2,6-Dimethoxy-1,4-benzoquinone (BioDeep_00000003859)

Main id: BioDeep_00000407536

 

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


3,5-Dimethoxy-1,4-benzoquinone; 3,5-Dimethoxybenzoquinone; NSC 24500

化学式: C8H8O4 (168.0422568)
中文名称: 2,6-二甲氧基-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=C(C1=O)OC)OC
InChI: InChI=1S/C8H8O4/c1-11-6-3-5(9)4-7(12-2)8(6)10/h3-4H,1-2H3

描述信息

2,6-Dimethoxy-1,4-benzoquinone is a natural product found in Diospyros eriantha, Iris milesii, and other organisms with data available.
2,6-Dimethoxyquinone is a methoxy-substituted benzoquinone and bioactive compound found in fermented wheat germ extracts, with potential antineoplastic and immune-enhancing activity. 2,6-Dimethoxyquinone (2,6-DMBQ) inhibits anaerobic glycolysis thereby preventing cellular metabolism and inducing apoptosis. As cancer cells use the anaerobic glycolysis pathway to metabolize glucose and cancer cells proliferate at an increased rate as compared to normal, healthy cells, this agent is specifically cytotoxic towards cancer cells. In addition, 2,6-DMBQ exerts immune-enhancing effects by increasing natural killer (NK) cell and T-cell activity against cancer cells.
See also: Acai fruit pulp (part of).
2,6-Dimethoxy-1,4-benzoquinone is found in common wheat. 2,6-Dimethoxy-1,4-benzoquinone is a constituent of bark of Phyllostachys heterocycla var. pubescens (moso bamboo)
Constituent of bark of Phyllostachys heterocycla variety pubescens (moso bamboo). 2,6-Dimethoxy-1,4-benzoquinone is found in green vegetables and common wheat.
2,6-Dimethoxy-1,4-benzoquinone, a natural phytochemical, is a known haustorial inducing factor. 2,6-Dimethoxy-1,4-benzoquinone exerts anti-cancer, anti-inflammatory, anti-adipogenic, antibacterial, and antimalaria effects[1].
2,6-Dimethoxy-1,4-benzoquinone, a natural phytochemical, is a known haustorial inducing factor. 2,6-Dimethoxy-1,4-benzoquinone exerts anti-cancer, anti-inflammatory, anti-adipogenic, antibacterial, and antimalaria effects[1].

同义名列表

49 个代谢物同义名

3,5-Dimethoxy-1,4-benzoquinone; 3,5-Dimethoxybenzoquinone; NSC 24500; 2,5-Cyclohexadiene-1,4-dione, 2,6-dimethoxy-, radical ion(1-); InChI=1/C8H8O4/c1-11-6-3-5(9)4-7(12-2)8(6)10/h3-4H,1-2H3; 2,5-Cyclohexadiene-1,4-dione, 2,6-dimethoxy- (9CI); 2,5-Cyclohexadiene-1,4-dione, 2,6-dimethoxy-; 2,6-dimethoxycyclohexa-2,5-diene-1,4-dione; 2,6-Dimethoxy-2,5-cyclohexadiene-1,4-dione; 2,6-Dimethoxy-1,4-benzoquinone, 97\\%; 2,6-Dimethoxysemiquinone radicals; 2,6-dimethoxy-[1,4]benzoquinone; 2,6-Dimethoxysemiquinone anions; 2, 6-Dimethoxy-1,4-benzoquinone; 2,6-Dimethoxy-1,4-benzoquinone; p-Benzoquinone, 2,6-dimethoxy-; 3,5-Dimethoxy-1,4-benzoquinone; 2,6-Dimethoxybenzo-1,4-quinone; 2,6-dimethoxy[1,4]benzoquinone; 2, 6-Dimethoxy-p-benzoquinone; 2,6-dimethoxy-p-benzoquinone; p-Benzoquinone,6-dimethoxy-; 2,6-Dimetoxy-p-benzoquinone; DIMETHOXYBENZOQUINONE,2,6-; OLBNOBQOQZRLMP-UHFFFAOYSA-; 2,4-dione, 2,6-dimethoxy-; 2,6-Dimethoxybenzoquinone; 2,6-DIMETHOXYQUINONE [MI]; DIMETHOXYBENZOQUINONE,6-; Quinone, 2,6-dimethoxy-; 2,6-Dimethoxy-p-quinone; ghl.PD_Mitscher_leg0.4; 2, 6-Dimethoxyquinone; 2,6-Dimethoxyquinone; Maybridge1_002628; Spectrum5_000335; Spectrum2_000781; Spectrum4_001608; Spectrum3_000177; UNII-1Z701W789S; DivK1c_001380; KBio2_006339; KBio2_003771; KBio2_001203; KBio3_001173; NCI60_001958; CDS1_000340; 1Z701W789S; 2,6-DMBQ; DMBQ; KIA



