Norethindrone (BioDeep_00000399166)

Main id: BioDeep_00000003060

 

natural product


代谢物信息卡片


Norethindrone (Norethisterone)

化学式: C20H26O2 (298.1932696)
中文名称: 炔诺酮
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C#C[C@@]1(CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@@H]4[C@H]3CC[C@]12C)O
InChI: InChI=1S/C20H26O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h1,12,15-18,22H,4-11H2,2H3

描述信息

G - Genito urinary system and sex hormones > G03 - Sex hormones and modulators of the genital system > G03A - Hormonal contraceptives for systemic use > G03AC - Progestogens
G - Genito urinary system and sex hormones > G03 - Sex hormones and modulators of the genital system > G03D - Progestogens > G03DC - Estren derivatives
C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone
D012102 - Reproductive Control Agents > D003270 - Contraceptive Agents
CONFIDENCE standard compound; INTERNAL_ID 8723

同义名列表

2 个代谢物同义名

Norethindrone; Norethindrone (Norethisterone)



数据库引用编号

17 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)

0 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

  • Ishani Landry, Jagadeesh Aluri, Nancy Hall, Gleb Filippov, Satish Dayal, Margaret Moline, Larisa Reyderman. Effects of Lemborexant on the Pharmacokinetics of Oral Contraceptives: Results From a Phase 1 Drug-Drug Interaction Study in Healthy Females. Clinical pharmacology in drug development. 2021 09; 10(9):1089-1098. doi: 10.1002/cpdd.953. [PMID: 34107159]
  • Refilwe P Molatlhegi, Samkelisiwe Ngcobo, Lenine J P Liebenberg, Sinaye Ngcapu, Amanda Mabhula, Alasdair Leslie, Nobuhle Mchunu, Mthobisi M Zondi, John H Adamson, Katya Govender, Natasha Samsunder, Salim S Abdool Karim, Quarraisha Abdool Karim, Jo-Ann S Passmore, Aida Sivro, Lyle R McKinnon. Genital and systemic immune effects of the injectable, contraceptive norethisterone enanthate (NET-EN), in South African women. American journal of reproductive immunology (New York, N.Y. : 1989). 2021 08; 86(2):e13411. doi: 10.1111/aji.13411. [PMID: 33641222]
  • 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]
  • Smritee Dabee, Ramla F Tanko, Bryan P Brown, Rubina Bunjun, Christina Balle, Colin Feng, Iyaloo N Konstantinus, Shameem Z Jaumdally, Maricianah Onono, Gonasagrie Nair, Thesla Palanee-Phillips, Katherine Gill, Jared M Baeten, Linda-Gail Bekker, Jo-Ann S Passmore, Renee Heffron, Heather B Jaspan, Anna-Ursula Happel. Comparison of Female Genital Tract Cytokine and Microbiota Signatures Induced by Initiation of Intramuscular DMPA and NET-EN Hormonal Contraceptives - a Prospective Cohort Analysis. Frontiers in immunology. 2021; 12(?):760504. doi: 10.3389/fimmu.2021.760504. [PMID: 34956191]
  • Liping Hou, Shanduo Chen, Wenjun Shi, Hongxing Chen, Yanqiu Liang, Xiaolan Wang, Jiefeng Tan, Yifan Wang, Xikai Deng, Manjun Zhan, Jianzhao Long, Guowei Cai, Shaowen Luo, Cuiping Zhang, Juan Liu, Jonathan Y S Leung, Lingtian Xie. Norethindrone alters mating behaviors, ovary histology, hormone production and transcriptional expression of steroidogenic genes in zebrafish (Danio rerio). Ecotoxicology and environmental safety. 2020 Jun; 195(?):110496. doi: 10.1016/j.ecoenv.2020.110496. [PMID: 32213369]
  • Bob Gray, Lisa Tuckley, Charlotte Cutler, Simon Biddle, Simon Hudson, Simon Gower, Lynn Vanhaecke. Investigations into the analysis of intact drug conjugates in animal sport doping control - Development and assessment of a rapid and economical approach for screening greyhound urine. Drug testing and analysis. 2020 Jun; 12(6):731-742. doi: 10.1002/dta.2779. [PMID: 32052913]
