3-BHA (BioDeep_00000865692)

   

Industrial Pollutants


代谢物信息卡片


InChI=1\C11H16O2\c1-11(2,3)9-7-8(13-4)5-6-10(9)12\h5-7,12H,1-4H

化学式: C11H16O2 (180.115)
中文名称: 3-叔丁基-4-羟基苯甲醚, 丁基羟基茴香醚(BHA), 2-叔丁基-4-甲氧基苯酚
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(C)(C)C1=C(C=CC(=C1)OC)O
InChI: InChI=1S/C11H16O2/c1-11(2,3)9-7-8(13-4)5-6-10(9)12/h5-7,12H,1-4H3

描述信息

同义名列表

37 个代谢物同义名

InChI=1\C11H16O2\c1-11(2,3)9-7-8(13-4)5-6-10(9)12\h5-7,12H,1-4H; BENZENE,1-TERT.BUTYL,2-HYDROXY,5-METHOXY; Phenol, (1,1-dimethylethyl)-4-methoxy-; 2-(1,1-Dimethylethyl)-4-methoxy-phenol; 2(3)-tert-Butyl-4-hydroxyanisole; Phenol, 2-tert-butyl-4-methoxy-; Butylated hydroxyanisole (BHA); Butylated hydroxyanisole I (D); 3-tert-Butyl-4-hydroxyanisole; 2-tert-butyl-4-methoxy-phenol; 2-tert-Butyl-4-methoxyphenol; 4-Methoxy-2-tert-butylphenol; 3-T-BUTYL-4-HYDROXYANISOLE; Butylated hydroxyanisole; 2-Butyl-4-hydroxyanisole; EINECS 204-442-7; NCGC00159405-03; NCGC00159405-02; ZINC00001080; MLS000069623; SMR000058171; 20021_FLUKA; BRN 1867499; 96175_FLUKA; 25013-16-5; CCRIS 3746; EU-0072133; ST5189822; HSDB 2750; 1341-82-8; 121-00-6; 921-00-6; LS-1065; 3-BHA; BHA; Butylated hydroxyanisole; 2-tert-Butyl-4-methoxyphenol



数据库引用编号

10 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)

