4-Nonylphenol (BioDeep_00000002228)
human metabolite Industrial Pollutants Volatile Flavor Compounds
代谢物信息卡片
P-Nonylphenol (endocrine disrupter)
化学式: C15H24O (220.18270539999997)
中文名称: 对壬基酚, 壬基酚, 4-壬基酚
谱图信息:
最多检出来源 Viridiplantae(plant) 90.91%
分子结构信息
SMILES: CCCCCCCCCC1=CC=C(C=C1)O
InChI: InChI=1S/C15H24O/c1-2-3-4-5-6-7-8-9-14-10-12-15(16)13-11-14/h10-13,16H,2-9H2,1H3
描述信息
Environmental pollutant arising from the degradation of nonionic surfactants in sewage Nonoxynol-9, one of the APEs, is used as a surfactant in cleaning and cosmetic products, and as a spermicide in contraceptives. Nonylphenol is an organic compound of the wider family of alkylphenols. It is a product of industrial synthesis formed during the alkylation process of phenols, particularly in the synthesis of polyethoxylate detergents. Because of their man-made origins, nonylphenols are classified as xenobiotics. In nonylphenols, a hydrocarbon chain of nine carbon atoms is attached to the phenol ring in either the ortho (2), meta (3), or para (4) position, with the most common ring isomers being ortho or para (e.g. figure 1 para-nonylphenol). Moreover, the alkyl chains can exist as either linear n-alkyl chains, or complex branched chains. Nonylphenol is commonly obtained as a mixture of isomers, and is thus usually found as a pale yellow liquid at room temperature with a freezing point of -10°C and a boiling point of 295-320°C. However, pure isomers of nonylphenol crystallize readily at room temperatures and for example, para-n-nonylphenol, forms white crystals at room temperature. Nonylphenol, and a related compound tert-octylphenol, were first detected as an air pollutant in New York City and New Jersey, probably due to its evaporation from the Hudson river and other smaller rivers in the region that routinely receive municipal wastewaters. It is possible that the atmosphere is a destructive sink for nonylphenol as it is probably reactive with atmospheric radicals and/or is photoactive.
CONFIDENCE standard compound; INTERNAL_ID 880; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5555; ORIGINAL_PRECURSOR_SCAN_NO 5553
CONFIDENCE standard compound; INTERNAL_ID 880; DATASET 20200303_ENTACT_RP_MIX508; DATA_PROCESSING MERGING RMBmix ver. 0.2.7; DATA_PROCESSING PRESCREENING Shinyscreen ver. 0.8.0; ORIGINAL_ACQUISITION_NO 5572; ORIGINAL_PRECURSOR_SCAN_NO 5570
Environmental pollutant arising from the degradation of nonionic surfactants in sewage
同义名列表
20 个代谢物同义名
P-Nonylphenol (endocrine disrupter); Phenol, nonyl derivs.; Nonylphenol (mixed); 4-Tert-nonylphenol; Para nonyl phenol; P -N -Nonylphenol; 4-N-Nonyl phenol; Para-nonylphenol; 4-N-Nonylphenol; p-N-Nonylphenol; P-Nonyl-phenol; 4-Nonyl-phenol; p-Nonylphenol; 4-nonylphenol; Nonyl-phenol; Nonylphenol; PPT; Nonylphenol; 4-n-Nonylphenol; 4-Nonylphenol
数据库引用编号
23 个数据库交叉引用编号
- ChEBI: CHEBI:34440
- KEGG: C14550
- PubChem: 1752
- HMDB: HMDB0038982
- Metlin: METLIN44536
- ChEMBL: CHEMBL153062
- Wikipedia: Nonylphenol
- foodb: FDB018468
- chemspider: 1688
- CAS: 211947-56-7
- CAS: 68081-86-7
- CAS: 25154-52-3
- CAS: 104-40-5
- MoNA: LU088053
- MoNA: LU088054
- PMhub: MS000002175
- PubChem: 17395550
- LipidMAPS: LMPK15010001
- NIKKAJI: J45.974G
- KEGG: C14993
- PubChem: 17395990
- KNApSAcK: 79516
- KNApSAcK: 34440
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
- Mahmoud Abd-Elkareem, Alaa El-Din H Sayed, Nasser S Abou Khalil, Mohamed H Kotob. Nigella sativa seeds mitigate the hepatic histo-architectural and ultrastructural changes induced by 4-nonylphenol in Clarias gariepinus.
Scientific reports.
2023 Mar; 13(1):4109. doi:
10.1038/s41598-023-30929-w. [PMID: 36914664] - Hongyu Zhang, Weiran Ke, Xi Chen, Yu Han, Yan Xiong, Feng Zhu, Yang Xiang, Rong Yan, Hongbo Cai, Shunmei Huang, Xiaoyu Ke. High-Fat Diet Promotes Adipogenesis in Offspring Female Rats Induced by Perinatal Exposure to 4-Nonylphenol.
BioMed research international.
2023; 2023(?):6540585. doi:
10.1155/2023/6540585. [PMID: 37398946] - Bin-Tong Xia, Yan He, Yang Guo, Jiao-Long Huang, Xiao-Juan Tang, Jian-Ru Wang, Yan Tan, Peng Duan. Multi- and transgenerational biochemical effects of low-dose exposure to bisphenol A and 4-nonylphenol on testicular interstitial (Leydig) cells.
Environmental toxicology.
2022 May; 37(5):1032-1046. doi:
10.1002/tox.23462. [PMID: 35005817] - Murat Boyacioglu, Ozay Gules, Hande Sultan Sahiner. Protective Effect of Sodium Selenite on 4-Nonylphenol-Induced Hepatotoxicity and Nephrotoxicity in Rats.
