Dienogest (BioDeep_00000271489)
natural product
代谢物信息卡片
化学式: C20H25NO2 (311.1885)
中文名称: 地诺孕素
谱图信息:
最多检出来源 Viridiplantae(plant) 82.86%
分子结构信息
SMILES: C1(CCC2=C3CC[C@]4([C@](CC[C@@]([C@](CCC(=C1)2)3[H])4[H])(O)CC#N)C)=O
InChI: InChI=1S/C20H25NO2/c1-19-8-6-16-15-5-3-14(22)12-13(15)2-4-17(16)18(19)7-9-20(19,23)10-11-21/h12,17-18,23H,2-10H2,1H3/t17-,18+,19+,20-/m1/s1
描述信息
G - Genito urinary system and sex hormones > G03 - Sex hormones and modulators of the genital system > G03D - Progestogens > G03DB - Pregnadien derivatives
C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
D012102 - Reproductive Control Agents > D003270 - Contraceptive Agents
D000970 - Antineoplastic Agents
CONFIDENCE standard compound; EAWAG_UCHEM_ID 3284
同义名列表
1 个代谢物同义名
数据库引用编号
20 个数据库交叉引用编号
- ChEBI: CHEBI:70708
- KEGGdrug: D03799
- PubChem: 68861
- DrugBank: DB09123
- ChEMBL: CHEMBL1201864
- CAS: 65928-58-7
- MoNA: CCMSLIB00000078068
- MoNA: EQ328456
- MoNA: EQ328455
- MoNA: EQ328454
- MoNA: EQ328453
- MoNA: EQ328452
- MoNA: EQ328451
- MoNA: EQ328406
- MoNA: EQ328405
- MoNA: EQ328404
- MoNA: EQ328403
- MoNA: EQ328402
- MoNA: EQ328401
- PMhub: MS000002576
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。
亚细胞结构定位 | 关联基因列表 |
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文献列表
- Chunyan Zhao, Yuxia Wang, Yanhua Shao. A Bioequivalence Trial of Dienogest in Healthy Chinese Participants Under Fed Conditions.
Clinical pharmacology in drug development.
2024 02; 13(2):140-145. doi:
10.1002/cpdd.1324
. [PMID: 37743573] - Marika H Kangasniemi, Annina Haverinen, Kaisu Luiro, J Kalervo Hiltunen, Elina K Komsi, Riikka K Arffman, Oskari Heikinheimo, Juha S Tapanainen, Terhi T Piltonen. Estradiol Valerate in COC Has More Favorable Inflammatory Profile Than Synthetic Ethinyl Estradiol: A Randomized Trial.
The Journal of clinical endocrinology and metabolism.
2020 07; 105(7):. doi:
10.1210/clinem/dgaa186
. [PMID: 32303765] - Giuseppe Morgante, Valentina Cappelli, Libera Troìa, Vincenzo De Leo. Evaluation of different antiandrogenic progestins on clinical and biochemical variables in polycystic ovary syndrome.
The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception.
2020 Jun; 25(3):176-181. doi:
10.1080/13625187.2020.1736546
. [PMID: 32191532] - Yutaka Osuga, Koichi Hayashi, Shingo Kanda. A multicenter, randomized, placebo-controlled, double-blind, comparative study of dienogest at 1 mg/day in patients with primary and secondary dysmenorrhea.
Fertility and sterility.
2020 03; 113(3):627-635.e1. doi:
10.1016/j.fertnstert.2019.11.010
. [PMID: 32192595] - Yutaka Osuga, Koichi Hayashi, Shingo Kanda. Evaluation of the efficacy, safety, and clinically recommended dose of dienogest in the treatment of primary dysmenorrhea: a randomized, double-blind, multicenter, placebo-controlled study.
Fertility and sterility.
2020 01; 113(1):167-175. doi:
10.1016/j.fertnstert.2019.09.014
. [PMID: 31727415] - Thomas Römer. Long-term treatment of endometriosis with dienogest: retrospective analysis of efficacy and safety in clinical practice.
Archives of gynecology and obstetrics.