  • Payal Trupti Kotecha, Ian F Godsland, David Crook, John C Stevenson. Effects of tibolone or continuous combined oestradiol and norethisterone acetate on lipids, high-density lipoprotein subfractions and apolipoproteins in postmenopausal women in a two-year, randomized, double-blind, placebo-controlled trial. Clinical endocrinology. 2020 04; 92(4):303-311. doi: 10.1111/cen.14155. [PMID: 31925799]
  • 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]
  • Leo Han, Emily Padua, Kyle D Hart, Alison Edelman, Jeffrey T Jensen. Comparing cervical mucus changes in response to an oral progestin or oestrogen withdrawal in ovarian-suppressed women: a clinical pilot. The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception. 2019 Jun; 24(3):209-215. doi: 10.1080/13625187.2019.1605503. [PMID: 31066303]
  • Jessica K Hartman, Tyler Beames, Bethany Parks, Daniel Doheny, Gina Song, Alina Efremenko, Miyoung Yoon, Briana Foley, Chad Deisenroth, Patrick D McMullen, Rebecca A Clewell. An in vitro approach for prioritization and evaluation of chemical effects on glucocorticoid receptor mediated adipogenesis. Toxicology and applied pharmacology. 2018 09; 355(?):112-126. doi: 10.1016/j.taap.2018.05.016. [PMID: 29782964]
  • Christian Friedrich, Matthias Berse, Stefan Klein, Beate Rohde, Joachim Höchel. In Vivo Formation of Ethinylestradiol After Intramuscular Administration of Norethisterone Enantate. Journal of clinical pharmacology. 2018 06; 58(6):781-789. doi: 10.1002/jcph.1079. [PMID: 29522253]
  • Alison C Bryant-Smith, Anne Lethaby, Cindy Farquhar, Martha Hickey. Antifibrinolytics for heavy menstrual bleeding. The Cochrane database of systematic reviews. 2018 04; 4(?):CD000249. doi: 10.1002/14651858.cd000249.pub2. [PMID: 29656433]
  • Weiguo Xie, Xiaohu Ge, Ling Li, Athena Yao, Xiaoyan Wang, Min Li, Xiang Gong, Zhigang Chu, Zhe Lu, Xiaodong Huang, Yun Jiao, Yifei Wang, Meifang Xiao, Haijia Chen, Wei Xiang, Paul Yao. Resveratrol ameliorates prenatal progestin exposure-induced autism-like behavior through ERβ activation. Molecular autism. 2018; 9(?):43. doi: 10.1186/s13229-018-0225-5. [PMID: 30123446]
  • Michelle F Maritz, Roslyn M Ray, Alexis J Bick, Michele Tomasicchio, John G Woodland, Yashini Govender, Chanel Avenant, Janet P Hapgood. Medroxyprogesterone acetate, unlike norethisterone, increases HIV-1 replication in human peripheral blood mononuclear cells and an indicator cell line, via mechanisms involving the glucocorticoid receptor, increased CD4/CD8 ratios and CCR5 levels. PloS one. 2018; 13(4):e0196043. doi: 10.1371/journal.pone.0196043. [PMID: 29698514]
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  • Jennifer E Balkus, Thesla Palanee-Phillips, Krishnaveni Reddy, Samantha Siva, Ishana Harkoo, Clemensia Nakabiito, Kenneth Kintu, Gonasangrie Nair, Catherine Chappell, Flavia Matovu Kiweewa, Samuel Kabwigu, Logashvari Naidoo, Nitesha Jeenarain, Mark Marzinke, Lydia Soto-Torres, Elizabeth R Brown, Jared M Baeten. Brief Report: Dapivirine Vaginal Ring Use Does Not Diminish the Effectiveness of Hormonal Contraception. Journal of acquired immune deficiency syndromes (1999). 2017 10; 76(2):e47-e51. doi: 10.1097/qai.0000000000001455. [PMID: 28542081]
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  • Gopinath Nallani, Barney Venables, Lisa Constantine, Duane Huggett. Comparison of Measured and Predicted Bioconcentration Estimates of Pharmaceuticals in Fish Plasma and Prediction of Chronic Risk. Bulletin of environmental contamination and toxicology. 2016 May; 96(5):580-4. doi: 10.1007/s00128-016-1782-y. [PMID: 27003806]