数据库引用编号

20 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

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56 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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  • Songkui Cui, Takanori Wakatake, Kei Hashimoto, Simon B Saucet, Kiminori Toyooka, Satoko Yoshida, Ken Shirasu. Haustorial Hairs Are Specialized Root Hairs That Support Parasitism in the Facultative Parasitic Plant Phtheirospermum japonicum. Plant physiology. 2016 Mar; 170(3):1492-503. doi: 10.1104/pp.15.01786. [PMID: 26712864]
  • Patricia L Judson, Entidhar Al Sawah, Douglas C Marchion, Yin Xiong, Elona Bicaku, Nadim Bou Zgheib, Hye Sook Chon, Xiaomang B Stickles, Ardeshir Hakam, Robert M Wenham, Sachin M Apte, Jesus Gonzalez-Bosquet, Dung-Tsa Chen, Johnathan M Lancaster. Characterizing the efficacy of fermented wheat germ extract against ovarian cancer and defining the genomic basis of its activity. International journal of gynecological cancer : official journal of the International Gynecological Cancer Society. 2012 Jul; 22(6):960-7. doi: 10.1097/igc.0b013e318258509d. [PMID: 22740002]
  • Netiya Karaket, Kanyaratt Supaibulwatana, Supatsara Ounsuk, Valérie Bultel-Poncé, Van Cuong Pham, Bernard Bodo. Chemical and bioactivity evaluation of the bark of Neonauclea purpurea. Natural product communications. 2012 Feb; 7(2):169-70. doi: . [PMID: 22474944]
  • Pradeepa C G Bandaranayake, Alexey Tomilov, Natalya B Tomilova, Quy A Ngo, Norman Wickett, Claude W dePamphilis, John I Yoder. The TvPirin gene is necessary for haustorium development in the parasitic plant Triphysaria versicolor. Plant physiology. 2012 Feb; 158(2):1046-53. doi: 10.1104/pp.111.186858. [PMID: 22128136]
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  • Myung-Hee Kim, Sung-Hoon Jo, Kyung-Soo Ha, Ji-Hye Song, Hae-Dong Jang, Young-In Kwon. Antimicrobial activities of 1,4-benzoquinones and wheat germ extract. Journal of microbiology and biotechnology. 2010 Aug; 20(8):1204-9. doi: 10.4014/jmb.1004.04037. [PMID: 20798583]
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  • Rickie B Turley, Earl Taliercio. Cotton benzoquinone reductase: up-regulation during early fiber development and heterologous expression and characterization in Pichia pastoris. Plant physiology and biochemistry : PPB. 2008 Aug; 46(8-9):780-5. doi: 10.1016/j.plaphy.2008.04.016. [PMID: 18534861]
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  • Yao-Lan Li, Guan Wang, Jun-Yi Xue, Ying-Zhou Cen. [Studies on chemical constituents from Serissa serissoides]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2007 Apr; 32(7):605-8. doi: ". [PMID: 17583202]
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  • G Brambilla, L Robbiano, E Cajelli, A Martelli, F Turmolini, M Mazzei. Cytotoxic, DNA-damaging and mutagenic properties of 2,6-dimethoxy-1,4-benzoquinone, formed by dimethophrine-nitrite interaction. The Journal of pharmacology and experimental therapeutics. 1988 Mar; 244(3):1011-5. doi: . [PMID: 3252018]
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