2018 10; 298(4):747-753. doi:
10.1007/s00404-018-4864-8
. [PMID: 30076546] - Kazuaki Neriishi, Tetsuya Hirata, Shinya Fukuda, Gentaro Izumi, Akari Nakazawa, Naoko Yamamoto, Miyuki Harada, Yaushi Hirota, Kaori Koga, Osamu Wada-Hiraike, Tomoyuki Fujii, Yutaka Osuga. Long-term dienogest administration in patients with symptomatic adenomyosis.
The journal of obstetrics and gynaecology research.
2018 Aug; 44(8):1439-1444. doi:
10.1111/jog.13674
. [PMID: 29845696] - Giovanni Grandi, Antonella Napolitano, Angelo Cagnacci. Metabolic impact of combined hormonal contraceptives containing estradiol.
Expert opinion on drug metabolism & toxicology.
2016 Jul; 12(7):779-87. doi:
10.1080/17425255.2016.1190832
. [PMID: 27187588] - Kouhei Sugimoto, Chie Nagata, Hiroshi Hayashi, Satoshi Yanagida, Aikou Okamoto. Use of dienogest over 53 weeks for the treatment of endometriosis.
The journal of obstetrics and gynaecology research.
2015 Dec; 41(12):1921-6. doi:
10.1111/jog.12811
. [PMID: 26369271] - Motoki Takenaka, Ryuichiro Yano, Yuka Hiraku, Mayuko Shibata, Kayoko Hatano, Shiori Yamamoto, Kazuki Sato, Kazushige Yamamoto, Ken-ichiro Morishige. Exploratory study of pre-surgical medications with dienogest or leuprorelin in laparoscopic cystectomy of endometrial cysts.
The journal of obstetrics and gynaecology research.
2015 Aug; 41(8):1234-9. doi:
10.1111/jog.12701
. [PMID: 25833348] - Leela Mohan Kumar Pallapothu, Neelima Batta, Ravi Kumar Pigili, Rajendra Prasad Yejella. A simple, rapid and sensitive liquid chromatography-tandem mass spectrometry method for the determination of dienogest in human plasma and its pharmacokinetic applications under fasting.
Biomedical chromatography : BMC.
2015 Feb; 29(2):194-201. doi:
10.1002/bmc.3258
. [PMID: 24890474] - Giovanni Grandi, Ilaria Piacenti, Annibale Volpe, Angelo Cagnacci. Modification of body composition and metabolism during oral contraceptives containing non-androgenic progestins in association with estradiol or ethinyl estradiol.
Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology.
2014 Sep; 30(9):676-80. doi:
10.3109/09513590.2014.922947
. [PMID: 24918262] - Adolf E Schindler. The 'newer' progestogens and postmenopausal hormone therapy (HRT).
The Journal of steroid biochemistry and molecular biology.
2014 Jul; 142(?):48-51. doi:
10.1016/j.jsbmb.2013.12.003
. [PMID: 24333799] - Costantino Di Carlo, Virginia Gargano, Stefania Sparice, Giovanni A Tommaselli, Giuseppe Bifulco, Daniela Schettino, Carmine Nappi. Short-term effects of an oral contraceptive containing oestradiol valerate and dienogest on bone metabolism and bone mineral density: an observational, preliminary study.
The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception.
2013 Oct; 18(5):388-93. doi:
10.3109/13625187.2013.811483
. [PMID: 23859010] - Jan Endrikat, Susanne Parke, Dietmar Trummer, Marco Serrani, Ingrid Duijkers, Christine Klipping. Pituitary, ovarian and additional contraceptive effects of an estradiol-based combined oral contraceptive: results of a randomized, open-label study.
Contraception.
2013 Feb; 87(2):227-34. doi:
10.1016/j.contraception.2012.07.008
. [PMID: 22995539] - Christine Klipping, Ingrid Duijkers, Ageeth Remmers, Thomas Faustmann, Christian Zurth, Stefan Klein, Barbara Schuett. Ovulation-inhibiting effects of dienogest in a randomized, dose-controlled pharmacodynamic trial of healthy women.
