Nandrolone (BioDeep_00000001279)

 

Secondary id: BioDeep_00000398443

human metabolite Endogenous blood metabolite Chemicals and Drugs Exogenous Volatile Flavor Compounds natural product


代谢物信息卡片


(1S,2R,10R,11S,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

化学式: C18H26O2 (274.1932696)
中文名称: 癸酸诺龙, 诺龙
谱图信息: 最多检出来源 Homo sapiens(blood) 1.01%

Reviewed

Last reviewed on 2024-07-29.

Cite this Page

Nandrolone. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/nandrolone (retrieved 2024-11-22) (BioDeep RN: BioDeep_00000001279). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34
InChI: InChI=1S/C18H26O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h10,13-17,20H,2-9H2,1H3/t13-,14+,15+,16-,17-,18-/m0/s1

描述信息

Nandrolone is a C18 steroid with androgenic and anabolic properties. It is generally prepared from alkyl ethers of estradiol to resemble testosterone, but it has one less carbon atom at the 19 position (Pubchem). Nandrolone is an anabolic steroid occurring naturally in the human body, albeit in small quantities. Nandrolone is most commonly sold commercially as its decanoate ester (Deca-Durabolin) and less commonly as a phenylpropionate ester (Durabolin). Nandrolone use is indirectly detectable in urine tests by testing for the presence of 19-norandrosterone, a metabolism product of this molecule. The International Olympic Committee has set a limit of 2 ng per ml of urine as the upper limit, beyond which an athlete is suspected of doping (Wikipedia).
Nandrolone is a C18 steroid with androgenic and anabolic properties. It is generally prepared from alkyl ethers of estradiol to resemble testosterone but less one carbon at the 19 position. -- Pubchem; Nandrolone is an anabolic steroid occurring naturally in the human body, albeit in small quantities. Nandrolone is most commonly sold commercially as its decanoate ester (Deca-Durabolin) and less commonly as a phenylpropionate ester (Durabolin). Nandrolone use is indirectly detectable in urine tests by testing for the presence of 19-norandrosterone, a metabolism product of this molecule. The International Olympic Committee has set a limit of 2 ng per ml of urine as the upper limit, beyond which an athlete is suspected of doping. -- Wikipedia [HMDB]
A - Alimentary tract and metabolism > A14 - Anabolic agents for systemic use > A14A - Anabolic steroids > A14AB - Estren derivatives
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D045930 - Anabolic Agents
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D000728 - Androgens
C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone
C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C2360 - Anabolic Steroid
S - Sensory organs > S01 - Ophthalmologicals

同义名列表

42 个代谢物同义名

(1S,2R,10R,11S,14S,15S)-14-hydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one; 17beta-hydroxy-19-nor-4-androsten-3-one; 17beta Hydroxy 19 nor 4 androsten 3 one; 17b-Hydroxy-19-nor-4-androsten-3-one; 17Β-hydroxy-19-nor-4-androsten-3-one; (17-beta)-17-Hydroxyestr-4-en-3-one; (17beta)-17-hydroxyestr-4-en-3-one; (17Β)-17-hydroxyestr-4-en-3-one; (17b)-17-Hydroxyestr-4-en-3-one; 17beta-hydroxyestr-4-en-3-one; 17beta-hydroxy-4-estren-3-one; 17-beta-Hydroestr-4-en-3-one; 17-Hydroxy-estr-4-ene-3-one; 17Β-hydroxy-4-estren-3-one; 17Β-hydroxyestr-4-en-3-one; 17b-Hydroxyestr-4-en-3-one; 17b-Hydroxy-4-estren-3-one; Nandrolone phenpropionate; 4-estren-17beta-ol-3-one; Nandrolone decanoic acid; 4-Estren-17b-ol-3-one; 4-Estren-17β-ol-3-one; 19-Norandrostenolone; Nandrolone decanoate; 19-Nortestosterone; Norandrostenolone; Nortestosteronum; Norandrostenolon; Nortestosterone; Nandrolone base; Deca-Durabolin; Nortestonate; Nandrolonum; Estrenolone; Oestrenolon; Nandrolone; Menidrabol; Nandrolona; Nandrolon; Durabolin; Decadura; Nandrolone



数据库引用编号

22 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)

