Boldenon (BioDeep_00000001440)

   


代谢物信息卡片


(8xi,9xi,14xi)-17-Hydroxyandrosta-1,4-dien-3-one

化学式: C19H26O2 (286.1933)
中文名称: 宝丹酮
谱图信息: 最多检出来源 Viridiplantae(plant) 34.02%

分子结构信息

SMILES: C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@H](O)CC[C@@]4([H])[C@]3([H])CCC2=CC(=O)C=1
InChI: InChI=1S/C19H26O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h7,9,11,14-17,21H,3-6,8,10H2,1-2H3

描述信息

D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D045930 - Anabolic Agents
C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C2360 - Anabolic Steroid
Same as: D07536
Origin: Animal; SubCategory_DNP: The sterols, Androstanes

同义名列表

12 个代谢物同义名

17beta-Hydroxyandrost-1,4-diene-3-one; 17beta-Boldenone; Boldenone; Boldenon; 17beta-hydroxyandrosta-1,4-dien-3-one; Dehydrotestosterone; ST 19:3;O2; (8xi,9xi,14xi)-17-Hydroxyandrosta-1,4-dien-3-one; 17-Hydroxyandrosta-1,4-dien-3-one; .beta.-Boldenone; Boldenone; Boldenone



数据库引用编号

21 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)

3 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
Cytoplasm 8 ALB, AR, BCL2, CD34, DLK1, GADD45B, MYD88, PRL
Endosome membrane 1 MYD88
Endoplasmic reticulum membrane 5 BCL2, CYBB, CYP19A1, GUCY2C, HSD17B3
Nucleus 8 ALB, AR, BCL2, GADD45B, MPO, MYD88, PCNA, PRL
cytosol 7 ALB, APOA1, AR, BCL2, CD44, GPT, MYD88
dendrite 1 CYBB
nuclear body 1 PCNA
phagocytic vesicle 1 CYBB
centrosome 2 ALB, PCNA
nucleoplasm 5 AR, MPO, PCNA, PRL, SCN5A
RNA polymerase II transcription regulator complex 1 PRL
Cell membrane 4 CD44, CYBB, GUCY2C, SCN5A
Multi-pass membrane protein 4 CYBB, CYP19A1, PROM1, SCN5A
cell junction 1 SCN5A
cell surface 4 CD44, MYD88, PROM1, SCN5A
Golgi apparatus 2 ALB, CD44
neuronal cell body 1 CYBB
sarcolemma 1 SCN5A
Lysosome 2 CD34, MPO
plasma membrane 9 APOA1, AR, CD34, CD44, CYBB, GUCY2C, MYD88, PROM1, SCN5A
Membrane 8 AR, BCL2, CD34, CD44, CYBB, CYP19A1, DLK1, SCN5A
apical plasma membrane 3 CD34, CD44, PROM1
basolateral plasma membrane 1 CD44
caveola 1 SCN5A
extracellular exosome 8 ALB, APOA1, CD44, GPT, MPO, PCNA, PROM1, SHBG
endoplasmic reticulum 6 ALB, BCL2, CYP19A1, HSD17B3, PROM1, SCN5A
extracellular space 6 ALB, APOA1, DLK1, MPO, PRL, PROM1
perinuclear region of cytoplasm 2 CD34, SCN5A
intercalated disc 1 SCN5A
mitochondrion 1 BCL2
protein-containing complex 4 ALB, AR, BCL2, MYD88
intracellular membrane-bounded organelle 2 HSD17B3, MPO
Microsome membrane 1 CYP19A1
Single-pass type I membrane protein 3 CD34, CD44, GUCY2C
Secreted 5 ALB, APOA1, CD44, PRL, SHBG
extracellular region 7 ALB, APOA1, CD34, CD44, MPO, PRL, SHBG
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 3 BCL2, CD44, DLK1
mitochondrial outer membrane 1 BCL2
anchoring junction 1 ALB
photoreceptor outer segment 1 PROM1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 1 CD34
Extracellular vesicle 1 APOA1
chylomicron 1 APOA1
high-density lipoprotein particle 1 APOA1
low-density lipoprotein particle 1 APOA1
very-low-density lipoprotein particle 1 APOA1
T-tubule 1 SCN5A
Z disc 1 SCN5A
cytoplasmic vesicle 1 APOA1
nucleolus 1 SCN5A
Early endosome 1 APOA1
vesicle 1 PROM1
Apical cell membrane 1 PROM1
Cytoplasm, perinuclear region 1 SCN5A
pore complex 1 BCL2
focal adhesion 1 CD44
collagen-containing extracellular matrix 1 APOA1
secretory granule 1 MPO
lateral plasma membrane 1 SCN5A
nuclear speck 1 AR
ciliary basal body 1 ALB
cilium 1 PROM1
chromatin 3 AR, PCNA, PRL
cell projection 1 CD44
phagocytic vesicle membrane 1 CYBB
centriole 1 ALB
Cell projection, cilium, photoreceptor outer segment 1 PROM1
spindle pole 1 ALB
nuclear replication fork 1 PCNA
chromosome, telomeric region 1 PCNA
blood microparticle 2 ALB, APOA1
Cell projection, microvillus membrane 1 PROM1
microvillus membrane 1 PROM1
intercellular bridge 1 CD34
nuclear envelope 1 CYBB
endosome lumen 1 PRL
microvillus 2 CD44, PROM1
Cell projection, microvillus 1 CD44
monoatomic ion channel complex 1 CYBB
specific granule membrane 1 CYBB
tertiary granule membrane 1 CYBB
replication fork 1 PCNA
myelin sheath 1 BCL2
basal plasma membrane 1 CD34
azurophil granule 1 MPO
Cell membrane, sarcolemma, T-tubule 1 SCN5A
secretory granule lumen 1 APOA1
secretory granule membrane 1 CD44
endoplasmic reticulum lumen 2 ALB, APOA1
male germ cell nucleus 1 PCNA
platelet alpha granule lumen 1 ALB
endocytic vesicle 1 APOA1
azurophil granule lumen 1 MPO
perinuclear endoplasmic reticulum 1 CYBB
nuclear lamina 1 PCNA
phagocytic vesicle lumen 1 MPO
endoplasmic reticulum-Golgi intermediate compartment 1 PROM1
extrinsic component of cytoplasmic side of plasma membrane 1 MYD88
photoreceptor outer segment membrane 1 PROM1
prominosome 1 PROM1
extrinsic component of plasma membrane 1 MYD88
voltage-gated sodium channel complex 1 SCN5A
cyclin-dependent protein kinase holoenzyme complex 1 PCNA
spherical high-density lipoprotein particle 1 APOA1
lamellipodium membrane 1 CD44
endocytic vesicle lumen 1 APOA1
macrophage migration inhibitory factor receptor complex 1 CD44
NADPH oxidase complex 1 CYBB
BAD-BCL-2 complex 1 BCL2
PCNA complex 1 PCNA
PCNA-p21 complex 1 PCNA
replisome 1 PCNA
glomerular endothelium fenestra 1 CD34
ciliary transition fiber 1 ALB