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。

亚细胞结构定位 关联基因列表


文献列表

  • Xiaoyun Wang, Zhendong Sun, Yurou Gao, Qian S Liu, Xiaoxi Yang, Jiefeng Liang, Jing Ren, Zhihua Ren, Qunfang Zhou, Guibin Jiang. 3-tert-Butyl-4-hydroxyanisole perturbs renal lipid metabolism in vitro by targeting androgen receptor-regulated de novo lipogenesis. Ecotoxicology and environmental safety. 2023 Jun; 258(?):114979. doi: 10.1016/j.ecoenv.2023.114979. [PMID: 37150107]
  • Zhendong Sun, Zhi Tang, Xiaoxi Yang, Qian S Liu, Jianqing Zhang, Qunfang Zhou, Guibin Jiang. 3-tert-Butyl-4-hydroxyanisole Impairs Hepatic Lipid Metabolism in Male Mice Fed with a High-Fat Diet. Environmental science & technology. 2022 03; 56(5):3204-3213. doi: 10.1021/acs.est.1c07182. [PMID: 35133139]
  • Zhendong Sun, Zhi Tang, Xiaoxi Yang, Qian S Liu, Yong Liang, Heidelore Fiedler, Jianqing Zhang, Qunfang Zhou, Guibin Jiang. Perturbation of 3-tert-butyl-4-hydroxyanisole in adipogenesis of male mice with normal and high fat diets. The Science of the total environment. 2020 Feb; 703(?):135608. doi: 10.1016/j.scitotenv.2019.135608. [PMID: 31767314]
  • Zhendong Sun, Xiaoxi Yang, Qian S Liu, Chuanhai Li, Qunfang Zhou, Heidelore Fiedler, Chunyang Liao, Jianqing Zhang, Guibin Jiang. Butylated hydroxyanisole isomers induce distinct adipogenesis in 3T3-L1 cells. Journal of hazardous materials. 2019 11; 379(?):120794. doi: 10.1016/j.jhazmat.2019.120794. [PMID: 31238218]
  • Runzeng Liu, Scott A Mabury. Unexpectedly high concentrations of 2,4-di-tert-butylphenol in human urine. Environmental pollution (Barking, Essex : 1987). 2019 Sep; 252(Pt B):1423-1428. doi: 10.1016/j.envpol.2019.06.077. [PMID: 31265952]
  • Khaled Abo-El-Sooud, Mohamed M Hashem, Yahia A Badr, Mona M E Eleiwa, Ali Q Gab-Allaha, Yasmina M Abd-Elhakim, Ahmed Bahy-El-Dien. Assessment of hepato-renal damage and genotoxicity induced by long-term exposure to five permitted food additives in rats. Environmental science and pollution research international. 2018 Sep; 25(26):26341-26350. doi: 10.1007/s11356-018-2665-z. [PMID: 29981020]
  • Hanaa M Soliman, Shaker M Arafat, Amany M Basuny, Y El- Shattory. Synthesis and Application of a New Amphiphilic Antioxidant. Journal of oleo science. 2017 Nov; 66(11):1263-1271. doi: 10.5650/jos.ess16222. [PMID: 29021490]
  • Afshin Seifi-Jamadi, Hamid Kohram, Ahmad Zareh-Shahne, Parvaneh Dehghanizadeh, Ejaz Ahmad. Effect of various concentrations of butylated hydroxyanisole and butylated hydroxytoluene on freezing capacity of Turkman stallion sperm. Animal reproduction science. 2016 Jul; 170(?):108-13. doi: 10.1016/j.anireprosci.2016.04.010. [PMID: 27112036]
  • S Ansar, M Iqbal. Antioxidant and nephroprotective potential of butylated hydroxyanisole against ferric nitrilotriacetate-induced oxidative stress and early tumor events. Human & experimental toxicology. 2016 Apr; 35(4):448-53. doi: 10.1177/0960327115591378. [PMID: 26078281]
  • Linxi Li, Ying Wu, Xiaolong Wu, Huang Wang, Yanfang Bai, Xiudi Wang, Benson T Akingbemi, Ping Huang, Ren-Shan Ge. Butylated Hydroxyanisole Potently Inhibits Rat and Human 11β-Hydroxysteroid Dehydrogenase Type 2. Pharmacology. 2016; 97(1-2):10-7. doi: 10.1159/000441034. [PMID: 26565409]
  • Hirofumi Sawai, Hideo Ogiso, Toshiro Okazaki. Differential changes in sphingolipids between TNF-induced necroptosis and apoptosis in U937 cells and necroptosis-resistant sublines. Leukemia research. 2015 Sep; 39(9):964-70. doi: 10.1016/j.leukres.2015.06.002. [PMID: 26189109]
  • Yu Kigoshi, Tomomi Fukuda, Tomoyuki Endo, Nami Hayasaka, Shun-ichiro Iemura, Toru Natsume, Fuminori Tsuruta, Tomoki Chiba. CACUL1/CAC1 Regulates the Antioxidant Response by Stabilizing Nrf2. Scientific reports. 2015 Aug; 5(?):12857. doi: 10.1038/srep12857. [PMID: 26238671]
  • Jian-Yao Wang, Hai-Long Wu, Yao Chen, Yan-Mei Sun, Yong-Jie Yu, Xiao-Hua Zhang, Ru-Qin Yu. Fast analysis of synthetic antioxidants in edible vegetable oil using trilinear component modeling of liquid chromatography-diode array detection data. Journal of chromatography. A. 2012 Nov; 1264(?):63-71. doi: 10.1016/j.chroma.2012.09.070. [PMID: 23063794]