11 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

  • Jiahui Wu, Qingcheng Wang, Oushan Tang, Jie Liao, Qiaoling Zhao, Jingjing Liang, Huina Feng, Linhua Wang, Haixing Wang, Qing Shen. On-site monitoring of nandrolone in cattle farming samples by portable atmospheric pressure chemical ionization mass spectrometry with ambient sampling. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2024 May; 1238(?):124107. doi: 10.1016/j.jchromb.2024.124107. [PMID: 38581929]
  • Jan Gebauer, Nikola Hodkovicova, Kristina Tosnerova, Kristyna Skoupa, Andrej Batik, Iva Bartejsova, Michaela Charvatova, Lenka Leva, Rea Jarosova, Zbysek Sladek, Martin Faldyna, Kamil Stastny. Anabolic steroids induced changes at the level of protein expression: Effects of prolonged administration of testosterone and nandrolone to pigs. Environmental toxicology and pharmacology. 2024 Apr; 107(?):104422. doi: 10.1016/j.etap.2024.104422. [PMID: 38521435]
  • 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]
  • Sofia Zelleroth, Erik Nylander, Ellinor Kjellgren, Alfhild Grönbladh, Mathias Hallberg. Nandrolone decanoate and testosterone undecanoate differently affect stress hormones, neurotransmitter systems, and general activity in the male rat. Behavioural brain research. 2022 08; 432(?):113971. doi: 10.1016/j.bbr.2022.113971. [PMID: 35738337]
  • Saadia Ouzia, Anne-Lise Royer, Marzia Pezzolato, Alessandro Benedetto, Elena Biasibetti, Yann Guitton, Bruno Le Bizec, Elena Bozetta, Gaud Dervilly. Nandrolone and estradiol biomarkers identification in bovine urine applying a liquid chromatography high-resolution mass spectrometry metabolomics approach. Drug testing and analysis. 2022 May; 14(5):879-886. doi: 10.1002/dta.3126. [PMID: 34242491]
  • Loredana Iannella, Cristiana Colamonici, Davide Curcio, Francesco Botrè, Xavier de la Torre. 5α-reductase inhibitors: Evaluation of their potential confounding effect on GC-C-IRMS doping analysis. Drug testing and analysis. 2021 Nov; 13(11-12):1852-1861. doi: 10.1002/dta.3134. [PMID: 34318592]
  • 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]
  • Loredana Iannella, Cristiana Colamonici, Davide Curcio, Francesco Botrè, Xavier de la Torre. Detecting the abuse of 19-norsteroids in doping controls: A new gas chromatography coupled to isotope ratio mass spectrometry method for the analysis of 19-norandrosterone and 19-noretiocholanolone. Drug testing and analysis. 2021 Apr; 13(4):770-784. doi: 10.1002/dta.2985. [PMID: 33242373]
  • Yuan-Yuan Yang, Yu Wang, Yi-Feng Zhang, Feng Wang, Yi-Fan Liang, Jin-Yi Yang, Zhen-Lin Xu, Yu-Dong Shen, Hong Wang. Nanobody-Based Indirect Competitive ELISA for Sensitive Detection of 19-Nortestosterone in Animal Urine. Biomolecules. 2021 01; 11(2):. doi: 10.3390/biom11020167. [PMID: 33513883]
  • Arthi Thirumalai, Fiona Yuen, John K Amory, Andrew N Hoofnagle, Ronald S Swerdloff, Peter Y Liu, Jill E Long, Diana L Blithe, Christina Wang, Stephanie T Page. Dimethandrolone Undecanoate, a Novel, Nonaromatizable Androgen, Increases P1NP in Healthy Men Over 28 Days. The Journal of clinical endocrinology and metabolism. 2021 01; 106(1):e171-e181. doi: 10.1210/clinem/dgaa761. [PMID: 33090208]
  • Leonardo Bontempi, Antonello Bonci. µ-Opioid receptor-induced synaptic plasticity in dopamine neurons mediates the rewarding properties of anabolic androgenic steroids. Science signaling. 2020 09; 13(647):. doi: 10.1126/scisignal.aba1169. [PMID: 32873724]
  • 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]
  • Francesca Agriesti, Tiziana Tataranni, Consiglia Pacelli, Rosella Scrima, Ilaria Laurenzana, Vitalba Ruggieri, Olga Cela, Carmela Mazzoccoli, Monica Salerno, Francesco Sessa, Gabriele Sani, Cristoforo Pomara, Nazzareno Capitanio, Claudia Piccoli. Nandrolone induces a stem cell-like phenotype in human hepatocarcinoma-derived cell line inhibiting mitochondrial respiratory activity. Scientific reports. 2020 02; 10(1):2287. doi: 10.1038/s41598-020-58871-1. [PMID: 32041983]
  • Eman Taha Mohammed, Abeer M Radi, Lotfi Aleya, Mohamed M Abdel-Daim. Cynara scolymus leaves extract alleviates nandrolone decanoate-induced alterations in testicular function and sperm quality in albino rats. Environmental science and pollution research international. 2020 Feb; 27(5):5009-5017. doi: 10.1007/s11356-019-07302-4. [PMID: 31845274]
