Estrone glucuronide (BioDeep_00000003047)

 

Secondary id: BioDeep_00000606605

human metabolite Endogenous blood metabolite Volatile Flavor Compounds


代谢物信息卡片


(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(1S,10R,11S,15S)-15-methyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-5-yl]oxy}oxane-2-carboxylic acid

化学式: C24H30O8 (446.194058)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(blood) 0.28%

分子结构信息

SMILES: CC12CCC3C(C1CCC2=O)CCC4=C3C=CC(=C4)OC5C(C(C(C(O5)C(=O)O)O)O)O
InChI: InChI=1S/C24H30O8/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/h3,5,10,14-16,18-21,23,26-28H,2,4,6-9H2,1H3,(H,29,30)

描述信息

Estrone-glucuronide is the dominant metabolite of estradiol. Estrone glucuronide is formed by a UDP glucuronyltransferase (EC 2.4.1.17, UTP) reaction creating a much more water-soluble form of the hormone; glucuronides are the most abundant estrogen conjugates. Measurement of estrone-glucuronide is used as one reference method for determining ovulation (immunotubes are available for measuring urinary estrone glucuronide in conjunction with LH, one of the most advanced of ovulation prediction products). (PMID: 14742773, 1755456) [HMDB]
Estrone-glucuronide is the dominant metabolite of estradiol. Estrone glucuronide is formed by a UDP glucuronyltransferase (EC 2.4.1.17, UTP) reaction creating a much more water-soluble form of the hormone; glucuronides are the most abundant estrogen conjugates. Measurement of estrone-glucuronide is used as one reference method for determining ovulation (immunotubes are available for measuring urinary estrone glucuronide in conjunction with LH, one of the most advanced of ovulation prediction products). (PMID: 14742773, 1755456).
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 8325

同义名列表

17 个代谢物同义名

(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(1S,10R,11S,15S)-15-methyl-14-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-5-yl]oxy}oxane-2-carboxylic acid; 3-hydroxy-estra-1,3,5(10)-trien-17-one 3-D-glucuronide; Estrone-3-Glucuronide (Estrone beta-D-Glucuronide); Estrone beta-delta-glucuronide; Estrone-3-(beta-D-glucuronide); Estrone-3-glucosiduronic acid; Estrone 3-glucosiduronic acid; Estrone beta-D-glucuronide; Estrone-3-glucosiduronate; Estrone 3-glucosiduronate; Estrone β-D-glucuronide; Estrone b-D-glucuronide; Estrone-3-glucuronide; Estrone 3-glucuronide; Estrone glucuronide; ST 18:4;O2;GlcA; Estrone glucuronide



数据库引用编号

25 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

8 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(2)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(6)

  • Estrone Metabolism: 2-Hydroxyestrone + S-Adenosylmethionine ⟶ 2-Methoxyestrone + S-Adenosylhomocysteine
  • Estrone Metabolism: 2-Hydroxyestrone + S-Adenosylmethionine ⟶ 2-Methoxyestrone + S-Adenosylhomocysteine
  • Estrone Metabolism: 2-Hydroxyestrone + S-Adenosylmethionine ⟶ 2-Methoxyestrone + S-Adenosylhomocysteine
  • Estrone Metabolism: 2-Hydroxyestrone + S-Adenosylmethionine ⟶ 2-Methoxyestrone + S-Adenosylhomocysteine
  • Estrone Metabolism: 2-Hydroxyestrone + S-Adenosylmethionine ⟶ 2-Methoxyestrone + S-Adenosylhomocysteine
  • Estrone Metabolism: 2-Hydroxyestrone + S-Adenosylmethionine ⟶ 2-Methoxyestrone + S-Adenosylhomocysteine

