3,5-Dimethoxyphenol (BioDeep_00000017675)

   

human metabolite PANOMIX_OTCML-2023 Toxin Volatile Flavor Compounds natural product


代谢物信息卡片


InChI=1/C8H10O3/c1-10-7-3-6(9)4-8(5-7)11-2/h3-5,9H,1-2H

化学式: C8H10O3 (154.062991)
中文名称: 3,5-二甲氧基苯酚, 间苯三酚二甲醚
谱图信息: 最多检出来源 Viridiplantae(plant) 0.07%

分子结构信息

SMILES: COC1=CC(=CC(=C1)O)OC
InChI: InChI=1S/C8H10O3/c1-10-7-3-6(9)4-8(5-7)11-2/h3-5,9H,1-2H3

描述信息

3,5-dimethoxyphenol, also known as phloroglucinol dimethyl ether or taxicatigenin, is a member of the class of compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. 3,5-dimethoxyphenol is soluble (in water) and a very weakly acidic compound (based on its pKa). 3,5-dimethoxyphenol can be found in a number of food items such as half-highbush blueberry, pot marjoram, chestnut, and chervil, which makes 3,5-dimethoxyphenol a potential biomarker for the consumption of these food products. 3,5-dimethoxyphenol can be found primarily in urine.
3,5-Dimethoxyphenol is a toxin metabolite that can be found in human consuming yew (Taxus baccata) leaves. Autopsy findings of fatal intoxication with yew are nonspecific. A presence of plant residues in the digestive tract can signalize yew intoxication. If yew decoction is consumed, plant residues are not found. In such a case, the intoxication can be signalized by the presence of 3,5-dimethoxyphenol in biological material (PMID: 20942244).
3,5-Dimethoxyphenol is a member of methoxybenzenes and a member of phenols.
3,5-Dimethoxyphenol is a natural product found in Streptomyces antioxidans and Taxus baccata with data available.
3,5-Dimethoxyphenol is a toxin metabolite, found in human consuming yew leaves[1].
3,5-Dimethoxyphenol is a toxin metabolite, found in human consuming yew leaves[1].

同义名列表

16 个代谢物同义名

InChI=1/C8H10O3/c1-10-7-3-6(9)4-8(5-7)11-2/h3-5,9H,1-2H; 1,3-dimethoxy-5-hydroxybenzene; 1-Hydroxy-3,5-dimethoxybenzene; phloroglucinol dimethyl ether; phloroglucindimethylether; 3,5-Dimethoxyphenol, 99\\%; Phenol, 3,5-dimethoxy-; 3,5-dimethoxy-phenol; 3,5-dimethoxy phenol; 3,5-Dimethoxyphenol; Phenol,5-dimethoxy-; 35-Dimethoxyphenol; UNII-23UXW8136A; Taxicatigenin; 23UXW8136A; 3,5-Dimethoxyphenol



数据库引用编号

13 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

13 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(2)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(11)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