  • 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]
  • 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]
  • Alireza Shirpoor, Behnam Heshmatian, Asghar Tofighi, Soheila Najafi Eliasabad, Fatemeh Kheradmand, Mitra Zerehpoosh. Nandrolone administration with or without strenuous exercise increases cardiac fatal genes overexpression, calcium/calmodulin-dependent protein kinaseiiδ, and monoamine oxidase activities and enhances blood pressure in adult wistar rats. Gene. 2019 May; 697(?):131-137. doi: 10.1016/j.gene.2019.02.053. [PMID: 30802539]
  • Sherry Wu, Fiona Yuen, Ronald S Swerdloff, Youngju Pak, Arthi Thirumalai, Peter Y Liu, John K Amory, Feng Bai, Laura Hull, Diana L Blithe, Bradley D Anawalt, Toufan Parman, Kyuri Kim, Min S Lee, William J Bremner, Stephanie T Page, Christina Wang. Safety and Pharmacokinetics of Single-Dose Novel Oral Androgen 11β-Methyl-19-Nortestosterone-17β-Dodecylcarbonate in Men. The Journal of clinical endocrinology and metabolism. 2019 03; 104(3):629-638. doi: 10.1210/jc.2018-01528. [PMID: 30252057]
  • Arthi Thirumalai, Jonas Ceponis, John K Amory, Ronald Swerdloff, Vijaya Surampudi, Peter Y Liu, William J Bremner, Eric Harvey, Diana L Blithe, Min S Lee, Laura Hull, Christina Wang, Stephanie T Page. Effects of 28 Days of Oral Dimethandrolone Undecanoate in Healthy Men: A Prototype Male Pill. The Journal of clinical endocrinology and metabolism. 2019 02; 104(2):423-432. doi: 10.1210/jc.2018-01452. [PMID: 30252061]
  • J Ceponis, R Swerdloff, A Leung, L Hull, F Bai, J Longstreth, R Dudley, T Danoff, C Wang. Accurate measurement of androgen after androgen esters: problems created by ex vivo esterase effects and LC-MS/MS interference. Andrology. 2019 01; 7(1):42-52. doi: 10.1111/andr.12554. [PMID: 30345711]
  • Frank Hülsemann, Vassilios Gougoulidis, Thomas Schertel, Gregor Fusshöller, Ulrich Flenker, Thomas Piper, Mario Thevis. Case Study: Atypical δ13 C values of urinary norandrosterone. Drug testing and analysis. 2018 Nov; 10(11-12):1728-1733. doi: 10.1002/dta.2498. [PMID: 30230253]
  • 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]
  • Qi Yu, Yingfang Zhou, Larisa Suturina, Unnop Jaisamrarn, Dongmei Lu, Susanne Parke. Efficacy and Safety of Estradiol Valerate/Dienogest for the Management of Heavy Menstrual Bleeding: A Multicenter, Double-Blind, Randomized, Placebo-Controlled, Phase III Clinical Trial. Journal of women's health (2002). 2018 10; 27(10):1225-1232. doi: 10.1089/jwh.2017.6522. [PMID: 29957101]
  • 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]
  • Martina Rejtharová, Libor Rejthar, Katarína Čačková. Determination of testosterone esters and nortestosterone esters in animal blood serum by LC-MS/MS. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2018 Feb; 35(2):233-240. doi: 10.1080/19440049.2017.1388544. [PMID: 28980514]
  • Asghar Tofighi, Shima Ahmadi, Seyyedeh Masoumeh Seyyedi, Alireza Shirpoor, Fatemeh Kheradmand, Farzaneh Hosseini Gharalari. Nandrolone administration with or without strenuous exercise promotes overexpression of nephrin and podocin genes and induces structural and functional alterations in the kidneys of rats. Toxicology letters. 2018 Jan; 282(?):147-153. doi: 10.1016/j.toxlet.2017.10.015. [PMID: 29097219]
  • Barbara Pergolizzi, Vitina Carriero, Giuliana Abbadessa, Claudia Penna, Paola Berchialla, Silvia De Francia, Enrico Bracco, Silvia Racca. Subchronic nandrolone administration reduces cardiac oxidative markers during restraint stress by modulating protein expression patterns. Molecular and cellular biochemistry. 2017 Oct; 434(1-2):51-60. doi: 10.1007/s11010-017-3036-7. [PMID: 28432552]
  • Jenny K Y Wong, David K K Leung, Peter Curl, Peter J Schiff, Kenneth K H Lam, Terence S M Wan. Evidence of boldenone, nandrolone, 5(10)-estrene-3β-17α-diol and 4-estrene-3,17-dione as minor metabolites of testosterone in equine. Drug testing and analysis. 2017 Sep; 9(9):1337-1348. doi: 10.1002/dta.2192. [PMID: 28322013]