  • Akbar Hajizadeh Moghaddam, Seyed Mohammad Nabavi, Seyed Fazel Nabavi, Rata Bigdellou, Sakineh Mohammadzadeh, Mohammad Ali Ebrahimzadeh. Antioxidant, antihemolytic and nephroprotective activity of aqueous extract of Diospyros lotus seeds. Acta poloniae pharmaceutica. 2012 Jul; 69(4):687-92. doi: NULL. [PMID: 22876611]
  • U Sebnem Harput, Yasin Genc, Iclal Saracoglu. Cytotoxic and antioxidative activities of Plantago lagopus L. and characterization of its bioactive compounds. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2012 May; 50(5):1554-9. doi: 10.1016/j.fct.2012.01.019. [PMID: 22289578]
  • Jamshed Iqbal, Sumera Zaib, Umar Farooq, Afsar Khan, Irum Bibi, Saba Suleman. Antioxidant, Antimicrobial, and Free Radical Scavenging Potential of Aerial Parts of Periploca aphylla and Ricinus communis. ISRN pharmacology. 2012; 2012(?):563267. doi: 10.5402/2012/563267. [PMID: 22919511]
  • Marie Danielsson, Karl Lundén, Malin Elfstrand, Jiang Hu, Tao Zhao, Jenny Arnerup, Katarina Ihrmark, Gunilla Swedjemark, Anna-Karin Borg-Karlson, Jan Stenlid. Chemical and transcriptional responses of Norway spruce genotypes with different susceptibility to Heterobasidion spp. infection. BMC plant biology. 2011 Nov; 11(?):154. doi: 10.1186/1471-2229-11-154. [PMID: 22067529]
  • Ummuhan Sebnem Harput, Okan Arihan, Alper B Iskit, Akito Nagatsu, Iclal Saracoglu. Antinociceptive, free radical-scavenging, and cytotoxic activities of Acanthus hirsutus Boiss. Journal of medicinal food. 2011 Jul; 14(7-8):767-74. doi: 10.1089/jmf.2010.0195. [PMID: 21480807]
  • Y Shintoku, H Takagi, T Kadosaka, F Nagaoka, S Kondo, M Itoh, S Honda, E Kimura. Strongyloides ratti: transplantation of adults recovered from the small intestine at different days after infection into the colon of naive and infection-primed Wistar rats, and the effect of antioxidant treatment on large intestinal parasitism. Parasitology. 2011 Jul; 138(8):1053-60. doi: 10.1017/s0031182011000631. [PMID: 21676279]
  • Jean Duplex Wansi, David Dako Chiozem, Alain Tadjong Tcho, Flavien Aristide A Toze, Krishna Prasad Devkota, Bruno Lenta Ndjakou, Jean Wandji, Norbert Sewald. Antimicrobial and antioxidant effects of phenolic constituents from Klainedoxa gabonensis. Pharmaceutical biology. 2010 Oct; 48(10):1124-9. doi: 10.3109/13880200903486644. [PMID: 20738149]
  • Sheng-Hai Huang, Xiu-Jing Cao, Wei Liu, Xiao-Yi Shi, Wei Wei. Inhibitory effect of melatonin on lung oxidative stress induced by respiratory syncytial virus infection in mice. Journal of pineal research. 2010 Mar; 48(2):109-16. doi: 10.1111/j.1600-079x.2009.00733.x. [PMID: 20070490]
  • A Kenneth MacLeod, Vincent P Kelly, Larry G Higgins, Michael O Kelleher, Sally A Price, Alison L Bigley, Graham R Betton, John D Hayes. Expression and localization of rat aldo-keto reductases and induction of the 1B13 and 1D2 isoforms by phenolic antioxidants. Drug metabolism and disposition: the biological fate of chemicals. 2010 Feb; 38(2):341-6. doi: 10.1124/dmd.109.030544. [PMID: 19920056]
  • Victor Kuete, Thomas Efferth. Cameroonian medicinal plants: pharmacology and derived natural products. Frontiers in pharmacology. 2010; 1(?):123. doi: 10.3389/fphar.2010.00123. [PMID: 21833168]
  • Yuwen Wu, Qiuhong Pan, Wenjun Qu, Changqing Duan. Comparison of volatile profiles of nine litchi (Litchi chinensis Sonn.) cultivars from Southern China. Journal of agricultural and food chemistry. 2009 Oct; 57(20):9676-81. doi: 10.1021/jf902144c. [PMID: 19803519]
  • S K Chaube, Sabana Khatun, S K Misra, T G Shrivastav. Calcium ionophore-induced egg activation and apoptosis are associated with the generation of intracellular hydrogen peroxide. Free radical research. 2008 Mar; 42(3):212-20. doi: 10.1080/10715760701868352. [PMID: 18344115]
  • Yazen Alnouti, Curtis D Klaassen. Tissue distribution, ontogeny, and regulation of aldehyde dehydrogenase (Aldh) enzymes mRNA by prototypical microsomal enzyme inducers in mice. Toxicological sciences : an official journal of the Society of Toxicology. 2008 Jan; 101(1):51-64. doi: 10.1093/toxsci/kfm280. [PMID: 17998271]
