tert-Butylhydroquinone (BioDeep_00001871290)

   

natural product


代谢物信息卡片


tert-Butylhydroquinone

化学式: C10H14O2 (166.0994)
中文名称: 叔丁基对苯二酚(TBHQ), 叔丁基氢醌
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)O)O
InChI: InChI=1S/C10H14O2/c1-10(2,3)8-6-7(11)4-5-9(8)12/h4-6,11-12H,1-3H3

描述信息

D020011 - Protective Agents > D000975 - Antioxidants
D004791 - Enzyme Inhibitors
TBHQ (tert-Butylhydroquinone) is a widely used Nrf2 activator, protects against Doxorubicin (DOX)-induced cardiotoxicity through activation of Nrf2[1]. TBHQ (tert-Butylhydroquinone) is also an ERK activator; rescues Dehydrocorydaline (DHC)-induced cell proliferation inhibitionin melanoma[2].

同义名列表

3 个代谢物同义名

tert-Butylhydroquinone; TBHQ; tert-Butylhydroquinone



数据库引用编号

7 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)

9 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。

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亚细胞结构定位 关联基因列表


文献列表

  • Jianxin Diao, Huijie Fan, Jia Zhang, Xiuqiong Fu, Rongxin Liao, Peng Zhao, Wei Huang, Shiying Huang, Huajun Liao, Jieying Yu, Dongmei Pan, Ming Wang, Wei Xiao, Xiaomin Wen. Activation of APE1 modulates Nrf2 protected against acute liver injury by inhibit hepatocyte ferroptosis and promote hepatocyte autophagy. International immunopharmacology. 2024 Jan; 128(?):111529. doi: 10.1016/j.intimp.2024.111529. [PMID: 38244516]
  • Xi Wang, Wenjing Zhu, Miao Xing, Haiyan Zhu, Enqing Chen, Jie Zhou. Matrine disrupts Nrf2/GPX4 antioxidant system and promotes hepatocyte ferroptosis. Chemico-biological interactions. 2023 Sep; ?(?):110713. doi: 10.1016/j.cbi.2023.110713. [PMID: 37716422]
  • Xiaojin Liu, Luodan Yang, Guoying Zhang, Jianya Ling. Neuroprotective Effects of Phenolic Antioxidant Tert-butylhydroquinone (tBHQ) in Brain Diseases. Molecular neurobiology. 2023 Sep; 60(9):4909-4923. doi: 10.1007/s12035-023-03370-3. [PMID: 37191855]
  • Maedeh Hosseinkhani, Reza Farhoosh. Kinetics of chemical deteriorations over the frying protected by gallic acid and methyl gallate. Scientific reports. 2023 Jul; 13(1):11059. doi: 10.1038/s41598-023-38385-2. [PMID: 37422505]
  • Jia Chen, Lingyan Zhang, Peng Zhao, Gaiqin Ma, Qi Li, Xiuzhu Yu. Synthesized alkyl ferulates with different chain lengths inhibited the formation of lipid oxidation products in soybean oil during deep frying. Food chemistry. 2023 Jun; 410(?):135458. doi: 10.1016/j.foodchem.2023.135458. [PMID: 36641917]
  • Xing Jiang, Xiaonan Yang, Yanxia Shi, Yan Long, Wenqing Su, Wendong He, Kunhua Wei, Jianhua Miao. Maackiain inhibits proliferation and promotes apoptosis of nasopharyngeal carcinoma cells by inhibiting the MAPK/Ras signaling pathway. Chinese journal of natural medicines. 2023 Mar; 21(3):185-196. doi: 10.1016/s1875-5364(23)60420-0. [PMID: 37003641]
  • Rashida Parvin, Jin-Kyu Seo, Jeong-Uk Eom, Zubayed Ahamed, Han-Sul Yang. Inhibitory and antioxidative capacity of nutmeg extracts on reduction of lipid oxidation and heterocyclic amines in pan-roasted beef patties. Meat science. 2023 Mar; 197(?):109064. doi: 10.1016/j.meatsci.2022.109064. [PMID: 36493554]
  • Hong-Sik Hwang, Jill K Winkler-Moser. Bicarbonates and carbonates as antioxidants in vegetable oils at frying temperatures. Journal of food science. 2023 Feb; 88(2):717-731. doi: 10.1111/1750-3841.16442. [PMID: 36576154]
