1,4-Benzoquinone (BioDeep_00001867651)
Main id: BioDeep_00000003736
PANOMIX_OTCML-2023 Volatile Flavor Compounds
代谢物信息卡片
1,4-Benzoquinone
化学式: C6H4O2 (108.0211284)
中文名称: 对苯醌, 1,4-苯醌
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C1=CC(=O)C=CC1=O
InChI: InChI=1S/C6H4O2/c7-5-1-2-6(8)4-3-5/h1-4H
描述信息
The simplest member of the class of 1,4-benzoquinones, obtained by the formal oxidation of hydroquinone to the corresponding diketone. It is a metabolite of benzene.
D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents
同义名列表
3 个代谢物同义名
数据库引用编号
12 个数据库交叉引用编号
- ChEBI: CHEBI:16509
- KEGG: C00472
- PubChem: 4650
- ChEMBL: CHEMBL8320
- CAS: 3225-29-4
- CAS: 106-51-4
- MetaboLights: MTBLC16509
- PubChem: 3755
- PDB-CCD: PLQ
- 3DMET: B01254
- NIKKAJI: J5.052K
- KNApSAcK: 16509
分类词条
相关代谢途径
Reactome(0)
BioCyc(4)
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)
5 个相关的物种来源信息
- 1390660 - Blaps lethifera: 10.1515/ZNB-1960-0311
- 3039 - Euglena gracilis: 10.3389/FBIOE.2021.662655
- 3766 - Pyrus: 10.1016/S0031-9422(02)00444-2
- 432920 - Uloma: 10.1007/BF00989557
- 445438 - Vespa simillima: 10.1248/BPB.31.722
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
- Jetmir Haxhija, Felix Guischard, Thorsten Koslowski. A trick of the tail: computing the entropic contribution to the energetics of quinone-protein unbindung.
Physical chemistry chemical physics : PCCP.
2023 Oct; ?(?):. doi:
10.1039/d3cp03466f. [PMID: 37800323] - Rogowski Paweł, Urban Aleksandra, Romanowska Elżbieta. Enzymatic kinetics of photosystem II with DCBQ as a substrate in extended Michaelis-Menten model.
Journal of photochemistry and photobiology. B, Biology.
2023 Oct; 247(?):112780. doi:
10.1016/j.jphotobiol.2023.112780. [PMID: 37678075] - Xiaopeng Wang, Nina Aboughanem-Sabanadzovic, Sead Sabanadzovic, Maria Tomaso-Peterson, Tessie H Wilkerson, Tom W Allen. Defining Fungicide Resistance Mechanisms in the Corynespora cassiicola Population from Mississippi Soybean.
Plant disease.
2023 Aug; 107(8):2365-2374. doi:
10.1094/pdis-06-22-1297-re. [PMID: 36774572] - Xiaopeng Wang, Nina Aboughanem-Sabanadzovic, Sead Sabanadzovic, Maria Tomaso-Peterson, Tessie H Wilkerson, Tom W Allen. Evaluating In Vitro Fitness Parameters of G143A-Containing and Wild-Type Corynespora cassiicola Isolates from Mississippi Soybean.
Plant disease.
2023 Aug; 107(8):2375-2383. doi:
10.1094/pdis-06-22-1298-re. [PMID: 36581605] - Li Zhang, Yu Yan, Jianping Zhu, Xuexue Xia, Ganjun Yuan, Shimin Li, Beibei Deng, Xinrong Luo. Quinone Pool, a Key Target of Plant Flavonoids Inhibiting Gram-Positive Bacteria.
Molecules (Basel, Switzerland).
2023 Jun; 28(13):. doi:
10.3390/molecules28134972. [PMID: 37446632] - Naveen J Roy, Shreyada N Save, Virenderkumar Sharma, Benchamin Abraham, Abhijith Kuttanamkuzhi, Shilpy Sharma, Mayurika Lahiri, Pinaki Talukdar. NAD(P)H:Quinone Acceptor Oxidoreductase 1 (NQO1) Activatable Salicylamide H+/Cl- Transporters.
Chemistry (Weinheim an der Bergstrasse, Germany).
2023 Jun; ?(?):e202301412. doi:
10.1002/chem.202301412. [PMID: 37345998] - Shungang Jiao, Huiming Huang, Lifang Wang, Shana Wuken, Changxin Liu, Lulu Kang, Juan Liu, Zhongdong Hu, Pengfei Tu, Luqi Huang, Xingyun Chai. Alashanines A-C, Three Quinone-Terpenoid Alkaloids from Syringa pinnatifolia with Cytotoxic Potential by Activation of ERK.