文献列表

  • Marwa E A El-Shamarka, Gihan F Asaad, Noha A Mowaad, Magy R Kozman. In vivo assessment of inflammatory cytokines induced oxidative stress signalling, and troponin I gene dysregulation in cardiac tissue associated with chronic administration of boldenone and tramadol, alone or in combination. Biomarkers : biochemical indicators of exposure, response, and susceptibility to chemicals. 2023 Mar; ?(?):1-8. doi: 10.1080/1354750x.2023.2193357. [PMID: 36932833]
  • Noha A Mowaad, Marwa E A El-Shamarka, Yasser A Khadrawy. The Behavioral and Neurochemical Changes Induced by Boldenone and/or Tramadol in Adult Male Rats. Neurochemical research. 2022 Nov; ?(?):. doi: 10.1007/s11064-022-03827-2. [PMID: 36449200]
  • Marjaana Viljanto, Zied Kaabia, Polly Taylor, Tessa Muir, Jocelyn Habershon-Butcher, Ludovic Bailly-Chouriberry, James Scarth. Differentiation of boldenone administration from ex vivo transformation in the urine of castrated male horses. Drug testing and analysis. 2022 May; 14(5):887-901. doi: 10.1002/dta.3240. [PMID: 35178884]
  • Diego G Rocha, Mary Ane G Lana, Sérgio Dracz, Rosemary R da Silva, Débora C S de Assis, Mariana C da Silva, Rodinei Augusti, Adriana F Faria. Can Serum be a Match for Urine in the Regulatory Analysis of Boldenone in Cattle? A Systematic Comparison Between Detection Window, Stability, and Enzymatic Hydrolysis. Journal of agricultural and food chemistry. 2021 May; 69(19):5528-5535. doi: 10.1021/acs.jafc.1c00878. [PMID: 33970002]
  • Frédéric Pouliot, Mélanie Rouleau, Bertrand Neveu, Paul Toren, Fannie Morin, Lauriane Vélot, Keyue Ding, Patrick Caron, Louis Lacombe, Éric Lévesque, Laurence Klotz, Chantal Guillemette. Extragonadal Steroids Contribute Significantly to Androgen Receptor Activity and Development of Castration Resistance in Recurrent Prostate Cancer after Primary Therapy. The Journal of urology. 2020 05; 203(5):940-948. doi: 10.1097/ju.0000000000000699. [PMID: 31845837]
  • Marjaana Viljanto, Andrew T Kicman, Christopher J Walker, Kim Wolff, Tessa Muir, Pamela Hincks, Simon Biddle, James Scarth. Bioformation of boldenone and related precursors/metabolites in equine feces and urine, with relevance to doping control. Drug testing and analysis. 2020 Feb; 12(2):215-229. doi: 10.1002/dta.2706. [PMID: 31654498]
  • Sabrina Lehmann, Andreas Thomas, Karl-Heinz Schiwy-Bochat, Hans Geyer, Mario Thevis, Frank Glenewinkel, Markus Alexander Rothschild, Hilke Andresen-Streichert, Martin Juebner. Death after misuse of anabolic substances (clenbuterol, stanozolol and metandienone). Forensic science international. 2019 Oct; 303(?):109925. doi: 10.1016/j.forsciint.2019.109925. [PMID: 31499423]
  • David J Handelsman, Lam P Ly. An Accurate Substitution Method To Minimize Left Censoring Bias in Serum Steroid Measurements. Endocrinology. 2019 10; 160(10):2395-2400. doi: 10.1210/en.2019-00340. [PMID: 31199478]
  • Fábio Azamor de Oliveira, Alessandro Casilli, Thomas Piper, Thais Reis da Silva, Cristiane Abrantes da Silva, Raquel Vieira Santana da Silva, Marco Aurelio Dal Sasso, Gutierri Ricardo Dos Santos Gonçalves Salgueiro, Monica Costa Padilha, Henrique Marcelo Gualberto Pereira, Mario Thevis, Francisco Radler de Aquino Neto. Implementation and Performance of the Gas Chromatography/Combustion/Isotope Ratio Mass Spectrometry-Based Method for the Confirmatory Analysis of Endogenous Anabolic Steroids during the Rio de Janeiro Olympic and Paralympic Games 2016. Analytical chemistry. 2019 09; 91(18):11747-11756. doi: 10.1021/acs.analchem.9b02341. [PMID: 31423767]
  • Marjaana J Viljanto, Andrew T Kicman, Christopher J Walker, Mark C Parkin, Kim Wolff, Clive M Pearce, James Scarth. Elucidation of the biosynthetic pathways of boldenone in the equine testis. Steroids. 2019 06; 146(?):79-91. doi: 10.1016/j.steroids.2019.03.011. [PMID: 30951760]
  • Meejung Park, Juhyun Sim, Youngjoon Jeon, Seonghoon Yeon, Jaesin Lee, Sangwhan In. Determination of boldenone in postmortem specimens including blood and urine samples using LC-MS/MS. Journal of pharmaceutical and biomedical analysis. 2019 May; 169(?):111-115. doi: 10.1016/j.jpba.2019.02.043. [PMID: 30851513]
  • Tim Sobolevsky, Yulia Kucherova, Brian Ahrens. Isotopically labeled boldenone as a better marker of derivatization efficiency for improved quality control in anti-doping analysis. Drug testing and analysis. 2019 Feb; 11(2):336-340. doi: 10.1002/dta.2556. [PMID: 30548177]
  • 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]
  • 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]