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

  • Jennifer L Gordon, Bethany Sander, Tory A Eisenlohr-Moul, Laurie Sykes Tottenham. Mood sensitivity to estradiol predicts depressive symptoms in the menopause transition. Psychological medicine. 2021 07; 51(10):1733-1741. doi: 10.1017/s0033291720000483. [PMID: 32156321]
  • Carlye Chaney, Margaret Corley, Claudia Valeggia. Comparison of two human infant urine collection methods for measuring estrone-3-glucuronide. American journal of physical anthropology. 2021 07; 175(3):712-717. doi: 10.1002/ajpa.24299. [PMID: 33960410]
  • Nichola Johnson, Sarah Maguire, Anna Morra, Pooja Middha Kapoor, Katarzyna Tomczyk, Michael E Jones, Minouk J Schoemaker, Clare Gilham, Manjeet K Bolla, Qin Wang, Joe Dennis, Thomas U Ahearn, Irene L Andrulis, Hoda Anton-Culver, Natalia N Antonenkova, Volker Arndt, Kristan J Aronson, Annelie Augustinsson, Caroline Baynes, Laura E Beane Freeman, Matthias W Beckmann, Javier Benitez, Marina Bermisheva, Carl Blomqvist, Bram Boeckx, Natalia V Bogdanova, Stig E Bojesen, Hiltrud Brauch, Hermann Brenner, Barbara Burwinkel, Daniele Campa, Federico Canzian, Jose E Castelao, Stephen J Chanock, Georgia Chenevix-Trench, Christine L Clarke, Don M Conroy, Fergus J Couch, Angela Cox, Simon S Cross, Kamila Czene, Thilo Dörk, A Heather Eliassen, Christoph Engel, D Gareth Evans, Peter A Fasching, Jonine Figueroa, Giuseppe Floris, Henrik Flyger, Manuela Gago-Dominguez, Susan M Gapstur, Montserrat García-Closas, Mia M Gaudet, Graham G Giles, Mark S Goldberg, Anna González-Neira, Pascal Guénel, Eric Hahnen, Christopher A Haiman, Niclas Håkansson, Per Hall, Ute Hamann, Patricia A Harrington, Steven N Hart, Maartje J Hooning, John L Hopper, Anthony Howell, David J Hunter, Agnes Jager, Anna Jakubowska, Esther M John, Rudolf Kaaks, Renske Keeman, Elza Khusnutdinova, Cari M Kitahara, Veli-Matti Kosma, Stella Koutros, Peter Kraft, Vessela N Kristensen, Allison W Kurian, Diether Lambrechts, Loic Le Marchand, Martha Linet, Jan Lubiński, Arto Mannermaa, Siranoush Manoukian, Sara Margolin, John W M Martens, Dimitrios Mavroudis, Rebecca Mayes, Alfons Meindl, Roger L Milne, Susan L Neuhausen, Heli Nevanlinna, William G Newman, Sune F Nielsen, Børge G Nordestgaard, Nadia Obi, Andrew F Olshan, Janet E Olson, Håkan Olsson, Ester Orban, Tjoung-Won Park-Simon, Paolo Peterlongo, Dijana Plaseska-Karanfilska, Katri Pylkäs, Gad Rennert, Hedy S Rennert, Kathryn J Ruddy, Emmanouil Saloustros, Dale P Sandler, Elinor J Sawyer, Rita K Schmutzler, Christopher Scott, Xiao-Ou Shu, Jacques Simard, Snezhana Smichkoska, Christof Sohn, Melissa C Southey, John J Spinelli, Jennifer Stone, Rulla M Tamimi, Jack A Taylor, Rob A E M Tollenaar, Ian Tomlinson, Melissa A Troester, Thérèse Truong, Celine M Vachon, Elke M van Veen, Sophia S Wang, Clarice R Weinberg, Camilla Wendt, Hans Wildiers, Robert Winqvist, Alicja Wolk, Wei Zheng, Argyrios Ziogas, Alison M Dunning, Paul D P Pharoah, Douglas F Easton, A Forbes Howie, Julian Peto, Isabel Dos-Santos-Silva, Anthony J Swerdlow, Jenny Chang-Claude, Marjanka K Schmidt, Nick Orr, Olivia Fletcher. CYP3A7*1C allele: linking premenopausal oestrone and progesterone levels with risk of hormone receptor-positive breast cancers. British journal of cancer. 2021 02; 124(4):842-854. doi: 10.1038/s41416-020-01185-w. [PMID: 33495599]
  • Melanie H Jacobson, Penelope P Howards, James S Kesner, Juliana W Meadows, Celia E Dominguez, Jessica B Spencer, Lyndsey A Darrow, Metrecia L Terrell, Michele Marcus. Hormonal Profiles of Menstrual Bleeding Patterns During the Luteal-Follicular Transition. The Journal of clinical endocrinology and metabolism. 2020 05; 105(5):. doi: 10.1210/clinem/dgaa099. [PMID: 32115635]
  • Emma O'Donnell, Jennifer L Scheid, Sarah L West, Mary Jane De Souza. Impaired vascular function in exercising anovulatory premenopausal women is associated with low bone mineral density. Scandinavian journal of medicine & science in sports. 2019 Apr; 29(4):544-553. doi: 10.1111/sms.13354. [PMID: 30548536]