  • Rosario Barone, Alessandro Pitruzzella, Antonella Marino Gammazza, Francesca Rappa, Monica Salerno, Fulvio Barone, Claudia Sangiorgi, Daniela D'Amico, Nicola Locorotondo, Francesca Di Gaudio, Luigi Cipolloni, Valentina Di Felice, Stefania Schiavone, Venerando Rapisarda, Gabriele Sani, Amos Tambo, Francesco Cappello, Emanuela Turillazzi, Cristoforo Pomara. Nandrolone decanoate interferes with testosterone biosynthesis altering blood-testis barrier components. Journal of cellular and molecular medicine. 2017 08; 21(8):1636-1647. doi: 10.1111/jcmm.13092. [PMID: 28244681]
  • Josilene M Rodrigues, Vinicius P P Oliveira, Julia P Furlan, Ana Claudia Munhoz, Marcelo R S Rempel, Marcia N Brito, Nilton A Brito, Maria M D Pedrosa, Cecília E M Costa. Immediate and residual effects of low-dose nandrolone decanoate and treadmill training on adipose and reproductive tissues of male Wistar rats. Archives of physiology and biochemistry. 2017 May; 123(2):68-77. doi: 10.1080/13813455.2016.1260592. [PMID: 28019124]
  • Sara Divari, Enrica Berio, Paola Pregel, Alessandra Sereno, Luca Chiesa, Radmila Pavlovic, Sara Panseri, Toine F H Bovee, Bartolomeo Biolatti, Francesca T Cannizzo. Effects and detection of Nandrosol and ractopamine administration in veal calves. Food chemistry. 2017 Apr; 221(?):706-713. doi: 10.1016/j.foodchem.2016.11.116. [PMID: 27979262]
  • Izabela F Caliman, Cristian S Bernabe, Antônio F de Melo, Girlândia A Brasil, Andrews M do Nascimento, Ewelyne M de Lima, Suely G Figueiredo, Tadeu U de Andrade, Nazaré S Bissoli. Long-term treatment with Nandrolone Decanoate impairs mesenteric vascular relaxation in both sedentary and exercised female rats. Steroids. 2017 04; 120(?):7-18. doi: 10.1016/j.steroids.2017.02.001. [PMID: 28192127]
  • Mikael Pedersen, Henrik L Frandsen, Jens H Andersen. Optimised deconjugation of androgenic steroid conjugates in bovine urine. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2017 Apr; 34(4):482-488. doi: 10.1080/19440049.2016.1276637. [PMID: 28107105]
  • L Chiesa, S Panseri, F T Cannizzo, B Biolatti, S Divari, R Benevelli, F Arioli, R Pavlovic. Evaluation of nandrolone and ractopamine in the urine of veal calves: liquid chromatography-tandem mass spectrometry approach. Drug testing and analysis. 2017 Apr; 9(4):561-570. doi: 10.1002/dta.2026. [PMID: 27448217]
  • Asghar Tofighi, Minoo Shirpoor, M H Khadem Ansari, Alireza Shirpoor, Mitra Zerehpoosh. The effect of nandrolone treatment with and without enforced swimming on histological and biochemical changes in the heart and coronary artery of male rats. Anatolian journal of cardiology. 2017 Mar; 17(3):176-183. doi: 10.14744/anatoljcardiol.2016.7333. [PMID: 27752030]
  • R Ayoub, S T Page, R S Swerdloff, P Y Liu, J K Amory, A Leung, L Hull, D Blithe, A Christy, J H Chao, W J Bremner, C Wang. Comparison of the single dose pharmacokinetics, pharmacodynamics, and safety of two novel oral formulations of dimethandrolone undecanoate (DMAU): a potential oral, male contraceptive. Andrology. 2017 03; 5(2):278-285. doi: 10.1111/andr.12303. [PMID: 27907978]
  • Parmita Chowdhury, Rita Mahanta. Effect of Administration of Nandrolone Decanoate upon Aldosterone Concentration and Serum Na+/K+ Levels in Albino Mice. Cardiovascular & hematological agents in medicinal chemistry. 2017; 14(3):160-166. doi: 10.2174/1871525715666161121152116. [PMID: 27875951]
  • Luca Maria Chiesa, Maria Nobile, Sara Panseri, Bartolomeo Biolatti, Francesca Tiziana Cannizzo, Radmila Pavlovic, Francesco Arioli. Bovine teeth as a novel matrix for the control of the food chain: liquid chromatography-tandem mass spectrometry detection of treatments with prednisolone, dexamethasone, estradiol, nandrolone and seven β2-agonists. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2017 Jan; 34(1):40-48. doi: 10.1080/19440049.2016.1252469. [PMID: 27845609]
  • Jovana Joksimovic, Dragica Selakovic, Milovan Matovic, Ivan Zaletel, Nela Puskas, Gvozden Rosic. The role of neuropeptide-Y in nandrolone decanoate-induced attenuation of antidepressant effect of exercise. PloS one. 2017; 12(6):e0178922. doi: 10.1371/journal.pone.0178922. [PMID: 28582442]
