Propylthiouracil (BioDeep_00000002413)

 

Secondary id: BioDeep_00000397487

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


6-propyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one

化学式: C7H10N2OS (170.0514)
中文名称: 6-正丙基-2-硫代尿嘧啶
谱图信息: 最多检出来源 Homo sapiens(blood) 7.96%

分子结构信息

SMILES: CCCC(=C1)NC(=S)NC(=O)1
InChI: InChI=1S/C7H10N2OS/c1-2-3-5-4-6(10)9-7(11)8-5/h4H,2-3H2,1H3,(H2,8,9,10,11)

描述信息

Propylthiouracil is only found in individuals that have used or taken this drug. It is a thiourea antithyroid agent. Propythiouracil inhibits the synthesis of thyroxine and inhibits the peripheral conversion of throxine to tri-iodothyronine. It is used in the treatment of hyperthyroidism. (From Martindale, The Extra Pharmacopeoia, 30th ed, p534)Propylthiouracil binds to thyroid peroxidase and thereby inhibits the conversion of iodide to iodine. Thyroid peroxidase normally converts iodide to iodine (via hydrogen peroxide as a cofactor) and also catalyzes the incorporation of the resulting iodide molecule onto both the 3 and/or 5 positions of the phenol rings of tyrosines found in thyroglobulin. Thyroglobulin is degraded to produce thyroxine (T4) and tri-iodothyronine (T3), which are the main hormones produced by the thyroid gland. Therefore propylthiouracil effectively inhibits the production of new thyroid hormones.
H - Systemic hormonal preparations, excl. sex hormones and insulins > H03 - Thyroid therapy > H03B - Antithyroid preparations > H03BA - Thiouracils
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists > D013956 - Antithyroid Agents
C147908 - Hormone Therapy Agent > C547 - Hormone Antagonist > C885 - Antithyroid Agent
D009676 - Noxae > D000963 - Antimetabolites
KEIO_ID P055
Propylthiouracil (6-n-Propylthiouracil), a thioamide antithyroid agent, is an orally active thyroperoxidase and type-1 deiodinase (DIO1) inhibitor. Propylthiouracil can be used for the Graves disease and hyperthyroidism research[1].

同义名列表

36 个代谢物同义名

6-propyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one; 2,3-Dihydro-6-propyl-2-thioxo-4(1H)-pyrimidinone; 6-Propyl-2-thioxo-2,3-dihydropyrimidin-4(1H)-one; 6-Propyl-2-thio-2,4(1H,3H)pyrimidinedione; 2-Thio-4-oxo-6-propyl-1,3-pyrimidine; 2-Thio-6-propyl-1,3-pyrimidin-4-one; 2-Mercapto-6-propylpyrimid-4-one; 2-Mercapto-6-propyl-4-pyrimidone; 6 Propyl 2 thiouracil; 6-Thio-4-propyluracil; 4-Propyl-2-thiouracil; 6-Propyl-2-thiouracil; Propylthiouracilum; 6-Propylthiouracil; Propylthiouracile; propylthiouracil; Propilthiouracil; Propiltiouracilo; Propyl-thiorist; Propythiouracil; Propyl-thyracil; Propyl-thiorit; Propylthiorit; Prothiurone; Prothiucil; Thiuragyl; Prothyran; Protiural; Prothycil; Propacil; Propycil; Procasil; 6-n-Propylthiouracil; PTU; Propylthiouracil; Propylthiouracil



数据库引用编号

30 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

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)

