4-tert-Octylphenol (BioDeep_00001873574)
Main id: BioDeep_00000002410
PANOMIX_OTCML-2023 Industrial Pollutants
代谢物信息卡片
4-tert-Octylphenol
化学式: C14H22O (206.1671)
中文名称: 4-叔辛基苯酚, 4-(1,1,3,3-四甲基丁基)苯酚
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(C)(C)CC(C)(C)C1=CC=C(C=C1)O
InChI: InChI=1S/C14H22O/c1-13(2,3)10-14(4,5)11-6-8-12(15)9-7-11/h6-9,15H,10H2,1-5H3
描述信息
D013501 - Surface-Active Agents
4-tert-Octylphenol, a endocrine-disrupting chemical, is an estrogenic agent. 4-tert-Octylphenol induces apoptosis in neuronal progenitor cells in offspring mouse brain. 4-tert-Octylphenol reduces bromodeoxyuridine (BrdU), mitotic marker Ki67, and phospho-histone H3 (p-Histone-H3), resulting in a reduction of neuronal progenitor proliferation. 4-tert-Octylphenol disrupts brain development and behavior in mice[1].
同义名列表
4 个代谢物同义名
4-tert-Octylphenol; 4-tOP; 4-tert-Octylphenol; 4-tert-Octylphenol
数据库引用编号
8 个数据库交叉引用编号
- ChEBI: CHEBI:34445
- PubChem: 8814
- ChEMBL: CHEMBL259327
- CAS: 140-66-9
- medchemexpress: HY-B1941
- KEGG: C14205
- PubChem: 7847015
- KNApSAcK: 34445
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)
0 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
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Cell reports.
2021 04; 35(4):109040. doi:
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Theriogenology.
2020 Sep; 153(?):102-111. doi:
10.1016/j.theriogenology.2020.04.027. [PMID: 32450468] - 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.
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PloS one.
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Environmental science & technology.
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Analytical and bioanalytical chemistry.
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Aquatic toxicology (Amsterdam, Netherlands).
2006 Oct; 80(1):23-32. doi:
10.1016/j.aquatox.2006.07.009. [PMID: 16949683] - Tiina F M Mikkilä, Jorma Toppari, Jorma Paranko. Effects of neonatal exposure to 4-tert-octylphenol, diethylstilbestrol, and flutamide on steroidogenesis in infantile rat testis.
Toxicological sciences : an official journal of the Society of Toxicology.
2006 Jun; 91(2):456-66. doi:
10.1093/toxsci/kfj156. [PMID: 16537657] - Louise L Madsen, Bodil Korsgaard, Poul Bjerregaard. Oral single pulse exposure of flounder Platichthys flesus to 4-tert-octylphenol: Relations between tissue levels and estrogenic effects.
Marine environmental research.
2006 Apr; 61(3):352-62. doi:
10.1016/j.marenvres.2005.11.002. [PMID: 16386298] - Katherine E Liney, Josephine A Hagger, Charles R Tyler, Michael H Depledge, Tamara S Galloway, Susan Jobling. Health effects in fish of long-term exposure to effluents from wastewater treatment works.
Environmental health perspectives.
2006 Apr; 114 Suppl 1(?):81-9. doi:
10.1289/ehp.8058. [PMID: 16818251] - Yuqiu Wang, Wei Hu, Zhonghong Cao, Xueqi Fu, Tan Zhu. Occurrence of endocrine-disrupting compounds in reclaimed water from Tianjin, China.
Analytical and bioanalytical chemistry.
2005 Nov; 383(5):857-63. doi:
10.1007/s00216-005-0082-x. [PMID: 16189677] - S A Myllymäki, M Karjalainen, T E Haavisto, J Toppari, J Paranko. Infantile 4-tert-octylphenol exposure transiently inhibits rat ovarian steroidogenesis and steroidogenic acute regulatory protein (StAR) expression.
Toxicology and applied pharmacology.
2005 Aug; 207(1):59-68. doi:
10.1016/j.taap.2004.12.001. [PMID: 16054900] - Xiaoyun Ye, Zsuzsanna Kuklenyik, Larry L Needham, Antonia M Calafat. Automated on-line column-switching HPLC-MS/MS method with peak focusing for the determination of nine environmental phenols in urine.
Analytical chemistry.
2005 Aug; 77(16):5407-13. doi:
10.1021/ac050390d. [PMID: 16097788] - Migaku Kawaguchi, Norihiro Sakui, Noriya Okanouchi, Rie Ito, Koichi Saito, Shun-ichiro Izumi, Tsunehisa Makino, Hiroyuki Nakazawa. Stir bar sorptive extraction with in situ derivatization and thermal desorption-gas chromatography--mass spectrometry for measurement of phenolic xenoestrogens in human urine samples.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2005 Jun; 820(1):49-57. doi:
10.1016/j.jchromb.2005.03.019. [PMID: 15866492] - Tina H Rasmussen, Swee J Teh, Poul Bjerregaard, Bodil Korsgaard. Anti-estrogen prevents xenoestrogen-induced testicular pathology of eelpout (Zoarces viviparus).