  • Fu-Chun Yang, Yi-Lung Chen, Sen-Lin Tang, Chang-Ping Yu, Po-Hsiang Wang, Wael Ismail, Chia-Hsiang Wang, Jiun-Yan Ding, Cheng-Yu Yang, Chia-Ying Yang, Yin-Ru Chiang. Integrated multi-omics analyses reveal the biochemical mechanisms and phylogenetic relevance of anaerobic androgen biodegradation in the environment. The ISME journal. 2016 08; 10(8):1967-83. doi: 10.1038/ismej.2015.255. [PMID: 26872041]
  • Abdelrazzag Elmajdoub, Aboubaker Garbaj, Said Abolghait, Abubakr El-Mahmoudy. Evaluation of boldenone as a growth promoter in broilers: safety and meat quality aspects. Journal of food and drug analysis. 2016 04; 24(2):284-292. doi: 10.1016/j.jfda.2015.12.001. [PMID: 28911580]
  • Ehab Tousson, Mostafa El-Moghazy, Ahmed Massoud, Afaf El-Atrash, Osama Sweef, Amani Akel. Physiological and biochemical changes after boldenone injection in adult rabbits. Toxicology and industrial health. 2016 Jan; 32(1):177-82. doi: 10.1177/0748233713501365. [PMID: 24081634]
  • Luca Chiesa, Maria Nobile, Sara Panseri, Daniele Vigo, Radmila Pavlovic, Francesco Arioli. Suitability of bovine bile compared to urine for detection of free, sulfate and glucuronate boldenone, androstadienedione, cortisol, cortisone, prednisolone, prednisone and dexamethasone by LC-MS/MS. Food chemistry. 2015 Dec; 188(?):473-80. doi: 10.1016/j.foodchem.2015.04.131. [PMID: 26041220]
  • Xinchen Wu, Feng Gao, Wenxin Zhang, Jian Ni. Metabolism study of boldenone in human urine by gas chromatography-tandem mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2015 Nov; 115(?):570-5. doi: 10.1016/j.jpba.2015.08.014. [PMID: 26319750]
  • A I Decloedt, L Bailly-Chouriberry, J Vanden Bussche, P Garcia, M-A Popot, Y Bonnaire, L Vanhaecke. In vitro simulation of the equine hindgut as a tool to study the influence of phytosterol consumption on the excretion of anabolic-androgenic steroids in horses. The Journal of steroid biochemistry and molecular biology. 2015 Aug; 152(?):180-92. doi: 10.1016/j.jsbmb.2015.06.001. [PMID: 26094581]
  • Anneleen Decloedt, Ludovic Bailly-Chouriberry, Julie Vanden Bussche, Patrice Garcia, Marie-Agnes Popot, Yves Bonnaire, Lynn Vanhaecke. A validated UHPLC-MS/MS method to quantify low levels of anabolic-androgenic steroids naturally present in urine of untreated horses. Analytical and bioanalytical chemistry. 2015 Jun; 407(15):4385-96. doi: 10.1007/s00216-014-8428-x. [PMID: 25595834]
  • Andreu Fabregat, Josep Marcos, Rosa Ventura, Gregori Casals, Wladimiro Jimenez, Vedrana Reichenbach, Jordi Segura, Oscar J Pozo. Formation of Δ(1) and Δ(6) testosterone metabolites by human hepatocytes. Steroids. 2015 Mar; 95(?):66-72. doi: 10.1016/j.steroids.2014.12.006. [PMID: 25541059]
  • Luca Chiesa, Radmila Pavlovic, Guglielmo Dusi, Elisa Pasquale, Alessio Casati, Sara Panseri, Francesco Arioli. Determination of α- and β-boldenone sulfate, glucuronide and free forms, and androstadienedione in bovine urine using immunoaffinity columns clean-up and liquid chromatography tandem mass spectrometry analysis. Talanta. 2015 Jan; 131(?):163-9. doi: 10.1016/j.talanta.2014.07.035. [PMID: 25281088]
  • Luca Chiesa, Elisa Pasquale, Sara Panseri, Francesca T Cannizzo, Bartolomeo Biolatti, Radmila Pavlovic, Francesco Arioli. Pseudoendogenous presence of β-boldenone sulphate and glucuronide in untreated young bulls from the food chain. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2015; 32(6):825-32. doi: 10.1080/19440049.2015.1027965. [PMID: 25768316]
  • L Chiesa, M Nobile, S Panseri, C A Sgoifo Rossi, R Pavlovic, F Arioli. Detection of boldenone, its conjugates and androstadienedione, as well as five corticosteroids in bovine bile through a unique immunoaffinity column clean-up and two validated liquid chromatography-tandem mass spectrometry analyses. Analytica chimica acta. 2014 Dec; 852(?):137-45. doi: 10.1016/j.aca.2014.09.002. [PMID: 25441890]
  • R M Toledano, E M Díaz-Plaza, J M Cortes, A Aragón, A M Vázquez, J Villén, J Muñoz-Guerra. Development of an analytical method for the determination of the misuse in sports of boldenone through the analysis of urine by on-line coupling liquid chromatography-gas chromatography-combustion-isotope ratio mass spectrometry. Journal of chromatography. A. 2014 Nov; 1370(?):171-8. doi: 10.1016/j.chroma.2014.10.049. [PMID: 25454142]
  • 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]
  • Ronald D Wiehle, Gregory K Fontenot, Jenny Wike, Kuang Hsu, Jennifer Nydell, Larry Lipshultz. Enclomiphene citrate stimulates testosterone production while preventing oligospermia: a randomized phase II clinical trial comparing topical testosterone. Fertility and sterility. 2014 Sep; 102(3):720-7. doi: 10.1016/j.fertnstert.2014.06.004. [PMID: 25044085]