  • Magdalena M Piróg, Tomasz Milewicz, Robert Jach, Anetta Undas. Plasma fibrin clot properties in postmenopausal women: effects of hormone therapy. Menopause (New York, N.Y.). 2016 05; 23(5):511-7. doi: 10.1097/gme.0000000000000585. [PMID: 26836244]
  • Mary Abraham, Jennifer Mitchell, Debra Simsovits, James Gasperino. Hypertriglyceridemic Pancreatitis Caused by the Oral Contraceptive Agent Estrostep. Journal of intensive care medicine. 2015 Jul; 30(5):303-7. doi: 10.1177/0885066614528083. [PMID: 24671004]
  • Eli Marcelo Lakryc, Rogério Bonassi Machado, José Maria Soares, César Eduardo Fernandes, Edmund Chada Baracat. What is the influence of hormone therapy on homocysteine and crp levels in postmenopausal women?. Clinics (Sao Paulo, Brazil). 2015 02; 70(2):107-13. doi: 10.6061/clinics/2015(02)07. [PMID: 25789519]
  • Eva Lundström, Peter Conner, Sabine Naessén, Lars Löfgren, Kjell Carlström, Gunnar Söderqvist. Estrone - a partial estradiol antagonist in the normal breast. Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology. 2015; 31(9):747-9. doi: 10.3109/09513590.2015.1062866. [PMID: 26190536]
  • Barent N DuBois, Jessica Atrio, Frank Z Stanczyk, Ganesh Cherala. Increased exposure of norethindrone in HIV+ women treated with ritonavir-boosted atazanavir therapy. Contraception. 2015 Jan; 91(1):71-5. doi: 10.1016/j.contraception.2014.08.009. [PMID: 25245190]
  • Anna Posadzy-Malaczynska, Katarzyna Rajpold, Lucyna Woznicka-Leskiewicz, Justyna Marcinkowska. Hemodynamic and metabolic effects of estrogen plus progestin therapy in hypertensive postmenopausal women treated with an ACE-inhibitor or a diuretic. Clinical research in cardiology : official journal of the German Cardiac Society. 2015 Jan; 104(1):38-50. doi: 10.1007/s00392-014-0755-6. [PMID: 25216597]
  • Sarah M Robertson, Xia Luo, Neeraj Dubey, Chonghua Li, Ajit B Chavan, Geoffrey S Gilmartin, Mark Higgins, Lisa Mahnke. Clinical drug-drug interaction assessment of ivacaftor as a potential inhibitor of cytochrome P450 and P-glycoprotein. Journal of clinical pharmacology. 2015 Jan; 55(1):56-62. doi: 10.1002/jcph.377. [PMID: 25103957]
  • Pantelis Tsimaris, Efthimios Deligeoroglou, Nikolaos Athanasopoulos, Emmanuel Economou, Kimon Stamatelopoulos, Demetrios Rizos, Christos Papamichael, Irene Lambrinoudaki, George Mastorakos, George Creatsas. The effect of hormone therapy on biochemical and ultrasound parameters associated with atherosclerosis in 46,XY DSD individuals with female phenotype. Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology. 2014 Oct; 30(10):721-5. doi: 10.3109/09513590.2014.925868. [PMID: 24911331]
  • Wen H Lin, Hwa-Ping Feng, Craig R Shadle, Terry O'Reilly, John A Wagner, Joan R Butterton. Pharmacokinetic and pharmacodynamic interactions between the hepatitis C virus protease inhibitor, boceprevir, and the oral contraceptive ethinyl estradiol/norethindrone. European journal of clinical pharmacology. 2014 Sep; 70(9):1107-13. doi: 10.1007/s00228-014-1711-0. [PMID: 24992979]
  • Tolga Taşçı, Yavuz Emre Şükür, Batuhan Özmen, Cem Somer Atabekoğlu, Sevim Dinçer Cengiz, Evren Koçbulut, Bülent Berker, Murat Sönmezer. Effects of transdermal and oral hormone replacement therapies on monocyte chemoattractant protein-1 levels: a randomized clinical trial. European journal of obstetrics, gynecology, and reproductive biology. 2014 May; 176(?):50-4. doi: 10.1016/j.ejogrb.2014.02.034. [PMID: 24655552]
  • Elena Toffol, Nea Kalleinen, Jari Haukka, Olli Vakkuri, Timo Partonen, Päivi Polo-Kantola. The effect of hormone therapy on serum melatonin concentrations in premenopausal and postmenopausal women: a randomized, double-blind, placebo-controlled study. Maturitas. 2014 Apr; 77(4):361-9. doi: 10.1016/j.maturitas.2014.01.015. [PMID: 24602553]
