Triiodothyronine sulfate (BioDeep_00000027853)

   

human metabolite Endogenous blood metabolite


代谢物信息卡片


(2S)-2-Amino-3-{3,5-diiodo-4-[3-iodo-4-(sulphooxy)phenoxy]phenyl}propanoic acid

化学式: C15H12I3NO7S (730.7468772)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC(=C(C=C1OC2=C(C=C(C=C2I)CC(C(=O)O)N)I)I)OS(=O)(=O)O
InChI: InChI=1S/C15H12I3NO7S/c16-9-6-8(1-2-13(9)26-27(22,23)24)25-14-10(17)3-7(4-11(14)18)5-12(19)15(20)21/h1-4,6,12H,5,19H2,(H,20,21)(H,22,23,24)/t12-/m0/s1

描述信息

Triiodothyronine sulfate (T3S), also known as 3,5,3‘-triiodothyronine sulfate, is the sulfated conjugate of the thyroid hormone triiodothyronine (T3). T3, along with thyroxine (T4) are tyrosine-based hormones that are primarily responsible for regulation of metabolism. Both hormones are produced by the follicular cells of the thyroid gland and are regulated by TSH (thyroid-stimulating hormone) made by the thyrotropes of the anterior pituitary gland. The major form of thyroid hormone in the blood is thyroxine (T4), which has a longer half-life than T3. T4 is converted into the active T3 (three to four times more potent than T4) within cells by deiodinases (5-iodinase) (Wikipedia). Triiodothyronine sulfate is the dominant nondeiodinative product of T3 metabolism and its formation from T3 is catalyzed by phenolsulfotransferases primarily located in the liver and kidney (PMID: 8126143).
Hormone: Sulfate salt of Triiodothyronine commonly refered to as T3. It is a derivative of Thyroxine T4 which is secreted by the Thyroid follicular cells into the blood stream. Involved in development. [HMDB]
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones

同义名列表

22 个代谢物同义名

(2S)-2-Amino-3-{3,5-diiodo-4-[3-iodo-4-(sulphooxy)phenoxy]phenyl}propanoic acid; (2S)-2-Amino-3-{3,5-diiodo-4-[3-iodo-4-(sulfooxy)phenoxy]phenyl}propanoic acid; (2S)-2-Amino-3-{3,5-diiodo-4-[3-iodo-4-(sulphooxy)phenoxy]phenyl}propanoate; (2S)-2-Amino-3-{3,5-diiodo-4-[3-iodo-4-(sulfooxy)phenoxy]phenyl}propanoate; 3-[4-(4-Hydroxy-3-iodophenoxy-4-O-sulphate)-3,5-diiodophenyl]-L-alanine; 3-[4-(4-Hydroxy-3-iodophenoxy-4-O-sulfate)-3,5-diiodophenyl]-L-alanine; O-(4-Hydroxy-3-iodophenyl-4-O-sulphate)-3,5-diiodo-L-tyrosine; O-(4-Hydroxy-3-iodophenyl-4-O-sulfate)-3,5-diiodo-L-tyrosine; 3,3,5-Triiodo-L-thyronine sulphuric acid; 3,3,5-Triiodo-L-thyronine sulfuric acid; 3,5,3-triiodo-L-Thyronine 4-O-sulphate; 3,5,3-triiodo-L-Thyronine 4-O-sulfate; 3,3,5-Triiodo-L-thyronine sulphate; 3,3,5-Triiodo-L-thyronine sulfate; Triiodothyronine sulphuric ester; 3,5,3-Triiodothyronine-4-sulfate; Triiodothyronine sulphuric acid; Triiodothyronine sulfuric ester; Triiodothyronine sulfuric acid; Triiodothyronine sulphate; Triiodothyronine sulfate; T3S