Journal of clinical pharmacology.
2012 Nov; 52(11):1704-13. doi:
10.1177/0091270011423664
. [PMID: 22128200] - Rekha Meena, Man Mohan Misro, Debidas Ghosh, Deoki Nandan. Complete sperm suppression induced by dienogest plus testosterone undecanoate is associated with down-regulation in the expression of upstream steroidogenic enzyme genes in rat testis.
Contraception.
2012 Aug; 86(2):163-71. doi:
10.1016/j.contraception.2011.11.020
. [PMID: 22264663] - Xiangyan Ruan, H Seeger, A O Mueck. The pharmacology of dienogest.
Maturitas.
2012 Apr; 71(4):337-44. doi:
10.1016/j.maturitas.2012.01.018
. [PMID: 22364708] - Rekha Meena, Man Mohan Misro, Debidas Ghosh, Deoki Nandan. Extended intervention time and evaluation of sperm suppression by dienogest plus testosterone undecanoate in male rat.
Contraception.
2012 Jan; 85(1):113-21. doi:
10.1016/j.contraception.2011.04.010
. [PMID: 22067805] - Adolf E Schindler, Alexandra Henkel, Claudia Moore, Michael Oettel. Effect and safety of high-dose dienogest (20 mg/day) in the treatment of women with endometriosis.
Archives of gynecology and obstetrics.
2010 Nov; 282(5):507-14. doi:
10.1007/s00404-009-1301-z
. [PMID: 20012981] - Ezequiel F Pérez-Campos. Ethinylestradiol/dienogest in oral contraception.
Drugs.
2010 Apr; 70(6):681-9. doi:
10.2165/11536320-000000000-00000
. [PMID: 20394455] - Alfred O Mueck, Harald Seeger, Kai J Bühling. Why use of dienogest for the first contraceptive pill with estradiol?.
Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology.
2010 Feb; 26(2):109-13. doi:
10.3109/09513590903184167
. [PMID: 19672744] - Inka Wiegratz, Skadi Stahlberg, Torsten Manthey, Nicole Sänger, Katrin Mittmann, Ernesta Palombo-Kinne, Uwe Mellinger, Evelyn Lange, Herbert Kuhl. Effects of an oral contraceptive containing 30 mcg ethinyl estradiol and 2 mg dienogest on lipid metabolism during 1 year of conventional or extended-cycle use.
Contraception.
2010 Jan; 81(1):57-61. doi:
10.1016/j.contraception.2009.07.011
. [PMID: 20004274] - Susan Zeun, Ming Lu, Alkaz Uddin, Brian Zeiler, Dennis Morrison, Hartmut Blode. Pharmacokinetics of an oral contraceptive containing oestradiol valerate and dienogest.
The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception.
2009 Jun; 14(3):221-32. doi:
10.1080/13625180902850039
. [PMID: 19565420] - S Sasagawa, Y Shimizu, T Nagaoka, H Tokado, K Imada, K Mizuguchi. Dienogest, a selective progestin, reduces plasma estradiol level through induction of apoptosis of granulosa cells in the ovarian dominant follicle without follicle-stimulating hormone suppression in monkeys.
Journal of endocrinological investigation.
2008 Jul; 31(7):636-41. doi:
10.1007/bf03345616
. [PMID: 18787383] - Berfu Demir, Esmen Ozturkoglu, Ayse Solaroglu, Bahar Baskan, Omer Kandemir, Erdem Karabulut, Ali Haberal. The effects of estrogen therapy and estrogen combined with different androgenic progestins on carbohydrate and lipid metabolism in overweight-obese younger postmenopausal women.
Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology.
2008 Jun; 24(6):347-53. doi:
10.1080/01443610802043066
. [PMID: 18584415] - Nicole Sänger, Skadi Stahlberg, Torsten Manthey, Katrin Mittmann, Uwe Mellinger, Evelyn Lange, Herbert Kuhl, Inka Wiegratz. Effects of an oral contraceptive containing 30 mcg ethinyl estradiol and 2 mg dienogest on thyroid hormones and androgen parameters: conventional vs. extended-cycle use.
