17beta-Estradiol 3-(beta-D-glucuronide) (BioDeep_00001868863)

Main id: BioDeep_00000014555

 


代谢物信息卡片


17beta-Estradiol 3-(beta-D-glucuronide)

化学式: C24H32O8 (448.20970719999997)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC12CCC3C(C1CCC2O)CCC4=C3C=CC(=C4)OC5C(C(C(C(O5)C(=O)O)O)O)O
InChI: InChI=1S/C24H32O8/c1-24-9-8-14-13-5-3-12(10-11(13)2-4-15(14)16(24)6-7-17(24)25)31-23-20(28)18(26)19(27)21(32-23)22(29)30/h3,5,10,14-21,23,25-28H,2,4,6-9H2,1H3,(H,29,30)/t14-,15-,16+,17+,18+,19+,20-,21+,23-,24+/m1/s1

描述信息

D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones

同义名列表

1 个代谢物同义名

17beta-Estradiol 3-(beta-D-glucuronide)



数据库引用编号

10 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。

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

  • Muren, Satoshi Kusuda, Osamu Doi, Hitomi Naito, Hisashi Hashikawa. Puberty, ovarian cycle, pregnancy, and postpartum ovulation in captive Sichuan golden monkeys (Rhinopithecus roxellana) based on changes in urinary and fecal gonadal steroid metabolites. Theriogenology. 2017 Jan; 87(?):179-186. doi: 10.1016/j.theriogenology.2016.08.020. [PMID: 27743688]
  • Peter C Hubbard, Vasco C Mota, Tina Keller-Costa, José Paulo da Silva, Adelino V M Canário. Chemical communication in tilapia: a comparison of Oreochromis mossambicus with O. niloticus. General and comparative endocrinology. 2014 Oct; 207(?):13-20. doi: 10.1016/j.ygcen.2014.06.022. [PMID: 24979336]
  • Kyohei Sumida, Makiko Kawana, Emi Kouno, Tomoo Itoh, Shuhei Takano, Tomoya Narawa, Robert H Tukey, Ryoichi Fujiwara. Importance of UDP-glucuronosyltransferase 1A1 expression in skin and its induction by UVB in neonatal hyperbilirubinemia. Molecular pharmacology. 2013 Nov; 84(5):679-86. doi: 10.1124/mol.113.088112. [PMID: 23950218]
  • Yuichiro Sato, Masanori Nagata, Akio Kawamura, Aiji Miyashita, Takashi Usui. Protein quantification of UDP-glucuronosyltransferases 1A1 and 2B7 in human liver microsomes by LC-MS/MS and correlation with glucuronidation activities. Xenobiotica; the fate of foreign compounds in biological systems. 2012 Sep; 42(9):823-9. doi: 10.3109/00498254.2012.665950. [PMID: 22435749]
  • Heidi Kidron, Gloria Wissel, Nenad Manevski, Marika Häkli, Raimo A Ketola, Moshe Finel, Marjo Yliperttula, Henri Xhaard, Arto Urtti. Impact of probe compound in MRP2 vesicular transport assays. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2012 May; 46(1-2):100-5. doi: 10.1016/j.ejps.2012.02.016. [PMID: 22406294]
  • Dirk R de Waart, Koen van de Wetering, Cindy Kunne, Suzanne Duijst, Coen C Paulusma, Ronald P J Oude Elferink. Oral availability of cefadroxil depends on ABCC3 and ABCC4. Drug metabolism and disposition: the biological fate of chemicals. 2012 Mar; 40(3):515-21. doi: 10.1124/dmd.111.041731. [PMID: 22166395]
  • Rick Greupink, Lieve Dillen, Mario Monshouwer, Maarten T Huisman, Frans G M Russel. Interaction of fluvastatin with the liver-specific Na+ -dependent taurocholate cotransporting polypeptide (NTCP). European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2011 Nov; 44(4):487-96. doi: 10.1016/j.ejps.2011.09.009. [PMID: 21945488]
  • Megan Roth, Juan J Araya, Barbara N Timmermann, Bruno Hagenbuch. Isolation of modulators of the liver-specific organic anion-transporting polypeptides (OATPs) 1B1 and 1B3 from Rollinia emarginata Schlecht (Annonaceae). The Journal of pharmacology and experimental therapeutics. 2011 Nov; 339(2):624-32. doi: 10.1124/jpet.111.184564. [PMID: 21846839]