  • Yu-Ting Xia, Yu-Qin Zhang, Lu Chen, Liangliang Min, Da Huang, Yulu Zhang, Cong Li, Zhi-Hua Li. Suppression of migration and invasion by taraxerol in the triple-negative breast cancer cell line MDA-MB-231 via the ERK/Slug axis. PloS one. 2023; 18(9):e0291693. doi: 10.1371/journal.pone.0291693. [PMID: 37751436]
  • Jia Li, Haiying Liu, Li Shang. Tert-butylhydroquinone Mitigates Renal Dysfunction in Pregnant Diabetic Rats via Attenuation of Oxidative Stress and Modulation of the iNOs/ NFkB/TNF Alpha Signalling Pathway. Endocrine, metabolic & immune disorders drug targets. 2023; 23(5):633-646. doi: 10.2174/1871530322666220908153118. [PMID: 36089780]
  • Sergio Nogales-Delgado, Agustina Guiberteau Cabanillas, Ángela García Romero, José María Encinar Martín. Monitoring tert-Butylhydroquinone Content and Its Effect on a Biolubricant during Oxidation. Molecules (Basel, Switzerland). 2022 Dec; 27(24):. doi: 10.3390/molecules27248931. [PMID: 36558059]
  • Chinedum O Eleazu, Uket N Obeten, Gerald Ozor, Canice C Njemanze, Kate C Eleazu, Agatha C Egedigwe-Ekeleme, Uchechukwu C Okorie, Shedrack C Ogunwa, Adewale I Adeolu, Petra-Favour N Okoh, Abigail O Kalu, Chinazaekpere J Onyia, Scholastica Onyia, Precious Ossai, Chioma C Chikezie, Bright C Odii, Valentine Obi, Valeria M Igwe, Chidiebere A Amobi, Ogechukwu J Ugada, Winner O Kalu, Shedrach Kanu. Tert-butylhydroquinone abrogates fructose-induced insulin resistance in rats via mitigation of oxidant stress, NFkB-mediated inflammation in the liver but not the skeletal muscle of high fructose drinking rats. Journal of food biochemistry. 2022 12; 46(12):e14473. doi: 10.1111/jfbc.14473. [PMID: 36251589]
  • Zou Bin, Liu Feng, Yan Yan. Biomimetic metalloporphyrin oxidase modified carbon nanotubes for highly sensitive and stable quantification of anti-oxidants tert-butylhydroquinone in plant oil. Food chemistry. 2022 Sep; 388(?):132898. doi: 10.1016/j.foodchem.2022.132898. [PMID: 35436634]
  • Wei Liu, Bingyue Zong, Xiaoping Wang, Guolong Yang, Jingjing Yu. Deep eutectic solvents as switchable solvents for highly efficient liquid-liquid microextraction of phenolic antioxidant: Easily tracking the original TBHQ in edible oils. Food chemistry. 2022 May; 377(?):131946. doi: 10.1016/j.foodchem.2021.131946. [PMID: 34979403]
  • Neethu Sebastian, Wan-Chin Yu, Deepak Balram, Fahad S Al-Mubaddel, Muhammad Tayyab Noman. Nanomolar detection of food additive tert-butylhydroquinone in edible oils based on novel ternary metal oxide embedded β-cyclodextrin functionalized carbon black. Food chemistry. 2022 May; 377(?):131867. doi: 10.1016/j.foodchem.2021.131867. [PMID: 34974409]
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  • Hélène Seiller, Flore Kurihara, François Chasset, Angèle Soria, Annick Barbaud. Tert-butylhydroquinone is a marker for sensitivity to Nigella sativa oil allergy: Five new cases. Contact dermatitis. 2021 Jun; 84(6):447-449. doi: 10.1111/cod.13750. [PMID: 33236781]
  • Jianhui Xie, Zhengquan Lai, Xinghan Zheng, Huijun Liao, Yanfang Xian, Qian Li, Jingjing Wu, Siupo Ip, Youliang Xie, Jiannan Chen, Ziren Su, Zhixiu Lin, Xiaobo Yang. Apoptotic activities of brusatol in human non-small cell lung cancer cells: Involvement of ROS-mediated mitochondrial-dependent pathway and inhibition of Nrf2-mediated antioxidant response. Toxicology. 2021 03; 451(?):152680. doi: 10.1016/j.tox.2021.152680. [PMID: 33465425]