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。

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亚细胞结构定位 关联基因列表
Cytoplasm 7 ALB, CA1, CAT, ELANE, NOS3, PRL, TSHB
Peripheral membrane protein 1 PRTN3
Nucleus 5 ALB, MPO, NOS3, PCNA, PRL
cytosol 7 ALB, CA1, CAT, ELANE, GPT, NOS3, PRTN3
nuclear body 1 PCNA
phagocytic vesicle 1 ELANE
centrosome 2 ALB, PCNA
nucleoplasm 4 MPO, NOS3, PCNA, PRL
RNA polymerase II transcription regulator complex 1 PRL
Cell membrane 3 PRTN3, TNF, TSHR
Cytoplasmic granule 1 PRTN3
Multi-pass membrane protein 2 TAS2R38, TSHR
cell surface 4 ELANE, TNF, TPO, TSHR
Golgi apparatus 2 ALB, NOS3
Golgi membrane 2 INS, NOS3
neuronal cell body 1 TNF
Lysosome 1 MPO
plasma membrane 6 NOS3, PRTN3, TAS2R38, TNF, TPO, TSHR
Membrane 4 CAT, TAS2R38, TPO, TSHR
basolateral plasma membrane 1 TSHR
caveola 1 NOS3
extracellular exosome 8 ALB, CA1, CAT, ELANE, GPT, MPO, PCNA, PRTN3
endoplasmic reticulum 1 ALB
extracellular space 12 ALB, CSF3, ELANE, IL6, INS, MPO, PRL, PRTN3, TG, TNF, TPO, TSHB
lysosomal lumen 1 CSF3
perinuclear region of cytoplasm 1 NOS3
mitochondrion 1 CAT
protein-containing complex 2 ALB, CAT
intracellular membrane-bounded organelle 3 CAT, MPO, PRTN3
Single-pass type I membrane protein 1 TPO
Secreted 9 ALB, CSF3, IL6, INS, PRL, PRTN3, TG, TRH, TSHB
extracellular region 13 ALB, CAT, CSF3, ELANE, IL6, INS, MPO, PRL, PRTN3, TG, TNF, TRH, TSHB
mitochondrial matrix 1 CAT
Extracellular side 1 PRTN3
anchoring junction 1 ALB
external side of plasma membrane 1 TNF
Cytoplasm, P-body 1 NOS3
P-body 1 NOS3
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Membrane raft 2 PRTN3, TNF
focal adhesion 1 CAT
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
collagen-containing extracellular matrix 1 ELANE
secretory granule 3 ELANE, MPO, TRH
lateral plasma membrane 1 TSHR
receptor complex 1 TSHR
ciliary basal body 1 ALB
chromatin 2 PCNA, PRL
phagocytic cup 1 TNF
cytoskeleton 1 NOS3
centriole 1 ALB
spindle pole 1 ALB
nuclear replication fork 1 PCNA
chromosome, telomeric region 1 PCNA
blood microparticle 1 ALB
Basolateral cell membrane 1 TSHR
endosome lumen 2 INS, PRL
Cytoplasm, Stress granule 1 NOS3
cytoplasmic stress granule 1 NOS3
replication fork 1 PCNA
azurophil granule 1 MPO
plasma membrane raft 1 PRTN3
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 2 CAT, INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 3 ALB, IL6, INS
transcription repressor complex 1 ELANE
male germ cell nucleus 1 PCNA
platelet alpha granule lumen 1 ALB
specific granule lumen 1 ELANE
endocytic vesicle membrane 1 NOS3
transport vesicle 1 INS
azurophil granule lumen 3 ELANE, MPO, PRTN3
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
nuclear lamina 1 PCNA
phagocytic vesicle lumen 1 MPO
Cytoplasmic vesicle, phagosome 1 ELANE
cyclin-dependent protein kinase holoenzyme complex 1 PCNA
endocytic vesicle lumen 1 CSF3
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
catalase complex 1 CAT
interleukin-6 receptor complex 1 IL6
PCNA complex 1 PCNA
PCNA-p21 complex 1 PCNA
replisome 1 PCNA
ciliary transition fiber 1 ALB
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