Contraception.
2008 Jun; 77(6):420-5. doi:
10.1016/j.contraception.2008.02.005
. [PMID: 18477491] - Shinichi Sasagawa, Yutaka Shimizu, Hideaki Kami, Takashi Takeuchi, Shizuka Mita, Kazunori Imada, Shigeaki Kato, Kiyoshi Mizuguchi. Dienogest is a selective progesterone receptor agonist in transactivation analysis with potent oral endometrial activity due to its efficient pharmacokinetic profile.
Steroids.
2008 Feb; 73(2):222-31. doi:
10.1016/j.steroids.2007.10.003
. [PMID: 18061638] - Jan Endrikat, Evelyn Lange, Michael Kunz, Werner Schmidt, Thomas Graeser. A one-year randomized double-blind, multicentre study to evaluate the effects of an oestrogen-reduced, continuous combined hormone replacement therapy preparation containing 1 mg oestradiol valerate and 2 mg dienogest on metabolism in postmenopausal women.
The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception.
2007 Sep; 12(3):229-39. doi:
10.1080/13625180701441030
. [PMID: 17763261] - Regine Sitruk-Ware. New progestagens for contraceptive use.
Human reproduction update.
2006 Mar; 12(2):169-78. doi:
10.1093/humupd/dmi046
. [PMID: 16291771] - Z Meltem Pirimoglu, Elif Aygun, Ramazan Dansuk, Inci Kucukercan, Orhan Unal, Cem Turan. The effect of estradiol valerate and dienogest combination on serum homocysteine levels in postmenopausal women: a clinical trial.
Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology.
2005 Sep; 21(3):185-8. doi:
10.1080/09513590500282190
. [PMID: 16335913] - M Fahrettin Yildiz, Selahattin Kumru, Ahmet Godekmerdan, Selim Kutlu. Effects of raloxifene, hormone therapy, and soy isoflavone on serum high-sensitive C-reactive protein in postmenopausal women.
International journal of gynaecology and obstetrics: the official organ of the International Federation of Gynaecology and Obstetrics.
2005 Aug; 90(2):128-33. doi:
10.1016/j.ijgo.2005.05.005
. [PMID: 15970291] - A O Mueck, H Seeger, D Wallwiener. Endogenous estradiol metabolism during treatment with oral contraceptives.
International journal of clinical pharmacology and therapeutics.
2004 Mar; 42(3):160-4. doi:
10.5414/cpp42160
. [PMID: 15049436] - B von Schoultz. Clinical efficacy and safety of combined estradiol valerate and dienogest: a new no-bleed treatment.
Climacteric : the journal of the International Menopause Society.
2003 Aug; 6 Suppl 2(?):24-32. doi:
. [PMID: 14669841]
- A Teichmann. Pharmacology of estradiol valerate/dienogest.
Climacteric : the journal of the International Menopause Society.
2003 Aug; 6 Suppl 2(?):17-23. doi:
NULL
. [PMID: 14669840] - I Wiegratz, E Kutschera, J H Lee, C Moore, U Mellinger, U H Winkler, H Kuhl. Effect of four oral contraceptives on thyroid hormones, adrenal and blood pressure parameters.
Contraception.
2003 May; 67(5):361-6. doi:
10.1016/s0010-7824(03)00006-4
. [PMID: 12742558] - I Wiegratz, E Kutschera, J H Lee, C Moore, U Mellinger, U H Winkler, H Kuhl. Effect of four different oral contraceptives on various sex hormones and serum-binding globulins.
Contraception.
2003 Jan; 67(1):25-32. doi:
10.1016/s0010-7824(02)00436-5
. [PMID: 12521654] - Alfred O Mueck, Harald Seeger, Diethelm Wallwiener. Impact of hormone replacement therapy on endogenous estradiol metabolism in postmenopausal women.
Maturitas.
