Phenytoin dihydrodiol (BioDeep_00000054327)

   

human metabolite Endogenous blood metabolite


代谢物信息卡片


5-(3,4-Dihydroxy-1,5-cyclohexadien-1-yl)-5-phenylhydantoin, (3R-(1(r*),3alpha,4beta))-isomer

化学式: C15H14N2O4 (286.0953524)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(urine) 9.09%

分子结构信息

SMILES: C1=CC=C(C=C1)C2(C(=O)NC(=O)N2)C3=CC(C(C=C3)O)O
InChI: InChI=1S/C15H14N2O4/c18-11-7-6-10(8-12(11)19)15(9-4-2-1-3-5-9)13(20)16-14(21)17-15/h1-8,11-12,18-19H,(H2,16,17,20,21)

描述信息

Phenytoin dihydrodiol is a metabolite of phenytoin. Phenytoin sodium is a commonly used antiepileptic. Phenytoin acts to suppress the abnormal brain activity seen in seizure by reducing electrical conductance among brain cells by stabilizing the inactive state of voltage-gated sodium channels. Aside from seizures, it is an option in the treatment of trigeminal neuralgia in the event that carbamazepine or other first-line treatment seems inappropriate. It is sometimes considered a class 1b antiarrhythmic. (Wikipedia)

同义名列表

6 个代谢物同义名

5-(3,4-Dihydroxy-1,5-cyclohexadien-1-yl)-5-phenylhydantoin, (3R-(1(r*),3alpha,4beta))-isomer; 5-(3,4-Dihydroxy-1,5-cyclohexadien-1-yl)-5-phenylhydantoin, (3R-(1(s*),3alpha,4beta))-isomer; 5-(3,4-dihydroxycyclohexa-1,5-dien-1-yl)-5-phenylimidazolidine-2,4-dione; 5-(3,4-Dihydroxy-1,5-cyclohexadien-1-yl)-5-phenylhydantoin; Phenytoin dihydrodiol; 5-DCYPH



数据库引用编号

5 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

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PlantCyc(0)

代谢反应

1 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(1)

PharmGKB(0)

1 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

  • Theresa Aliwarga, James C Cloyd, Varun Goel, Richard C Brundage, Susan E Marino, Ilo E Leppik, Rory P Remmel. Excretion of the principal urinary metabolites of phenytoin and absolute oral bioavailability determined by use of a stable isotope in patients with epilepsy. Therapeutic drug monitoring. 2011 Feb; 33(1):56-63. doi: 10.1097/ftd.0b013e3182081089. [PMID: 21233690]
  • J H Maguire, J S McClanahan. Evidence for stereoselective production of phenytoin (5,5-diphenylhydantoin) arene oxides in man. Advances in experimental medicine and biology. 1986; 197(?):897-902. doi: 10.1007/978-1-4684-5134-4_85. [PMID: 3766299]
  • J H Maguire, D C Wilson. Urinary dihydrodiol metabolites of phenytoin: high-performance liquid chromatographic assay of diastereomeric composition. Journal of chromatography. 1985 Aug; 342(2):323-32. doi: 10.1016/s0378-4347(00)84523-5. [PMID: 4055953]
  • J H Maguire, T C Butler, K H Dudley. Absolute configurations of the dihydrodiol metabolites of 5,5-diphenylhydantoin (phenytoin) from rat, dog, and human urine. Drug metabolism and disposition: the biological fate of chemicals. 1980 Sep; 8(5):325-31. doi: NULL. [PMID: 6107230]