Cargando…

New Insights into the Metabolism of Methyltestosterone and Metandienone: Detection of Novel A-Ring Reduced Metabolites

Metandienone and methyltestosterone are orally active anabolic-androgenic steroids with a 17α-methyl structure that are prohibited in sports but are frequently detected in anti-doping analysis. Following the previously reported detection of long-term metabolites with a 17ξ-hydroxymethyl-17ξ-methyl-1...

Descripción completa

Detalles Bibliográficos
Autores principales:	Loke, Steffen, Liu, Lingyu, Wenzel, Maxi, Scheffler, Heike, Iannone, Michele, de la Torre, Xavier, Schlörer, Nils, Botrè, Francesco, Keiler, Annekathrin Martina, Bureik, Matthias, Parr, Maria Kristina
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	MDPI 2021
Materias:	Article
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7961831/ https://www.ncbi.nlm.nih.gov/pubmed/33802606 http://dx.doi.org/10.3390/molecules26051354

Ejemplares similares

Corticosteroid Biosynthesis Revisited: No Direct Hydroxylation of Pregnenolone by Steroid 21-Hydroxylase
por: Loke, Steffen, et al.
Publicado: (2021)

Medaka embryos as a model for metabolism of anabolic steroids
por: Liu, Lingyu, et al.
Publicado: (2022)

Sensitive, Fast, and Specific Immunoassays for Methyltestosterone Detection
por: Kong, Na, et al.
Publicado: (2015)

Influence of Indomethacin on Steroid Metabolism: Endocrine Disruption and Confounding Effects in Urinary Steroid Profiling of Anti-Doping Analyses
por: Stoll, Anna, et al.
Publicado: (2020)

Histological and transcriptomic effects of 17α-methyltestosterone on zebrafish gonad development
por: Lee, Stephanie Ling Jie, et al.
Publicado: (2017)

Urinary Elimination of Ecdysterone and Its Metabolites Following a Single-Dose Administration in Humans
por: Ambrosio, Gabriella, et al.
Publicado: (2021)

Effects of 17α-Methyltestosterone on the Transcriptome and Sex Hormones in the Brain of Gobiocypris rarus
por: Liu, Shaozhen, et al.
Publicado: (2023)

Androgenic properties of the dietary supplement 5α-hydroxy-laxogenin
por: Beer, Carolin, et al.
Publicado: (2022)

Human Sulfotransferase Assays With PAPS Production in situ
por: Sun, Yanan, et al.
Publicado: (2022)

Mutual Modulation of the Activities of Human CYP2D6 and Four UGTs during the Metabolism of Propranolol
por: Yang, Fan, et al.
Publicado: (2023)

Effect of 17α-methyltestosterone (MT) on oxidation stress in the liver of juvenile GIFT tilapia, Oreochromis niloticus
por: Zheng, Yao, et al.
Publicado: (2016)

Induction of Primary Male in Juvenile Red Spotted Grouper Epinephelus akaara by Immersion of 17α-Methyltestosterone
por: Lee, Chi-Hoon, et al.
Publicado: (2014)

Prenatal low-dose methyltestosterone, but not dihydrotestosterone, treatment induces penile formation in female mice and guinea pigs(†)
por: Wang, Shanshan, et al.
Publicado: (2020)

Optimization of 17α-methyltestosterone dose to produce quality mono-sex Nile tilapia Oreochromis niloticus
por: Sarker, Baadruzzoha, et al.
Publicado: (2022)

Pursuing Experimental Reproducibility: An Efficient Protocol for the Preparation of Cerebrospinal Fluid Samples for NMR-Based Metabolomics and Analysis of Sample Degradation
por: Albrecht, Benjamin, et al.
Publicado: (2020)

Functional Expression of All Human Sulfotransferases in Fission Yeast, Assay Development, and Structural Models for Isoforms SULT4A1 and SULT6B1
por: Sun, Yanan, et al.
Publicado: (2020)

Complete Reaction Phenotyping of Propranolol and 4-Hydroxypropranolol with the 19 Enzymes of the Human UGT1 and UGT2 Families
por: Yang, Fan, et al.
Publicado: (2022)

Uptake of [1,2-3H]17-alpha-methyltestosterone by breast carcinoma and other tissues of human subjects.
por: Quincey, R. V., et al.
Publicado: (1966)

OECD validation of the Hershberger assay in Japan: phase 2 dose response of methyltestosterone, vinclozolin, and p,p'-DDE.
por: Yamasaki, Kanji, et al.
Publicado: (2003)

