Drospirenone (BioDeep_00000017983)

   

human metabolite blood metabolite natural product


代谢物信息卡片


5a,7a-dimethyl-1,1a,5,5a,5b,6,7,7a,8a,9,9a,9b,9c,9d-tetradecahydro-3H-spiro[cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-8,2-furan]-3,5(4H,4H)-dione

化学式: C24H30O3 (366.21948299999997)
中文名称: 屈螺酮
谱图信息: 最多检出来源 Homo sapiens(blood) 5.49%

分子结构信息

SMILES: CC12CCC(=O)C=C1C1CC1C1C2CCC2(C)C1C1CC1C21CCC(=O)O1
InChI: InChI=1S/C24H30O3/c1-22-6-3-12(25)9-17(22)13-10-14(13)20-16(22)4-7-23(2)21(20)15-11-18(15)24(23)8-5-19(26)27-24/h9,13-16,18,20-21H,3-8,10-11H2,1-2H3/t13-,14+,15-,16+,18+,20-,21+,22-,23+,24+/m1/s1

描述信息

Drospirenone is a synthetic progestin that is an analog to spironolactone. It is found in a number of birth control formulations. Drospirenone differs from other synthetic progestins in that its pharmacological profile in preclinical studies shows it to be closer to the natural progesterone. As such it has anti-mineralocorticoid properties, counteracts the estrogen-stimulated activity of the renin-angiotensin-aldosterone system, and is not androgenic.
G - Genito urinary system and sex hormones > G03 - Sex hormones and modulators of the genital system > G03A - Hormonal contraceptives for systemic use > G03AC - Progestogens
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists > D000451 - Mineralocorticoid Receptor Antagonists
C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone
D002317 - Cardiovascular Agents > D045283 - Natriuretic Agents
D045283 - Natriuretic Agents > D004232 - Diuretics

同义名列表

17 个代谢物同义名

5a,7a-dimethyl-1,1a,5,5a,5b,6,7,7a,8a,9,9a,9b,9c,9d-tetradecahydro-3H-spiro[cyclopropa[4,5]cyclopenta[1,2-a]cyclopropa[l]phenanthrene-8,2-furan]-3,5(4H,4H)-dione; (1R,2R,4R,10R,11S,14S,15S,16S,18S,19S)-10,14-dimethylspiro[hexacyclo[9.8.0.0²,⁴.0⁵,¹⁰.0¹⁴,¹⁹.0¹⁶,¹⁸]nonadecane-15,2-oxolan]-5-ene-5,7-dione; 6beta,7Beta;15beta,16beta-dimethylene-3-oxo-17alpha-pregn-4-ene-21,17-carbolactone; 6beta,7beta,15beta,16beta-Dimethylen-3-oxo-17alpha-pregn-4-en-21,17-carbolacton; 6Β,7beta;15β,16β-dimethylene-3-oxo-17α-pregn-4-ene-21,17-carbolactone; 6b,7Beta;15b,16b-dimethylene-3-oxo-17a-pregn-4-ene-21,17-carbolactone; 6Β,7β,15β,16β-dimethylene-3-oxo-17α-pregn-4-ene-21,17 carbolactone; 1,2-Dihydro-spirorenone; 1,2-Dihydrospirorenone; Dehydrospirorenone; Dihydrospirorenone; Drospirenonum; Drospirenone; Drospirenona; yasmin; Slynd; DRSP



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)

