Dydrogesterone (BioDeep_00000018426)

   

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


(1R,2S,10S,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-6,8-dien-5-one

化学式: C21H28O2 (312.2089188)
中文名称: 地屈孕酮
谱图信息: 最多检出来源 Homo sapiens(urine) 40.74%

分子结构信息

SMILES: CC(=O)C1CCC2C1(CCC3C2C=CC4=CC(=O)CCC34C)C
InChI: InChI=1S/C21H28O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h4-5,12,16-19H,6-11H2,1-3H3/t16-,17+,18-,19+,20+,21+/m0/s1

描述信息

Dydrogesterone is only found in individuals that have used or taken this drug. It is a synthetic progestational hormone with no androgenic or estrogenic properties. Unlike many other progestational compounds, dydrogesterone produces no increase in temperature and does not inhibit ovulation. [PubChem]Dydrogesterone works by regulating the healthy growth and normal shedding of the womb lining by acting on progesterone receptors in the uterus.
G - Genito urinary system and sex hormones > G03 - Sex hormones and modulators of the genital system > G03D - Progestogens > G03DB - Pregnadien derivatives
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D011372 - Progestins
C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone

同义名列表

22 个代谢物同义名

(1R,2S,10S,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-6,8-dien-5-one; 6-Dehydro-9 beta-10 alpha-progesterone; 6 Dehydro 9 beta 10 alpha progesterone; Solvay brand OF dydrogesterone; 6-Dehydro-retro-progesterone; Retro-6-dehydroprogesterone; delta(6)-Retroprogesterone; Δ(6)-retroprogesterone; 10alpha-Isopregnenone; 10a-Isopregnenone; 10Α-isopregnenone; Dehydrogesterone; Dydrogesteronum; Dydrogesterone; Didrogesterone; Hydrogesterone; Didrogesterona; Isopregnenone; Hydrogestrone; MLS002695106; Duphaston; Gynorest



