Androstenedione (BioDeep_00000398253)

Main id: BioDeep_00000001250

 

PANOMIX_OTCML-2023


代谢物信息卡片


4-Androstene-3,17-dione

化学式: C19H26O2 (286.1932696)
中文名称: 雄烯二酮
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC12CCC(=O)C=C1CCC3C2CCC4(C3CCC4=O)C
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/h11,14-16H,3-10H2,1-2H3

描述信息

C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
Origin: Animal; SubCategory_DNP: The sterols, Androstanes
CONFIDENCE standard compound; INTERNAL_ID 8732
INTERNAL_ID 8732; CONFIDENCE standard compound
Disclaimer: While authors make an effort to ensure that the content of this record is accurate, the authors make no representations or warranties in relation to the accuracy or completeness of the record. This record do not reflect any viewpoints of the affiliation and organization to which the authors belong.

同义名列表

2 个代谢物同义名

Androstenedione; 4-Androstene-3,17-dione



数据库引用编号

29 个数据库交叉引用编号

分类词条

10 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

  • Shiyao Huang, Ziming Wu, Youyou Chen, Han Li, Linglin Zou, Alexander T Teichmann, Yao Luo, Lifeng Zhang, Lanyang Gao. Dermal repeated dose toxicity study of the anti-breast cancer drug Formestane cream in Bama minipig. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2023 Aug; 178(?):113927. doi: 10.1016/j.fct.2023.113927. [PMID: 37406756]
  • V A Filatova, R V Rozhivanov, I Z Bondarenko, V A Ioutsi, E N Andreeva, G A Mel'nichenko, N G Mokrysheva. [Features of steroidogenesis and arterial hypertension in men in different types of "physiological" male hyperandrogenism]. Problemy endokrinologii. 2023 May; 69(2):80-91. doi: 10.14341/probl13226. [PMID: 37448275]
  • Shanshan Chen, Shuo Li, Xinxin Zhang, Yuxin Fan, Ming Liu. Low serum dehydroepiandrosterone is associated with diabetic dyslipidemia risk in males with type 2 diabetes. Frontiers in endocrinology. 2023; 14(?):1272797. doi: 10.3389/fendo.2023.1272797. [PMID: 38075062]
  • Qiliang Pang, Aoyun Jia, Mohammad Khaldoun Al Masri, Hamed Kord Varkaneh, Ahmed Abu-Zaid, Xiang Gao. The effect of androstenedione supplementation on testosterone, estradiol, body composition, and lipid profile: a systematic review and meta-analysis of randomized controlled trials. Hormones (Athens, Greece). 2022 Dec; 21(4):545-554. doi: 10.1007/s42000-022-00385-8. [PMID: 35841524]
  • Jiajia Ge, Na Yang, Xiaoli Zhang, Meijuan Li, Wei Zhang, Jun He, Huaijun Zhu, Xiaoliang Cheng, Shanmei Shen, Weihong Ge. Steroid Hormone Profiling in Hyperandrogenism and Non-hyperandrogenism Women with Polycystic Ovary Syndrome. Reproductive sciences (Thousand Oaks, Calif.). 2022 Dec; 29(12):3449-3458. doi: 10.1007/s43032-022-00985-0. [PMID: 35835901]
  • Zhenhua Su, Zhenjian Zhang, Jian Yu, Congcong Yuan, Yanbing Shen, Jianxin Wang, Liqiu Su, Min Wang. Combined enhancement of the propionyl-CoA metabolic pathway for efficient androstenedione production in Mycolicibacterium neoaurum. Microbial cell factories. 2022 Oct; 21(1):218. doi: 10.1186/s12934-022-01942-x. [PMID: 36266684]
  • M Athar Masood, Rafia Khatoon, Timothy D Veenstra. Quantitative analysis of specific androgens in serum and urine samples from male, pre, and postmenopausal subjects using LC-MRM-MS. Steroids. 2022 Sep; 185(?):109060. doi: 10.1016/j.steroids.2022.109060. [PMID: 35690120]