  • Rong Wan, Lai Jin, Chao Zhu, Yunxin Liu, Li Li, Rui Guo, Shengnan Li. Sex difference in urocortin production is contributory to the gender disparity in a rat model of vasculitis induced by sodium laurate. Endocrinology. 2013 Dec; 154(12):4663-74. doi: 10.1210/en.2013-1572. [PMID: 24064363]
  • Xavier de la Torre, Davide Curcio, Cristiana Colamonici, Francesco Molaioni, Francesco Botrè. Metabolism of boldione in humans by mass spectrometric techniques: detection of pseudoendogenous metabolites. Drug testing and analysis. 2013 Nov; 5(11-12):834-42. doi: 10.1002/dta.1567. [PMID: 24259377]
  • Chun-Chi Wang, Shu-Fang Cheng, Hui-Ling Cheng, Yen-Ling Chen. Analysis of anabolic androgenic steroids in urine by full-capillary sample injection combined with a sweeping CE stacking method. Analytical and bioanalytical chemistry. 2013 Feb; 405(6):1969-76. doi: 10.1007/s00216-012-6640-0. [PMID: 23263519]
  • 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]
  • C Gómez, O J Pozo, H Geyer, J Marcos, M Thevis, W Schänzer, J Segura, R Ventura. New potential markers for the detection of boldenone misuse. The Journal of steroid biochemistry and molecular biology. 2012 Nov; 132(3-5):239-46. doi: 10.1016/j.jsbmb.2012.05.010. [PMID: 22664392]
  • 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]
  • A Alm-Eldeen, E Tousson. Deterioration of glomerular endothelial surface layer and the alteration in the renal function after a growth promoter boldenone injection in rabbits. Human & experimental toxicology. 2012 May; 31(5):465-72. doi: 10.1177/0960327111420745. [PMID: 21878449]
  • Nuria Tort, J-Pablo Salvador, M-Pilar Marco. Multiplexed immunoassay to detect anabolic androgenic steroids in human serum. Analytical and bioanalytical chemistry. 2012 May; 403(5):1361-71. doi: 10.1007/s00216-012-5904-z. [PMID: 22447184]
  • 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]
  • Shalender Bhasin, Thomas G Travison, Thomas W Storer, Kishore Lakshman, Manas Kaushik, Norman A Mazer, Ahn-Hoa Ngyuen, Maithili N Davda, Hernan Jara, Adam Aakil, Stephan Anderson, Philip E Knapp, Samson Hanka, Nurahmed Mohammed, Pierre Daou, Renee Miciek, Jagadish Ulloor, Anqi Zhang, Brad Brooks, Katie Orwoll, Leife Hede-Brierley, Richard Eder, Ayan Elmi, Geeta Bhasin, Lauren Collins, Ravinder Singh, Shehzad Basaria. Effect of testosterone supplementation with and without a dual 5α-reductase inhibitor on fat-free mass in men with suppressed testosterone production: a randomized controlled trial. JAMA. 2012 Mar; 307(9):931-9. doi: 10.1001/jama.2012.227. [PMID: 22396515]
  • Michael Bredehöft, Rainer Baginski, Maria-Kristina Parr, Mario Thevis, Wilhelm Schänzer. Investigations of the microbial transformation of cortisol to prednisolone in urine samples. The Journal of steroid biochemistry and molecular biology. 2012 Mar; 129(1-2):54-60. doi: 10.1016/j.jsbmb.2010.04.021. [PMID: 20435141]
  • Tulsidas G Shrivastav, Shail K Chaube, Pramod K V Prasad, Kiran P Kariya, Dinesh Kumar. Heterologous enzyme linked immunosorbent assay for measurement of testosterone in serum. Journal of immunoassay & immunochemistry. 2012; 33(3):252-68. doi: 10.1080/15321819.2011.638525. [PMID: 22738649]
  • Thomas Piper, Caroline Emery, Martial Saugy. Recent developments in the use of isotope ratio mass spectrometry in sports drug testing. Analytical and bioanalytical chemistry. 2011 Aug; 401(2):433-47. doi: 10.1007/s00216-011-4886-6. [PMID: 21448602]
  • Kuladip Jana, Prabhat K Samanta. Clinical evaluation of non-surgical sterilization of male cats with single intra-testicular injection of calcium chloride. BMC veterinary research. 2011 Jul; 7(?):39. doi: 10.1186/1746-6148-7-39. [PMID: 21774835]
  • Bobby P Gray, Phil Teale, Clive M Pearce. Analysis of methyloxime derivatives of intact esters of testosterone and boldenone in equine plasma using ultra high performance liquid chromatography tandem mass spectrometry. Drug testing and analysis. 2011 Apr; 3(4):206-13. doi: 10.1002/dta.237. [PMID: 21287693]
  • Georgia Winnett, Lesley Cranfield, Michael Almond. Apparent renal disease due to elevated creatinine levels associated with the use of boldenone. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association. 2011 Feb; 26(2):744-7. doi: 10.1093/ndt/gfq663. [PMID: 20980358]