9 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

  • Yanhong Fu, Pengpeng Xie, Qingping Yang, Peng Chen, Jingwei Yu. Analysis on the therapeutic effect of Cangfu Daotan Decoction combined with drospirenone and ethinylestradiol tablets (II) on patients with polycystic ovary syndrome. Prostaglandins & other lipid mediators. 2024 Feb; 170(?):106801. doi: 10.1016/j.prostaglandins.2023.106801. [PMID: 37984794]
  • Arnold Lee, Yahiya Y Syed. Estetrol/Drospirenone: A Review in Oral Contraception. Drugs. 2022 Jul; 82(10):1117-1125. doi: 10.1007/s40265-022-01738-8. [PMID: 35781795]
  • P-A Regidor, E Colli. Drospirenone 4 mg in a 24/4 regimen maintains inhibition of ovulation even after a 24-h delay pill intake - Pharmacological aspects and comparison to other progestin-only pills. European review for medical and pharmacological sciences. 2022 03; 26(6):1994-1999. doi: 10.26355/eurrev_202203_28348. [PMID: 35363350]
  • David M Paton. Estetrol and drospirenone: a novel oral contraceptive. Drugs of today (Barcelona, Spain : 1998). 2022 Jan; 58(1):1-8. doi: 10.1358/dot.2022.58.1.3353167. [PMID: 35107089]
  • Santiago Palacios, Enrico Colli, Pedro A Regidor. Metabolic and laboratory effects of a progestin-only pill containing drospirenone 4 mg in comparison to desogestrel 75 µg: a double-blind, double-dummy, prospective, randomised study. The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception. 2021 Dec; 26(6):454-461. doi: 10.1080/13625187.2021.1957094. [PMID: 34348526]
  • Gerda Venter, Carien L van der Berg, Francois H van der Westhuizen, Elardus Erasmus. Health Status Is Affected, and Phase I/II Biotransformation Activity Altered in Young Women Using Oral Contraceptives Containing Drospirenone/Ethinyl Estradiol. International journal of environmental research and public health. 2021 10; 18(20):. doi: 10.3390/ijerph182010607. [PMID: 34682353]
  • Albe Swanepoel, Janette Bester, Yolanda Kruger, Elmarie Davoren, Ilse du Preez. The effect of combined oral contraceptives containing drospirenone and ethinylestradiol on serum levels of amino acids and acylcarnitines. Metabolomics : Official journal of the Metabolomic Society. 2021 08; 17(9):75. doi: 10.1007/s11306-021-01825-z. [PMID: 34409503]
  • Ingrid Duijkers, Christine Klipping, Virginie Kinet, Maud Jost, Adriana Bastidas, Jean-Michel Foidart. Effects of an oral contraceptive containing estetrol and drospirenone on ovarian function. Contraception. 2021 06; 103(6):386-393. doi: 10.1016/j.contraception.2021.03.003. [PMID: 33689786]
  • Aleksandar Đogo, Branko Dožić, Svetlana Vujović, Dragana Srebro, Ivan Dožić. Effects of continuous-combined oral drospirenone- estradiol on blood pressure, body weight & lipid profile in early menopausal women. The Indian journal of medical research. 2021 06; 154(6):857-865. doi: 10.4103/ijmr.ijmr_478_20. [PMID: 35662091]
  • Christine Klipping, Ingrid Duijkers, Marie Mawet, Catherine Maillard, Adriana Bastidas, Maud Jost, Jean-Michel Foidart. Endocrine and metabolic effects of an oral contraceptive containing estetrol and drospirenone. Contraception. 2021 04; 103(4):213-221. doi: 10.1016/j.contraception.2021.01.001. [PMID: 33428907]
  • Albe Carina Swanepoel, Janette Bester, Zelda de Lange-Loots. Mechanical and Physical Behavior of Fibrin Clot Formation and Lysis in Combined Oral Contraceptive Users. Microscopy and microanalysis : the official journal of Microscopy Society of America, Microbeam Analysis Society, Microscopical Society of Canada. 2020 10; 26(5):1007-1013. doi: 10.1017/s1431927620024289. [PMID: 32778190]