  • Haiyang Yu, Xinxin Du, Qiang Zhao, Chunguang Yin, Wenlu Song. Weighted gene Co-expression network analysis (WGCNA) reveals a set of hub genes related to chlorophyll metabolism process in chlorella (Chlorella vulgaris) response androstenedione. Environmental pollution (Barking, Essex : 1987). 2022 Aug; 306(?):119360. doi: 10.1016/j.envpol.2022.119360. [PMID: 35489534]
  • Neeharika Sriram, Priyanka Madaan, Prahbhjot Malhi, Naresh Sachdeva, Sandeep Negi, Jhumki Das, Rakesh Kumar, Jitendra Kumar Sahu, Pratibha Singhi. Evaluation of Hyperandrogenism in Children with Autism Spectrum Disorder. Indian journal of pediatrics. 2022 07; 89(7):717-719. doi: 10.1007/s12098-022-04080-9. [PMID: 35089488]
  • Markéta Šimková, Lucie Kolátorová, Pavel Drašar, Jana Vítků. An LC-MS/MS method for the simultaneous quantification of 32 steroids in human plasma. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2022 Jun; 1201-1202(?):123294. doi: 10.1016/j.jchromb.2022.123294. [PMID: 35623176]
  • Özge Besci, İbrahim Mert Erbaş, Tuncay Küme, Kübra Yüksek Acinikli, Ayhan Abacı, Ece Böber, Korcan Demir. A 4-hour Profile of 17-hydroxyprogesterone in Salt-wasting Congenital Adrenal Hyperplasia: Is the Serial Monitoring Strategy Worth the Effort?. Journal of clinical research in pediatric endocrinology. 2022 06; 14(2):145-152. doi: 10.4274/jcrpe.galenos.2021.2021-9-17. [PMID: 34866371]
  • Zheng Wang, Ying Sun, Jing Jian Dong, Li Li Shi, Shoji F Nakayama, Teruhiko Kido, Chau-Ren Jung, Chaochen Ma, Hao Feng, Jin Guo Hang, Xian Liang Sun. Relationship between dioxins and steroid hormone in 6-year-olds: A follow-up study in an e-waste region of China. Chemosphere. 2022 Jun; 296(?):134018. doi: 10.1016/j.chemosphere.2022.134018. [PMID: 35181420]
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  • Karina Gasbarrino, Edward Daly, Stella S Daskalopoulou. An LC-MS/MS Methodological Framework for Steroid Hormone Measurement from Human Serum. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme. 2022 May; 54(5):300-307. doi: 10.1055/a-1768-0709. [PMID: 35352333]
  • Jolanda van Keizerswaard, Alexandra L P Dietz de Loos, Yvonne V Louwers, Joop S E Laven. Changes in individual polycystic ovary syndrome phenotypical characteristics over time: a long-term follow-up study. Fertility and sterility. 2022 05; 117(5):1059-1066. doi: 10.1016/j.fertnstert.2022.01.014. [PMID: 35219451]
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  • 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]
  • Xianhua Zhang, Huiyu Xu, Congya Zhou, Li Yang, Suodi Zhai, Ping Yang, Rongsheng Zhao, Rong Li. Magnetic solid phase extraction followed by in-situ derivatization with core-shell structured magnetic graphene oxide nanocomposite for the accurate quantification of free testosterone and free androstenedione in human serum. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2022 Apr; 1196(?):123188. doi: 10.1016/j.jchromb.2022.123188. [PMID: 35272097]
  • Barbara Obermayer-Pietsch, Marta de Ramon, Claudia Reichmuth, Garnet Bendig, Stefan Hutzler, Judith Taibon, Christopher M Rank, Peter Findeisen. Multicenter Evaluation of a New, Fully Automated Androstenedione Electrochemiluminescence Immunoassay: Precision Analysis, Method Comparison, and Determination of Reference Ranges. The journal of applied laboratory medicine. 2022 03; 7(2):503-514. doi: 10.1093/jalm/jfab107. [PMID: 34662384]
  • Robert T Chatterton. Functions of dehydroepiandrosterone in relation to breast cancer. Steroids. 2022 03; 179(?):108970. doi: 10.1016/j.steroids.2022.108970. [PMID: 35122788]