  • Gilbert R Kinsey, Jane McHowat, Caroline S Beckett, Rick G Schnellmann. Identification of calcium-independent phospholipase A2gamma in mitochondria and its role in mitochondrial oxidative stress. American journal of physiology. Renal physiology. 2007 Feb; 292(2):F853-60. doi: 10.1152/ajprenal.00318.2006. [PMID: 17047165]
  • Rong Hu, Guoxiang Shen, Usha Rao Yerramilli, Wen Lin, Changjiang Xu, Sujit Nair, Ah-Ng Tony Kong. In vivo pharmacokinetics, activation of MAPK signaling and induction of phase II/III drug metabolizing enzymes/transporters by cancer chemopreventive compound BHA in the mice. Archives of pharmacal research. 2006 Oct; 29(10):911-20. doi: 10.1007/bf02973914. [PMID: 17121188]
  • Ikuko Miyazaki, Masato Asanuma, Francisco J Diaz-Corrales, Masaya Fukuda, Kiyoyuki Kitaichi, Ko Miyoshi, Norio Ogawa. Methamphetamine-induced dopaminergic neurotoxicity is regulated by quinone-formation-related molecules. FASEB journal : official publication of the Federation of American Societies for Experimental Biology. 2006 Mar; 20(3):571-3. doi: 10.1096/fj.05-4996fje. [PMID: 16403784]
  • Carla R B Mendonça, Clara I D Bica, Clarisse M S Piatnicki, Ernesto F Simó-Alfonso, Guillermo Ramis-Ramos. Characterization of hydroxyaromatic compounds in vegetable oils by capillary electrophoresis with direct injection in an oil-miscible KOH/propanol/methanol medium. Electrophoresis. 2005 Sep; 26(17):3307-14. doi: 10.1002/elps.200410394. [PMID: 16097022]
  • Rex Munday, Barry L Smith, Christine M Munday. Effect of inducers of DT-diaphorase on the haemolytic activity and nephrotoxicity of 2-amino-1,4-naphthoquinone in rats. Chemico-biological interactions. 2005 Aug; 155(3):140-7. doi: 10.1016/j.cbi.2005.06.001. [PMID: 16045903]
  • Helen Tao, Renuka Rao, David D F Ma. Cytokine-induced stable neuronal differentiation of human bone marrow mesenchymal stem cells in a serum/feeder cell-free condition. Development, growth & differentiation. 2005 Aug; 47(6):423-33. doi: 10.1111/j.1440-169x.2005.00810.x. [PMID: 16109040]
  • A Cauwels, J Bultinck, P Brouckaert. Dual role of endogenous nitric oxide in tumor necrosis factor shock: induced NO tempers oxidative stress. Cellular and molecular life sciences : CMLS. 2005 Jul; 62(14):1632-40. doi: 10.1007/s00018-005-5142-z. [PMID: 15990956]
  • Sang-Hee Jeong, Byung-Yong Kim, Hwan-Goo Kang, Hyun-Ok Ku, Joon-Hyoung Cho. Effects of butylated hydroxyanisole on the development and functions of reproductive system in rats. Toxicology. 2005 Mar; 208(1):49-62. doi: 10.1016/j.tox.2004.11.014. [PMID: 15664432]
  • Changjiang Xu, Christina Yong-Tao Li, Ah-Ng Tony Kong. Induction of phase I, II and III drug metabolism/transport by xenobiotics. Archives of pharmacal research. 2005 Mar; 28(3):249-68. doi: 10.1007/bf02977789. [PMID: 15832810]
  • U Pagnini, S Montagnaro, F Pacelli, L De Martino, S Florio, D Rocco, G Iovane, M Pacilio, C Gabellini, S Marsili, A Giordano. The involvement of oxidative stress in bovine herpesvirus type 4-mediated apoptosis. Frontiers in bioscience : a journal and virtual library. 2004 Sep; 9(?):2106-14. doi: 10.2741/1320. [PMID: 15353273]
  • Ge-xiu Liu, Yuan Zhang. [Differentiation of human fetal liver CD34+ cells into neuronal cells induced by beta-ME and BHA in vitro]. Zhongguo ying yong sheng li xue za zhi = Zhongguo yingyong shenglixue zazhi = Chinese journal of applied physiology. 2004 Aug; 20(3):280-3. doi: NULL. [PMID: 21192424]
  • Yongyi Bi, Richard D Palmiter, Kristi M Wood, Qiang Ma. Induction of metallothionein I by phenolic antioxidants requires metal-activated transcription factor 1 (MTF-1) and zinc. The Biochemical journal. 2004 Jun; 380(Pt 3):695-703. doi: 10.1042/bj20031677. [PMID: 14998373]
  • Fabrice Pierre, Sylviane Taché, Claude R Petit, Roelof Van der Meer, Denis E Corpet. Meat and cancer: haemoglobin and haemin in a low-calcium diet promote colorectal carcinogenesis at the aberrant crypt stage in rats. Carcinogenesis. 2003 Oct; 24(10):1683-90. doi: 10.1093/carcin/bgg130. [PMID: 12896910]
