Phenol sulphate (BioDeep_00000004497)

 

Secondary id: BioDeep_00001868794

human metabolite Endogenous Toxin


代谢物信息卡片


Phenylsulfate, potassium salt

化学式: C6H6O4S (173.9986796)
中文名称: 硫酸苯酯, 苯酚硫酸盐
谱图信息: 最多检出来源 Macaca mulatta(otcml) 0.12%

Reviewed

Last reviewed on 2024-09-13.

Cite this Page

Phenol sulphate. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/phenol_sulphate (retrieved 2024-09-17) (BioDeep RN: BioDeep_00000004497). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C1=CC=C(C=C1)OS(=O)(=O)O
InChI: InChI=1S/C6H6O4S/c7-11(8,9)10-6-4-2-1-3-5-6/h1-5H,(H,7,8,9)

描述信息

Phenol sulphate, also known as phenylsulfate or aryl sulphate, belongs to the class of organic compounds known as phenylsulfates. Phenylsulfates are compounds containing a sulfate group conjugated to a phenyl group. In normal humans, phenol sulphate is primarily a gut-derived metabolite that arises from the activity of the bacterial enzyme tyrosine phenol-lyase, which is responsible for the synthesis of phenol from dietary tyrosine (PMID: 31015435). Phenol sulphate can also arise from the consumption of phenol or from phenol poisoning (PMID: 473790). Phenol sulphate is produced from the conjugation of phenol with sulphate in the liver. In particular, phenol sulphate can be biosynthesized from phenol and phosphoadenosine phosphosulfate through the action of the enzyme sulfotransferase 1A1 in the liver. Phenol sulphate can be found in most mammals (mice, rats, sheep, dogs, humans) and likely most animals. Phenol sulphate is a uremic toxin (PMID: 30068866). It is a protein-bound uremic solute that induces reactive oxygen species (ROS) production and decreases glutathione levels, rendering cells vulnerable to oxidative stress (PMID: 29474405). In experimental models of diabetes, phenol sulphate administration has been shown to induce albuminuria and podocyte damage. In a diabetic patient cohort, phenol sulphate levels were found to significantly correlate with basal and predicted 2-year progression of albuminuria in patients with microalbuminuria (PMID: 31015435).

同义名列表

16 个代谢物同义名

Phenylsulfate, potassium salt; phenyloxidanesulfonic acid; Phenylsulfate, sodium salt; Phenyl hydrogen sulfate; Phenol sulphuric acid; Phenol sulfuric acid; Phenylsulphuric acid; Phenylsulfuric acid; Aryl sulphuric acid; Aryl sulfuric acid; Phenol sulphate; Phenyl sulfate; Phenol sulfate; Phenylsulphate; Phenylsulfate; Aryl sulphate



数据库引用编号

15 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(4)

BioCyc(0)

PlantCyc(0)

代谢反应

49 个相关的代谢反应过程信息。

Reactome(40)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(9)

PharmGKB(0)

3 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

  • Suguru Yamamoto, Kenichi Sasahara, Mio Domon, Keiichi Yamaguchi, Toru Ito, Shin Goto, Yuji Goto, Ichiei Narita. pH-Dependent Protein Binding Properties of Uremic Toxins In Vitro. Toxins. 2021 02; 13(2):. doi: 10.3390/toxins13020116. [PMID: 33557434]
  • Koichi Kikuchi, Daisuke Saigusa, Yoshitomi Kanemitsu, Yotaro Matsumoto, Paxton Thanai, Naoto Suzuki, Koki Mise, Hiroaki Yamaguchi, Tomohiro Nakamura, Kei Asaji, Chikahisa Mukawa, Hiroki Tsukamoto, Toshihiro Sato, Yoshitsugu Oikawa, Tomoyuki Iwasaki, Yuji Oe, Tomoya Tsukimi, Noriko N Fukuda, Hsin-Jung Ho, Fumika Nanto-Hara, Jiro Ogura, Ritsumi Saito, Shizuko Nagao, Yusuke Ohsaki, Satoshi Shimada, Takehiro Suzuki, Takafumi Toyohara, Eikan Mishima, Hisato Shima, Yasutoshi Akiyama, Yukako Akiyama, Mariko Ichijo, Tetsuro Matsuhashi, Akihiro Matsuo, Yoshiaki Ogata, Ching-Chin Yang, Chitose Suzuki, Matthew C Breeggemann, Jurgen Heymann, Miho Shimizu, Susumu Ogawa, Nobuyuki Takahashi, Takashi Suzuki, Yuji Owada, Shigeo Kure, Nariyasu Mano, Tomoyoshi Soga, Takashi Wada, Jeffrey B Kopp, Shinji Fukuda, Atsushi Hozawa, Masayuki Yamamoto, Sadayoshi Ito, Jun Wada, Yoshihisa Tomioka, Takaaki Abe. Gut microbiome-derived phenyl sulfate contributes to albuminuria in diabetic kidney disease. Nature communications. 2019 04; 10(1):1835. doi: 10.1038/s41467-019-09735-4. [PMID: 31015435]
  • Takeo Edamatsu, Ayako Fujieda, Yoshiharu Itoh. Phenyl sulfate, indoxyl sulfate and p-cresyl sulfate decrease glutathione level to render cells vulnerable to oxidative stress in renal tubular cells. PloS one. 2018; 13(2):e0193342. doi: 10.1371/journal.pone.0193342. [PMID: 29474405]
  • Yoshitomi Kanemitsu, Hiroki Tsukamoto, Yotaro Matsumoto, Kanako Nozawa-Kumada, Yoshinori Kondo, Takaaki Abe, Yoshihisa Tomioka. Generation and Characterization of Anti-phenyl Sulfate Monoclonal Antibodies and a Potential Use for Phenyl Sulfate Analysis in Human Blood. Biological & pharmaceutical bulletin. 2018; 41(8):1170-1177. doi: 10.1248/bpb.b17-00925. [PMID: 30068866]
  • Suguru Yamamoto, Mami Sato, Yoko Sato, Takuya Wakamatsu, Yoshimitsu Takahashi, Akira Iguchi, Kentaro Omori, Yasushi Suzuki, Isei Ei, Yoshikatsu Kaneko, Shin Goto, Junichiro J Kazama, Fumitake Gejyo, Ichiei Narita. Adsorption of Protein-Bound Uremic Toxins Through Direct Hemoperfusion With Hexadecyl-Immobilized Cellulose Beads in Patients Undergoing Hemodialysis. Artificial organs. 2018 Jan; 42(1):88-93. doi: 10.1111/aor.12961. [PMID: 28703401]
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