The Journal of organic chemistry.
2023 May; ?(?):. doi:
10.1021/acs.joc.3c00369. [PMID: 37178146] - David J K Swainsbury, Frederick R Hawkings, Elizabeth C Martin, Sabina Musiał, Jack H Salisbury, Philip J Jackson, David A Farmer, Matthew P Johnson, C Alistair Siebert, Andrew Hitchcock, C Neil Hunter. Cryo-EM structure of the four-subunit Rhodobacter sphaeroides cytochrome bc1 complex in styrene maleic acid nanodiscs.
Proceedings of the National Academy of Sciences of the United States of America.
2023 03; 120(12):e2217922120. doi:
10.1073/pnas.2217922120. [PMID: 36913593] - Xiaoqing Huang, Xina Wang, Lianzhu Zhou, Fanfang Kong, Yongqiang Liu, Zhoungyue Wang, Hao Zhang. TaqMan-MGB PCR method for rapid detection of QoI fungicide resistance in Chinese populations of Plasmopara viticola.
Plant disease.
2023 Mar; ?(?):. doi:
10.1094/pdis-12-22-2954-re. [PMID: 36856651] - Nabin K Dangal, Hossein M Rekabdarkolaee, Samuel G Markell, Robert M Harveson, Febina M Mathew. Foliar Fungicides Containing FRAC 11 Mitigate Phomopsis Stem Canker in Sunflower (Helianthus annuus).
Plant disease.
2023 Mar; 107(3):743-749. doi:
10.1094/pdis-03-22-0516-re. [PMID: 35914292] - Ravi Raj Pal, Vasundhara Rajpal, Neelu Singh, Sukhveer Singh, Nidhi Mishra, Priya Singh, Priyanka Maurya, Alka, Shubhini A Saraf. Downregulation of pro-inflammatory markers IL-6 and TNF-α in rheumatoid arthritis using nano-lipidic carriers of a quinone-based phenolic: an in vitro and in vivo study.
Drug delivery and translational research.
2023 02; 13(2):627-641. doi:
10.1007/s13346-022-01221-7. [PMID: 35963927] - Baolei Dong, Hao Qu, Ling Yan, Changhong Liu, Yu Mao, Lei Zheng. Colorimetric detection of 2-tert-butyl-1,4-benzoquinone in edible oils based on a chromogenic reaction with commercial chemicals.
Food chemistry.
2023 Jan; 400(?):134037. doi:
10.1016/j.foodchem.2022.134037. [PMID: 36055146] - Xin-Hui Tian, Li-Li Hong, Wei-Hua Jiao, Hou-Wen Lin. Natural sesquiterpene quinone/quinols: chemistry, biological activity, and synthesis.
Natural product reports.
2023 Jan; ?(?):. doi:
10.1039/d2np00045h. [PMID: 36636914] - K N D'Arcangelo, E C Wallace, T D Miles, L M Quesada-Ocampo. Carboxylic Acid Amide but Not Quinone Outside Inhibitor Fungicide Resistance Mutations Show Clade-Specific Occurrence in Pseudoperonospora cubensis Causing Downy Mildew in Commercial and Wild Cucurbits.
Phytopathology.
2023 Jan; 113(1):80-89. doi:
10.1094/phyto-05-22-0166-r. [PMID: 35918851] - Nathaniel H White, Danilo L Neves, Etta M Nuckles, Lisa J Vaillancourt, Jiawen Zhang, Guirong Zhang, Carl A Bradley. Identification of Quinone Outside Inhibitor Fungicide-Resistant Isolates of Parastagonospora nodorum from Illinois and Kentucky.
Plant disease.
2023 Jan; 107(1):38-45. doi:
10.1094/pdis-01-22-0180-re. [PMID: 35722914] - Rui Zhang, Qiguo Wu, Han Gao, Yue Li, Peiliang Zhang. Rapid separation and characterization of the in vitro metabolites of moscatilin by ultra-high performance liquid chromatography coupled to hybrid quadrupole orbitrap tandem mass spectrometry.
Journal of separation science.