  • Maria Ulvestad, Petter Björquist, Espen Molden, Anders Asberg, Tommy B Andersson. OATP1B1/1B3 activity in plated primary human hepatocytes over time in culture. Biochemical pharmacology. 2011 Nov; 82(9):1219-26. doi: 10.1016/j.bcp.2011.07.076. [PMID: 21787759]
  • Maciej J Zamek-Gliszczynski, Jeffrey S Day, Kathleen M Hillgren, Diane L Phillips. Efflux transport is an important determinant of ethinylestradiol glucuronide and ethinylestradiol sulfate pharmacokinetics. Drug metabolism and disposition: the biological fate of chemicals. 2011 Oct; 39(10):1794-800. doi: 10.1124/dmd.111.040162. [PMID: 21708882]
  • Lei Gong, Nelly Aranibar, Yong-Hae Han, Youcai Zhang, Lloyd Lecureux, Vasanthi Bhaskaran, Purnima Khandelwal, Curtis D Klaassen, Lois D Lehman-McKeeman. Characterization of organic anion-transporting polypeptide (Oatp) 1a1 and 1a4 null mice reveals altered transport function and urinary metabolomic profiles. Toxicological sciences : an official journal of the Society of Toxicology. 2011 Aug; 122(2):587-97. doi: 10.1093/toxsci/kfr114. [PMID: 21561886]
  • Vandana Megaraj, Tianyong Zhao, Christian M Paumi, Phillip M Gerk, Richard B Kim, Mary Vore. Functional analysis of nonsynonymous single nucleotide polymorphisms of multidrug resistance-associated protein 2 (ABCC2). Pharmacogenetics and genomics. 2011 Aug; 21(8):506-15. doi: 10.1097/fpc.0b013e328348c786. [PMID: 21691255]
  • Kodzue Kinoshita, Sayaka Inada, Kazuya Seki, Aiko Sasaki, Natsuki Hama, Hiroshi Kusunoki. Long-term monitoring of fecal steroid hormones in female snow leopards (Panthera uncia) during pregnancy or pseudopregnancy. PloS one. 2011 May; 6(5):e19314. doi: 10.1371/journal.pone.0019314. [PMID: 21559303]
  • Pablo Martinez-Becerra, Oscar Briz, Marta R Romero, Rocio I R Macias, Maria J Perez, Carlos Sancho-Mateo, Maria P Lostao, Jose M Fernandez-Abalos, Jose J G Marin. Further characterization of the electrogenicity and pH sensitivity of the human organic anion-transporting polypeptides OATP1B1 and OATP1B3. Molecular pharmacology. 2011 Mar; 79(3):596-607. doi: 10.1124/mol.110.069971. [PMID: 21173039]
  • Jin Zhou, Timothy S Tracy, Rory P Remmel. Correlation between bilirubin glucuronidation and estradiol-3-gluronidation in the presence of model UDP-glucuronosyltransferase 1A1 substrates/inhibitors. Drug metabolism and disposition: the biological fate of chemicals. 2011 Feb; 39(2):322-9. doi: 10.1124/dmd.110.035030. [PMID: 21030469]
  • Andrew Chao, Barney A Schlinger, Luke Remage-Healey. Combined liquid and solid-phase extraction improves quantification of brain estrogen content. Frontiers in neuroanatomy. 2011; 5(?):57. doi: 10.3389/fnana.2011.00057. [PMID: 21909323]
  • Asier Vallejo, Aresatz Usobiaga, Maren Ortiz-Zarragoitia, Miren P Cajaraville, Luis A Fernández, Olatz Zuloaga. Focused ultrasound-assisted acceleration of enzymatic hydrolysis of alkylphenols and 17β-oestradiol glucuronide in fish bile. Analytical and bioanalytical chemistry. 2010 Nov; 398(5):2307-14. doi: 10.1007/s00216-010-4156-z. [PMID: 20835815]
  • Mohamed-Eslam F Mohamed, Tiffany Tseng, Reginald F Frye. Inhibitory effects of commonly used herbal extracts on UGT1A1 enzyme activity. Xenobiotica; the fate of foreign compounds in biological systems. 2010 Oct; 40(10):663-9. doi: 10.3109/00498254.2010.505669. [PMID: 20666626]
  • Chunshan Gui, Bruno Hagenbuch. Cloning/characterization of the canine organic anion transporting polypeptide 1b4 (Oatp1b4) and classification of the canine OATP/SLCO members. Comparative biochemistry and physiology. Toxicology & pharmacology : CBP. 2010 Apr; 151(3):393-9. doi: 10.1016/j.cbpc.2010.01.005. [PMID: 20079461]