数据库引用编号

11 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

  • Xiaoqian Di, Yanzhi Hao, Zibo Duan, Yucong Ma, Ying Cao, Zhanwang Tan, Cuimiao Song, Xiaohua Lin. Activation of SGK1/ENaC Signaling Pathway Improves the Level of Decidualization in Unexplained Recurrent Spontaneous Abortion. Reproductive sciences (Thousand Oaks, Calif.). 2023 Jun; ?(?):. doi: 10.1007/s43032-023-01273-1. [PMID: 37280474]
  • Yu-Xia Jiang, Wen-Jun Shi, Li-Xin Hu, Dong-Dong Ma, Hui Zhang, Choon Nam Ong, Guang-Guo Ying. Dydrogesterone disrupts lipid metabolism in zebrafish brain: A study based on metabolomics and Fourier transform infrared spectroscopy. Environmental pollution (Barking, Essex : 1987). 2023 Jan; 317(?):120811. doi: 10.1016/j.envpol.2022.120811. [PMID: 36470458]
  • Tanja K Eggersmann, Albert Wolthuis, Peter H van Amsterdam, Georg Griesinger. Lack of analytical interference of dydrogesterone in progesterone immunoassays. Clinical chemistry and laboratory medicine. 2022 Jun; 60(7):1039-1045. doi: 10.1515/cclm-2022-0174. [PMID: 35535412]
  • Kay Neumann, Antonia Masuch, Reinhard Vonthein, Marion Depenbusch, Askan Schultze-Mosgau, Tanja K Eggersmann, Georg Griesinger. Dydrogesterone and 20α-dihydrodydrogesterone plasma levels on day of embryo transfer and clinical outcome in an anovulatory programmed frozen-thawed embryo transfer cycle: a prospective cohort study. Human reproduction (Oxford, England). 2022 05; 37(6):1183-1193. doi: 10.1093/humrep/deac045. [PMID: 35323905]
  • Chao Peng, Yan Huang, Yingfang Zhou. Dydrogesterone in the treatment of endometriosis: evidence mapping and meta-analysis. Archives of gynecology and obstetrics. 2021 07; 304(1):231-252. doi: 10.1007/s00404-020-05900-z. [PMID: 33398505]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Jiongjiong Tu, Ge Lin, Fei Gong. Additional luteal support might improve IVF outcomes in patients with low progesterone level in middle luteal phase following a GnRH agonist protocol. Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology. 2021 Feb; 37(2):132-136. doi: 10.1080/09513590.2020.1756252. [PMID: 32338103]
  • Shumei Sun, Hao Zhang, Peicheng Zhong, Zhihong Xu. The Effect of Letrozole Combined with Dydrogesterone for Endometriosis in China: A Meta-Analysis. BioMed research international. 2021; 2021(?):9946060. doi: 10.1155/2021/9946060. [PMID: 34901283]
  • F N Ahmad, R Jamaluddin, N Mohd Esa. Screening of the aflatoxin M1 metabolite in urine samples of residents in Terengganu, Malaysia. Toxicon : official journal of the International Society on Toxinology. 2020 Oct; 186(?):120-125. doi: 10.1016/j.toxicon.2020.07.022. [PMID: 32771393]
  • Thiam Chye Tan, Chee Wai Ku, Lee Koon Kwek, Kai Wei Lee, Xiaoxuan Zhang, John C Allen, Valencia Ru-Yan Zhang, Nguan Soon Tan. Novel approach using serum progesterone as a triage to guide management of patients with threatened miscarriage: a prospective cohort study. Scientific reports. 2020 06; 10(1):9153. doi: 10.1038/s41598-020-66155-x. [PMID: 32499581]
  • Kay Neumann, Marion Depenbusch, Askan Schultze-Mosgau, Georg Griesinger. Characterization of early pregnancy placental progesterone production by use of dydrogesterone in programmed frozen-thawed embryo transfer cycles. Reproductive biomedicine online. 2020 May; 40(5):743-751. doi: 10.1016/j.rbmo.2020.01.019. [PMID: 32336650]
  • Anis Cerovac, Alma Brigic, Dzenana Softic, Amna Barakovic, Semir Adzajlic. Uncontrolled Acute Intermittent Porphyria as a Cause of Spontaneous Abortion. Medical archives (Sarajevo, Bosnia and Herzegovina). 2020 Apr; 74(2):153-155. doi: 10.5455/medarh.2020.74.153-155. [PMID: 32577061]