2002 Oct; 43(2):87-93. doi:
10.1016/s0378-5122(02)00160-3
. [PMID: 12385856] - I Wiegratz, J H Lee, E Kutschera, H H Bauer, C von Hayn, C Moore, U Mellinger, U H Winkler, W Gross, H Kuhl. Effect of dienogest-containing oral contraceptives on lipid metabolism.
Contraception.
2002 Mar; 65(3):223-9. doi:
10.1016/s0010-7824(01)00310-9
. [PMID: 11929644] - A O Mueck, H Seeger, T Gräser, M Oettel, T H Lippert. The effects of postmenopausal hormone replacement therapy and oral contraceptives on the endogenous estradiol metabolism.
Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme.
2001 Dec; 33(12):744-7. doi:
10.1055/s-2001-19139
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Climacteric : the journal of the International Menopause Society.
2001 Sep; 4(3):215-8. doi:
10.1080/cmt.4.3.215.218
. [PMID: 11588945] - A O Mueck, H Seeger, R Lüdtke, T Gräser, D Wallwiener. Effect on biochemical vasoactive markers during postmenopausal hormone replacement therapy: estradiol versus estradiol/dienogest.
Maturitas.
2001 May; 38(3):305-13. doi:
10.1016/s0378-5122(01)00169-4
. [PMID: 11358648] - K Kamiński, P Fiegler, J Marr, C Moore. [Treatment of endometriosis with dienogest: preliminary report].
Ginekologia polska.
2001 May; 72(5):299-304. doi:
NULL
. [PMID: 11526761] - G Klinger, T Piater, R Jäger, B Küntzel, R Schön, G Hobe. Non-protein bound dienogest in serum and salivary dienogest in women taking the oral contraceptives Certostat and Valette.
Die Pharmazie.
2001 Apr; 56(4):325-8. doi:
NULL
. [PMID: 11338674] - S O Skouby. The rationale for a wider range of progestogens.
Climacteric : the journal of the International Menopause Society.
2000 Dec; 3 Suppl 2(?):14-20. doi:
"
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Climacteric : the journal of the International Menopause Society.
2000 Dec; 3 Suppl 2(?):21-7. doi:
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Contraception.
2000 Nov; 62(5):259-69. doi:
10.1016/s0010-7824(00)00176-1
. [PMID: 11172797] - T Ishikawa, S Inoue, C Kakinuma, C Kuwayama, Y Hamada, Y Shibutani. Growth-stimulating effect of dienogest, a synthetic steroid, on rodent, canine, and primate mammary glands.
Toxicology.
2000 Oct; 151(1-3):91-101. doi:
10.1016/s0300-483x(00)00318-8
. [PMID: 11074304] - G Klinger, T Gräser, U Mellinger, C Moore, H Vogelsang, A Groh, C Latterman, G Klinger. A comparative study of the effects of two oral contraceptives containing dienogest or desogestrel on the human immune system.
Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology.
2000 Feb; 14(1):15-24. doi:
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Drugs.
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European journal of clinical pharmacology.
1998 Nov; 54(9-10):729-34. doi:
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Steroids.
1998 Jul; 63(7-8):393-400. doi:
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Contraception.
1997 Sep; 56(3):185-91. doi:
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Contraception.
1997 Aug; 56(2):67-75. doi:
10.1016/s0010-7824(97)00094-2
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Zentralblatt fur Gynakologie.
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Contraception.
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Contraception.
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Zentralblatt fur Gynakologie.
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Experimental and clinical endocrinology.
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Experimental and clinical endocrinology.
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Zentralblatt fur Gynakologie.
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Acta obstetricia et gynecologica Scandinavica.
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Contraception.
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Zentralblatt fur Gynakologie.
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Die Pharmazie.
1986 Nov; 41(11):772-4. doi:
NULL
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Die Pharmazie.
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NULL
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1984 Dec; 84(3):299-304. doi:
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1983 Feb; 81(2):158-67. doi:
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1983 Feb; 81(2):168-74. doi:
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1983 Feb; 81(2):137-45. doi:
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1983 Feb; 81(2):179-96. doi:
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1983 Feb; 81(2):217-21. doi:
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1981 Mar; 23(3):335-9. doi:
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