  • Johan E Karlsson, Catherine Heddle, Aleksei Rozkov, Joke Rotticci-Mulder, Ola Tuvesson, Constanze Hilgendorf, Tommy B Andersson. High-activity p-glycoprotein, multidrug resistance protein 2, and breast cancer resistance protein membrane vesicles prepared from transiently transfected human embryonic kidney 293-epstein-barr virus nuclear antigen cells. Drug metabolism and disposition: the biological fate of chemicals. 2010 Apr; 38(4):705-14. doi: 10.1124/dmd.109.028886. [PMID: 20071452]
  • P Sharma, V E Holmes, R Elsby, C Lambert, D Surry. Validation of cell-based OATP1B1 assays to assess drug transport and the potential for drug-drug interaction to support regulatory submissions. Xenobiotica; the fate of foreign compounds in biological systems. 2010 Jan; 40(1):24-37. doi: 10.3109/00498250903351013. [PMID: 19919292]
  • Dirk R de Waart, Maria L H Vlaming, Cindy Kunne, Alfred H Schinkel, Ronald P J Oude Elferink. Complex pharmacokinetic behavior of ezetimibe depends on abcc2, abcc3, and abcg2. Drug metabolism and disposition: the biological fate of chemicals. 2009 Aug; 37(8):1698-702. doi: 10.1124/dmd.108.026146. [PMID: 19443695]
  • M-K Choi, H Kim, Y-H Han, I-S Song, C-K Shim. Involvement of Mrp2/MRP2 in the species different excretion route of benzylpenicillin between rat and human. Xenobiotica; the fate of foreign compounds in biological systems. 2009 Feb; 39(2):171-81. doi: 10.1080/00498250802642256. [PMID: 19255943]
  • Fernando A Crocenzi, Enrique J Sánchez Pozzi, María Laura Ruiz, Andrés E Zucchetti, Marcelo G Roma, Aldo D Mottino, Mary Vore. Ca(2+)-dependent protein kinase C isoforms are critical to estradiol 17beta-D-glucuronide-induced cholestasis in the rat. Hepatology (Baltimore, Md.). 2008 Dec; 48(6):1885-95. doi: 10.1002/hep.22532. [PMID: 18972403]
  • Khalid M Alkharfy, Samuel M Poloyac, Mario Congiu, Paul V Desmond, Reginald F Frye. Effect of the acute phase response induced by endotoxin administration on the expression and activity of UGT isoforms in rats. Drug metabolism letters. 2008 Dec; 2(4):248-55. doi: 10.2174/187231208786734085. [PMID: 19356101]
  • Carina Ankarberg-Lindgren, Ensio Norjavaara. Twenty-four hours secretion pattern of serum estradiol in healthy prepubertal and pubertal boys as determined by a validated ultra-sensitive extraction RIA. BMC endocrine disorders. 2008 Sep; 8(?):10. doi: 10.1186/1472-6823-8-10. [PMID: 18817534]
  • Lauren Oleson, Michael H Court. Effect of the beta-glucuronidase inhibitor saccharolactone on glucuronidation by human tissue microsomes and recombinant UDP-glucuronosyltransferases. The Journal of pharmacy and pharmacology. 2008 Sep; 60(9):1175-82. doi: 10.1211/jpp.60.9.0009. [PMID: 18718121]
  • Chunshan Gui, Yi Miao, Lucas Thompson, Bret Wahlgren, Melissa Mock, Bruno Stieger, Bruno Hagenbuch. Effect of pregnane X receptor ligands on transport mediated by human OATP1B1 and OATP1B3. European journal of pharmacology. 2008 Apr; 584(1):57-65. doi: 10.1016/j.ejphar.2008.01.042. [PMID: 18321482]
  • Brigitte Chanteranne, Francesco Branca, A Kaardinal, K Wahala, Véronique Braesco, Philippe Ladroite, Fred Brouns, Véronique Coxam. Food matrix and isoflavones bioavailability in early post menopausal women: a European clinical study. Clinical interventions in aging. 2008; 3(4):711-8. doi: 10.2147/cia.s4085. [PMID: 19281063]
  • Jessica X Jia, Kishor M Wasan. Effects of monoglycerides on rhodamine 123 accumulation, estradiol 17 beta-D-glucuronide bidirectional transport and MRP2 protein expression within Caco-2 cells. Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques. 2008; 11(3):45-62. doi: 10.18433/j33s3z. [PMID: 18801307]