  • Oscar J Pozo, Peter Van Eenoo, Koen Deventer, Hisham Elbardissy, Susana Grimalt, Juan V Sancho, Felix Hernandez, Rosa Ventura, Frans T Delbeke. Comparison between triple quadrupole, time of flight and hybrid quadrupole time of flight analysers coupled to liquid chromatography for the detection of anabolic steroids in doping control analysis. Analytica chimica acta. 2011 Jan; 684(1-2):98-111. doi: 10.1016/j.aca.2010.10.045. [PMID: 21167991]
  • J P Scarth, A Clarke, P Teale, A Mill, R Macarthur, J Kay. Detection of endogenous steroid abuse in cattle: results from population studies in the UK. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment. 2011 Jan; 28(1):44-61. doi: 10.1080/19440049.2010.539628. [PMID: 21240827]
  • Claire Siemes, Loes E Visser, Frank H de Jong, Jan-Willem W Coebergh, André G Uitterlinden, Albert Hofman, Bruno H Ch Stricker, Ron H N van Schaik. Cytochrome P450 3A gene variation, steroid hormone serum levels and prostate cancer--The Rotterdam Study. Steroids. 2010 Dec; 75(12):1024-32. doi: 10.1016/j.steroids.2010.07.001. [PMID: 20621111]
  • Tim Sobolevsky, Grigory Rodchenkov. Sulbutiamine in sports. Drug testing and analysis. 2010 Nov; 2(11-12):643-6. doi: 10.1002/dta.183. [PMID: 21204296]
  • Fuyu Guan, Cornelius E Uboh, Lawrence R Soma, Youwen You, Ying Liu, Xiaoqing Li. High-throughput UHPLC-MS/MS method for the detection, quantification and identification of fifty-five anabolic and androgenic steroids in equine plasma. Journal of mass spectrometry : JMS. 2010 Nov; 45(11):1270-9. doi: 10.1002/jms.1816. [PMID: 20872903]
  • Horst Fr Schröder, Wilhelm Gebhardt, Mario Thevis. Anabolic, doping, and lifestyle drugs, and selected metabolites in wastewater--detection, quantification, and behaviour monitored by high-resolution MS and MS(n) before and after sewage treatment. Analytical and bioanalytical chemistry. 2010 Oct; 398(3):1207-29. doi: 10.1007/s00216-010-3958-3. [PMID: 20652555]
  • Oscar J Pozo, Josep Marcos, Rosa Ventura, Andreu Fabregat, Jordi Segura. Testosterone metabolism revisited: discovery of new metabolites. Analytical and bioanalytical chemistry. 2010 Oct; 398(4):1759-70. doi: 10.1007/s00216-010-4082-0. [PMID: 20711771]
  • Keita Saito, Katsuharu Yagi, Atsushi Ishizaki, Hiroyuki Kataoka. Determination of anabolic steroids in human urine by automated in-tube solid-phase microextraction coupled with liquid chromatography-mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2010 Sep; 52(5):727-33. doi: 10.1016/j.jpba.2010.02.027. [PMID: 20236787]
  • Thomas Piper, Hans Geyer, Vassilios Gougoulidis, Ulrich Flenker, Wilhelm Schänzer. Determination of (13)C/(12)C ratios of urinary excreted boldenone and its main metabolite 5beta-androst-1-en-17beta-ol-3-one. Drug testing and analysis. 2010 May; 2(5):217-24. doi: 10.1002/dta.124. [PMID: 20468009]
  • Francesco Arioli, Marco Fidani, Alessio Casati, Maria L Fracchiolla, Giuseppe Pompa. Investigation on possible transformations of cortisol, cortisone and cortisol glucuronide in bovine faecal matter using liquid chromatography-mass spectrometry. Steroids. 2010 Apr; 75(4-5):350-4. doi: 10.1016/j.steroids.2010.01.016. [PMID: 20116390]
  • Francesca Maranghi, Roberta Tassinari, Daniele Marcoccia, Ilaria Altieri, Tiziana Catone, Giovanna De Angelis, Emanuela Testai, Sabina Mastrangelo, Maria Grazia Evandri, Paola Bolle, Stefano Lorenzetti. The food contaminant semicarbazide acts as an endocrine disrupter: Evidence from an integrated in vivo/in vitro approach. Chemico-biological interactions. 2010 Jan; 183(1):40-8. doi: 10.1016/j.cbi.2009.09.016. [PMID: 19788891]
  • A A M Stolker, M J Groot, J J P Lasaroms, A W J M Nijrolder, M H Blokland, I Riedmaier, C Becker, H H D Meyer, M W F Nielen. Detectability of testosterone esters and estradiol benzoate in bovine hair and plasma following pour-on treatment. Analytical and bioanalytical chemistry. 2009 Oct; 395(4):1075-87. doi: 10.1007/s00216-009-3037-9. [PMID: 19705109]
  • Blandine Destrez, Emmanuelle Bichon, Lauriane Rambaud, Frédérique Courant, Fabrice Monteau, Gaud Pinel, Jean-Philippe Antignac, Bruno Le Bizec. Criteria to distinguish between natural situations and illegal use of boldenone, boldenone esters and boldione in cattle 2. Direct measurement of 17beta-boldenone sulpho-conjugate in calf urine by liquid chromatography--high resolution and tandem mass spectrometry. Steroids. 2009 Oct; 74(10-11):803-8. doi: 10.1016/j.steroids.2009.04.010. [PMID: 19409402]
  • Karolien Verheyden, Herlinde Noppe, Lynn Vanhaecke, Klaas Wille, Julie Vanden Bussche, Karen Bekaert, Olivier Thas, Colin R Janssen, Hubert F De Brabander. Excretion of endogenous boldione in human urine: influence of phytosterol consumption. The Journal of steroid biochemistry and molecular biology. 2009 Oct; 117(1-3):8-14. doi: 10.1016/j.jsbmb.2009.06.001. [PMID: 19520162]