  • Elisabetta Damiani, Chokri Belaid, Patricia Carloni, Lucedio Greci. Comparison of antioxidant activity between aromatic indolinonic nitroxides and natural and synthetic antioxidants. Free radical research. 2003 Jul; 37(7):731-41. doi: 10.1080/1071576031000102169. [PMID: 12911269]
  • Fumio Hashimoto, Masateru Ono, Chikako Masuoka, Yasuyuki Ito, Yusuke Sakata, Keiichi Shimizu, Gen-ichiro Nonaka, Itsuo Nishioka, Toshihiro Nohara. Evaluation of the anti-oxidative effect (in vitro) of tea polyphenols. Bioscience, biotechnology, and biochemistry. 2003 Feb; 67(2):396-401. doi: 10.1271/bbb.67.396. [PMID: 12729007]
  • T Ozen, H Korkmaz. Modulatory effect of Urtica dioica L. (Urticaceae) leaf extract on biotransformation enzyme systems, antioxidant enzymes, lactate dehydrogenase and lipid peroxidation in mice. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2003; 10(5):405-15. doi: 10.1078/0944-7113-00275. [PMID: 12834006]
  • R P Singh, S Banerjee, A R Rao. Modulatory influence of Andrographis paniculata on mouse hepatic and extrahepatic carcinogen metabolizing enzymes and antioxidant status. Phytotherapy research : PTR. 2001 Aug; 15(5):382-90. doi: 10.1002/ptr.730. [PMID: 11507728]
  • R Munday, B L Smith, C M Munday. Effects of modulation of tissue activities of DT-diaphorase on the toxicity of 2,3-dimethyl-1,4-naphthoquinone to rats. Chemico-biological interactions. 2001 Mar; 134(1):87-100. doi: 10.1016/s0009-2797(00)00317-3. [PMID: 11248224]
  • T J Sayers, A D Brooks, N Seki, M J Smyth, H Yagita, B R Blazar, A M Malyguine. T cell lysis of murine renal cancer: multiple signaling pathways for cell death via Fas. Journal of leukocyte biology. 2000 Jul; 68(1):81-6. doi: NULL. [PMID: 10914493]
  • M Iqbal, S D Sharma, A Rahman, P Trikha, M Athar. Evidence that ferric nitrilotriacetate mediates oxidative stress by down-regulating DT-diaphorase activity: implications for carcinogenesis. Cancer letters. 1999 Jul; 141(1-2):151-7. doi: 10.1016/s0304-3835(99)00100-7. [PMID: 10454256]
  • T Mizutani, Y Miyamoto. Modulation of halobenzene-induced hepatotoxicity by DT-diaphorase modulators, butylated hydroxyanisole and dicoumarol: evidence for possible involvement of quinone metabolites in the toxicity of halobenzenes. Toxicology letters. 1999 Mar; 105(1):25-30. doi: 10.1016/s0378-4274(98)00376-2. [PMID: 10092053]
  • R Munday, B L Smith, C M Munday. Effect of butylated hydroxyanisole on the toxicity of 2-hydroxy-1,4-naphthoquinone to rats. Chemico-biological interactions. 1999 Feb; 117(3):241-56. doi: 10.1016/s0009-2797(98)00108-2. [PMID: 10190578]
  • J Vora, Z Wu, M Montague, M Penn, K Erow. Influence of dosing vehicles on the preclinical pharmacokinetics of phenolic antioxidants. Research communications in molecular pathology and pharmacology. 1999; 104(1):93-106. doi: . [PMID: 10604282]
  • M M Mumtaz, C T De Rosa, J Groten, V J Feron, H Hansen, P R Durkin. Estimation of toxicity of chemical mixtures through modeling of chemical interactions. Environmental health perspectives. 1998 Dec; 106 Suppl 6(?):1353-60. doi: 10.1289/ehp.98106s61353. [PMID: 9860892]
  • L Wang, S Lin. [Protective and antioxidative effect of 2(3)tert-butyl-4-hydroxyanisole against cytotoxicity induced by doxorubicin in mice]. Yao xue xue bao = Acta pharmaceutica Sinica. 1998 Nov; 33(11):807-11. doi: NULL. [PMID: 12016938]
  • M Athar, M Iqbal. Ferric nitrilotriacetate promotes N-diethylnitrosamine-induced renal tumorigenesis in the rat: implications for the involvement of oxidative stress. Carcinogenesis. 1998 Jun; 19(6):1133-9. doi: 10.1093/carcin/19.6.1133. [PMID: 9667754]
  • M Hirose, Y Takesada, H Tanaka, S Tamano, T Kato, T Shirai. Carcinogenicity of antioxidants BHA, caffeic acid, sesamol, 4-methoxyphenol and catechol at low doses, either alone or in combination, and modulation of their effects in a rat medium-term multi-organ carcinogenesis model. Carcinogenesis. 1998 Jan; 19(1):207-12. doi: 10.1093/carcin/19.1.207. [PMID: 9472713]
  • Y K Kim, J S Jung, S H Lee, Y W Kim. Effects of antioxidants and Ca2+ in cisplatin-induced cell injury in rabbit renal cortical slices. Toxicology and applied pharmacology. 1997 Oct; 146(2):261-9. doi: 10.1006/taap.1997.8252. [PMID: 9344894]