  • Albe Carina Swanepoel, Janette Bester, Odette Emmerson, Prashilla Soma, Derylize Beukes, Mari van Reenen, Du Toit Loots, Ilse du Preez. Serum Metabolome Changes in Relation to Prothrombotic State Induced by Combined Oral Contraceptives with Drospirenone and Ethinylestradiol. Omics : a journal of integrative biology. 2020 07; 24(7):404-414. doi: 10.1089/omi.2020.0009. [PMID: 32471328]
  • 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]
  • Santiago Palacios, Pedro-Antonio Regidor, Enrico Colli, Sven Olaf Skouby, Dan Apter, Thomas Roemer, Christian Egarter, Rossella E Nappi, Aleš Skřivánek, Artur J Jakimiuk, Steven Weyers, Nándor Ács, David Elia, Kristina Gemzell Danielsson, Johannes Bitzer. Oestrogen-free oral contraception with a 4 mg drospirenone-only pill: new data and a review of the literature. The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception. 2020 Jun; 25(3):221-227. doi: 10.1080/13625187.2020.1743828. [PMID: 32312141]
  • A Podfigurna, B Meczekalski, F Petraglia, S Luisi. Clinical, hormonal and metabolic parameters in women with PCOS with different combined oral contraceptives (containing chlormadinone acetate versus drospirenone). Journal of endocrinological investigation. 2020 Apr; 43(4):483-492. doi: 10.1007/s40618-019-01133-3. [PMID: 31654312]
  • W H Richter, R Koytchev, V Kirkov, G Merki, E Colli, P-A Regidor. Comparative pharmacokinetic estimates of drospirenone alone and in combination with ethinyl estradiol after single and repeated oral administration in healthy females. Contraception. 2020 02; 101(2):137-143. doi: 10.1016/j.contraception.2019.10.005. [PMID: 31758920]
  • Dace Melka, Kalev Kask, Enrico Colli, Pedro-Antonio Regidor. A single-arm study to evaluate the transfer of drospirenone to breast milk after reaching steady state, following oral administration of 4 mg drospirenone in healthy lactating female volunteers. Women's health (London, England). 2020 Jan; 16(?):1745506520957192. doi: 10.1177/1745506520957192. [PMID: 32903172]
  • Anna Marqueño, Elisabet Pérez-Albaladejo, Cinta Porte. Drospirenone induces the accumulation of triacylglycerides in the fish hepatoma cell line, PLHC-1. The Science of the total environment. 2019 Nov; 692(?):653-659. doi: 10.1016/j.scitotenv.2019.07.347. [PMID: 31539973]
  • Oluwaseun A Adeyanju, Lawrence A Olatunji. Drospirenone-containing oral contraceptives do not affect glucose regulation and circulating corticosterone. Journal of basic and clinical physiology and pharmacology. 2019 Aug; 30(5):. doi: 10.1515/jbcpp-2018-0184. [PMID: 31469652]
  • Sophia R Majeed, Steve West, Kah Hiing Ling, Moupali Das, Brian P Kearney. Confirmation of the drug-drug interaction potential between cobicistat-boosted antiretroviral regimens and hormonal contraceptives. Antiviral therapy. 2019; 24(8):557-566. doi: 10.3851/imp3343. [PMID: 31933482]
  • Joe-Elie Salem, Pauline Dureau, Anne Bachelot, Marine Germain, Pascal Voiriot, Bruno Lebourgeois, David-Alexandre Trégouët, Jean-Sébastien Hulot, Christian Funck-Brentano. Association of Oral Contraceptives With Drug-Induced QT Interval Prolongation in Healthy Nonmenopausal Women. JAMA cardiology. 2018 09; 3(9):877-882. doi: 10.1001/jamacardio.2018.2251. [PMID: 30073300]
  • Gabor Maasz, Zita Zrinyi, Peter Takacs, Sandor Lovas, Istvan Fodor, Tibor Kiss, Zsolt Pirger. Complex molecular changes induced by chronic progestogens exposure in roach, Rutilus rutilus. Ecotoxicology and environmental safety. 2017 May; 139(?):9-17. doi: 10.1016/j.ecoenv.2017.01.020. [PMID: 28092737]
  • Jing Li, Jing Ren, Wenxia Sun. A comparative systematic review of Yasmin (drospirenone pill) versus standard treatment options for symptoms of polycystic ovary syndrome. European journal of obstetrics, gynecology, and reproductive biology. 2017 Mar; 210(?):13-21. doi: 10.1016/j.ejogrb.2016.11.013. [PMID: 27923166]