Aquatic toxicology (Amsterdam, Netherlands).
2005 Apr; 72(3):177-94. doi:
10.1016/j.aquatox.2004.12.003. [PMID: 15820099] - Thomas K Andreassen, Karsten Skjoedt, Bodil Korsgaard. Upregulation of estrogen receptor alpha and vitellogenin in eelpout (Zoarces viviparus) by waterborne exposure to 4-tert-octylphenol and 17beta-estradiol.
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP.
2005 Mar; 140(3-4):340-6. doi:
10.1016/j.cca.2005.03.003. [PMID: 15878695] - Suel-Kee Kim, Ho-Joon Lee, Hyunwon Yang, Ho-Seung Kim, Yong-Dal Yoon. Prepubertal exposure to 4-tert-octylphenol induces apoptosis of testicular germ cells in adult rat.
Archives of andrology.
2004 Nov; 50(6):427-41. doi:
10.1080/01485010490475093. [PMID: 15669608] - K-E Tollefsen, J Ovrevik, J Stenersen. Binding of xenoestrogens to the sex steroid-binding protein in plasma from Arctic charr (Salvelinus alpinus L.).
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP.
2004 Oct; 139(1-3):127-33. doi:
10.1016/j.cca.2004.10.003. [PMID: 15556074] - M D Hernando, M Mezcua, M J Gómez, O Malato, A Agüera, A R Fernández-Alba. Comparative study of analytical methods involving gas chromatography-mass spectrometry after derivatization and gas chromatography-tandem mass spectrometry for the determination of selected endocrine disrupting compounds in wastewaters.
Journal of chromatography. A.
2004 Aug; 1047(1):129-35. doi:
10.1016/j.chroma.2004.06.123. [PMID: 15481468] - Craig D Robinson, Elaine Brown, John A Craft, Ian M Davies, Colin F Moffat. Effects of prolonged exposure to 4-tert-octylphenol on toxicity and indices of oestrogenic exposure in the sand goby (Pomatoschistus minutus, Pallas).
Marine environmental research.
2004 Jul; 58(1):19-38. doi:
10.1016/j.marenvres.2003.12.001. [PMID: 15046944] - P Diel, S Schmidt, G Vollmer, P Janning, A Upmeier, H Michna, H M Bolt, G H Degen. Comparative responses of three rat strains (DA/Han, Sprague-Dawley and Wistar) to treatment with environmental estrogens.
Archives of toxicology.
2004 Apr; 78(4):183-93. doi:
10.1007/s00204-003-0535-y. [PMID: 14689164] - Jing-fu Liu, Yu-guang Chi, Gui-bin Jiang, Chao Tai, Jin-feng Peng, Jing-Tian Hu. Ionic liquid-based liquid-phase microextraction, a new sample enrichment procedure for liquid chromatography.
Journal of chromatography. A.
2004 Feb; 1026(1-2):143-7. doi:
10.1016/j.chroma.2003.11.005. [PMID: 14763740] - S Jobling, D Casey, T Rogers-Gray, J Oehlmann, U Schulte-Oehlmann, S Pawlowski, T Baunbeck, A P Turner, C R Tyler. Comparative responses of molluscs and fish to environmental estrogens and an estrogenic effluent.
Aquatic toxicology (Amsterdam, Netherlands).
2004 Feb; 66(2):207-22. doi:
10.1016/j.aquatox.2004.01.002. [PMID: 15046010] - Migaku Kawaguchi, Koichi Inoue, Norihiro Sakui, Rie Ito, Shun-ichiro Izumi, Tsunehisa Makino, Noriya Okanouchi, Hiroyuki Nakazawa. Stir bar sorptive extraction and thermal desorption-gas chromatography-mass spectrometry for the measurement of 4-nonylphenol and 4-tert-octylphenol in human biological samples.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2004 Jan; 799(1):119-25. doi:
10.1016/j.jchromb.2003.10.021. [PMID: 14659443] - Charles A Blake, Fredric R Boockfor, Joyce U Nair-Menon, Clarke F Millette, Samir S Raychoudhury, George L McCoy. Effects of 4-tert-octylphenol given in drinking water for 4 months on the male reproductive system of Fischer 344 rats.
Reproductive toxicology (Elmsford, N.Y.).
2004 Jan; 18(1):43-51. doi:
10.1016/j.reprotox.2003.09.003. [PMID: 15013063] - Zsuzsanna Kuklenyik, John Ekong, Caroline D Cutchins, Larry L Needham, Antonia M Calafat. Simultaneous measurement of urinary bisphenol A and alkylphenols by automated solid-phase extractive derivatization gas chromatography/mass spectrometry.
Analytical chemistry.
2003 Dec; 75(24):6820-5. doi:
10.1021/ac0303158. [PMID: 14670041] - S Jobling, D Casey, T Rodgers-Gray, J Oehlmann, U Schulte-Oehlmann, S Pawlowski, T Baunbeck, A P Turner, C R Tyler. Comparative responses of molluscs and fish to environmental estrogens and an estrogenic effluent.