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  • Catherine Besner Morin, Denis Sasseville. Expanding Patch Testing Beyond the Baseline Series: Usefulness of Customized Antimicrobials, Vehicles, and Cosmetics Series. Dermatitis : contact, atopic, occupational, drug. 2020 Nov; 31(6):367-372. doi: 10.1097/der.0000000000000674. [PMID: 33074937]
  • Flore Kurihara, Angele Soria, Jean-Pierre Lepoittevin, Francois Chasset, Annick Barbaud, Catherine Pecquet. Thymoquinone as a causative allergen in Nigella sativa oil contact dermatitis with cross-reactivity to tert-butylhydroquinone. Contact dermatitis. 2020 Aug; 83(2):132-134. doi: 10.1111/cod.13542. [PMID: 32232855]
  • Zhen-Wen Zhang, Jun Liang, Jing-Xing Yan, Yi-Chao Ye, Jing-Jing Wang, Chong Chen, Hong-Tao Sun, Feng Chen, Yue Tu, Xiao-Hong Li. TBHQ improved neurological recovery after traumatic brain injury by inhibiting the overactivation of astrocytes. Brain research. 2020 07; 1739(?):146818. doi: 10.1016/j.brainres.2020.146818. [PMID: 32275911]
  • Z Rahman, D K Dwivedi, G B Jena. Ethanol-induced gastric ulcer in rats and intervention of tert-butylhydroquinone: Involvement of Nrf2/HO-1 signalling pathway. Human & experimental toxicology. 2020 Apr; 39(4):547-562. doi: 10.1177/0960327119895559. [PMID: 31876185]
  • Li Zhou, Hua Ning, Haibin Wei, Tiantian Xu, Xindi Zhao, Ai Fu, Qianyu Qian, Zhen Yang, Xiaobing Dou, Songtao Li. A Novel STAT3-Mediated GATA6 Pathway Contributes to tert-Butylhydroquinone- (tBHQ-) Protected TNFα-Activated Vascular Cell Adhesion Molecule 1 (VCAM-1) in Vascular Endothelium. Oxidative medicine and cellular longevity. 2020; 2020(?):6584059. doi: 10.1155/2020/6584059. [PMID: 33274004]
  • Gökçe Cihan-Üstündağ, Muhammet Zopun, Evelien Vanderlinden, Elif Ozkirimli, Leentje Persoons, Gültaze Çapan, Lieve Naesens. Superior inhibition of influenza virus hemagglutinin-mediated fusion by indole-substituted spirothiazolidinones. Bioorganic & medicinal chemistry. 2020 01; 28(1):115130. doi: 10.1016/j.bmc.2019.115130. [PMID: 31753804]
  • Ruidong Li, Peng Zhang, Chengguo Li, Wenchang Yang, Yuping Yin, Kaixiong Tao. Tert-butylhydroquinone mitigates Carbon Tetrachloride induced Hepatic Injury in mice. International journal of medical sciences. 2020; 17(14):2095-2103. doi: 10.7150/ijms.45842. [PMID: 32922170]
  • 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]
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  • Qin Zhou, Xin Wang, Xiaofei Shao, Honglei Wang, Xiaobo Liu, Xiaosu Ke, Chongxiang Xiong, Lixin Wei, Hequn Zou. tert-Butylhydroquinone Treatment Alleviates Contrast-Induced Nephropathy in Rats by Activating the Nrf2/Sirt3/SOD2 Signaling Pathway. Oxidative medicine and cellular longevity. 2019; 2019(?):4657651. doi: 10.1155/2019/4657651. [PMID: 31929854]
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  • Jun Li, Yanlan Bi, Huifang Yang, Donghai Wang. Antioxidative Properties and Interconversion of tert-Butylhydroquinone and tert-Butylquinone in Soybean Oils. Journal of agricultural and food chemistry. 2017 Dec; 65(48):10598-10603. doi: 10.1021/acs.jafc.7b04517. [PMID: 29129059]
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