2022 Dec; 45(23):4167-4175. doi:
10.1002/jssc.202200617. [PMID: 36168860] - Adriano Francis Dorigan, Silvino Intra Moreira, Paulo Cezar Ceresini, Edson Ampélio Pozza, Leônidas Leoni Belan, Patricia Ricardino da Silveira, Eduardo Alves. Higher fitness and competitive advantage of Pyricularia oryzae Triticum lineage resistant to QoI fungicides.
Pest management science.
2022 Dec; 78(12):5251-5258. doi:
10.1002/ps.7144. [PMID: 36054071] - Verena Nadin Fritsch, Vu Van Loi, Benno Kuropka, Martin Gruhlke, Christoph Weise, Haike Antelmann. The MarR/DUF24-Family QsrR Repressor Senses Quinones and Oxidants by Thiol Switch Mechanisms in Staphylococcus aureus.
Antioxidants & redox signaling.
2022 Nov; ?(?):. doi:
10.1089/ars.2022.0090. [PMID: 36242097] - Scott D Cosseboom, Mengjun Hu. Off-target selection of resistance to azoxystrobin in Aspergillus species associated with grape late season rots.
Pesticide biochemistry and physiology.
2022 Nov; 188(?):105227. doi:
10.1016/j.pestbp.2022.105227. [PMID: 36464347] - Natsumi Aoki, Songkui Cui, Satoko Yoshida. Cytokinins Induce Prehaustoria Coordinately with Quinone Signals in the Parasitic Plant Striga hermonthica.
Plant & cell physiology.
2022 Oct; 63(10):1446-1456. doi:
10.1093/pcp/pcac130. [PMID: 36112485] - Cosby G Arnold, Layne Dylla, Andrew A Monte, Kennon Heard, Susan Heard, Angelo D'Alessandro, Kate Reynolds, Richard Dart, Barry Rumack, Brandon Sonn. Metabolomic Evaluation of N-Acetyl-p-Benzoquinone Imine Protein Adduct Formation with Therapeutic Acetaminophen Administration: Sex-based Physiologic Differences.
Journal of medical toxicology : official journal of the American College of Medical Toxicology.
2022 10; 18(4):297-310. doi:
10.1007/s13181-022-00903-5. [PMID: 35751009] - Mingming Xu, Junfei Zhou, Ding Heng, Xiaorong Su, Monday M Onakpa, Yuefan Bai, Jin-Ao Duan, Chun-Tao Che, Hongkai Bi, Ming Zhao. Quinone Derivatives as Promising Anti-Helicobacter pylori Agents from Aerial Parts of Mitracarpus hirtus.
Journal of natural products.
2022 04; 85(4):1029-1038. doi:
10.1021/acs.jnatprod.1c01163. [PMID: 35412828] - Marcus V Marin, Teresa E Seijo, Elias Zuchelli, Natalia A Peres. Detection and Characterization of Quinone Outside Inhibitor-Resistant Phytophthora cactorum and P. nicotianae Causing Leather Rot in Florida Strawberry.
Plant disease.
2022 Apr; 106(4):1203-1208. doi:
10.1094/pdis-08-21-1658-re. [PMID: 34813708] - Thurdpong Sribuhom, Priyapan Posri, Wilaiwan Khankeaw, Chanakan Pornchoo, Auemduan Prawan, Sarawut Tontapha, Vittaya Amornkitbamrung, Chavi Yenjai. A rare isoflavone-quinone and a new flavanone from the roots of Dalbergia stipulacea Roxb.
Natural product research.
2022 Mar; ?(?):1-9. doi:
10.1080/14786419.2022.2053852. [PMID: 35300543] - Qijie Gong, Fulai Yang, Jiabao Hu, Tian Li, Pengfei Wang, Xiang Li, Xiaojin Zhang. Rational designed highly sensitive NQO1-activated near-infrared fluorescent probe combined with NQO1 substrates in vivo: An innovative strategy for NQO1-overexpressing cancer theranostics.
European journal of medicinal chemistry.
2021 Nov; 224(?):113707. doi:
10.1016/j.ejmech.2021.113707. [PMID: 34303080] - Li-Shar Huang, Peter Lümmen, Edward A Berry. Crystallographic investigation of the ubiquinone binding site of respiratory Complex II and its inhibitors.
Biochimica et biophysica acta. Proteins and proteomics.