Biological trace element research.
2021 Aug; 199(8):3001-3012. doi:
10.1007/s12011-020-02418-y. [PMID: 33026593] - Dilek Battal, Ayca Aktas Sukuroglu, Kumsal Kocadal, Ismet Cok, Irfan Unlusayin. Establishment of rapid, sensitive, and quantitative liquid chromatography-electrospray ionization-tandem mass spectrometry method coupled with liquid-liquid extraction for measurement of urinary bisphenol A, 4-t-octylphenol, and 4-nonylphenol.
Rapid communications in mass spectrometry : RCM.
2021 Jun; 35(12):e9084. doi:
10.1002/rcm.9084. [PMID: 33733529] - Benoit Lalonde, Christine Garron. Nonylphenol, Octylphenol, and Nonylphenol Ethoxylates Dissemination in the Canadian Freshwater Environment.
Archives of environmental contamination and toxicology.
2021 Feb; 80(2):319-330. doi:
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Chemosphere.
2020 Dec; 260(?):127516. doi:
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Chemosphere.
2020 Nov; 259(?):127379. doi:
10.1016/j.chemosphere.2020.127379. [PMID: 32590174] - Na Ding, Lu Wang, Yuan Kang, Kesong Luo, Diya Zeng, Yu Bon Man, Qiuyun Zhang, Lixuan Zeng, Jiwen Luo, Feng Jiang. The comparison of transcriptomic response of green microalga Chlorella sorokiniana exposure to environmentally relevant concentration of cadmium(II) and 4-n-nonylphenol.
Environmental geochemistry and health.
2020 Sep; 42(9):2881-2894. doi:
10.1007/s10653-020-00526-1. [PMID: 32026273] - Jiao Yang, Qingyi Huang, Huan Liu, Xiong Zhou, Zhuoquan Huang, Quansheng Peng, Chunhong Liu. 4-Nonylphenol and 4-tert-octylphenol induce anxiety-related behaviors through alternation of 5-HT receptors and transporters in the prefrontal cortex.
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP.
2020 Apr; 230(?):108701. doi:
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Environmental research.
2019 12; 179(Pt B):108848. doi:
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Chemosphere.
2019 Dec; 236(?):124314. doi:
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Archives of toxicology.
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Chemosphere.
2019 Jul; 226(?):607-615. doi:
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Epigenomics.
2019 06; 11(8):899-916. doi:
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Andrologia.
2018 Dec; 50(10):e13114. doi:
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Aquatic toxicology (Amsterdam, Netherlands).
2018 Oct; 203(?):28-39. doi:
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Chemosphere.
2018 Aug; 204(?):170-177. doi:
10.1016/j.chemosphere.2018.04.028. [PMID: 29655110] - 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:
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The Science of the total environment.
2018 Apr; 619-620(?):692-699. doi:
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Ecotoxicology and environmental safety.
2018 Mar; 149(?):159-165. doi:
10.1016/j.ecoenv.2017.11.007. [PMID: 29156308] - Shuang-Hung Chung, Wang-Hsien Ding. Isotope-dilution gas chromatography-mass spectrometry coupled with injection-port butylation for the determination of 4-t-octylphenol, 4-nonylphenols and bisphenol A in human urine.
Journal of pharmaceutical and biomedical analysis.
2018 Feb; 149(?):572-576. doi:
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Frontiers in endocrinology.
2018; 9(?):749. doi:
10.3389/fendo.2018.00749. [PMID: 30619083] - Hyejin Park, Kisok Kim. Urinary Levels of 4-Nonylphenol and 4-t-Octylphenol in a Representative Sample of the Korean Adult Population.
International journal of environmental research and public health.
2017 08; 14(8):. doi:
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Journal of separation science.
2017 Aug; 40(15):3130-3137. doi:
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Environmental science & technology.
2017 Jun; 51(11):6422-6429. doi:
10.1021/acs.est.7b00801. [PMID: 28490175] - Alaa El-Din H Sayed, Heba S Hamed. Induction of apoptosis and DNA damage by 4-nonylphenol in African catfish (Clarias gariepinus) and the antioxidant role of Cydonia oblonga.
Ecotoxicology and environmental safety.
2017 May; 139(?):97-101. doi:
10.1016/j.ecoenv.2017.01.024. [PMID: 28113117] - Madhu Sharma, Pooja Chadha. Widely used non-ionic surfactant 4-nonylphenol: showing genotoxic effects in various tissues of Channa punctatus.
Environmental science and pollution research international.
2017 Apr; 24(12):11331-11339. doi:
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Environmental toxicology.
2017 Mar; 32(3):739-753. doi:
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General and comparative endocrinology.
2017 01; 241(?):100-107. doi:
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Chemosphere.
2016 Dec; 164(?):248-262. doi:
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Fish & shellfish immunology.
2016 Nov; 58(?):449-461. doi:
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Ecotoxicology and environmental safety.
2016 Jun; 128(?):189-94. doi:
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The Science of the total environment.
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Environmental toxicology and chemistry.
2016 Apr; 35(4):863-73. doi:
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Journal of separation science.
2016 Mar; 39(5):904-9. doi:
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Toxicology and industrial health.
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Environmental science & technology.
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Journal of applied toxicology : JAT.
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Journal of hazardous materials.
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The Science of the total environment.
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Environmental toxicology.
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Environmental science & technology.
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Chemosphere.
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Bulletin of environmental contamination and toxicology.
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Chemical research in toxicology.
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