数据库引用编号

7 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

56 个相关的代谢反应过程信息。

Reactome(56)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

2 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

  • Ferruccio Santini, Monica Giannetti, Ilaria Ricco, Giorgia Querci, Giorgio Saponati, Daniela Bokor, Giovanni Rivolta, Simona Bussi, Lewis E Braverman, Paolo Vitti, Aldo Pinchera. Steady-State Serum T3 Concentrations for 48 Hours Following the Oral Administration of a Single Dose of 3,5,3'-Triiodothyronine Sulfate (T3S). Endocrine practice : official journal of the American College of Endocrinology and the American Association of Clinical Endocrinologists. 2014 Jul; 20(7):680-9. doi: 10.4158/ep13331.or. [PMID: 24518178]
  • S Y Wu, D H Polk, W S Huang, D A Fisher. Fetal-to-maternal transfer of 3,3',5-triiodothyronine sulfate and its metabolite in sheep. The American journal of physiology. 1999 11; 277(5):E915-9. doi: 10.1152/ajpendo.1999.277.5.e915. [PMID: 10567020]
  • F Santini, L Chiovato, P Ghirri, P Lapi, C Mammoli, L Montanelli, G Scartabelli, G Ceccarini, L Coccoli, I J Chopra, A Boldrini, A Pinchera. Serum iodothyronines in the human fetus and the newborn: evidence for an important role of placenta in fetal thyroid hormone homeostasis. The Journal of clinical endocrinology and metabolism. 1999 Feb; 84(2):493-8. doi: 10.1210/jcem.84.2.5439. [PMID: 10022406]
  • E C Friesema, R Docter, E P Moerings, B Stieger, B Hagenbuch, P J Meier, E P Krenning, G Hennemann, T J Visser. Identification of thyroid hormone transporters. Biochemical and biophysical research communications. 1999 Jan; 254(2):497-501. doi: 10.1006/bbrc.1998.9974. [PMID: 9918867]
  • G Iervasi, A Clerico, C Manfredi, L Sabatino, A Biagini, I J Chopra. Acute effects of intravenous amiodarone on sulphate metabolites of thyroid hormones in arrhythmic patients. Clinical endocrinology. 1997 Dec; 47(6):699-705. doi: 10.1046/j.1365-2265.1997.3231152.x. [PMID: 9497877]
  • R Docter, E C Friesema, P G van Stralen, E P Krenning, M E Everts, T J Visser, G Hennemann. Expression of rat liver cell membrane transporters for thyroid hormone in Xenopus laevis oocytes. Endocrinology. 1997 May; 138(5):1841-6. doi: 10.1210/endo.138.5.5114. [PMID: 9112377]
  • W Reinhardt, C Misch, F Jockenhövel, S Y Wu, I Chopra, T Philipp, D Reinwein, F W Eigler, K Mann. Triiodothyronine (T3) reflects renal graft function after renal transplantation. Clinical endocrinology. 1997 May; 46(5):563-9. doi: 10.1046/j.1365-2265.1997.1770988.x. [PMID: 9231052]
  • I J Chopra, D Nguyen. Demonstration of thyromimetic effects of 3,5,3'-triiodothyronine sulfate (T3S) in euthyroid rats. Thyroid : official journal of the American Thyroid Association. 1996 Jun; 6(3):229-32. doi: 10.1089/thy.1996.6.229. [PMID: 8837331]
  • W S Huang, S W Kuo, W L Chen, K S Hsich, S Y Wu. Maturation of hepatic desulfation activity in developing rats. Journal of the Formosan Medical Association = Taiwan yi zhi. 1996 Jun; 95(6):435-9. doi: NULL. [PMID: 8772048]
  • F Santini, L Chiovato, L Bartalena, P Lapi, R Palla, V Panichi, F Velluzzi, L Grasso, I J Chopra, E Martino, A Pinchera. Study of serum 3,5,3'-triiodothyronine sulfate concentration in patients with systemic non-thyroidal illness. European journal of endocrinology. 1996 Jan; 134(1):45-9. doi: 10.1530/eje.0.1340045. [PMID: 8590953]
  • T J Visser. Role of sulfate in thyroid hormone sulfation. European journal of endocrinology. 1996 Jan; 134(1):12-4. doi: 10.1530/eje.0.1340012. [PMID: 8590947]
  • M E Everts, T J Visser, J C van Buuren, R Docter, M de Jong, E P Krenning, G Hennemann. Uptake of triiodothyronine sulfate and suppression of thyrotropin secretion in cultured anterior pituitary cells. Metabolism: clinical and experimental. 1994 Oct; 43(10):1282-6. doi: 10.1016/0026-0495(94)90223-2. [PMID: 7934981]
  • D H Polk, A Reviczky, S Y Wu, W S Huang, D A Fisher. Metabolism of sulfoconjugated thyroid hormone derivatives in developing sheep. The American journal of physiology. 1994 Jun; 266(6 Pt 1):E892-6. doi: 10.1152/ajpendo.1994.266.6.e892. [PMID: 8023919]