Aquatic toxicology (Amsterdam, Netherlands).
2003 Oct; 65(2):205-20. doi:
10.1016/s0166-445x(03)00134-6. [PMID: 12946619] - Louise L Madsen, Bodil Korsgaard, Poul Bjerregaard. Estrogenic effects in flounder Platichthys flesus orally exposed to 4-tert-octylphenol.
Aquatic toxicology (Amsterdam, Netherlands).
2003 Sep; 64(4):393-405. doi:
10.1016/s0166-445x(03)00106-1. [PMID: 12878410] - Alireza Hossaini, Majken Dalgaard, Anne Marie Vinggaard, Pirjo Pakarinen, Jens Jørgen Larsen. Male reproductive effects of octylphenol and estradiol in Fischer and Wistar rats.
Reproductive toxicology (Elmsford, N.Y.).
2003 Sep; 17(5):607-15. doi:
10.1016/j.reprotox.2003.05.001. [PMID: 14555199] - Tapio E Haavisto, N Annika Adamsson, Sari A Myllymäki, Jorma Toppari, Jorma Paranko. Effects of 4-tert-octylphenol, 4-tert-butylphenol, and diethylstilbestrol on prenatal testosterone surge in the rat.
Reproductive toxicology (Elmsford, N.Y.).
2003 Sep; 17(5):593-605. doi:
10.1016/s0890-6238(03)00103-5. [PMID: 14555198] - Anthony S Pait, Judd O Nelson. Vitellogenesis in male Fundulus heteroclitus (killifish) induced by selected estrogenic compounds.
Aquatic toxicology (Amsterdam, Netherlands).
2003 Aug; 64(3):331-42. doi:
10.1016/s0166-445x(03)00060-2. [PMID: 12842596] - H Sabik, F Gagné, C Blaise, D J Marcogliese, R Jeannot. Occurrence of alkylphenol polyethoxylates in the St. Lawrence River and their bioconcentration by mussels (Elliptio complanata).
Chemosphere.
2003 May; 51(5):349-56. doi:
10.1016/s0045-6535(02)00862-7. [PMID: 12598000] - Arthur Alan Karels, Steve Manning, Thea Hoexum Brouwer, Marius Brouwer. Reproductive effects of estrogenic and antiestrogenic chemicals on sheepshead minnows (Cyprinodon variegatus).
Environmental toxicology and chemistry.
2003 Apr; 22(4):855-65. doi:
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Aquatic toxicology (Amsterdam, Netherlands).
2003 Feb; 62(4):295-303. doi:
10.1016/s0166-445x(02)00107-8. [PMID: 12595169] - Tina H Rasmussen, Thomas K Andreassen, Søren N Pedersen, Leo T M Van der Ven, Poul Bjerregaard, Bodil Korsgaard. Effects of waterborne exposure of octylphenol and oestrogen on pregnant viviparous eelpout (Zoarces viviparus) and her embryos in ovario.
The Journal of experimental biology.
2002 Dec; 205(Pt 24):3857-76. doi:
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Environmental toxicology and chemistry.
2002 Nov; 21(11):2445-51. doi:
10.1002/etc.5620211125. [PMID: 12389925] - Gabriele E Ackermann, Eva Brombacher, Karl Fent. Development of a fish reporter gene system for the assessment of estrogenic compounds and sewage treatment plant effluents.
Environmental toxicology and chemistry.
2002 Sep; 21(9):1864-75. doi:
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Marine environmental research.
2002 Sep; 54(3-5):729-33. doi:
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Environmental science & technology.
2002 Aug; 36(15):3275-83. doi:
10.1021/es010249w. [PMID: 12188353] - K-E Tollefsen. Interaction of estrogen mimics, singly and in combination, with plasma sex steroid-binding proteins in rainbow trout (Oncorhynchus mykiss).
Aquatic toxicology (Amsterdam, Netherlands).
2002 Feb; 56(3):215-25. doi:
10.1016/s0166-445x(01)00154-0. [PMID: 11792437] - K Van den Belt, R Verheyen, H Witters. Reproductive effects of ethynylestradiol and 4t-octylphenol on the zebrafish (Danio rerio).
Archives of environmental contamination and toxicology.
2001 Nov; 41(4):458-67. doi:
10.1007/s002440010272. [PMID: 11598783] - M Fuerhacker, S Scharf, W Pichler, T Ertl, R Haberl. Sources and behaviour of bismuth active substances (BiAS) in a municipal sewage treatment plant.
The Science of the total environment.
2001 Sep; 277(1-3):95-100. doi:
10.1016/s0048-9697(00)00866-4. [PMID: 11589412] - J Matthews, T Celius, R Halgren, T Zacharewski. Differential estrogen receptor binding of estrogenic substances: a species comparison.
The Journal of steroid biochemistry and molecular biology.
2000 Nov; 74(4):223-34. doi:
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