2021 09; 1869(9):140679. doi:
10.1016/j.bbapap.2021.140679. [PMID: 34089891] - Mamona Nazir, Muhammad Saleem, Muhammad Imran Tousif, Muhammad Aijaz Anwar, Frank Surup, Iftikhar Ali, Daijie Wang, Nilufar Z Mamadalieva, Elham Alshammari, Mohamed L Ashour, Ahmed M Ashour, Ishtiaq Ahmed, Elizbit, Ivan R Green, Hidayat Hussain. Meroterpenoids: A Comprehensive Update Insight on Structural Diversity and Biology.
Biomolecules.
2021 06; 11(7):. doi:
10.3390/biom11070957. [PMID: 34209734] - Chunyan Wang, Di Jiang, Yihan Sun, Yue Gu, Yu Ming, Jie Zheng, Chenxu Yu, Xing Chen, Hang Qi. Synergistic effects of UVA irradiation and phlorotannin extracts of Laminaria japonica on properties of grass carp myofibrillar protein gel.
Journal of the science of food and agriculture.
2021 May; 101(7):2659-2667. doi:
10.1002/jsfa.10890. [PMID: 33063326] - Rui-Juan Yang, De Zhou, Qiao-Mei Wang, Xing-Hua Wang, Wen-Jie Zhang, Li Zhuang, Xuan-Jun Wang, Liang Yan, Jie Lv, Jun Sheng. Paenibacillus puerhi sp. nov., isolated from the rhizosphere soil of Pu-erh tea plants (Camellia sinensis var. assamica).
Archives of microbiology.
2021 May; 203(4):1375-1382. doi:
10.1007/s00203-020-02135-z. [PMID: 33386866] - Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
Cell reports.
2021 04; 35(4):109040. doi:
10.1016/j.celrep.2021.109040. [PMID: 33910017] - Jenna E Foderaro, James B Konopka. Differential Roles of a Family of Flavodoxin-Like Proteins That Promote Resistance to Quinone-Mediated Oxidative Stress in Candida albicans.
Infection and immunity.
2021 03; 89(4):. doi:
10.1128/iai.00670-20. [PMID: 33468576] - Changkang Li, Chaoxuan Dong, Jia Fu, Jun Xie, Shengtian Lai, Hongqing Wang, Ruoyun Chen, Jie Kang. The racemic trimeric quinone and polycyclic quinones isolated from the aerial parts of Morinda umbellata L.
Phytochemistry.
2021 Mar; 183(?):112622. doi:
10.1016/j.phytochem.2020.112622. [PMID: 33418168] - Francesco Caruso, Miriam Rossi, Jens Z Pedersen, Sandra Incerpi. Computational studies reveal mechanism by which quinone derivatives can inhibit SARS-CoV-2. Study of embelin and two therapeutic compounds of interest, methyl prednisolone and dexamethasone.
Journal of infection and public health.
2020 Dec; 13(12):1868-1877. doi:
10.1016/j.jiph.2020.09.015. [PMID: 33109497] - Minori Uchimiya. Proton-Coupled Electron Transfers of Defense Phytochemicals in Sorghum (Sorghum bicolor (L.) Moench).
Journal of agricultural and food chemistry.
2020 Nov; 68(46):12978-12983. doi:
10.1021/acs.jafc.9b07816. [PMID: 32043892] - Fakher M Rabboh, Glen D O'Neil. Voltammetric pH Measurements in Unadulterated Foodstuffs, Urine, and Serum with 3D-Printed Graphene/Poly(Lactic Acid) Electrodes.
Analytical chemistry.
2020 11; 92(22):14999-15006. doi:
10.1021/acs.analchem.0c02902. [PMID: 33140638] - Anuphon Laohavisit, Takanori Wakatake, Nobuaki Ishihama, Hugh Mulvey, Kaori Takizawa, Takamasa Suzuki, Ken Shirasu. Quinone perception in plants via leucine-rich-repeat receptor-like kinases.
Nature.
2020 11; 587(7832):92-97. doi:
10.1038/s41586-020-2655-4. [PMID: 32879491] - Munusamy Madhaiyan, Venkatakrishnan Sivaraj Saravanan, Joseph S Wirth, Tan Hian Hwee Alex, Soo-Jin Kim, Hang-Yeon Weon, Soon-Wo Kwon, William B Whitman, Lianghui Ji. Sphingomonas palmae sp. nov. and Sphingomonas gellani sp. nov., endophytically associated phyllosphere bacteria isolated from economically important crop plants.