  • T J Visser. Role of sulfation in thyroid hormone metabolism. Chemico-biological interactions. 1994 Jun; 92(1-3):293-303. doi: 10.1016/0009-2797(94)90071-x. [PMID: 8033262]
  • J S LoPresti, J T Nicoloff. 3,5,3'-Triiodothyronine (T3) sulfate: a major metabolite in T3 metabolism in man. The Journal of clinical endocrinology and metabolism. 1994 Mar; 78(3):688-92. doi: 10.1210/jcem.78.3.8126143. [PMID: 8126143]
  • S Y Wu, D H Polk, W S Huang, A Reviczky, K Wang, D A Fisher. Sulfate conjugates of iodothyronines in developing sheep: effect of fetal hypothyroidism. The American journal of physiology. 1993 Jul; 265(1 Pt 1):E115-20. doi: 10.1152/ajpendo.1993.265.1.e115. [PMID: 8338144]
  • F Santini, R E Hurd, B Lee, I J Chopra. Thyromimetic effects of 3,5,3'-triiodothyronine sulfate in hypothyroid rats. Endocrinology. 1993 Jul; 133(1):105-10. doi: 10.1210/endo.133.1.8319558. [PMID: 8319558]
  • F Santini, D Cortelazzi, A M Baggiani, A M Marconi, P Beck-Peccoz, I J Chopra. A study of the serum 3,5,3'-triiodothyronine sulfate concentration in normal and hypothyroid fetuses at various gestational stages. The Journal of clinical endocrinology and metabolism. 1993 Jun; 76(6):1583-7. doi: 10.1210/jcem.76.6.8501166. [PMID: 8501166]
  • I J Chopra, S Y Wu, G N Teco, F Santini. A radioimmunoassay for measurement of 3,5,3'-triiodothyronine sulfate: studies in thyroidal and nonthyroidal diseases, pregnancy, and neonatal life. The Journal of clinical endocrinology and metabolism. 1992 Jul; 75(1):189-94. doi: 10.1210/jcem.75.1.1619009. [PMID: 1619009]
  • F Santini, I J Chopra, S Y Wu, D H Solomon, G N Chua Teco. Metabolism of 3,5,3'-triiodothyronine sulfate by tissues of the fetal rat: a consideration of the role of desulfation of 3,5,3'-triiodothyronine sulfate as a source of T3. Pediatric research. 1992 Jun; 31(6):541-4. doi: 10.1203/00006450-199206000-00001. [PMID: 1635813]
  • J S LoPresti, L Mizuno, A Nimalysuria, K P Anderson, C A Spencer, J T Nicoloff. Characteristics of 3,5,3'-triiodothyronine sulfate metabolism in euthyroid man. The Journal of clinical endocrinology and metabolism. 1991 Oct; 73(4):703-9. doi: 10.1210/jcem-73-4-703. [PMID: 1890147]
  • M Rutgers, F A Heusdens, F Bonthuis, W W de Herder, M P Hazenberg, T J Visser. Enterohepatic circulation of triiodothyronine (T3) in rats: importance of the microflora for the liberation and reabsorption of T3 from biliary T3 conjugates. Endocrinology. 1989 Dec; 125(6):2822-30. doi: 10.1210/endo-125-6-2822. [PMID: 2583041]
  • M Rutgers, I G Pigmans, F Bonthuis, R Docter, T J Visser. Effects of propylthiouracil on the biliary clearance of thyroxine (T4) in rats: decreased excretion of 3,5,3'-triiodothyronine glucuronide and increased excretion of 3,3',5'-triiodothyronine glucuronide and T4 sulfate. Endocrinology. 1989 Oct; 125(4):2175-86. doi: 10.1210/endo-125-4-2175. [PMID: 2791984]
  • S J Eelkman Rooda, E Kaptein, T J Visser. Serum triiodothyronine sulfate in man measured by radioimmunoassay. The Journal of clinical endocrinology and metabolism. 1989 Sep; 69(3):552-6. doi: 10.1210/jcem-69-3-552. [PMID: 2760169]
  • S J Rooda, E Kaptein, M Rutgers, T J Visser. Increased plasma 3,5,3'-triiodothyronine sulfate in rats with inhibited type I iodothyronine deiodinase activity, as measured by radioimmunoassay. Endocrinology. 1989 Feb; 124(2):740-5. doi: 10.1210/endo-124-2-740. [PMID: 2912698]
  • M P Kung, S W Spaulding, J A Roth. Desulfation of 3,5,3'-triiodothyronine sulfate by microsomes from human and rat tissues. Endocrinology. 1988 Apr; 122(4):1195-200. doi: 10.1210/endo-122-4-1195. [PMID: 2964360]
  • S J Eelkman Rooda, E Kaptein, M A van Loon, T J Visser. Development of a radioimmunoassay for triiodothyronine sulfate. Journal of immunoassay. 1988; 9(2):125-34. doi: 10.1080/15321818808057036. [PMID: 3372702]
  • M Rutgers, F Bonthuis, W W de Herder, T J Visser. Accumulation of plasma triiodothyronine sulfate in rats treated with propylthiouracil. The Journal of clinical investigation. 1987 Sep; 80(3):758-62. doi: 10.1172/jci113131. [PMID: 3624487]