  • Martin Flück, Severin Ruoss, Christoph B Möhl, Paola Valdivieso, Mario C Benn, Brigitte von Rechenberg, Endre Laczko, Junmin Hu, Karl Wieser, Dominik C Meyer, Christian Gerber. Genomic and lipidomic actions of nandrolone on detached rotator cuff muscle in sheep. The Journal of steroid biochemistry and molecular biology. 2017 01; 165(Pt B):382-395. doi: 10.1016/j.jsbmb.2016.08.005. [PMID: 27523963]
  • R W Kalicharan, M R Bout, C Oussoren, H Vromans. Where does hydrolysis of nandrolone decanoate occur in the human body after release from an oil depot?. International journal of pharmaceutics. 2016 Dec; 515(1-2):721-728. doi: 10.1016/j.ijpharm.2016.10.068. [PMID: 27989828]
  • Christina Tsitsimpikou, Fotini Vasilaki, Konstantinos Tsarouhas, Persefoni Fragkiadaki, Maria Tzardi, Nikolaos Goutzourelas, Charitini Nepka, Alexandra Kalogeraki, Ioannis Heretis, Zoi Epitropaki, Dimitrios Kouretas, Aristidis M Tsatsakis. Nephrotoxicity in rabbits after long-term nandrolone decanoate administration. Toxicology letters. 2016 Sep; 259(?):21-27. doi: 10.1016/j.toxlet.2016.06.1122. [PMID: 27346656]
  • 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]
  • N Gårevik, A Börjesson, E Choong, L Ekström, M Lehtihet. Impact of single-dose nandrolone decanoate on gonadotropins, blood lipids and HMG CoA reductase in healthy men. Andrologia. 2016 Jun; 48(5):595-600. doi: 10.1111/and.12488. [PMID: 26370185]
  • Shyamchand Mayengbam, James D House, Michel Aliani. Investigation of vitamin B₆ inadequacy, induced by exposure to the anti-B₆ factor 1-amino D-proline, on plasma lipophilic metabolites of rats: a metabolomics approach. European journal of nutrition. 2016 Apr; 55(3):1213-23. doi: 10.1007/s00394-015-0934-x. [PMID: 26009005]
  • Emanuela Turillazzi, Margherita Neri, Daniela Cerretani, Santina Cantatore, Paola Frati, Laura Moltoni, Francesco Paolo Busardò, Cristoforo Pomara, Irene Riezzo, Vittorio Fineschi. Lipid peroxidation and apoptotic response in rat brain areas induced by long-term administration of nandrolone: the mutual crosstalk between ROS and NF-kB. Journal of cellular and molecular medicine. 2016 Apr; 20(4):601-12. doi: 10.1111/jcmm.12748. [PMID: 26828721]
  • Elzbieta Palonek, Magnus Ericsson, Nina Gårevik, Anders Rane, Mikael Lehtihet, Lena Ekström. Atypical excretion profile and GC/C/IRMS findings may last for nine months after a single dose of nandrolone decanoate. Steroids. 2016 Apr; 108(?):105-11. doi: 10.1016/j.steroids.2016.02.004. [PMID: 26853157]
  • Tamara Nikolic, Vladimir Zivkovic, Maja Jevdjevic, Marko Djuric, Ivan Srejovic, Dragan Djuric, Nevena Jeremic, Dusan Djuric, Sergey Bolevich, Vladimir Jakovljevic. The effects of chronic administration of nandrolone decanoate on redox status in exercised rats. Molecular and cellular biochemistry. 2016 Jan; 411(1-2):95-105. doi: 10.1007/s11010-015-2571-3. [PMID: 26361780]
  • A E Roşca, I Stoian, C Badiu, L Gaman, B O Popescu, L Iosif, R Mirica, I C Tivig, C S Stancu, C Căruntu, S E Voiculescu, L Zăgrean. Impact of chronic administration of anabolic androgenic steroids and taurine on blood pressure in rats. Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas. 2016; 49(6):e5116. doi: 10.1590/1414-431x20165116. [PMID: 27254659]
  • 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]
  • Girlandia Alexandre Brasil, Ewelyne Miranda de Lima, Andrews Marques do Nascimento, Izabela Facco Caliman, Ana Raquel Santos de Medeiros, Mauro Sérgio Batista Silva, Gláucia Rodrigues de Abreu, Adelina Martha dos Reis, Tadeu Uggere de Andrade, Nazaré Souza Bissoli. Nandrolone decanoate induces cardiac and renal remodeling in female rats, without modification in physiological parameters: The role of ANP system. Life sciences. 2015 Sep; 137(?):65-73. doi: 10.1016/j.lfs.2015.07.005. [PMID: 26165753]
  • 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]
  • Maxim A Yunin, Pavel S Metalnikov, Alexander A Komarov, Alexander N Panin. Development of a rapid method for the analysis of trenbolone, nortestosterone, and zeranol in bovine liver using liquid chromatography tandem mass spectrometry. Analytical and bioanalytical chemistry. 2015 Jun; 407(15):4363-71. doi: 10.1007/s00216-014-8346-y. [PMID: 25450054]
  • 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]