12 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

  • Wen-Juan Chen, Wenping Zhang, Qiqi Lei, Shao-Fang Chen, Yaohua Huang, Kalpana Bhatt, Lisheng Liao, Xiaofan Zhou. Pseudomonas aeruginosa based concurrent degradation of beta-cypermethrin and metabolite 3-phenoxybenzaldehyde, and its bioremediation efficacy in contaminated soils. Environmental research. 2023 Jul; 236(Pt 1):116619. doi: 10.1016/j.envres.2023.116619. [PMID: 37482127]
  • Cathy M Jacobs, Lea Wagmann, Markus R Meyer. Analytical toxicology of yew constituents in human blood and urine by liquid chromatography-high-resolution tandem mass spectrometry. Drug testing and analysis. 2023 Jan; 15(1):123-127. doi: 10.1002/dta.3360. [PMID: 35997535]
  • Vladimir Pilija, Maja Djurendic-Brenesel, Stevan Miletic. Fatal poisoning by ingestion of Taxus Baccata leaves. Forensic science international. 2018 Sep; 290(?):e1-e4. doi: 10.1016/j.forsciint.2018.07.017. [PMID: 30064830]
  • Ann M Arens, Tiffany C Anaebere, Howard Horng, Kent Olson. Fatal Taxus baccata ingestion with perimortem serum taxine B quantification. Clinical toxicology (Philadelphia, Pa.). 2016 Nov; 54(9):878-880. doi: 10.1080/15563650.2016.1209765. [PMID: 27436403]
  • V Varlet, M Augsburger. Monitoring of aglycons of yew glycosides (3,5-dimethoxyphenol, myrtenol and 1-octen-3-ol) as first indicator of yew presence. Drug testing and analysis. 2013 Jun; 5(6):474-9. doi: 10.1002/dta.391. [PMID: 22371422]
  • T Grobosch, B Schwarze, D Stoecklein, T Binscheck. Fatal poisoning with Taxus baccata: quantification of paclitaxel (taxol A), 10-deacetyltaxol, baccatin III, 10-deacetylbaccatin III, cephalomannine (taxol B), and 3,5-dimethoxyphenol in body fluids by liquid chromatography-tandem mass spectrometry. Journal of analytical toxicology. 2012 Jan; 36(1):36-43. doi: 10.1093/jat/bkr012. [PMID: 22290751]
  • Jing Ke, Dhrubojyoti D Laskar, Deepak Singh, Shulin Chen. In situ lignocellulosic unlocking mechanism for carbohydrate hydrolysis in termites: crucial lignin modification. Biotechnology for biofuels. 2011 Jun; 4(?):17. doi: 10.1186/1754-6834-4-17. [PMID: 21672247]
  • J Stríbrný, M Dogosi, Z Snupárek, P Toupalík, P Baláz, P Bartos. [3,5-dimethoxyfenol--marker intoxication with Taxus baccata]. Soudni lekarstvi. 2010 Jul; 55(3):36-9. doi: NULL. [PMID: 20942244]
  • Claudia Panzeri, Giuseppe Bacis, Francesco Ferri, Gabriele Rinaldi, Andrea Persico, Francesca Uberti, Patrizia Restani. Extracorporeal life support in a severe Taxus baccata poisoning. Clinical toxicology (Philadelphia, Pa.). 2010 Jun; 48(5):463-5. doi: 10.3109/15563650.2010.487487. [PMID: 20528617]
  • R Froldi, P F Croci, L Dell'Acqua, F Farè, G Tassoni, V Gambaro. Preliminary gas chromatography with mass spectrometry determination of 3,5-dimethoxyphenol in biological specimens as evidence of taxus poisoning. Journal of analytical toxicology. 2010 Jan; 34(1):53-6. doi: 10.1093/jat/34.1.53. [PMID: 20109304]
  • F Musshoff, B Madea. Modern analytical procedures for the determination of taxus alkaloids in biological material. International journal of legal medicine. 2008 Jul; 122(4):357-8. doi: 10.1007/s00414-008-0241-7. [PMID: 18458928]
  • J Pietsch, K Schulz, U Schmidt, H Andresen, B Schwarze, J Dressler. A comparative study of five fatal cases of Taxus poisoning. International journal of legal medicine. 2007 Sep; 121(5):417-22. doi: 10.1007/s00414-006-0099-5. [PMID: 16680472]
  • Shinichi Tanimoto, Hitoshi Tominaga, Yoshiharu Okada, Masato Nomura. Synthesis and cosmetic whitening effect of glycosides derived from several phenylpropanoids. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan. 2006 Mar; 126(3):173-7. doi: 10.1248/yakushi.126.173. [PMID: 16508241]
  • Frank Wehner, Oliver Gawatz. [Suicidal yew poisoning--from Caesar to today--or suicide instructions on the internet]. Archiv fur Kriminologie. 2003 Jan; 211(1-2):19-26. doi: ". [PMID: 12635487]
  • F Musshoff, B Jacob, C Fowinkel, T Daldrup. Suicidal yew leave ingestion--phloroglucindimethylether (3,5-dimethoxyphenol) as a marker for poisoning from Taxus baccata. International journal of legal medicine. 1993; 106(1):45-50. doi: 10.1007/bf01225024. [PMID: 8398891]