  • Fayaz Ali Larik, Aamer Saeed, Danish Shahzad, Muhammad Faisal, Hesham El-Seedi, Haroon Mehfooz, Pervaiz Ali Channar. Synthetic approaches towards the multi target drug spironolactone and its potent analogues/derivatives. Steroids. 2017 02; 118(?):76-92. doi: 10.1016/j.steroids.2016.12.010. [PMID: 28041953]
  • Cornelis Kluft, Yvette Zimmerman, Marie Mawet, Christine Klipping, Ingrid J M Duijkers, Jacoline Neuteboom, Jean-Michel Foidart, Herjan Coelingh Bennink. Reduced hemostatic effects with drospirenone-based oral contraceptives containing estetrol vs. ethinyl estradiol. Contraception. 2017 Feb; 95(2):140-147. doi: 10.1016/j.contraception.2016.08.018. [PMID: 27593335]
  • Cristiana Vitale, Caterina Mammi, Marco Gambacciani, Novella Russo, Ilaria Spoletini, Massimo Fini, Maurizio Volterrani, Giuseppe M C Rosano. Effect of hormone replacement therapy with the anti-mineralocorticoid progestin Drospirenone compared to tibolone on endothelial function and central haemodynamics in post-menopausal women. International journal of cardiology. 2017 Jan; 227(?):217-221. doi: 10.1016/j.ijcard.2016.11.149. [PMID: 27843051]
  • F Orio, G Muscogiuri, F Giallauria, S Savastano, P Bottiglieri, D Tafuri, P Predotti, G Colarieti, A Colao, S Palomba. Oral contraceptives versus physical exercise on cardiovascular and metabolic risk factors in women with polycystic ovary syndrome: a randomized controlled trial. Clinical endocrinology. 2016 Nov; 85(5):764-771. doi: 10.1111/cen.13112. [PMID: 27219465]
  • Maria Blanco, Denise Fernandes, Paula Medina, Mercedes Blázquez, Cinta Porte. Drospirenone intake alters plasmatic steroid levels and cyp17a1 expression in gonads of juvenile sea bass. Environmental pollution (Barking, Essex : 1987). 2016 Jun; 213(?):541-548. doi: 10.1016/j.envpol.2016.03.007. [PMID: 26995450]
  • Qiu-Yi Wang, Yong Song, Wei Huang, Li Xiao, Qiu-Shi Wang, Gui-Mei Feng. Comparison of Drospirenone- with Cyproterone Acetate-Containing Oral Contraceptives, Combined with Metformin and Lifestyle Modifications in Women with Polycystic Ovary Syndrome and Metabolic Disorders: A Prospective Randomized Control Trial. Chinese medical journal. 2016 Apr; 129(8):883-90. doi: 10.4103/0366-6999.179783. [PMID: 27064030]
  • Qing Wang, Xiangling Ma, Jiawei He, Qiaomei Sun, Yuanzhi Li, Hui Li. Binding properties of drospirenone with human serum albumin and lysozyme in vitro. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2016 Jan; 153(?):612-8. doi: 10.1016/j.saa.2015.09.017. [PMID: 26448295]
  • Yashasvi Suvarna, Nivedita Maity, Pramila Kalra, M C Shivamurthy. Comparison of efficacy of metformin and oral contraceptive combination of ethinyl estradiol and drospirenone in polycystic ovary syndrome. Journal of the Turkish German Gynecological Association. 2016; 17(1):6-9. doi: 10.5152/jtgga.2016.16129. [PMID: 27026772]
  • Fuminori Taniguchi, Akiko Enatsu, Ikuko Ota, Toshiko Toda, Kazuya Arata, Tasuku Harada. Effects of low dose oral contraceptive pill containing drospirenone/ethinylestradiol in patients with endometrioma. European journal of obstetrics, gynecology, and reproductive biology. 2015 Aug; 191(?):116-20. doi: 10.1016/j.ejogrb.2015.06.006. [PMID: 26115056]
  • Sahar M El-Haggar, Tarek M Mostafa. Cardiovascular risk in Egyptian healthy consumers of different types of combined oral contraceptives pills: A comparative study. Endocrine. 2015 Aug; 49(3):820-7. doi: 10.1007/s12020-014-0507-4. [PMID: 25539793]
  • Jiao Cheng, Zhenyu Zhang. [Clinical and metabolic effects of drospirenone-estradiol versus tibolone in postmenopausal women:a comparative study]. Zhonghua yi xue za zhi. 2015 Jun; 95(23):1815-8. doi: ". [PMID: 26712397]