  • Iñaki Lete, Nathalie Chabbert-Buffet, Christian Jamin, Stefano Lello, Paloma Lobo, Rossella E Nappi, Axelle Pintiaux. Haemostatic and metabolic impact of estradiol pills and drospirenone-containing ethinylestradiol pills vs. levonorgestrel-containing ethinylestradiol pills: A literature review. The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception. 2015; 20(5):329-43. doi: 10.3109/13625187.2015.1050091. [PMID: 26007631]
  • Hanaa Mahmoud Mohamed, Manal Abdul-Hamid Mohamed. Effect of different doses of nandrolone decanoate on lipid peroxidation, DNA fragmentation, sperm abnormality and histopathology of testes of male Wister rats. Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie. 2015 Jan; 67(1):1-11. doi: 10.1016/j.etp.2014.09.003. [PMID: 25440442]
  • Ingunn Hullstein, Carlos Sagredo, Peter Hemmersbach. Carbon isotope ratios of nandrolone, boldenone, and testosterone preparations seized in Norway compared to those of endogenously produced steroids in a Nordic reference population. Drug testing and analysis. 2014 Nov; 6(11-12):1163-9. doi: 10.1002/dta.1745. [PMID: 25388436]
  • Qianchun Yang, Minawaer Abudou, Xi Sheng Xie, Taixiang Wu. Androgens for the anaemia of chronic kidney disease in adults. The Cochrane database of systematic reviews. 2014 Oct; ?(10):CD006881. doi: 10.1002/14651858.cd006881.pub2. [PMID: 25300168]
  • Irene Riezzo, Emanuela Turillazzi, Stefania Bello, Santina Cantatore, Daniela Cerretani, Marco Di Paolo, Anna Ida Fiaschi, Paola Frati, Margherita Neri, Monica Pedretti, Vittorio Fineschi. Chronic nandrolone administration promotes oxidative stress, induction of pro-inflammatory cytokine and TNF-α mediated apoptosis in the kidneys of CD1 treated mice. Toxicology and applied pharmacology. 2014 Oct; 280(1):97-106. doi: 10.1016/j.taap.2014.06.031. [PMID: 25065671]
  • Randy L Luciano, Ekaterina Castano, Gilbert Moeckel, Mark A Perazella. Bile acid nephropathy in a bodybuilder abusing an anabolic androgenic steroid. American journal of kidney diseases : the official journal of the National Kidney Foundation. 2014 Sep; 64(3):473-6. doi: 10.1053/j.ajkd.2014.05.010. [PMID: 24953892]
  • 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]
  • Gurmeet K S Singh, Leo Turner, Reena Desai, Mark Jimenez, David J Handelsman. Pharmacokinetic-pharmacodynamic study of subcutaneous injection of depot nandrolone decanoate using dried blood spots sampling coupled with ultrapressure liquid chromatography tandem mass spectrometry assays. The Journal of clinical endocrinology and metabolism. 2014 Jul; 99(7):2592-8. doi: 10.1210/jc.2014-1243. [PMID: 24684468]
  • Shane Darke, Michelle Torok, Johan Duflou. Sudden or unnatural deaths involving anabolic-androgenic steroids. Journal of forensic sciences. 2014 Jul; 59(4):1025-8. doi: 10.1111/1556-4029.12424. [PMID: 24611438]
  • Prasanth Surampudi, Stephanie T Page, Ronald S Swerdloff, Jean Jacques Nya-Ngatchou, Peter Y Liu, John K Amory, Andrew Leung, Laura Hull, Diana L Blithe, Jason Woo, William J Bremner, Christina Wang. Single, escalating dose pharmacokinetics, safety and food effects of a new oral androgen dimethandrolone undecanoate in man: a prototype oral male hormonal contraceptive. Andrology. 2014 Jul; 2(4):579-587. doi: 10.1111/j.2047-2927.2014.00216.x. [PMID: 24789057]
  • 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]
  • Serafim Tsitsilonis, Panayiotis E Chatzistergos, Chatzistergos E Panayiotis, Athanasios S Mitousoudis, Mitousoudis S Athanasios, Stavros K Kourkoulis, Kourkoulis K Stavros, Ioannis S Vlachos, Vlachos S Ioannis, George Agrogiannis, Agrogiannis George, Konstantinos Fasseas, Fasseas Konstantinos, Despina N Perrea, Perrea N Despina, Aristides B Zoubos, Zoubos B Aristides. Anabolic androgenic steroids reverse the beneficial effect of exercise on tendon biomechanics: an experimental study. Foot and ankle surgery : official journal of the European Society of Foot and Ankle Surgeons. 2014 Jun; 20(2):94-9. doi: 10.1016/j.fas.2013.12.001. [PMID: 24796826]
  • David J Handelsman, Amanda Idan, Janelle Grainger, Catrin Goebel, Leo Turner, Ann J Conway. Detection and effects on serum and urine steroid and LH of repeated GnRH analog (leuprolide) stimulation. The Journal of steroid biochemistry and molecular biology. 2014 May; 141(?):113-20. doi: 10.1016/j.jsbmb.2014.01.011. [PMID: 24495617]