  • Sarah Weddell, Georgina L Jones, Sheila Duffy, Cameron Hogg, Sarah Johnson, William Ledger. Home ovulation test use and stress during subfertility evaluation: Subarm of a randomized controlled trial. Women's health (London, England). 2019 Jan; 15(?):1745506519838363. doi: 10.1177/1745506519838363. [PMID: 30924413]
  • Renae Sattler, Amanda Bishop, Kathleen Woodie, Lori Polasek. Characterizing estrus by trans-abdominal ultrasounds, fecal estrone-3-glucuronide, and vaginal cytology in the Steller sea lion (Eumetopias jubatus). Theriogenology. 2018 Oct; 120(?):25-32. doi: 10.1016/j.theriogenology.2018.07.020. [PMID: 30081245]
  • Marissa Sobolewski, Bernard Weiss, Melanie Martin, Michael Gurven, Emily Barrett. Toxicoanthropology: Phthalate exposure in relation to market access in a remote forager-horticulturalist population. International journal of hygiene and environmental health. 2017 07; 220(5):799-809. doi: 10.1016/j.ijheh.2017.03.009. [PMID: 28392401]
  • Ulrike Luderer, Fletcher Christensen, Wesley O Johnson, Jianwen She, Ho Sai Simon Ip, Junqiang Zhou, Josephine Alvaran, Edward F Krieg, James S Kesner. Associations between urinary biomarkers of polycyclic aromatic hydrocarbon exposure and reproductive function during menstrual cycles in women. Environment international. 2017 Mar; 100(?):110-120. doi: 10.1016/j.envint.2016.12.021. [PMID: 28065424]
  • Kodzue Kinoshita, Yusuke Sano, Akira Takai, Mika Shimizu, Toshio Kobayashi, Akihiro Ouchi, Noko Kuze, Miho Inoue-Murayama, Gen'ichi Idani, Munehiro Okamoto, Yasuhiko Ozaki. Urinary sex steroid hormone and placental leucine aminopeptidase concentration differences between live births and stillbirth of Bornean orangutans (Pongo pygmaeus). Journal of medical primatology. 2017 02; 46(1):3-8. doi: 10.1111/jmp.12249. [PMID: 27859398]
  • David X Li, Sarah Romans, Mary Jane De Souza, Brian Murray, Gillian Einstein. Actigraphic and self-reported sleep quality in women: associations with ovarian hormones and mood. Sleep medicine. 2015 Oct; 16(10):1217-24. doi: 10.1016/j.sleep.2015.06.009. [PMID: 26429749]
  • P A Nepomnaschy, K G Salvante, L Zeng, C Pyles, H Ma, J C Blais, L Wen, C K Barha. Variation in maternal urinary cortisol profiles across the peri-conceptional period: a longitudinal description and evaluation of potential functions. Human reproduction (Oxford, England). 2015 Jun; 30(6):1460-72. doi: 10.1093/humrep/dev086. [PMID: 25904636]
  • Richard S Legro, Allen R Kunselman, Juliana W Meadows, James S Kesner, Edward F Krieg, Ann M Rogers, Robert N Cooney. Time-related increase in urinary testosterone levels and stable semen analysis parameters after bariatric surgery in men. Reproductive biomedicine online. 2015 Feb; 30(2):150-6. doi: 10.1016/j.rbmo.2014.10.014. [PMID: 25498592]
  • Judith Roos, Sarah Johnson, Sarah Weddell, Erhard Godehardt, Julia Schiffner, Günter Freundl, Christian Gnoth. Monitoring the menstrual cycle: Comparison of urinary and serum reproductive hormones referenced to true ovulation. The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception. 2015; 20(6):438-50. doi: 10.3109/13625187.2015.1048331. [PMID: 26018113]
  • Leonard F Blackwell, Pilar Vigil, Delwyn G Cooke, Catherine d'Arcangues, James B Brown. Monitoring of ovarian activity by daily measurement of urinary excretion rates of oestrone glucuronide and pregnanediol glucuronide using the Ovarian Monitor, Part III: variability of normal menstrual cycle profiles. Human reproduction (Oxford, England). 2013 Dec; 28(12):3306-15. doi: 10.1093/humrep/det389. [PMID: 24170744]
  • Richard J Fehring, Mary Schneider, Kathleen Raviele, Dana Rodriguez, Jessica Pruszynski. Randomized comparison of two Internet-supported fertility-awareness-based methods of family planning. Contraception. 2013 Jul; 88(1):24-30. doi: 10.1016/j.contraception.2012.10.010. [PMID: 23153900]