  • R Timon, G Olcina, P Tomas-Carus, D Muñoz, F Toribio, A Raimundo, M Maynar. Urinary steroid profile after the completion of concentric and concentric/eccentric trials with the same total workload. Journal of physiology and biochemistry. 2009 Jun; 65(2):105-12. doi: 10.1007/bf03179061. [PMID: 19886389]
  • Toine F H Bovee, Gerrit Bor, Henri H Heskamp, Johan J P Lasaroms, Marieke B Sanders, Michel W F Nielen. Validation and application of a yeast bioassay for screening androgenic activity in calf urine and feed. Analytica chimica acta. 2009 Apr; 637(1-2):225-34. doi: 10.1016/j.aca.2008.06.047. [PMID: 19286034]
  • Ebru Dikensoy, Ozcan Balat, Sadrettin Pence, Cenk Akcali, Hulya Cicek. The risk of hepatotoxicity during long-term and low-dose flutamide treatment in hirsutism. Archives of gynecology and obstetrics. 2009 Mar; 279(3):321-7. doi: 10.1007/s00404-008-0719-z. [PMID: 18607612]
  • I Thiblin, H Mobini-Far, M Frisk. Sudden unexpected death in a female fitness athlete, with a possible connection to the use of anabolic androgenic steroids (AAS) and ephedrine. Forensic science international. 2009 Jan; 184(1-3):e7-11. doi: 10.1016/j.forsciint.2008.11.004. [PMID: 19110387]
  • Maria K Parr, Gregor Fusshöller, Nils Schlörer, Georg Opfermann, Thomas Piper, Grigory Rodchenkov, Wilhelm Schänzer. Metabolism of androsta-1,4,6-triene-3,17-dione and detection by gas chromatography/mass spectrometry in doping control. Rapid communications in mass spectrometry : RCM. 2009 Jan; 23(2):207-18. doi: 10.1002/rcm.3861. [PMID: 19089863]
  • M Fidani, M C Gamberini, E Pasello, F Palazzoli, P De Iuliis, M Montana, F Arioli. Evaluation of equine urine reactivity towards phase II metabolites of 17-hydroxy steroids by liquid chromatography/tandem mass spectrometry. Rapid communications in mass spectrometry : RCM. 2009 Jan; 23(1):65-76. doi: 10.1002/rcm.3858. [PMID: 19051232]
  • Limin He, Xianhui Huang, Binghu Fang, Shixin Huang, Ying Cao, Jianxin Chen, Zhenling Zeng, Zhangliu Chen. [Determination of eleven steroid hormones in animal muscle tissues and eggs using ultra-performance liquid chromatography-tandem mass spectrometry]. Se pu = Chinese journal of chromatography. 2008 Nov; 26(6):714-9. doi: . [PMID: 19253550]
  • Mahmut Balkan, Hatun Duran, Abdurrahman Onen, Diclehan Oral, Hilmi Isi, Mehmet Fidanboy, M Nail Alp, Turgay Budak. Cytogenetic and clinical studies of a male infant with disorder of sexual development: case report. Fertility and sterility. 2008 Nov; 90(5):2003.e13-6. doi: 10.1016/j.fertnstert.2008.03.030. [PMID: 18691707]
  • Philip B Grace, Erica C Drake, Philip Teale, Edward Houghton. Quantification of 19-nortestosterone sulphate and boldenone sulphate in urine from male horses using liquid chromatography/tandem mass spectrometry. Rapid communications in mass spectrometry : RCM. 2008 Oct; 22(19):2999-3007. doi: 10.1002/rcm.3698. [PMID: 18777513]
  • M Gavinelli, F Arioli, M L Fracchiolla, A Casati, G Pompa. Simultaneous measurement of boldenone (alpha and beta), ADD, testosterone, epitestosterone and AED in bovine faeces. Veterinary research communications. 2008 Sep; 32 Suppl 1(?):S295-8. doi: 10.1007/s11259-008-9132-0. [PMID: 18688741]
  • Masayuki Yamada, Sugako Aramaki, Masahiko Kurosawa, Isao Kijima-Suda, Koichi Saito, Hiroyuki Nakazawa. Simultaneous doping analysis of main urinary metabolites of anabolic steroids in horse by ion-trap gas chromatography-tandem mass spectrometry. Analytical sciences : the international journal of the Japan Society for Analytical Chemistry. 2008 Sep; 24(9):1199-204. doi: 10.2116/analsci.24.1199. [PMID: 18781036]
  • Christof Van Poucke, Evy Van Vossel, Carlos Van Peteghem. Fractionation of free and conjugated steroids for the detection of boldenone metabolites in calf urine with ultra-performance liquid chromatography/tandem mass spectrometry. Rapid communications in mass spectrometry : RCM. 2008 Aug; 22(15):2324-32. doi: 10.1002/rcm.3617. [PMID: 18615838]
  • M A Popot, S Boyer, L Menaut, P Garcia, Y Bonnaire, D Lesage. Boldenone, testosterone and 1,4-androstadiene-3,17-dione determination in faeces from horses, untreated and after administration of androsta-1,4-diene-3,17-dione (boldione). Biomedical chromatography : BMC. 2008 Jun; 22(6):662-70. doi: 10.1002/bmc.985. [PMID: 18318019]