  • Umaporn Uawisetwathana, Olivier P Chevallier, Yun Xu, Wintai Kamolsukyeunyong, Intawat Nookaew, Thapakorn Somboon, Theerayut Toojinda, Apichart Vanavichit, Royston Goodacre, Christopher T Elliott, Nitsara Karoonuthaisiri. Global metabolite profiles of rice brown planthopper-resistant traits reveal potential secondary metabolites for both constitutive and inducible defenses. Metabolomics : Official journal of the Metabolomic Society. 2019 11; 15(12):151. doi: 10.1007/s11306-019-1616-0. [PMID: 31741127]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Jia-Man Wu, Yan Ning, Jian Liao, Yu Chen, Shan Hu, Yuan-Yuan Zhuo. [Effect on immune factors and serum CA125 in patients of threatened abortion in early pregnancy complicated with subchorionic hematoma treated with auricular acupuncture combined with dydrogesterone]. Zhongguo zhen jiu = Chinese acupuncture & moxibustion. 2019 Oct; 39(10):1046-50. doi: 10.13703/j.0255-2930.2019.10.004. [PMID: 31621254]
  • Yudai Inabu, Kyotaro Murayama, Katsutoshi Inouchi, Toshihisa Sugino. The effect of tributyrin supplementation to milk replacer on plasma glucagon-like peptide 2 concentrations in pre-weaning calves. Animal science journal = Nihon chikusan Gakkaiho. 2019 Sep; 90(9):1185-1192. doi: 10.1111/asj.13262. [PMID: 31282115]
  • Abdul Wajid, Malik Shoaib Ahmad, Sammer Yousuf, Atia-Tul-Wahab, Almas Jabeen, Atta-Ur-Rahman, M Iqbal Choudhary. Biotransformation of progestonic hormone dydrogesterone with Macrophomina phaseolina, and study of the effect of biotransformed products on phagocytes oxidative burst. Steroids. 2019 03; 143(?):67-72. doi: 10.1016/j.steroids.2018.12.009. [PMID: 30625340]
  • Antoine Netter, Julien Mancini, Christophe Buffat, Aubert Agostini, Jeanne Perrin, Blandine Courbiere. Do early luteal serum progesterone levels predict the reproductive outcomes in IVF with oral dydrogesterone for luteal phase support?. PloS one. 2019; 14(7):e0220450. doi: 10.1371/journal.pone.0220450. [PMID: 31361764]
  • Fuminori Taniguchi, Ikuko Ota, Yumiko Iba, Toshiko Toda, Yukiko Tagashira, Yorie Ohata, Hiroko Kurioka, Yusuke Endo, Hiroshi Sunada, Hisashi Noma, Yukihiro Azuma, Tasuku Harada. The efficacy and safety of dydrogesterone for treatment of dysmenorrhea: An open-label multicenter clinical study. The journal of obstetrics and gynaecology research. 2019 Jan; 45(1):168-175. doi: 10.1111/jog.13807. [PMID: 30246276]
  • Jia Yun S Siew, John C Allen, Celene Y Y Hui, Chee Wai Ku, Rahul Malhotra, Truls Østbye, Thiam Chye Tan. The randomised controlled trial of micronised progesterone and dydrogesterone (TRoMaD) for threatened miscarriage. European journal of obstetrics, gynecology, and reproductive biology. 2018 Sep; 228(?):319-324. doi: 10.1016/j.ejogrb.2018.07.028. [PMID: 30077119]
  • Nicolás Hermosilla B, Gonzalo De Toro, Montserrat Molgó. [Porphyria cutanea tarda. Case report]. Revista medica de Chile. 2018 Aug; 146(8):943-946. doi: 10.4067/s0034-98872018000800943. [PMID: 30534876]
  • Mohammad Mahdi Khataei, Yadollah Yamini, Ali Nazaripour, Meghdad Karimi. Novel generation of deep eutectic solvent as an acceptor phase in three-phase hollow fiber liquid phase microextraction for extraction and preconcentration of steroidal hormones from biological fluids. Talanta. 2018 Feb; 178(?):473-480. doi: 10.1016/j.talanta.2017.09.068. [PMID: 29136850]
  • Magdalena Piróg, Robert Jach, Anetta Undas. Effects of ultra-low-dose versus standard hormone therapy on fibrinolysis and thrombin generation in postmenopausal women. European journal of obstetrics, gynecology, and reproductive biology. 2017 Oct; 217(?):77-82. doi: 10.1016/j.ejogrb.2017.08.023. [PMID: 28865249]