  • K Rigdova, Y Wang, M Ward, W J Griffiths. A new derivative for oxosteroid analysis by mass spectrometry. Biochemical and biophysical research communications. 2014 Apr; 446(3):762-7. doi: 10.1016/j.bbrc.2014.01.190. [PMID: 24525129]
  • Z Kaabia, G Dervilly-Pinel, M A Popot, L Bailly-Chouriberry, P Plou, Y Bonnaire, B Le Bizec. Monitoring the endogenous steroid profile disruption in urine and blood upon nandrolone administration: An efficient and innovative strategy to screen for nandrolone abuse in entire male horses. Drug testing and analysis. 2014 Apr; 6(4):376-88. doi: 10.1002/dta.1520. [PMID: 23949888]
  • Stephan Pinheiro Frankenfeld, Leonardo Pires de Oliveira, Daniele Leão Ignacio, Raquel Guimarães Coelho, Mariana Nigro Mattos, Andrea Claudia Freitas Ferreira, Denise Pires Carvalho, Rodrigo Soares Fortunato. Nandrolone decanoate inhibits gluconeogenesis and decreases fasting glucose in Wistar male rats. The Journal of endocrinology. 2014 Feb; 220(2):143-53. doi: 10.1530/joe-13-0259. [PMID: 24403377]
  • Romeo Teodor Cristina, Flavia Hanganu, Eugenia Dumitrescu, Florin Muselin, Monica Butnariu, Adriana Constantin, Viorica Chiurciu. The impact of exogenic testosterone and nortestosterone-decanoate toxicological evaluation using a rat model. PloS one. 2014; 9(10):e109219. doi: 10.1371/journal.pone.0109219. [PMID: 25302584]
  • Stephan P Frankenfeld, Leonardo P Oliveira, Victor H Ortenzi, Igor C C Rego-Monteiro, Elen A Chaves, Andrea C Ferreira, Alvaro C Leitão, Denise P Carvalho, Rodrigo S Fortunato. The anabolic androgenic steroid nandrolone decanoate disrupts redox homeostasis in liver, heart and kidney of male Wistar rats. PloS one. 2014; 9(9):e102699. doi: 10.1371/journal.pone.0102699. [PMID: 25225984]
  • Alfhild Grönbladh, Jenny Johansson, Mark M Kushnir, Jonas Bergquist, Mathias Hallberg. The impact of nandrolone decanoate and growth hormone on biosynthesis of steroids in rats. Steroids. 2013 Dec; 78(12-13):1192-9. doi: 10.1016/j.steroids.2013.08.012. [PMID: 24012727]
  • Qisheng Zhong, Yufei Hu, Gongke Li. A novel protocol for molecularly imprinted polymer filaments online coupled to GC-MS for the determination of androgenic steroids in urine. Journal of separation science. 2013 Dec; 36(24):3903-10. doi: 10.1002/jssc.201300874. [PMID: 24151099]
  • T J Etelälahti, C J P Eriksson. On the association between nandrolone-mediated testosterone reduction during alcohol intoxication and attenuated voluntary alcohol intake in rats. Pharmacology, biochemistry, and behavior. 2013 Nov; 112(?):15-21. doi: 10.1016/j.pbb.2013.09.013. [PMID: 24084316]
  • Laura Hintikka, Markus Haapala, Tiia Kuuranne, Antti Leinonen, Risto Kostiainen. Analysis of anabolic steroids in urine by gas chromatography-microchip atmospheric pressure photoionization-mass spectrometry with chlorobenzene as dopant. Journal of chromatography. A. 2013 Oct; 1312(?):111-7. doi: 10.1016/j.chroma.2013.08.098. [PMID: 24041507]
  • 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]
  • Renan Pozzi, Kelly Rosseti Fernandes, Carolina Foot Gomes de Moura, Raquel Agnelli Mesquita Ferrari, Kristianne Porta Santos Fernandes, Ana Claudia Muniz Renno, Daniel Araki Ribeiro. Nandrolone decanoate induces genetic damage in multiple organs of rats. Archives of environmental contamination and toxicology. 2013 Apr; 64(3):514-8. doi: 10.1007/s00244-012-9848-2. [PMID: 23223961]
  • Pieter Van Renterghem, Pierre-Edouard Sottas, Martial Saugy, Peter Van Eenoo. Statistical discrimination of steroid profiles in doping control with support vector machines. Analytica chimica acta. 2013 Mar; 768(?):41-8. doi: 10.1016/j.aca.2013.01.003. [PMID: 23473248]
  • 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]
  • Terence F McGrath, Jeroen A van Meeuwen, Anne-Cécile Massart, Edwin de Pauw, Philippe Delahaut, Jos Buijs, Aldert A Bergwerff, Christopher T Elliott, Mark H Mooney. Effect-based proteomic detection of growth promoter abuse. Analytical and bioanalytical chemistry. 2013 Feb; 405(4):1171-9. doi: 10.1007/s00216-012-6534-1. [PMID: 23151655]