  • Recep Yildizhan, Anik Ilhan Gokce, Begum Yildizhan, Numan Cim. Comparison of the effects of chlormadinone acetate versus drospirenone containing oral contraceptives on metabolic and hormonal parameters in women with PCOS for a period of two-year follow-up. Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology. 2015 May; 31(5):396-400. doi: 10.3109/09513590.2015.1006187. [PMID: 25739031]
  • Giovanna Cadeddu, Arianna Deidda, Maria Erminia Stochino, Nicola Velluti, Caterina Burrai, Maria Del Zompo. Clozapine toxicity due to a multiple drug interaction: a case report. Journal of medical case reports. 2015 Apr; 9(?):77. doi: 10.1186/s13256-015-0547-2. [PMID: 25890012]
  • M Li, A Wang, L Hu, Z Song, Y Zhao, Y Sun, L Yan, X Li. Effects of estradiol-drospirenone on menopausal symptoms, lipids and bone turnover in Chinese women. Climacteric : the journal of the International Menopause Society. 2015 Apr; 18(2):214-8. doi: 10.3109/13697137.2014.978753. [PMID: 25362969]
  • Ingrid J M Duijkers, Doris Heger-Mahn, Dominique Drouin, Sven Skouby. A randomised study comparing the effect on ovarian activity of a progestogen-only pill (POP) containing desogestrel and a new POP containing drospirenone in a 24/4 regimen. The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception. 2015; 20(6):419-27. doi: 10.3109/13625187.2015.1044082. [PMID: 26073333]
  • Cassiana Rosa Galvão Giribela, Fernanda Marciano Consolim-Colombo, Marcelo Gil Nisenbaum, Tercio Lemos de Moraes, Aricia Helena Galvão Giribela, Edmund Chada Baracat, Nilson Roberto de Melo. Effects of a combined oral contraceptive containing 20 mcg of ethinylestradiol and 3 mg of drospirenone on the blood pressure, renin-angiotensin-aldosterone system, insulin resistance, and androgenic profile of healthy young women. Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology. 2015; 31(11):912-5. doi: 10.3109/09513590.2015.1062860. [PMID: 26172927]
  • Ingrid J M Duijkers, Christine Klipping, Yvette Zimmerman, Nicole Appels, Maud Jost, Catherine Maillard, Marie Mawet, Jean-Michel Foidart, Herjan J T Coelingh Bennink. Inhibition of ovulation by administration of estetrol in combination with drospirenone or levonorgestrel: Results of a phase II dose-finding pilot study. The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception. 2015; 20(6):476-89. doi: 10.3109/13625187.2015.1074675. [PMID: 26394847]
  • Marie Mawet, Catherine Maillard, Christine Klipping, Yvette Zimmerman, Jean-Michel Foidart, Herjan J T Coelingh Bennink. Unique effects on hepatic function, lipid metabolism, bone and growth endocrine parameters of estetrol in combined oral contraceptives. The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception. 2015; 20(6):463-75. doi: 10.3109/13625187.2015.1068934. [PMID: 26212489]
  • S N Tchaikovski, M C L G D Thomassen, S D Costa, K Bremme, J Rosing. Changes in haemostatic parameters during the menstrual cycle and subsequent use of drospirenone-containing oral contraceptives. Thrombosis research. 2014 Nov; 134(5):1032-7. doi: 10.1016/j.thromres.2014.09.008. [PMID: 25260941]
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  • Bianca Stocco, Helen Figueiredo Fumagalli, Silvio Antônio Franceschini, Edson Zangiacomi Martinez, Cleni Mara Marzocchi-Machado, Maria Regina Torqueti Toloi. Drospirenone and levonorgestrel in combination with either 30 or 20 mcg ethinylestradiol reduce soluble adhesion molecules in Brazilian women; cross-sectional study. Contraception. 2012 Nov; 86(5):506-10. doi: 10.1016/j.contraception.2012.03.013. [PMID: 22554799]
  • Zoltán Lőcsei, Dóra Horváth, Károly Rácz, István Szabolcs, Gábor L Kovács, Erzsébet Toldy. Progestin-dependent effect of oral contraceptives on plasma aldosterone/renin ratio. Clinical biochemistry. 2012 Nov; 45(16-17):1516-8. doi: 10.1016/j.clinbiochem.2012.06.025. [PMID: 22750772]
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