  • Wen-Jun Shi, Guang-Guo Ying, Guo-Yong Huang, Yan-Qiu Liang, Li-Xin Hu, Jian-Liang Zhao, Jin-Na Zhang. Transcriptional and Biochemical Alterations in Zebrafish Eleuthero-Embryos (Danio rerio) After Exposure to Synthetic Progestogen Dydrogesterone. Bulletin of environmental contamination and toxicology. 2017 Jul; 99(1):39-45. doi: 10.1007/s00128-017-2046-1. [PMID: 28214940]
  • Wei Xue, Yan Deng, Yan-Fang Wang, Ai-Jun Sun. Effect of Half-dose and Standard-dose Conjugated Equine Estrogens Combined with Natural Progesterone or Dydrogesterone on Components of Metabolic Syndrome in Healthy Postmenopausal Women: A Randomized Controlled Trial. Chinese medical journal. 2016 12; 129(23):2773-2779. doi: 10.4103/0366-6999.194646. [PMID: 27900987]
  • Yousef Abdossalami Asl, Yadollah Yamini, Shahram Seidi. Development of a microfluidic-chip system for liquid-phase microextraction based on two immiscible organic solvents for the extraction and preconcentration of some hormonal drugs. Talanta. 2016 Nov; 160(?):592-599. doi: 10.1016/j.talanta.2016.07.063. [PMID: 27591655]
  • J Zegarska, E Hryniewiecka, D Zochowska, E Samborowska, R Jazwiec, A Borowiec, W Tszyrsznic, A Chmura, S Nazarewski, M Dadlez, L Paczek. Tacrolimus Metabolite M-III May Have Nephrotoxic and Myelotoxic Effects and Increase the Incidence of Infections in Kidney Transplant Recipients. Transplantation proceedings. 2016 Jun; 48(5):1539-42. doi: 10.1016/j.transproceed.2015.12.133. [PMID: 27496443]
  • Ya Li, Xin-yu Liu, Jun-ling Wang, Yu-lei Liu, Hui Teng. [Effects of Shoutai Pill Containing Serum on Bioactivity Behavior of Trophoblast Cells of Spontaneous Abortion Patients]. Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine. 2016 May; 36(5):586-91. doi: NULL. [PMID: 27386652]
  • Rola Abboud, Hélène Greige-Gerges, Catherine Charcosset. Effect of Progesterone, Its Hydroxylated and Methylated Derivatives, and Dydrogesterone on Lipid Bilayer Membranes. The Journal of membrane biology. 2015 Aug; 248(4):811-24. doi: 10.1007/s00232-015-9803-z. [PMID: 25911547]
  • J Liu, H Lin, Y Huang, Y Liu, B Wang, F Su. Cognitive effects of long-term dydrogesterone treatment used alone or with estrogen on rat menopausal models of different ages. Neuroscience. 2015 Apr; 290(?):103-14. doi: 10.1016/j.neuroscience.2015.01.042. [PMID: 25637796]
  • Ashok Kumar, Nargis Begum, Sudha Prasad, Sarita Aggarwal, Shashi Sharma. Oral dydrogesterone treatment during early pregnancy to prevent recurrent pregnancy loss and its role in modulation of cytokine production: a double-blind, randomized, parallel, placebo-controlled trial. Fertility and sterility. 2014 Nov; 102(5):1357-1363.e3. doi: 10.1016/j.fertnstert.2014.07.1251. [PMID: 25241364]
  • S Matsui, T Yasui, A Tani, T Kato, H Uemura, A Kuwahara, T Matsuzaki, K Arisawa, M Irahara. Effect of ultra-low-dose estradiol and dydrogesterone on arterial stiffness in postmenopausal women. Climacteric : the journal of the International Menopause Society. 2014 Apr; 17(2):191-6. doi: 10.3109/13697137.2013.856399. [PMID: 24164272]
  • Maria Rosaria Rizzo, Stefania Leo, Pasquale De Franciscis, Nicola Colacurci, Giuseppe Paolisso. Short-term effects of low-dose estrogen/drospirenone vs low-dose estrogen/dydrogesterone on glycemic fluctuations in postmenopausal women with metabolic syndrome. Age (Dordrecht, Netherlands). 2014 Feb; 36(1):265-74. doi: 10.1007/s11357-013-9554-7. [PMID: 23832170]
  • John C Stevenson, Nicholas Panay, Claire Pexman-Fieth. Oral estradiol and dydrogesterone combination therapy in postmenopausal women: review of efficacy and safety. Maturitas. 2013 Sep; 76(1):10-21. doi: 10.1016/j.maturitas.2013.05.018. [PMID: 23835005]
  • Ireneusz Połać, Marta Borowiecka, Agnieszka Wilamowska, Pawel Nowak. Coagulation and fibrynolitic parameters in women and the effects of hormone therapy; comparison of transdermal and oral administration. Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology. 2013 Feb; 29(2):165-8. doi: 10.3109/09513590.2012.730567. [PMID: 23116237]