  • Francesco Arioli, Matteo P Gavinelli, Maria L Fracchiolla, Alessio Casati, Marco Fidani, Emilia Ferrer, Giuseppe Pompa. Evaluation of boldenone formation and related steroids transformations in veal faeces by liquid chromatography/tandem mass spectrometry. Rapid communications in mass spectrometry : RCM. 2008; 22(2):217-23. doi: 10.1002/rcm.3361. [PMID: 18085508]
  • G Gallina, G Ferretti, R Merlanti, C Civitareale, F Capolongo, R Draisci, C Montesissa. Boldenone, boldione, and milk replacers in the diet of veal calves: the effects of phytosterol content on the urinary excretion of boldenone metabolites. Journal of agricultural and food chemistry. 2007 Oct; 55(20):8275-83. doi: 10.1021/jf071097c. [PMID: 17844992]
  • Rosa Draisci, Clara Montesissa, Barbara Santamaria, Chiara D'Ambrosio, Giovanni Ferretti, Roberta Merlanti, Carolina Ferranti, Marco De Liguoro, Claudia Cartoni, Erika Pistarino, Lino Ferrara, Micaela Tiso, Andrea Scaloni, M Elisabetta Cosulich. Integrated analytical approach in veal calves administered the anabolic androgenic steroids boldenone and boldione: urine and plasma kinetic profile and changes in plasma protein expression. Proteomics. 2007 Sep; 7(17):3184-93. doi: 10.1002/pmic.200601039. [PMID: 17676661]
  • Hari Kosanam, P K Sai Prakash, C R Yates, D D Miller, Suma Ramagiri. Rapid screening of doping agents in human urine by vacuum MALDI-linear ion trap mass spectrometry. Analytical chemistry. 2007 Aug; 79(15):6020-6. doi: 10.1021/ac070118z. [PMID: 17602668]
  • M M Ros, S S Sterk, H Verhagen, A F H Stalenhoef, N de Jong. Phytosterol consumption and the anabolic steroid boldenone in humans: a hypothesis piloted. Food additives and contaminants. 2007 Jul; 24(7):679-84. doi: 10.1080/02652030701216727. [PMID: 17613052]
  • G Ferretti, L Palleschi, C Marchiafava, F delli Quadri, L Fantozzi, C Ferranti, P Cammarata, A Macrì, C Montesissa, R Draisci. Excretion profile of boldenone and its metabolites after oral administration to veal calves. Analytica chimica acta. 2007 Apr; 589(2):269-74. doi: 10.1016/j.aca.2007.03.008. [PMID: 17418191]
  • L R Soma, C E Uboh, F Guan, S McDonnell, J Pack. Pharmacokinetics of boldenone and stanozolol and the results of quantification of anabolic and androgenic steroids in race horses and nonrace horses. Journal of veterinary pharmacology and therapeutics. 2007 Apr; 30(2):101-8. doi: 10.1111/j.1365-2885.2007.00824.x. [PMID: 17348894]
  • R Draisci, R Merlanti, G Ferretti, L Fantozzi, C Ferranti, F Capolongo, S Segato, C Montesissa. Excretion profile of boldenone in urine of veal calves fed two different milk replacers. Analytica chimica acta. 2007 Mar; 586(1-2):171-6. doi: 10.1016/j.aca.2007.01.026. [PMID: 17386709]
  • R Merlanti, G Gallina, F Capolongo, L Contiero, G Biancotto, M Dacasto, C Montesissa. An in vitro study on metabolism of 17beta-boldenone and boldione using cattle liver and kidney subcellular fractions. Analytica chimica acta. 2007 Mar; 586(1-2):177-83. doi: 10.1016/j.aca.2006.12.007. [PMID: 17386710]
  • M H Blokland, H J van Rossum, S S Sterk, L A van Ginkel, R W Stephany. Development of a method which discriminates between endogenous and exogenous beta-boldenone. Analytica chimica acta. 2007 Mar; 586(1-2):147-53. doi: 10.1016/j.aca.2006.08.009. [PMID: 17386706]
  • Michel W F Nielen, Johan J P Lasaroms, Martien L Essers, Marieke B Sanders, Henri H Heskamp, Toine F H Bovee, J Hans van Rhijn, Maria J Groot. The ultimate veal calf reference experiment: hormone residue analysis data obtained by gas and liquid chromatography tandem mass spectrometry. Analytica chimica acta. 2007 Mar; 586(1-2):30-4. doi: 10.1016/j.aca.2006.07.029. [PMID: 17386693]
  • Mara Gasparini, Walter Assini, Eros Bozzoni, Nadia Tognoli, Guglielmo Dusi. Development and validation of a liquid chromatography-tandem mass spectrometry method for the separation of conjugated and unconjugated 17alpha- and 17beta-boldenone in urine sample. Analytica chimica acta. 2007 Mar; 586(1-2):154-62. doi: 10.1016/j.aca.2006.08.059. [PMID: 17386707]
  • Gráinne Conneely, Margaret Aherne, Huihui Lu, George G Guilbault. Development of an immunosensor for the detection of testosterone in bovine urine. Analytica chimica acta. 2007 Jan; 583(1):153-60. doi: 10.1016/j.aca.2006.09.062. [PMID: 17386540]
  • Bruno Le Bizec, Frédérique Courant, Isabelle Gaudin, Emanuelle Bichon, Blandine Destrez, Robert Schilt, Rosa Draisci, Fabrice Monteau, François André. Criteria to distinguish between natural situations and illegal use of boldenone, boldenone esters and boldione in cattle 1. Metabolite profiles of boldenone, boldenone esters and boldione in cattle urine. Steroids. 2006 Dec; 71(13-14):1078-87. doi: 10.1016/j.steroids.2006.09.009. [PMID: 17084871]