  • Alexander Treiber, Ralph Schneiter, Stephanie Häusler, Bruno Stieger. Bosentan is a substrate of human OATP1B1 and OATP1B3: inhibition of hepatic uptake as the common mechanism of its interactions with cyclosporin A, rifampicin, and sildenafil. Drug metabolism and disposition: the biological fate of chemicals. 2007 Aug; 35(8):1400-7. doi: 10.1124/dmd.106.013615. [PMID: 17496208]
  • Flavia I Carreras, Guillermo L Lehmann, Domenico Ferri, Mariana F Tioni, Giuseppe Calamita, Raúl A Marinelli. Defective hepatocyte aquaporin-8 expression and reduced canalicular membrane water permeability in estrogen-induced cholestasis. American journal of physiology. Gastrointestinal and liver physiology. 2007 Mar; 292(3):G905-12. doi: 10.1152/ajpgi.00386.2006. [PMID: 17110522]
  • Markus Grube, Sebastian Reuther, Henriette Meyer Zu Schwabedissen, Kathleen Köck, Katrin Draber, Christoph A Ritter, Christoph Fusch, Gabriele Jedlitschky, Heyo K Kroemer. Organic anion transporting polypeptide 2B1 and breast cancer resistance protein interact in the transepithelial transport of steroid sulfates in human placenta. Drug metabolism and disposition: the biological fate of chemicals. 2007 Jan; 35(1):30-5. doi: 10.1124/dmd.106.011411. [PMID: 17020956]
  • Gail F Jurgella, Ashok Marwah, Jeffrey A Malison, Richard Peterson, Terence P Barry. Effects of xenobiotics and steroids on renal and hepatic estrogen metabolism in lake trout. General and comparative endocrinology. 2006 Sep; 148(2):273-81. doi: 10.1016/j.ygcen.2006.03.011. [PMID: 16677648]
  • Naoki Ishiguro, Kazuya Maeda, Wataru Kishimoto, Asami Saito, Akiko Harada, Thomas Ebner, Willy Roth, Takashi Igarashi, Yuichi Sugiyama. Predominant contribution of OATP1B3 to the hepatic uptake of telmisartan, an angiotensin II receptor antagonist, in humans. Drug metabolism and disposition: the biological fate of chemicals. 2006 Jul; 34(7):1109-15. doi: 10.1124/dmd.105.009175. [PMID: 16611857]
  • Wen-Jen Lu, Ikumi Tamai, Jun-ichi Nezu, Ming-Liang Lai, Jin-Ding Huang. Organic anion transporting polypeptide-C mediates arsenic uptake in HEK-293 cells. Journal of biomedical science. 2006 Jul; 13(4):525-33. doi: 10.1007/s11373-006-9071-0. [PMID: 16479312]
  • Maki Shimizu, Kaori Fuse, Kazuho Okudaira, Ryuichiro Nishigaki, Kazuya Maeda, Hiroyuki Kusuhara, Yuichi Sugiyama. Contribution of OATP (organic anion-transporting polypeptide) family transporters to the hepatic uptake of fexofenadine in humans. Drug metabolism and disposition: the biological fate of chemicals. 2005 Oct; 33(10):1477-81. doi: 10.1124/dmd.105.004622. [PMID: 16014768]
  • Soichiro Matsushima, Kazuya Maeda, Chihiro Kondo, Masaru Hirano, Makoto Sasaki, Hiroshi Suzuki, Yuichi Sugiyama. Identification of the hepatic efflux transporters of organic anions using double-transfected Madin-Darby canine kidney II cells expressing human organic anion-transporting polypeptide 1B1 (OATP1B1)/multidrug resistance-associated protein 2, OATP1B1/multidrug resistance 1, and OATP1B1/breast cancer resistance protein. The Journal of pharmacology and experimental therapeutics. 2005 Sep; 314(3):1059-67. doi: 10.1124/jpet.105.085589. [PMID: 15901800]
  • Yoshio Kameyama, Keiko Yamashita, Kaoru Kobayashi, Masakiyo Hosokawa, Kan Chiba. Functional characterization of SLCO1B1 (OATP-C) variants, SLCO1B1*5, SLCO1B1*15 and SLCO1B1*15+C1007G, by using transient expression systems of HeLa and HEK293 cells. Pharmacogenetics and genomics. 2005 Jul; 15(7):513-22. doi: 10.1097/01.fpc.0000170913.73780.5f. [PMID: 15970799]