  • Hannah Colldén, Maria E Nilsson, Anna-Karin Norlén, Andreas Landin, Sara H Windahl, Jianyao Wu, Karin L Gustafsson, Matti Poutanen, Henrik Ryberg, Liesbeth Vandenput, Claes Ohlsson. Comprehensive Sex Steroid Profiling in Multiple Tissues Reveals Novel Insights in Sex Steroid Distribution in Male Mice. Endocrinology. 2022 03; 163(3):. doi: 10.1210/endocr/bqac001. [PMID: 34999782]
  • Tianhao Wu, Gongwei Sun, Mingying Ma, Xingyu Pan, Sichun Zhang, Xinrong Zhang. Rapid quantitative analysis of hormones in serum by multilayer paper spray MS: Free MS from HPLC. Talanta. 2022 Jan; 237(?):122900. doi: 10.1016/j.talanta.2021.122900. [PMID: 34736715]
  • Junzhi Liang, Bowen Zhang, Yannan Hu, Zhijing Na, Da Li. Effects of steroid hormones on lipid metabolism in sexual dimorphism: A Mendelian randomization study. Frontiers in endocrinology. 2022; 13(?):1119154. doi: 10.3389/fendo.2022.1119154. [PMID: 36726474]
  • Huiyu Xu, Guoshuang Feng, Kannan Alpadi, Yong Han, Rui Yang, Lixue Chen, Rong Li, Jie Qiao. A Model for Predicting Polycystic Ovary Syndrome Using Serum AMH, Menstrual Cycle Length, Body Mass Index and Serum Androstenedione in Chinese Reproductive Aged Population: A Retrospective Cohort Study. Frontiers in endocrinology. 2022; 13(?):821368. doi: 10.3389/fendo.2022.821368. [PMID: 35370993]
  • Chetanna Chioma Anaje, Chinwe Laura Onyekonwu, Gladys Angela Ozoh, Ogochukwu Ifeanyi Ezejiofor. Assessment of serum androgen levels in women with acne vulgaris in Southeastern Nigeria: a cross-sectional study. The Pan African medical journal. 2022; 41(?):227. doi: 10.11604/pamj.2022.41.227.32892. [PMID: 35721630]
  • Kenichiro Sakaguchi, Tomoko Suda, Nattapong Ninpetch, Kohei Kawano, Yojiro Yanagawa, Seiji Katagiri, Koji Yoshioka, Masashi Nagano. Plasma profile of follicle-stimulating hormone and sex steroid hormones after a single epidural administration of follicle-stimulating hormone via caudal vertebrae in Holstein dry cows. Animal science journal = Nihon chikusan Gakkaiho. 2022 Jan; 93(1):e13696. doi: 10.1111/asj.13696. [PMID: 35195318]
  • Haolin Zhang, Wei Wang, Jiaming Zhao, Peijie Jiao, Lin Zeng, Hua Zhang, Yue Zhao, Li Shi, Hangqi Hu, Liyan Luo, Ii Fukuzawa, Dong Li, Rong Li, Jie Qiao. Relationship between body composition, insulin resistance, and hormonal profiles in women with polycystic ovary syndrome. Frontiers in endocrinology. 2022; 13(?):1085656. doi: 10.3389/fendo.2022.1085656. [PMID: 36699018]
  • Dongke Liu, Rusong Zhao, Shigang Zhao, Zhaobao Wang, Ruichen Liu, Fengshan Wang, Yanhui Gao. A developed HPLC-MS/MS method to quantitate 5 steriod hormones in clinical human serum by using PBS as the surrogate matrix. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2021 Dec; 1186(?):123002. doi: 10.1016/j.jchromb.2021.123002. [PMID: 34749247]
  • Pengling Liu, Xue Liu, Dandan Wei, Luting Nie, Keliang Fan, Li Zhang, Lulu Wang, Xiaotian Liu, Jian Hou, Songcheng Yu, Linlin Li, Chongjian Wang, Wenqian Huo, Zhenxing Mao. Associations of serum androgens with coronary heart disease and interaction with age: The Henan Rural Cohort Study. Nutrition, metabolism, and cardiovascular diseases : NMCD. 2021 11; 31(12):3352-3358. doi: 10.1016/j.numecd.2021.08.025. [PMID: 34625359]
  • Benedikt A Gasser, Samuel F Buerki, Johann Kurz, Markus G Mohaupt. Hyperandrogenism? Increased 17, 20-Lyase Activity? A Metanalysis and Systematic Review of Altered Androgens in Boys and Girls with Autism. International journal of molecular sciences. 2021 Nov; 22(22):. doi: 10.3390/ijms222212324. [PMID: 34830216]