  • Gordon W Schuett, Roger A Repp, Emily N Taylor, Dale F DeNardo, Ryan L Earley, Edward A Van Kirk, William J Murdoch. Winter profile of plasma sex steroid levels in free-living male western diamond-backed rattlesnakes, Crotalus atrox (Serpentes: Viperidae). General and comparative endocrinology. 2006 Oct; 149(1):72-80. doi: 10.1016/j.ygcen.2006.05.005. [PMID: 16828091]
  • Huihui Lu, Gráinne Conneely, Miloslav Pravda, George G Guilbault. Screening of boldenone and methylboldenone in bovine urine using disposable electrochemical immunosensors. Steroids. 2006 Sep; 71(9):760-7. doi: 10.1016/j.steroids.2006.05.001. [PMID: 16781744]
  • J M A Daniels, D J van Westerloo, O M de Hon, P H J Frissen. [Rhabdomyolysis in a bodybuilder using steroids]. Nederlands tijdschrift voor geneeskunde. 2006 May; 150(19):1077-80. doi: NULL. [PMID: 16733985]
  • Kuladip Jana, Subarna Jana, Prabhat Kumar Samanta. Effects of chronic exposure to sodium arsenite on hypothalamo-pituitary-testicular activities in adult rats: possible an estrogenic mode of action. Reproductive biology and endocrinology : RB&E. 2006 Feb; 4(?):9. doi: 10.1186/1477-7827-4-9. [PMID: 16483355]
  • G Pompa, F Arioli, M L Fracchiolla, C A Sgoifo Rossi, A L Bassini, S Stella, P A Biondi. Neoformation of boldenone and related steroids in faeces of veal calves. Food additives and contaminants. 2006 Feb; 23(2):126-32. doi: 10.1080/02652030500442508. [PMID: 16449054]
  • Michel W F Nielen, Johan J P Lasaroms, Patrick P J Mulder, Johan Van Hende, J Hans A van Rhijn, Maria J Groot. Multi residue screening of intact testosterone esters and boldenone undecylenate in bovine hair using liquid chromatography electrospray tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2006 Jan; 830(1):126-34. doi: 10.1016/j.jchromb.2005.10.028. [PMID: 16301005]
  • Marco Fidani, Eleonora Casagni, Marco Montana, Emanuela Pasello, Chiara Pecoraro, Veniero Gambaro. Rapid test by liquid chromatography/tandem mass spectrometry to evaluate equine urine reactivity towards 17beta-OH steroids. Rapid communications in mass spectrometry : RCM. 2006; 20(16):2441-6. doi: 10.1002/rcm.2608. [PMID: 16862626]
  • Yunje Kim, Myungyoon Jun, Won Lee. Characterization of boldione and its metabolites in human urine by liquid chromatography/electrospray ionization mass spectrometry and gas chromatography/mass spectrometry. Rapid communications in mass spectrometry : RCM. 2006; 20(1):9-20. doi: 10.1002/rcm.2271. [PMID: 16308875]
  • Fuyu Guan, Cornelius E Uboh, Lawrence R Soma, Yi Luo, Jeffery Rudy, Thomas Tobin. Detection, quantification and confirmation of anabolic steroids in equine plasma by liquid chromatography and tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2005 Dec; 829(1-2):56-68. doi: 10.1016/j.jchromb.2005.09.045. [PMID: 16289956]
  • S Poelmans, K De Wasch, H Noppe, N Van Hoof, S Van Cruchten, B Le Bizec, Y Deceuninck, S Sterk, H J Van Rossum, M K Hoffman, H F De Brabander. Endogenous occurrence of some anabolic steroids in swine matrices. Food additives and contaminants. 2005 Sep; 22(9):808-15. doi: 10.1080/02652030500197805. [PMID: 16192067]
  • S Poelmans, K De Wasch, H Noppe, N Van Hoof, M Van de Wiele, D Courtheyn, W Gillis, P Vanthemsche, C R Janssen, H F De Brabander. Androstadienetrione, a boldenone-like component, detected in cattle faeces with GC-MS(n) and LC-MS(n). Food additives and contaminants. 2005 Sep; 22(9):798-807. doi: 10.1080/02652030500239508. [PMID: 16192066]
  • F Arioli, L M Chiesa, M L Fracchiolla, P A Biondi, G Pompa. ADD, AED, alpha-boldenone and epitestosterone neo formation in calf faeces: preliminary results. Veterinary research communications. 2005 Aug; 29 Suppl 2(?):355-7. doi: 10.1007/s11259-005-0080-7. [PMID: 16244993]
  • James L Gulley, William D Figg, Seth M Steinberg, Jane Carter, Oliver Sartor, Celestia S Higano, Daniel P Petrylak, Gerkamal Chatta, Maha H Hussain, William L Dahut. A prospective analysis of the time to normalization of serum androgens following 6 months of androgen deprivation therapy in patients on a randomized phase III clinical trial using limited hormonal therapy. The Journal of urology. 2005 May; 173(5):1567-71. doi: 10.1097/01.ju.0000154780.72631.85. [PMID: 15821487]
  • Agnieszka Bartmańska, Jadwiga Dmochowska-Gładysz, Ewa Huszcza. Steroids' transformations in Penicillium notatum culture. Steroids. 2005 Mar; 70(3):193-8. doi: 10.1016/j.steroids.2004.11.011. [PMID: 15763598]