  • Jinny Jeffery, Finlay MacKenzie, Geoff Beckett, Les Perry, Ruth Ayling. Norethisterone interference in testosterone assays. Annals of clinical biochemistry. 2014 Mar; 51(Pt 2):284-8. doi: 10.1177/0004563213512800. [PMID: 24265092]
  • Herta M Crauwels, Rolf P G van Heeswijk, Annemie Buelens, Marita Stevens, Richard M W Hoetelmans. Lack of an effect of rilpivirine on the pharmacokinetics of ethinylestradiol and norethindrone in healthy volunteers. International journal of clinical pharmacology and therapeutics. 2014 Feb; 52(2):118-28. doi: 10.5414/cp201943. [PMID: 24161160]
  • Jessica Atrio, Frank Z Stanczyk, Michael Neely, Ganesh Cherala, Andrea Kovacs, Daniel R Mishell. Effect of protease inhibitors on steady-state pharmacokinetics of oral norethindrone contraception in HIV-infected women. Journal of acquired immune deficiency syndromes (1999). 2014 Jan; 65(1):72-7. doi: 10.1097/qai.0b013e3182a9b3f1. [PMID: 24025339]
  • Christopher S Crean, Debra J Tompson, Mauro Buraglio. The effect of ezogabine on the pharmacokinetics of an oral contraceptive agent. International journal of clinical pharmacology and therapeutics. 2013 Nov; 51(11):847-53. doi: 10.5414/cp201916. [PMID: 24040852]
  • S T B Biddle, A O'Donnell, E Houghton, C S Creaser. Metabolism of norethisterone in the greyhound. Rapid communications in mass spectrometry : RCM. 2013 Oct; 27(20):2229-38. doi: 10.1002/rcm.6689. [PMID: 24019188]
  • G Labos, E Trakakis, P Pliatsika, A Augoulea, V Vaggopoulos, G Basios, G Simeonidis, M Creatsa, A Alexandrou, Z Iliodromiti, D Kassanos, I Lambrinoudaki. Efficacy and safety of DT56a compared to hormone therapy in Greek post-menopausal women. Journal of endocrinological investigation. 2013 Jul; 36(7):521-6. doi: 10.3275/8926. [PMID: 23563111]
  • Liz Mackay, Lynn Kilbride, Karen A Adamson, John Chisholm. Hormone replacement therapy for women with type 1 diabetes mellitus. The Cochrane database of systematic reviews. 2013 Jun; ?(6):CD008613. doi: 10.1002/14651858.cd008613.pub2. [PMID: 23744560]
  • Heather Fels, Rachel Steward, Alexander Melamed, Anna Granat, Frank Z Stanczyk, Daniel R Mishell. Comparison of serum and cervical mucus hormone levels during hormone-free interval of 24/4 vs. 21/7 combined oral contraceptives. Contraception. 2013 Jun; 87(6):732-7. doi: 10.1016/j.contraception.2012.12.006. [PMID: 23352800]
  • Guojun Cheng, Ryan Butler, Margaret Warner, Jan-Åke Gustafsson, Brigitte Wilczek, Britt-Marie Landgren. Effects of short-term estradiol and norethindrone acetate treatment on the breasts of normal postmenopausal women. Menopause (New York, N.Y.). 2013 May; 20(5):496-503. doi: 10.1097/gme.0b013e318276c4ea. [PMID: 23615640]
  • Joachim Wistuba, C Marc Luetjens, Jens Ehmcke, Klaus Redmann, Oliver S Damm, Antje Steinhoff, Reinhild Sandhowe-Klaverkamp, Eberhard Nieschlag, Manuela Simoni, Stefan Schlatt. Experimental endocrine manipulation by contraceptive regimen in the male marmoset (Callithrix jacchus). Reproduction (Cambridge, England). 2013 Apr; 145(4):439-51. doi: 10.1530/rep-12-0373. [PMID: 23431271]
  • Nik Manassiev, Ian F Godsland, Anthony J Proudler, Malcolm I Whitehead, John C Stevenson. Effects of tibolone or continuous combined oestradiol/norethisterone acetate on glucose and insulin metabolism. Clinical endocrinology. 2013 Feb; 78(2):297-302. doi: 10.1111/j.1365-2265.2012.04491.x. [PMID: 22775481]
  • 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]
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