  • Ana Direito, Sébastien Bailly, Aude Mariani, René Ecochard. Relationships between the luteinizing hormone surge and other characteristics of the menstrual cycle in normally ovulating women. Fertility and sterility. 2013 Jan; 99(1):279-285.e3. doi: 10.1016/j.fertnstert.2012.08.047. [PMID: 22999798]
  • Rebecca J Ferrell, Germán Rodríguez, Darryl Holman, Kathleen O'Connor, James W Wood, Maxine Weinstein. Hypoestrogenic 'inactive phases' at the start of the menstrual cycle: changes with age and reproductive stage, and relationship to follicular depletion. Fertility and sterility. 2012 Nov; 98(5):1246-53.e1. doi: 10.1016/j.fertnstert.2012.07.1101. [PMID: 22901850]
  • Miriam J Law Smith, Denis K Deady, Fhionna R Moore, Benedict C Jones, R Elisabeth Cornwell, Michael Stirrat, Jamie F Lawson, David R Feinberg, David I Perrett. Maternal tendencies in women are associated with estrogen levels and facial femininity. Hormones and behavior. 2012 Jan; 61(1):12-6. doi: 10.1016/j.yhbeh.2011.09.005. [PMID: 21983237]
  • Katrina G Salvante, Eleanor Brindle, Daniel McConnell, Kathleen O'connor, Pablo A Nepomnaschy. Validation of a new multiplex assay against individual immunoassays for the quantification of reproductive, stress, and energetic metabolism biomarkers in urine specimens. American journal of human biology : the official journal of the Human Biology Council. 2012 Jan; 24(1):81-6. doi: 10.1002/ajhb.21229. [PMID: 22121074]
  • Kodzue Kinoshita, Mari Miyazaki, Hiroyuki Morita, Maria Vassileva, Chunxiang Tang, Desheng Li, Osamu Ishikawa, Hiroshi Kusunoki, Roumiana Tsenkova. Spectral pattern of urinary water as a biomarker of estrus in the giant panda. Scientific reports. 2012; 2(?):856. doi: 10.1038/srep00856. [PMID: 23181188]
  • Stephen J Genuis, Thomas P Bouchard. High-tech family planning: reproductive regulation through computerized fertility monitoring. European journal of obstetrics, gynecology, and reproductive biology. 2010 Dec; 153(2):124-30. doi: 10.1016/j.ejogrb.2010.06.015. [PMID: 20655652]
  • Kathleen A O'Connor, Rebecca J Ferrell, Eleanor Brindle, Jane Shofer, Darryl J Holman, Rebecca C Miller, Deborah E Schechter, Burton Singer, Maxine Weinstein. Total and unopposed estrogen exposure across stages of the transition to menopause. Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology. 2009 Mar; 18(3):828-36. doi: 10.1158/1055-9965.epi-08-0996. [PMID: 19240232]
  • Sarah L West, Jennifer L Scheid, Mary Jane De Souza. The effect of exercise and estrogen on osteoprotegerin in premenopausal women. Bone. 2009 Jan; 44(1):137-44. doi: 10.1016/j.bone.2008.09.008. [PMID: 18929691]
  • Penelope P Howards, Enrique F Schisterman, Jean Wactawski-Wende, Jennifer E Reschke, Andrea A Frazer, Kathleen M Hovey. Timing clinic visits to phases of the menstrual cycle by using a fertility monitor: the BioCycle Study. American journal of epidemiology. 2009 Jan; 169(1):105-12. doi: 10.1093/aje/kwn287. [PMID: 18974081]
  • Richard J Fehring, Mary Schneider. Variability in the hormonally estimated fertile phase of the menstrual cycle. Fertility and sterility. 2008 Oct; 90(4):1232-5. doi: 10.1016/j.fertnstert.2007.10.050. [PMID: 18249381]
  • Natsuki Hama, Hideyasu Kanemitsu, Kensuke Sakamoto, Yujiro Oyama, Tomas J Acosta, Osamu Ishikawa, Wang Pengyan, Kiyoshi Okuda. Development and evaluation of a rapid enzyme-immunoassay system for measurement of the urinary concentration of estrone-3-glucuronide in a female giant panda (Ailuropoda melanoleuca). The Journal of reproduction and development. 2008 Aug; 54(4):281-5. doi: 10.1262/jrd.19166. [PMID: 18497490]
  • Jennifer E Mersereau, Michele L Evans, Dan H Moore, James H Liu, Michael A Thomas, Robert W Rebar, Ellen Pennington, Marcelle I Cedars. Luteal phase estrogen is decreased in regularly menstruating older women compared with a reference population of younger women. Menopause (New York, N.Y.). 2008 May; 15(3):482-6. doi: 10.1097/gme.0b013e31815982cf. [PMID: 18202592]