Antonie van Leeuwenhoek.
2020 Nov; 113(11):1617-1632. doi:
10.1007/s10482-020-01468-5. [PMID: 32949307] - Chuan-Hua Ding, He Zhu. Isatidis Folium alleviates acetaminophen-induced liver injury in mice by enhancing the endogenous antioxidant system.
Environmental toxicology.
2020 Nov; 35(11):1251-1259. doi:
10.1002/tox.22990. [PMID: 32677766] - Miroslav Sisa, Marcela Dvorakova, Veronika Temml, Veronika Jarosova, Tomas Vanek, Premysl Landa. Synthesis, inhibitory activity and in silico docking of dual COX/5-LOX inhibitors with quinone and resorcinol core.
European journal of medicinal chemistry.
2020 Oct; 204(?):112620. doi:
10.1016/j.ejmech.2020.112620. [PMID: 32738413] - Hirobumi Yamamoto, Mika Tsukahara, Yumiko Yamano, Akimori Wada, Kazufumi Yazaki. Alcohol Dehydrogenase Activity Converts 3″-Hydroxy-geranylhydroquinone to an Aldehyde Intermediate for Shikonin and Benzoquinone Derivatives in Lithospermum erythrorhizon.
Plant & cell physiology.
2020 Oct; 61(10):1798-1806. doi:
10.1093/pcp/pcaa108. [PMID: 32810231] - Rongli Sun, Zhaodi Man, Jiahui Ji, Shuangbin Ji, Kai Xu, Yunqiu Pu, Linling Yu, Juan Zhang, Lihong Yin, Yuepu Pu. l-Carnitine protects against 1,4-benzoquinone-induced apoptosis and DNA damage by suppressing oxidative stress and promoting fatty acid oxidation in K562 cells.
Environmental toxicology.
2020 Oct; 35(10):1033-1042. doi:
10.1002/tox.22939. [PMID: 32478940] - Max Körner, Peter Slaby, Markus Albert. Quinones shuffling the CARDs.
Nature plants.
2020 09; 6(9):1074-1075. doi:
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International journal of molecular sciences.
2020 Aug; 21(17):. doi:
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Biochimica et biophysica acta. General subjects.
2020 03; 1864(3):129514. doi:
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International journal of molecular sciences.
2020 Feb; 21(5):. doi:
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Bioorganic chemistry.
2020 01; 94(?):103435. doi:
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Journal of microbiology (Seoul, Korea).
2019 Nov; 57(11):967-975. doi:
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Pigment cell & melanoma research.
2019 11; 32(6):766-776. doi:
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Biochemistry.
2019 10; 58(42):4272-4275. doi:
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Nutrients.
2019 Oct; 11(10):. doi:
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Cell death & disease.
2019 10; 10(10):772. doi:
10.1038/s41419-019-2004-4. [PMID: 31601785] - Jack A Forsman, Imre Vass, Julian J Eaton-Rye. D1:Glu244 and D1:Tyr246 of the bicarbonate-binding environment of Photosystem II moderate high light susceptibility and electron transfer through the quinone-Fe-acceptor complex.
Biochimica et biophysica acta. Bioenergetics.
2019 10; 1860(10):148054. doi:
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Ecotoxicology and environmental safety.
2019 Sep; 180(?):374-383. doi:
10.1016/j.ecoenv.2019.05.002. [PMID: 31102845] - Leyla Alizadeh, Khadije Abdolmaleki, Kooshan Nayebzadeh, Reyhane Shahin. Effects of tocopherol, rosemary essential oil and Ferulago angulata extract on oxidative stability of mayonnaise during its shelf life: A comparative study.
Food chemistry.
2019 Jul; 285(?):46-52. doi:
10.1016/j.foodchem.2019.01.028. [PMID: 30797371] - Umer Farooq, Yanjun Pan, Dejene Disasa, Jianhua Qi. Novel Anti-Aging Benzoquinone Derivatives from Onosma bracteatum Wall.
Molecules (Basel, Switzerland).
2019 Apr; 24(7):. doi:
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Journal of microbiology (Seoul, Korea).
2019 Feb; 57(2):107-112. doi:
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The Journal of biological chemistry.
2019 01; 294(2):679-696. doi:
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Basic & clinical pharmacology & toxicology.
2018 Nov; 123(5):589-593. doi:
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Natural product research.
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