  • L Bianchi, M A Colivicchi, L Della Corte, M Valoti, G P Sgaragli, P Bechi. Measurement of synthetic phenolic antioxidants in human tissues by high-performance liquid chromatography with coulometric electrochemical detection. Journal of chromatography. B, Biomedical sciences and applications. 1997 Jul; 694(2):359-65. doi: 10.1016/s0378-4347(97)00150-3. [PMID: 9252050]
  • B T Zhu, J Lech, R T Rosen, A H Conney. Effect of dietary 2(3)-tert-butyl-4-hydroxyanisole on the metabolism and action of estradiol and estrone in female CD-1 mice. Cancer research. 1997 Jun; 57(12):2419-27. doi: . [PMID: 9192820]
  • I Müller, A Jenner, G Bruchelt, D Niethammer, B Halliwell. Effect of concentration on the cytotoxic mechanism of doxorubicin--apoptosis and oxidative DNA damage. Biochemical and biophysical research communications. 1997 Jan; 230(2):254-7. doi: 10.1006/bbrc.1996.5898. [PMID: 9016760]
  • J Vora, M Boroujerdi. Pharmacokinetic-toxicodynamic relationships of adriamycin in rat: prediction of butylated hydroxyanisole-mediated reduction in anthracycline cardiotoxicity. The Journal of pharmacy and pharmacology. 1996 Dec; 48(12):1264-9. doi: 10.1111/j.2042-7158.1996.tb03934.x. [PMID: 9004189]
  • J Vora, B A Khaw, J Narula, M Boroujerdi. Protective effect of butylated hydroxyanisole on adriamycin-induced cardiotoxicity. The Journal of pharmacy and pharmacology. 1996 Sep; 48(9):940-4. doi: 10.1111/j.2042-7158.1996.tb06007.x. [PMID: 8910858]
  • R R Ratan, P J Lee, J M Baraban. Serum deprivation inhibits glutathione depletion-induced death in embryonic cortical neurons: evidence against oxidative stress as a final common mediator of neuronal apoptosis. Neurochemistry international. 1996 Aug; 29(2):153-7. doi: 10.1016/0197-0186(95)00115-8. [PMID: 8837044]
  • M M Peters, M I Rivera, T W Jones, T J Monks, S S Lau. Glutathione conjugates of tert-butyl-hydroquinone, a metabolite of the urinary tract tumor promoter 3-tert-butyl-hydroxyanisole, are toxic to kidney and bladder. Cancer research. 1996 Mar; 56(5):1006-11. doi: NULL. [PMID: 8640754]
  • G M Williams, J Whysner. Epigenetic carcinogens: evaluation and risk assessment. Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie. 1996 Feb; 48(2-3):189-95. doi: 10.1016/s0940-2993(96)80041-8. [PMID: 8672874]
  • M M Peters, S S Lau, D Dulik, D Murphy, B van Ommen, P J van Bladeren, T J Monks. Metabolism of tert-butylhydroquinone to S-substituted conjugates in the male Fischer 344 rat. Chemical research in toxicology. 1996 Jan; 9(1):133-9. doi: 10.1021/tx950122i. [PMID: 8924582]
  • M Kitano, S Mori, T Chen, T Murai, S Fukushima. Lack of promoting effects of alpha-linolenic, linoleic or palmitic acid on urinary bladder carcinogenesis in rats. Japanese journal of cancer research : Gann. 1995 Jun; 86(6):530-4. doi: 10.1111/j.1349-7006.1995.tb02430.x. [PMID: 7622416]
  • K Kashfi, E K Yang, J R Chowdhury, N R Chowdhury, A J Dannenberg. Regulation of uridine diphosphate glucuronosyltransferase expression by phenolic antioxidants. Cancer research. 1994 Nov; 54(22):5856-9. doi: NULL. [PMID: 7954414]
  • M Chaubey, S S Singhal, S Awasthi, M Saxena, R B Dyer, Y C Awasthi, N K Herzog. Gender-related differences in expression of murine glutathione S-transferases and their induction by butylated hydroxyanisole. Comparative biochemistry and physiology. Part C, Pharmacology, toxicology & endocrinology. 1994 Jul; 108(3):311-9. doi: 10.1016/0742-8413(94)00025-6. [PMID: 7533626]
  • H J Prochaska, C L Fernandes. Elevation of serum phase II enzymes by anticarcinogenic enzyme inducers: markers for a chemoprotected state?. Carcinogenesis. 1993 Dec; 14(12):2441-5. doi: 10.1093/carcin/14.12.2441. [PMID: 8269610]
  • H S Choi, D D Moore. Induction of c-fos and c-jun gene expression by phenolic antioxidants. Molecular endocrinology (Baltimore, Md.). 1993 Dec; 7(12):1596-602. doi: 10.1210/mend.7.12.8145765. [PMID: 8145765]
  • J M Menter, A A Etemadi, W Chapman, T D Hollins, I Willis. In vivo depigmentation by hydroxybenzene derivatives. Melanoma research. 1993 Dec; 3(6):443-9. doi: 10.1097/00008390-199311000-00007. [PMID: 8161883]