  • M Yamazaki, B Li, S W Louie, N T Pudvah, R Stocco, W Wong, M Abramovitz, A Demartis, R Laufer, J H Hochman, T Prueksaritanont, J H Lin. Effects of fibrates on human organic anion-transporting polypeptide 1B1-, multidrug resistance protein 2- and P-glycoprotein-mediated transport. Xenobiotica; the fate of foreign compounds in biological systems. 2005 Jul; 35(7):737-53. doi: 10.1080/00498250500136676. [PMID: 16316932]
  • Masakazu Hirouchi, Hiroshi Suzuki, Yuichi Sugiyama. Treatment of hyperbilirubinemia in Eisai hyperbilirubinemic rat by transfecting human MRP2/ABCC2 gene. Pharmaceutical research. 2005 Apr; 22(4):661-6. doi: 10.1007/s11095-005-2502-1. [PMID: 15846474]
  • Cuiping Chen, Rouchelle J Mireles, Scott D Campbell, Jian Lin, Jessica B Mills, Jinghai J Xu, Teresa A Smolarek. Differential interaction of 3-hydroxy-3-methylglutaryl-coa reductase inhibitors with ABCB1, ABCC2, and OATP1B1. Drug metabolism and disposition: the biological fate of chemicals. 2005 Apr; 33(4):537-46. doi: 10.1124/dmd.104.002477. [PMID: 15616150]
  • Kevin J Spears, Jillian Ross, Alasdair Stenhouse, Clive J Ward, Lay-Beng Goh, C Roland Wolf, Paul Morgan, Andy Ayrton, Thomas H Friedberg. Directional trans-epithelial transport of organic anions in porcine LLC-PK1 cells that co-express human OATP1B1 (OATP-C) and MRP2. Biochemical pharmacology. 2005 Feb; 69(3):415-23. doi: 10.1016/j.bcp.2004.09.026. [PMID: 15652233]
  • Takashi Nozawa, Masato Suzuki, Koichi Takahashi, Hikaru Yabuuchi, Tomoji Maeda, Akira Tsuji, Ikumi Tamai. Involvement of estrone-3-sulfate transporters in proliferation of hormone-dependent breast cancer cells. The Journal of pharmacology and experimental therapeutics. 2004 Dec; 311(3):1032-7. doi: 10.1124/jpet.104.071522. [PMID: 15328376]
  • Makoto Sasaki, Hiroshi Suzuki, Jun Aoki, Kousei Ito, Peter J Meier, Yuichi Sugiyama. Prediction of in vivo biliary clearance from the in vitro transcellular transport of organic anions across a double-transfected Madin-Darby canine kidney II monolayer expressing both rat organic anion transporting polypeptide 4 and multidrug resistance associated protein 2. Molecular pharmacology. 2004 Sep; 66(3):450-9. doi: 10.1124/mol.66.3.. [PMID: 15322236]
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  • Takashi Nozawa, Kozue Imai, Jun-Ichi Nezu, Akira Tsuji, Ikumi Tamai. Functional characterization of pH-sensitive organic anion transporting polypeptide OATP-B in human. The Journal of pharmacology and experimental therapeutics. 2004 Feb; 308(2):438-45. doi: 10.1124/jpet.103.060194. [PMID: 14610227]
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  • Young-Joo Lee, Hiroyuki Kusuhara, Yuichi Sugiyama. Do multidrug resistance-associated protein-1 and -2 play any role in the elimination of estradiol-17 beta-glucuronide and 2,4-dinitrophenyl-S-glutathione across the blood-cerebrospinal fluid barrier?. Journal of pharmaceutical sciences. 2004 Jan; 93(1):99-107. doi: 10.1002/jps.10521. [PMID: 14648640]
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  • Makoto Sasaki, Hiroshi Suzuki, Kousei Ito, Takaaki Abe, Yuichi Sugiyama. Transcellular transport of organic anions across a double-transfected Madin-Darby canine kidney II cell monolayer expressing both human organic anion-transporting polypeptide (OATP2/SLC21A6) and Multidrug resistance-associated protein 2 (MRP2/ABCC2). The Journal of biological chemistry. 2002 Feb; 277(8):6497-503. doi: 10.1074/jbc.m109081200. [PMID: 11748225]
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