  • Richard S Legro, Jaimey G Pauli, Allen R Kunselman, Juliana W Meadows, James S Kesner, Richard J Zaino, Laurence M Demers, Carol L Gnatuk, William C Dodson. Effects of continuous versus cyclical oral contraception: a randomized controlled trial. The Journal of clinical endocrinology and metabolism. 2008 Feb; 93(2):420-9. doi: 10.1210/jc.2007-2287. [PMID: 18056769]
  • S Nara, Tulsidas G Shrivastav, H Singh. Antigen heterologous enzyme linked immunosorbent assay for the measurement of estrone-3-glucuronide. Journal of immunoassay & immunochemistry. 2008; 29(1):80-90. doi: 10.1080/15321810701735146. [PMID: 18080882]
  • Emma O'Donnell, Paula J Harvey, Jack M Goodman, Mary Jane De Souza. Long-term estrogen deficiency lowers regional blood flow, resting systolic blood pressure, and heart rate in exercising premenopausal women. American journal of physiology. Endocrinology and metabolism. 2007 May; 292(5):E1401-9. doi: 10.1152/ajpendo.00547.2006. [PMID: 17227959]
  • Jacqueline L Stoddard, Clyde W Dent, Lisa Shames, Leslie Bernstein. Exercise training effects on premenstrual distress and ovarian steroid hormones. European journal of applied physiology. 2007 Jan; 99(1):27-37. doi: 10.1007/s00421-006-0313-7. [PMID: 17039366]
  • Meena P Desai, K V Bhanuprakash, M Ikram Khatkhatay, Uday M Donde. Age-related changes in bone turnover markers and ovarian hormones in premenopausal and postmenopausal Indian women. Journal of clinical laboratory analysis. 2007; 21(2):55-60. doi: 10.1002/jcla.20166. [PMID: 17385673]
  • Nancy F Woods, Ellen Sullivan Mitchell, Yun Tao, Hannah-Malia A Viernes, Patricia L Stapleton, Federico M Farin. Polymorphisms in the estrogen synthesis and metabolism pathways and symptoms during the menopausal transition: observations from the Seattle Midlife Women's Health Study. Menopause (New York, N.Y.). 2006 Nov; 13(6):902-10. doi: 10.1097/01.gme.0000227058.70903.9f. [PMID: 16977255]
  • Jay Hertel, Nancy I Williams, Lauren C Olmsted-Kramer, Heather J Leidy, Margot Putukian. Neuromuscular performance and knee laxity do not change across the menstrual cycle in female athletes. Knee surgery, sports traumatology, arthroscopy : official journal of the ESSKA. 2006 Sep; 14(9):817-22. doi: 10.1007/s00167-006-0047-4. [PMID: 16470385]
  • K A O'Connor, E Brindle, R C Miller, J B Shofer, R J Ferrell, N A Klein, M R Soules, D J Holman, P K Mansfield, J W Wood. Ovulation detection methods for urinary hormones: precision, daily and intermittent sampling and a combined hierarchical method. Human reproduction (Oxford, England). 2006 Jun; 21(6):1442-52. doi: 10.1093/humrep/dei497. [PMID: 16439502]
  • Darryl J Holman, Michael A Grimes, Jerusha T Achterberg, Eleanor Brindle, Kathleen A O'Connor. Distribution of postpartum amenorrhea in rural Bangladeshi women. American journal of physical anthropology. 2006 Apr; 129(4):609-19. doi: 10.1002/ajpa.20267. [PMID: 16345064]
  • Benjamin Campbell, Paul Leslie, Kenneth Campbell. Age-related patterns of urinary gonadotropins (FSH and LH) and E-3-G as measures of reproductive function among Turkana males of northern Kenya. Social biology. 2006 Mar; 53(1-2):30-45. doi: 10.1080/19485565.2006.9989115. [PMID: 21516949]
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  • E Anne MacGregor, Alison Frith, Jayne Ellis, Laurence Aspinall. Predicting menstrual migraine with a home-use fertility monitor. Neurology. 2005 Feb; 64(3):561-3. doi: 10.1212/01.wnl.0000150547.85002.61. [PMID: 15699399]
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  • Sudharshani Wasalathanthri, Kamani H Tennekoon, S Sufi. Feasibility of using paper impregnated with urine instead of liquid urine for assessing ovarian activity. The Ceylon medical journal. 2003 Mar; 48(1):4-6. doi: 10.4038/cmj.v48i1.3384. [PMID: 12795010]
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