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  • Muyun Li, Linlin Xiu, Wenyong Liao, Yuna Ren, Min Huo, Haiyan Liu, Shaohong Chen, Na Li, Yuan Gao, Xue Yu, Angran Fan, Gansheng Zhong. Exploring the effect and mechanism of Haizao Yuhu decoction containing three variants of glycyrrhiza on goiter using an integrated strategy of network pharmacology and RNA sequencing. Journal of ethnopharmacology. 2023 Nov; 316(?):116750. doi: 10.1016/j.jep.2023.116750. [PMID: 37295576]
  • Monika A Papiez. Curcumin exerts protective effects on the thyroid gland in propylthiouracil-treated rats. Folia histochemica et cytobiologica. 2023 Sep; ?(?):. doi: 10.5603/fhc.96497. [PMID: 37724034]
  • Anand Kar, Durgesh Mahar, Sagarika Biswas, Debolina Chakraborty, Thomas Efferth, Sunanda Panda. Phytochemical profiling of polyphenols and thyroid stimulatory activity of Ficus religiosa leaf extract in 6-propyl-thiouracil-induced hypothyroid rats. Journal of ethnopharmacology. 2023 Apr; ?(?):116479. doi: 10.1016/j.jep.2023.116479. [PMID: 37062529]
  • Fatemeh Hojjati Fard, Fereshteh Sabzi, Narges Marefati, Farzaneh Vafaee, Farimah Beheshti, Alireza Hashemzadeh, Majid Darroudi, Mahmoud Hosseini. Nanoselenium improved learning, memory, and brain-derived neurotrophic factor and attenuated nitric oxide, and oxidative stress in the brain of juvenile hypothyroid rats. Metabolic brain disease. 2022 12; 37(8):2719-2733. doi: 10.1007/s11011-022-01073-7. [PMID: 36083424]
  • Na Li, Muyun Li, Linlin Xiu, Wenyong Liao, Yuna Ren, Haiyan Liu, Shaohong Chen, Feng Chen, Xue Yu, Angran Fan, Min Huo, Jia He, Gansheng Zhong. Haizao Yuhu decoctions including three species of glycyrrhiza protected against propylthiouracil-induced goiter with hypothyroidism in rats via the AMPK/mTOR pathway. Journal of ethnopharmacology. 2022 Oct; 296(?):115443. doi: 10.1016/j.jep.2022.115443. [PMID: 35680037]
  • Neeta Y Yousaf, Beverly J Tepper. The Effects of Cranberry Polyphenol Extract (CPE) Supplementation on Astringency and Flavor Perception as a Function of PROP Taster Status and Other Individual Factors. International journal of environmental research and public health. 2022 09; 19(19):. doi: 10.3390/ijerph191911995. [PMID: 36231300]
  • Yousef Baghcheghi, Farimah Beheshti, Mahmoud Hosseini, Arezoo Gowhari-Shabgah, Mohammad Ali-Hassanzadeh, Mahdiyeh Hedayati-Moghadam. Cardiovascular protective effects of PPARγ agonists in hypothyroid rats: protection against oxidative stress. Clinical and experimental hypertension (New York, N.Y. : 1993). 2022 Aug; 44(6):539-547. doi: 10.1080/10641963.2022.2079669. [PMID: 35722928]
  • Mariana Juste Contin Gomes, Juliana Soares da Silva, Natalia Elizabeth Galdino Alves, Andressa de Assis, Elvira Gonzalez de Mejía, Hilário Cuquetto Mantovani, Hércia Stampini Duarte Martino. Cooked common bean flour, but not its protein hydrolysate, has the potential to improve gut microbiota composition and function in BALB/c mice fed a high-fat diet added with 6-propyl-2-thiouracil. The Journal of nutritional biochemistry. 2022 Aug; 106(?):109022. doi: 10.1016/j.jnutbio.2022.109022. [PMID: 35483520]
  • Shi Dong, Qunying Liu, Miao Jiang, Qihong Ma, Qianqian Huang, Tianhua Liu, Yuan Li, Lei Ni, Yuanyuan Shi. Xiao-Luo-Wan treats propylthiouracil-induced goiter with hypothyroidism in rats through the PI3K-AKT/RAS pathways based on UPLC/MS and network pharmacology. Journal of ethnopharmacology. 2022 May; 289(?):115045. doi: 10.1016/j.jep.2022.115045. [PMID: 35101570]
  • Neeta Y Yousaf, Guojun Wu, Melania Melis, Mariano Mastinu, Cristina Contini, Tiziana Cabras, Iole Tomassini Barbarossa, Liping Zhao, Yan Y Lam, Beverly J Tepper. Daily Exposure to a Cranberry Polyphenol Oral Rinse Alters the Oral Microbiome but Not Taste Perception in PROP Taster Status Classified Individuals. Nutrients. 2022 Apr; 14(7):. doi: 10.3390/nu14071492. [PMID: 35406108]
  • Mohammad Badavi, Martin Grootveld, Fereshteh Jafari, Mahin Dianat, Farzaneh Faraji Shahrivar. Supplement therapy with apelin for improving the TSH level and lipid disorders in PTU-induced hypothyroid rats. Biotechnology and applied biochemistry. 2022 Apr; 69(2):668-675. doi: 10.1002/bab.2142. [PMID: 33660355]
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  • Dongchun Zhu, Shiqi Zhang, Xi Cao, Quan Xia, Qiu Zhang, Datong Deng, Shan Gao, Haixia Yu, Yaru Liu, Haiyun Zhou, Fangbiao Tao, Xuqun Sun. Thionamide-induced Agranulocytosis: A Retrospective Analysis of 36 Patients With Hyperthyroidism. Endocrine practice : official journal of the American College of Endocrinology and the American Association of Clinical Endocrinologists. 2021 Dec; 27(12):1183-1188. doi: 10.1016/j.eprac.2021.06.017. [PMID: 34216800]
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  • Mary E Gilbert, Katherine L O'Shaughnessy, Susan E Thomas, Cal Riutta, Carmen R Wood, Alicia Smith, Wendy O Oshiro, Richard L Ford, Michelle Gatien Hotchkiss, Iman Hassan, Jermaine L Ford. Thyroid Disruptors: Extrathyroidal Sites of Chemical Action and Neurodevelopmental Outcome-An Examination Using Triclosan and Perfluorohexane Sulfonate. Toxicological sciences : an official journal of the Society of Toxicology. 2021 08; 183(1):195-213. doi: 10.1093/toxsci/kfab080. [PMID: 34460931]
  • Sakshi Handa, Iman Hassan, Mary Gilbert, Hisham El-Masri. Mechanistic Computational Model for Extrapolating In Vitro Thyroid Peroxidase (TPO) Inhibition Data to Predict Serum Thyroid Hormone Levels in Rats. Toxicological sciences : an official journal of the Society of Toxicology. 2021 08; 183(1):36-48. doi: 10.1093/toxsci/kfab074. [PMID: 34117770]
  • Sunanda Panda, Anand Kar, Meenakshi Singh, Ram Kumar Singh, Ankit Ganeshpurkar. Syringic acid, a novel thyroid hormone receptor-β agonist, ameliorates propylthiouracil-induced thyroid toxicity in rats. Journal of biochemical and molecular toxicology. 2021 Aug; 35(8):e22814. doi: 10.1002/jbt.22814. [PMID: 34047416]
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