
2019 Mar; 658(?):250-259. doi:
10.1016/j.scitotenv.2018.12.134. [PMID: 30577020] - Isabel Forner-Piquer, Constantinos C Mylonas, Ioannis Fakriadis, Maria Papadaki, Fabiana Piscitelli, Vincenzo Di Marzo, Josep Calduch-Giner, Jaume Pérez-Sánchez, Oliana Carnevali. Effects of diisononyl phthalate (DiNP) on the endocannabinoid and reproductive systems of male gilthead sea bream (Sparus aurata) during the spawning season.
Archives of toxicology.
2019 03; 93(3):727-741. doi:
10.1007/s00204-018-2378-6. [PMID: 30600365] - Isabel Forner-Piquer, Stefania Santangeli, Francesca Maradonna, Alessandro Rabbito, Fabiana Piscitelli, Hamid R Habibi, Vincenzo Di Marzo, Oliana Carnevali. Disruption of the gonadal endocannabinoid system in zebrafish exposed to diisononyl phthalate.
Environmental pollution (Barking, Essex : 1987).
2018 Oct; 241(?):1-8. doi:
10.1016/j.envpol.2018.05.007. [PMID: 29793103] - Isabel Forner-Piquer, Constantinos C Mylonas, Josep Calduch-Giner, Francesca Maradonna, Giorgia Gioacchini, Marco Allarà, Fabiana Piscitelli, Vincenzo Di Marzo, Jaume Pérez-Sánchez, Oliana Carnevali. Endocrine disruptors in the diet of male Sparus aurata: Modulation of the endocannabinoid system at the hepatic and central level by Di-isononyl phthalate and Bisphenol A.
Environment international.
2018 10; 119(?):54-65. doi:
10.1016/j.envint.2018.06.011. [PMID: 29933238] - 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:
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The Journal of steroid biochemistry and molecular biology.
2018 04; 178(?):322-332. doi:
10.1016/j.jsbmb.2018.01.014. [PMID: 29410257] - Munawar Hussain Soomro, Nour Baiz, Claire Philippat, Celine Vernet, Valerie Siroux, Cara Nichole Maesano, Shreosi Sanyal, Remy Slama, Carl-Gustaf Bornehag, Isabella Annesi-Maesano. Prenatal Exposure to Phthalates and the Development of Eczema Phenotypes in Male Children: Results from the EDEN Mother-Child Cohort Study.
Environmental health perspectives.
2018 02; 126(2):027002. doi:
10.1289/ehp1829. [PMID: 29398652] - Isabel Forner-Piquer, Francesca Maradonna, Giorgia Gioacchini, Stefania Santangeli, Marco Allarà, Fabiana Piscitelli, Hamid R Habibi, Vincenzo Di Marzo, Oliana Carnevali. Dose-Specific Effects of Di-Isononyl Phthalate on the Endocannabinoid System and on Liver of Female Zebrafish.
Endocrinology.
2017 10; 158(10):3462-3476. doi:
10.1210/en.2017-00458. [PMID: 28938452] - 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] - Lauren E Johns, Glinda S Cooper, Audrey Galizia, John D Meeker. Exposure assessment issues in epidemiology studies of phthalates.
Environment international.
2015 Dec; 85(?):27-39. doi:
10.1016/j.envint.2015.08.005. [PMID: 26313703] - Leonardo Trasande, Teresa M Attina. Association of exposure to di-2-ethylhexylphthalate replacements with increased blood pressure in children and adolescents.
Hypertension (Dallas, Tex. : 1979).
2015 Aug; 66(2):301-8. doi:
10.1161/hypertensionaha.115.05603. [PMID: 26156503] - Teresa M Attina, Leonardo Trasande. Association of Exposure to Di-2-Ethylhexylphthalate Replacements With Increased Insulin Resistance in Adolescents From NHANES 2009-2012.
The Journal of clinical endocrinology and metabolism.
2015 Jul; 100(7):2640-50. doi:
10.1210/jc.2015-1686. [PMID: 25993640] - Huixiao Hong, William S Branham, Hui Wen Ng, Carrie L Moland, Stacey L Dial, Hong Fang, Roger Perkins, Daniel Sheehan, Weida Tong. Human sex hormone-binding globulin binding affinities of 125 structurally diverse chemicals and comparison with their binding to androgen receptor, estrogen receptor, and α-fetoprotein.
Toxicological sciences : an official journal of the Society of Toxicology.
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10.1093/toxsci/kfu231. [PMID: 25349334] - Ina Olmer Specht, Jens Peter Bonde, Gunnar Toft, Christian H Lindh, Bo A G Jönsson, Kristian T Jørgensen. Serum phthalate levels and time to pregnancy in couples from Greenland, Poland and Ukraine.
PloS one.
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10.1371/journal.pone.0120070. [PMID: 25786246] - Carl-Gustaf Bornehag, Fredrik Carlstedt, Bo A G Jönsson, Christian H Lindh, Tina K Jensen, Anna Bodin, Carin Jonsson, Staffan Janson, Shanna H Swan. Prenatal phthalate exposures and anogenital distance in Swedish boys.
Environmental health perspectives.
2015 Jan; 123(1):101-7. doi:
10.1289/ehp.1408163. [PMID: 25353625] - Jen-Yi Hsu, Hsin-Hui Ho, Pao-Chi Liao. The potential use of diisononyl phthalate metabolites hair as biomarkers to assess long-term exposure demonstrated by a rat model.
Chemosphere.
2015 Jan; 118(?):219-28. doi:
10.1016/j.chemosphere.2014.09.025. [PMID: 25278043] - Ping Ma, Biao Yan, Qiang Zeng, Xudong Liu, Yang Wu, Ming Jiao, Chao Liu, Jiliang Wu, Xu Yang. Oral exposure of Kunming mice to diisononyl phthalate induces hepatic and renal tissue injury through the accumulation of ROS. Protective effect of melatonin.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.
2014 Jun; 68(?):247-56. doi:
10.1016/j.fct.2014.03.027. [PMID: 24685826] - Ina Olmer Specht, Gunnar Toft, Karin S Hougaard, Christian H Lindh, Virissa Lenters, Bo A G Jönsson, Dick Heederik, Aleksander Giwercman, Jens Peter E Bonde. Associations between serum phthalates and biomarkers of reproductive function in 589 adult men.
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Environmental health perspectives.
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Immunopharmacology and immunotoxicology.
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International archives of occupational and environmental health.
2012 Apr; 85(3):317-25. doi:
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Analytical chemistry.
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Regulatory toxicology and pharmacology : RTP.
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Environmental research.
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International journal of hygiene and environmental health.
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PloS one.
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Environmental health perspectives.
2011 Jan; 119(1):50-5. doi:
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PloS one.
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Environmental health perspectives.
2010 Oct; 118(10):1458-64. doi:
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Journal of analytical toxicology.
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2009 Jan; 117(1):86-92. doi:
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2008 Mar; 116(3):334-9. doi:
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International journal of hygiene and environmental health.
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Environmental health perspectives.
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Toxicology.
2006 Jun; 223(1-2):101-12. doi:
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Journal of toxicology and environmental health. Part A.
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Environmental health perspectives.
2005 Aug; 113(8):1056-61. doi:
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Toxicology.
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Reproductive toxicology (Elmsford, N.Y.).
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