  • Rakibul M Islam, Robin J Bell, Marina A Skiba, Susan R Davis. Testosterone and androstenedione are positively associated with anti-Müllerian hormone in premenopausal women. Clinical endocrinology. 2021 11; 95(5):752-759. doi: 10.1111/cen.14592. [PMID: 34524701]
  • Takako Kawakita, Toshiyuki Yasui, Kanako Yoshida, Sumika Matsui, Takeshi Iwasa. Correlations of androstenediol with reproductive hormones and cortisol according to stages during the menopausal transition in Japanese women. The Journal of steroid biochemistry and molecular biology. 2021 11; 214(?):106009. doi: 10.1016/j.jsbmb.2021.106009. [PMID: 34571175]
  • Simone Caetani Machado, Bruna Maciel Souza, Luiz Paulo de Aguiar Marciano, Ana Flávia Souza Pereira, Maisa Ribeiro Pereira Lima Brigagão, André Luiz Machado Viana, Maria Rita Rodrigues, Isarita Martins. Endpoints as human biomarkers in exposure assessment of triazoles fungicides. Environmental toxicology and pharmacology. 2021 Oct; 87(?):103703. doi: 10.1016/j.etap.2021.103703. [PMID: 34265456]
  • Hale Tuhan, Tülay Öztürk, Gönül Çatlı, Sezer Acar, Ayhan Abacı, Tuğba Egeli, Korcan Demir, Şule Can, Handan Güleryüz, Bumin Dündar, Ece Böber. The relationship of carotid intima-media thickness with anthropometric and metabolic parameters in patients with classic congenital adrenal hyperplasia. Turkish journal of medical sciences. 2021 08; 51(4):1738-1746. doi: 10.3906/sag-2001-57. [PMID: 33486914]
  • Patrick Caron, Véronique Turcotte, Chantal Guillemette. A quantitative analysis of total and free 11-oxygenated androgens and its application to human serum and plasma specimens using liquid-chromatography tandem mass spectrometry. Journal of chromatography. A. 2021 Aug; 1650(?):462228. doi: 10.1016/j.chroma.2021.462228. [PMID: 34090133]
  • Anouk E de Wit, Erik J Giltay, Marrit K de Boer, Willem A Nolen, Fokko J Bosker, Brenda W J H Penninx, Robert A Schoevers. Plasma androgens and the presence and course of depression in a large cohort of men. Psychoneuroendocrinology. 2021 08; 130(?):105278. doi: 10.1016/j.psyneuen.2021.105278. [PMID: 34049017]
  • Rachel Bleach, Stephen F Madden, James Hawley, Sara Charmsaz, Cigdem Selli, Katherine M Sheehan, Leonie S Young, Andrew H Sims, Pavel Souček, Arnold D Hill, Marie McIlroy. Steroid Ligands, the Forgotten Triggers of Nuclear Receptor Action; Implications for Acquired Resistance to Endocrine Therapy. Clinical cancer research : an official journal of the American Association for Cancer Research. 2021 07; 27(14):3980-3989. doi: 10.1158/1078-0432.ccr-20-4135. [PMID: 34016642]
  • Mirta Kadivnik, Željko Debeljak, Dario Mandić, Jasenka Wagner, Kristina Kralik, Siniša Šijanović, Andrijana Muller, Vatroslav Šerić. Requirement for oxytocin augmentation in spontaneous parturition is associated with the maternal serum steroid hormones assessed by liquid chromatography coupled to the tandem mass spectrometry. The journal of obstetrics and gynaecology research. 2021 Jul; 47(7):2347-2355. doi: 10.1111/jog.14792. [PMID: 33855759]
  • Pomme I H G Simons, Olivier Valkenburg, Judith A P Bons, Coen D A Stehouwer, Martijn C G J Brouwers. The relationships of sex hormone-binding globulin, total testosterone, androstenedione and free testosterone with metabolic and reproductive features of polycystic ovary syndrome. Endocrinology, diabetes & metabolism. 2021 Jul; 4(3):e00267. doi: 10.1002/edm2.267. [PMID: 34277990]
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