  • V M Kuba, M A M Teixeira, R M R Meirelles, C R L Assumpção, O S Costa. Dydrogesterone does not reverse the cardiovascular benefits of percutaneous estradiol. Climacteric : the journal of the International Menopause Society. 2013 Feb; 16(1):54-61. doi: 10.3109/13697137.2012.672843. [PMID: 22640483]
  • Igor Hudić, Julia Szekeres-Bartho, Zlatan Fatušić, Babill Stray-Pedersen, Larisa Dizdarević-Hudić, Anela Latifagić, Nešad Hotić, Lejla Kamerić, Amer Mandžić. Dydrogesterone supplementation in women with threatened preterm delivery--the impact on cytokine profile, hormone profile, and progesterone-induced blocking factor. Journal of reproductive immunology. 2011 Dec; 92(1-2):103-7. doi: 10.1016/j.jri.2011.08.006. [PMID: 22032897]
  • Herbert Bosshart. Withdrawal-induced delirium associated with a benzodiazepine switch: a case report. Journal of medical case reports. 2011 May; 5(?):207. doi: 10.1186/1752-1947-5-207. [PMID: 21615891]
  • A J Scheen, U Gaspard. [Medication of the month. Femoston Low (0.5 mg estradiol plus 2.5 mg dydrogesterone) for menopausal hormonal replacement therapy]. Revue medicale de Liege. 2011 Apr; 66(4):209-14. doi: ". [PMID: 21638840]
  • Jan Idkowiak, Stephen O'Riordan, Nicole Reisch, Ewa M Malunowicz, Felicity Collins, Michiel N Kerstens, Birgit Köhler, Luitgard Margarete Graul-Neumann, Maria Szarras-Czapnik, Mehul Dattani, Martin Silink, Cedric H L Shackleton, Dominique Maiter, Nils Krone, Wiebke Arlt. Pubertal presentation in seven patients with congenital adrenal hyperplasia due to P450 oxidoreductase deficiency. The Journal of clinical endocrinology and metabolism. 2011 Mar; 96(3):E453-62. doi: 10.1210/jc.2010-1607. [PMID: 21190981]
  • Agnieszka Rajtar-Ciosek, Hubert Huras, Józef Krzysiek, Alfred Reroń, Maciej Wilczak, Robert Jach. Beneficial influence of postmenopausal estrogen therapy on serum adhesion molecules is independent of the route and dose of administration. Neuro endocrinology letters. 2011; 32(3):340-4. doi: . [PMID: 21670727]
  • Kelly Richardson, Adriana Weinberg. Dynamics of regulatory T-cells during pregnancy: effect of HIV infection and correlations with other immune parameters. PloS one. 2011; 6(11):e28172. doi: 10.1371/journal.pone.0028172. [PMID: 22140535]
  • Marta Borowiecka, Ireneusz Polac, Pawel Nowak, Pawel Radwan, Michal B Ponczek, Barbara Wachowicz. Changes in hemostatic parameters after oral hormone therapy in postmenopausal women. Journal of women's health (2002). 2010 Dec; 19(12):2267-70. doi: 10.1089/jwh.2010.2040. [PMID: 21054215]
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  • Alexandra Rousseau, Annie Robert, Grigoris Gerotziafas, Dahlia Torchin, Faiez Zannad, Karine Lacut, Christian Libersa, Eric Dasque, Jean-Louis Démolis, Ismail Elalamy, Tabassome Simon. Effect of two oral doses of 17beta-estradiol associated with dydrogesterone on thrombin generation in healthy menopausal women: a randomized double-blind placebo-controlled study. Fundamental & clinical pharmacology. 2010 Apr; 24(2):239-45. doi: 10.1111/j.1472-8206.2009.00747.x. [PMID: 19719551]
  • Nadja Tariverdian, Mirjam Rücke, Julia Szekeres-Bartho, Sandra M Blois, Eva F Karpf, Peter Sedlmayr, Burghard F Klapp, Heribert Kentenich, Friederike Siedentopf, Petra C Arck. Neuroendocrine circuitry and endometriosis: progesterone derivative dampens corticotropin-releasing hormone-induced inflammation by peritoneal cells in vitro. Journal of molecular medicine (Berlin, Germany). 2010 Mar; 88(3):267-78. doi: 10.1007/s00109-009-0559-8. [PMID: 19898767]
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