  • H Wang, R X Peng. [Effects of paracetamol on glutathione S-transferase activity in mice]. Zhongguo yao li xue bao = Acta pharmacologica Sinica. 1993 Nov; 14 Suppl(?):S41-4. doi: NULL. [PMID: 8010073]
  • A Hagiwara, H Tanaka, K Imaida, S Tamano, S Fukushima, N Ito. Correlation between medium-term multi-organ carcinogenesis bioassay data and long-term observation results in rats. Japanese journal of cancer research : Gann. 1993 Mar; 84(3):237-45. doi: 10.1111/j.1349-7006.1993.tb02862.x. [PMID: 8486526]
  • P A Schilderman, J M van Maanen, E J Smeets, F ten Hoor, J C Kleinjans. Oxygen radical formation during prostaglandin H synthase-mediated biotransformation of butylated hydroxyanisole. Carcinogenesis. 1993 Mar; 14(3):347-53. doi: 10.1093/carcin/14.3.347. [PMID: 8384088]
  • M David, G Horvath, I Schimke, M M Mueller, I Nagy. Effects of the antioxidant butylated hydroxyanisole on cytosolic free calcium concentration. Toxicology. 1993 Jan; 77(1-2):115-21. doi: 10.1016/0300-483x(93)90142-f. [PMID: 8442007]
  • G A LeBlanc, J S Gillette. Elevation of serum cholesterol levels in mice by the antioxidant butylated hydroxyanisole. Biochemical pharmacology. 1993 Jan; 45(2):513-5. doi: 10.1016/0006-2952(93)90090-j. [PMID: 8435101]
  • M A Saad Aida, H S Abu-el-Zahab, A Abdallah, S F el-Sisi. Role of dietary lipids and butylated hydroxy anisol (BHA) administration on albino rats. Part I. Serum unsaturated fatty acids. Die Nahrung. 1993; 37(6):553-60. doi: 10.1002/food.19930370606. [PMID: 7907168]
  • J L de Camargo, H Tsuda, M Asamoto, Y Tagawa, S Wada, S Nagase, N Ito. Modifying effects of chemicals on the development of liver preneoplastic placental glutathione S-transferase positive foci in analbuminemic and Sprague-Dawley rats. Toxicologic pathology. 1993; 21(4):409-16. doi: 10.1177/019262339302100410. [PMID: 8290874]
  • M Hirose, T Shirai, S Takahashi, K Ogawa, N Ito. Organ-specific modification of carcinogenesis by antioxidants in rats. Basic life sciences. 1993; 61(?):181-8. doi: 10.1007/978-1-4615-2984-2_17. [PMID: 8304930]
  • L I McLellan, D J Harrison, J D Hayes. Modulation of glutathione S-transferases and glutathione peroxidase by the anticarcinogen butylated hydroxyanisole in murine extrahepatic organs. Carcinogenesis. 1992 Dec; 13(12):2255-61. doi: 10.1093/carcin/13.12.2255. [PMID: 1473231]
  • B Bergmann, J K Dohrmann, R Kahl. Formation of the semiquinone anion radical from tert-butylquinone and from tert-butylhydroquinone in rat liver microsomes. Toxicology. 1992 Sep; 74(2-3):127-33. doi: 10.1016/0300-483x(92)90133-y. [PMID: 1325685]
  • K Morimoto, T Takahashi, K Okudaira, T Iio, Y Saito, A Takahashi. Dose-response study on covalent binding to forestomach protein from male F344 rats following oral administration of [14C]3-BHA. Carcinogenesis. 1992 Sep; 13(9):1663-6. doi: 10.1093/carcin/13.9.1663. [PMID: 1394853]
  • K Tajima, M Hashizaki, K Yamamoto, T Mizutani. Identification and structure characterization of S-containing metabolites of 3-tert-butyl-4-hydroxyanisole in rat urine and liver microsomes. Drug metabolism and disposition: the biological fate of chemicals. 1991 Nov; 19(6):1028-33. doi: NULL. [PMID: 1687007]
  • M Ruzzene, A Donella-Deana, A Alexandre, M A Francesconi, R Deana. The antioxidant butylated hydroxytoluene stimulates platelet protein kinase C and inhibits subsequent protein phosphorylation induced by thrombin. Biochimica et biophysica acta. 1991 Aug; 1094(1):121-9. doi: 10.1016/0167-4889(91)90033-t. [PMID: 1883850]
  • D B Clayson, F Iverson, E A Nera, E Lok. Early indicators of potential neoplasia produced in the rat forestomach by non-genotoxic agents: the importance of induced cellular proliferation. Mutation research. 1991 Jun; 248(2):321-31. doi: 10.1016/0027-5107(91)90065-v. [PMID: 2046688]
  • M A Shibata, E Asakawa, A Hagiwara, Y Kurata, S Fukushima. DNA synthesis and scanning electron microscopic lesions in renal pelvic epithelium of rats treated with bladder cancer promoters. Toxicology letters. 1991 Mar; 55(3):263-72. doi: 10.1016/0378-4274(91)90006-r. [PMID: 1848373]