Modification of Cotton Fabric with Molecularly Imprinted Polymer-Coated Carbon Dots as a Sensor for 17 α-methyltestosterone
por: Lim, Monyratanak, et al.
Publicado: (2022)

Redox-Sensitive and Hyaluronic Acid-Functionalized Nanoparticles for Improving Breast Cancer Treatment by Cytoplasmic 17α-Methyltestosterone Delivery
por: Rezaei, Somayeh, et al.
Publicado: (2020)

Comparative Analysis of miRNA-mRNA Regulation in the Testes of Gobiocypris rarus following 17α-Methyltestosterone Exposure
por: Liu, Shaozhen, et al.
Publicado: (2023)

Effect of dosage of orally administered 17α-methyltestosterone on sex reversion of the yellowtail tetra Astyanax lacustris (Lütken, 1875)
por: Farias, Renata da Silva, et al.
Publicado: (2023)

Integrated Analysis of mRNA- and miRNA-Seq in the Ovary of Rare Minnow Gobiocypris rarus in Response to 17α-Methyltestosterone
por: Liu, Shaozhen, et al.
Publicado: (2021)

Masculinization of Red Tilapia (Oreochromis spp.) Using 17α-Methyltestosterone-Loaded Alkyl Polyglucosides Integrated into Nanostructured Lipid Carriers
por: Yostawonkul, Jakarwan, et al.
Publicado: (2023)

Changes in Alprazolam Metabolism by CYP3A43 Mutants
por: Zhao, Jie, et al.
Publicado: (2022)

Sex Reversal Induced by Dietary Supplementation with 17α-Methyltestosterone during the Critical Period of Sex Differentiation in Oriental River Prawn (Macrobrachium nipponense)
por: Cai, Pengfei, et al.
Publicado: (2023)

From chemical shift data through prediction to assignment and NMR LIMS - multiple functionalities of nmrshiftdb2
por: Kuhn, Stefan, et al.
Publicado: (2012)

Acyl Donor Intermediates in N‐Heterocyclic Carbene Catalysis: Acyl Azolium or Azolium Enolate?
por: Biswas, Animesh, et al.
Publicado: (2021)

Transcriptome profiling of laser-captured germ cells and functional characterization of zbtb40 during 17alpha-methyltestosterone-induced spermatogenesis in orange-spotted grouper (Epinephelus coioides)
por: Wu, Xi, et al.
Publicado: (2020)

Isotopic tracing of glucose metabolites in human monocytes to assess changes in inflammatory conditions
por: Giacomello, Ginevra, et al.
Publicado: (2022)

Carbene catalyzed umpolung of α,β-enals: a reactivity study of diamino dienols vs. azolium enolates, and the characterization of advanced reaction intermediates
por: Yatham, Veera Reddy, et al.
Publicado: (2015)

Formation of Breslow Intermediates from N‐Heterocyclic Carbenes and Aldehydes Involves Autocatalysis by the Breslow Intermediate, and a Hemiacetal
por: Wessels, Alina, et al.
Publicado: (2022)

Ecdysteroids: A novel class of anabolic agents?
por: Parr, MK, et al.
Publicado: (2015)

Activation of T Lymphocytes as a Novel Mechanism in Beta1-Adrenergic Receptor Autoantibody-Induced Cardiac Remodeling—Additional Information About TLR9 Involvement
por: Haberland, Annekathrin, et al.
Publicado: (2019)

Cross-Talk in the Female Rat Mammary Gland: Influence of Aryl Hydrocarbon Receptor on Estrogen Receptor Signaling
por: Helle, Janina, et al.
Publicado: (2015)

Correction: Cai et al. Sex Reversal Induced by Dietary Supplementation with 17α-Methyltestosterone during the Critical Period of Sex Differentiation in Oriental River Prawn (Macrobrachium nipponense). Animals 2023, 13, 1369
por: Cai, Pengfei, et al.
Publicado: (2023)

Antigen-free control wells in an ELISA set-up for the determination of autoantibodies against G protein-coupled receptors—a requisite for correct data evaluation
por: Haberland, Annekathrin, et al.
Publicado: (2018)

Reactive ring-opened aldehyde metabolites in benzene hematotoxicity.
por: Witz, G, et al.
Publicado: (1996)

Identification and Quantification of Volatile Ramson-Derived Metabolites in Humans
por: Scheffler, Laura, et al.
Publicado: (2018)

Cannot write session to /tmp/vufind_sessions/sess_ftmqam70lvqkppgr0ql45bkkht