  • M Otto-Duessel, M He, T W Adamson, J O Jones. Enhanced evaluation of selective androgen receptor modulators in vivo. Andrology. 2013 Jan; 1(1):29-36. doi: 10.1111/j.2047-2927.2012.00006.x. [PMID: 23258627]
  • Alfhild Grönbladh, Jenny Johansson, Anatole Nöstl, Fred Nyberg, Mathias Hallberg. GH improves spatial memory and reverses certain anabolic androgenic steroid-induced effects in intact rats. The Journal of endocrinology. 2013 Jan; 216(1):31-41. doi: 10.1530/joe-12-0315. [PMID: 23092877]
  • Yan-Yi Xing, Xin Liu, Yu-Mei Zhang, Xiao-Bing Wang, You-Xuan Xu. [Determination of doping in human urine by gas chromatography-high resolution mass spectrometry]. Yao xue xue bao = Acta pharmaceutica Sinica. 2012 Dec; 47(12):1667-70. doi: NULL. [PMID: 23460974]
  • 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]
  • Hartmut Blode, Susan Zeun, Susanne Parke, Torsten Zimmermann, Beate Rohde, Uwe Mellinger, Michael Kunz. Evaluation of the effects of rifampicin, ketoconazole and erythromycin on the steady-state pharmacokinetics of the components of a novel oral contraceptive containing estradiol valerate and dienogest in healthy postmenopausal women. Contraception. 2012 Oct; 86(4):337-44. doi: 10.1016/j.contraception.2012.01.010. [PMID: 22445438]
  • 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]
  • Silvia Racca, Francesca Piccione, Angela Spaccamiglio, Vitina M A Carriero, Silvia De Francia, Luigi Cangemi, Paola Esculapio, Mauro Papotti, Giuseppe Migliaretti, Paolo Portaleone, Francesco Di Carlo, Giuliana Abbadessa. Effects of sub-chronic nandrolone administration on hormonal adaptive response to acute stress in rats. Psychoneuroendocrinology. 2012 Aug; 37(8):1234-47. doi: 10.1016/j.psyneuen.2011.12.017. [PMID: 22226432]
  • Barbara Wozniak, Iwona Matraszek-Zuchowska, Jan Zmudzki. LC-MS/MS fast analysis of androgenic steroids in urine. Analytical and bioanalytical chemistry. 2012 Jul; 403(10):2965-72. doi: 10.1007/s00216-012-5859-0. [PMID: 22392373]
  • Yvonne Lood, Arne Eklund, Mats Garle, Johan Ahlner. Anabolic androgenic steroids in police cases in Sweden 1999-2009. Forensic science international. 2012 Jun; 219(1-3):199-204. doi: 10.1016/j.forsciint.2012.01.004. [PMID: 22269132]
  • Colton H F Wong, David K K Leung, Francis P W Tang, Jenny K Y Wong, Nola H Yu, Terence S M Wan. Rapid screening of anabolic steroids in horse urine with ultra-high-performance liquid chromatography/tandem mass spectrometry after chemical derivatisation. Journal of chromatography. A. 2012 Apr; 1232(?):257-65. doi: 10.1016/j.chroma.2011.12.095. [PMID: 22265177]
  • Jinqing Jiang, Haitang Zhang, Guangling Li, Xuefeng Yang, Renfeng Li, Ziliang Wang, Jianhua Wang. Establishment and optimization of monoclonal antibody-based heterologous dcELISA for 19-nortestosterone residue in bovine edible tissue. Journal of food science. 2012 Apr; 77(4):T63-9. doi: 10.1111/j.1750-3841.2011.02578.x. [PMID: 22515255]
  • 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]
  • L R Soma, C E Uboh, Y You, F Guan, S McDonnell. Plasma concentrations of testosterone and nandrolone in racing and nonracing intact male horses. Journal of veterinary pharmacology and therapeutics. 2012 Apr; 35(2):132-8. doi: 10.1111/j.1365-2885.2011.01295.x. [PMID: 21480929]
  • Nina Gårevik, Cristine Skogastierna, Anders Rane, Lena Ekström. Single dose testosterone increases total cholesterol levels and induces the expression of HMG CoA reductase. Substance abuse treatment, prevention, and policy. 2012 Mar; 7(?):12. doi: 10.1186/1747-597x-7-12. [PMID: 22433938]
  • K S Schmidt, R Hackenberg, C S Stachel, P Gowik. Endogenous and synthetic steroids in bovine urine--preparation of in-house reference material, stability studies and results of a proficiency test. Analytica chimica acta. 2012 Mar; 717(?):85-91. doi: 10.1016/j.aca.2011.12.038. [PMID: 22304819]
  • B Adamu, S M Ma'aji, P J Erwin, I M Tleyjeh. Meta-Analysis of Randomized Controlled Trials on Androgens versus Erythropoietin for Anaemia of Chronic Kidney Disease: Implications for Developing Countries. International journal of nephrology. 2012; 2012(?):580437. doi: 10.1155/2012/580437. [PMID: 23119160]