  • M Q Hassan, I T Numan, N al-Nasiri, S J Stohs. Endrin-induced histopathological changes and lipid peroxidation in livers and kidneys of rats, mice, guinea pigs and hamsters. Toxicologic pathology. 1991; 19(2):108-14. doi: 10.1177/019262339101900204. [PMID: 1771364]
  • N Bagchi, T R Brown, D M Herdegen, A Dhar, R S Sundick. Antioxidants delay the onset of thyroiditis in obese strain chickens. Endocrinology. 1990 Oct; 127(4):1590-5. doi: 10.1210/endo-127-4-1590. [PMID: 2401227]
  • H Verhagen, C Furnée, B Schutte, F T Bosman, G H Blijham, P T Henderson, F ten Hoor, J C Kleinjans. Dose-dependent effects of short-term dietary administration of the food additive butylated hydroxyanisole on cell kinetic parameters in rat gastro-intestinal tract. Carcinogenesis. 1990 Sep; 11(9):1461-8. doi: 10.1093/carcin/11.9.1461. [PMID: 2401038]
  • R Hasegawa, F Furukawa, K Toyoda, M Takahashi, Y Hayashi, M Hirose, N Ito. Inhibitory effects of antioxidants on N-bis(2-hydroxypropyl)nitrosamine-induced lung carcinogenesis in rats. Japanese journal of cancer research : Gann. 1990 Sep; 81(9):871-7. doi: 10.1111/j.1349-7006.1990.tb02660.x. [PMID: 2121688]
  • S Horie. Advances in research on DT-diaphorase--catalytic properties, regulation of activity and significance in the detoxication of foreign compounds. The Kitasato archives of experimental medicine. 1990 Apr; 63(1):11-30. doi: . [PMID: 2125671]
  • D Roy, J G Liehr. Inhibition of estrogen-induced kidney carcinogenesis in Syrian hamsters by modulators of estrogen metabolism. Carcinogenesis. 1990 Apr; 11(4):567-70. doi: 10.1093/carcin/11.4.567. [PMID: 1691052]
  • H Amo, H Kubota, J Lu, M Matsuyama. Adenomatous hyperplasia and adenomas in the lung induced by chronic feeding of butylated hydroxyanisole of Japanese house musk shrew (Suncus murinus). Carcinogenesis. 1990 Jan; 11(1):151-4. doi: 10.1093/carcin/11.1.151. [PMID: 2295121]
  • R Van Horn, F A DeWire, W S Barnes. 2,[3]tert-butyl-4-hydroxyanisole does not reduce SCE induction by benzo(a) pyrene in bone marrow cells of C57BL/6 mice. Environmental and molecular mutagenesis. 1990; 16(1):26-31. doi: 10.1002/em.2850160105. [PMID: 2373073]
  • N Ito, M Hirose, M Shibata, H Tanaka, T Shirai. Modifying effects of simultaneous treatment with butylated hydroxyanisole (BHA) on rat tumor induction by 3,2'-dimethyl-4-aminobiphenyl, 2,2'-dihydroxy-di-n-propylnitrosamine and N-methylnitrosourea. Carcinogenesis. 1989 Dec; 10(12):2255-9. doi: 10.1093/carcin/10.12.2255. [PMID: 2591015]
  • H Verhagen, H H Beckers, P A Comuth, L M Maas, F ten Hoor, P T Henderson, J C Kleinjans. Disposition of single oral doses of butylated hydroxytoluene in man and rat. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1989 Dec; 27(12):765-72. doi: 10.1016/0278-6915(89)90105-1. [PMID: 2606406]
  • H Verhagen, L M Maas, R H Beckers, H H Thijssen, F ten Hoor, P T Henderson, J C Kleinjans. Effect of subacute oral intake of the food antioxidant butylated hydroxyanisole on clinical parameters and phase-I and -II biotransformation capacity in man. Human toxicology. 1989 Nov; 8(6):451-9. doi: 10.1177/096032718900800604. [PMID: 2591985]
  • M A Shibata, M Yamada, E Asakawa, A Hagiwara, S Fukushima. Responses of rat urine and urothelium to bladder tumor promoters: possible roles of prostaglandin E2 and ascorbic acid synthesis in bladder carcinogenesis. Carcinogenesis. 1989 Sep; 10(9):1651-6. doi: 10.1093/carcin/10.9.1651. [PMID: 2766457]
  • G Chaudhri, I A Clark. Reactive oxygen species facilitate the in vitro and in vivo lipopolysaccharide-induced release of tumor necrosis factor. Journal of immunology (Baltimore, Md. : 1950). 1989 Aug; 143(4):1290-4. doi: NULL. [PMID: 2745981]
  • C M Thumwood, N H Hunt, W B Cowden, I A Clark. Antioxidants can prevent cerebral malaria in Plasmodium berghei-infected mice. British journal of experimental pathology. 1989 Jun; 70(3):293-303. doi: NULL. [PMID: 2669924]
  • H Verhagen, H H Thijssen, F ten Hoor, J C Kleinjans. Disposition of single oral doses of butylated hydroxyanisole in man and rat. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1989 Mar; 27(3):151-8. doi: 10.1016/0278-6915(89)90063-x. [PMID: 2731811]