ST 19:3;O3 (BioDeep_00000016574)
Secondary id: BioDeep_00000001217, BioDeep_00000005777, BioDeep_00000005780, BioDeep_00001868311, BioDeep_00001869097, BioDeep_00001892902
Volatile Flavor Compounds
代谢物信息卡片
3-oxo-13,17-secoandrost-4-ene-17,13alpha-lactone
化学式: C19H26O3 (302.1881846)
中文名称: 11 -酮睾酮, 19-羟基雄甾-4-烯-3,17-二酮
谱图信息:
最多检出来源 Homo sapiens(blood) 0.12%
分子结构信息
SMILES: C1CC(=O)C[C@@]2([H])CC[C@@]3([H])[C@@]4(CCC(=O)[C@@]4(C)CC(=O)[C@]3([H])[C@@]12C)[H]
InChI: InChI=1S/C19H26O3/c1-18-9-7-13(20)11-12(18)3-4-14-15(18)8-10-19(2)16(14)5-6-17(21)22-19/h11,14-16H,3-10H2,1-2H3/t14-,15+,16+,18+,19+/m1/s1
描述信息
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
CONFIDENCE standard compound; INTERNAL_ID 2815
同义名列表
24 个代谢物同义名
17beta-Hydroxyandrost-4-ene-3,11-dione; 17beta-hydroxyandrost-4-en-3,11-dione; 11-Ketotestosterone; 11-Oxotestosterone; ST 19:3;O3; 5beta-Androstane-3,11,17-trione; 5alpha-Androstane-3,11,17-trione; 9,17beta-hydroxy-androsta-1,4-dien-3-one; 9,17-hydroxy-androsta-1,4-dien-3-one; 7alpha-hydroxyandrost-4-ene-3,17-dione; 19-hydroxyandrost-4-ene-3,17-dione; 19-Hydroxy-4-androsten-3,17-dione; 16alpha-hydroxyandrost-4-ene-3,17-dione; 3-oxo-13,17-secoandrost-4-ene-17,13alpha-lactone; 4-methoxy-estra-1,3,5(10)-triene-3,17beta-diol; 4-Methoxyestradiol-17beta; 2-Hydroxyestradiol-3-methyl ether; 2-methoxy-estra-1,3,5(10)-triene-3,17beta-diol; 2-Methoxyestradiol-17beta; 11-Keto-testosterone; 11-Ketotestosterone; 19-Hydroxyandrost-4-ene-3,17-dione; 5alpha-Androstane-3,11,17-trione; 19-Hydroxyandrost-4-ene-3,17-dione
数据库引用编号
61 个数据库交叉引用编号
- ChEBI: CHEBI:34133
- ChEBI: CHEBI:34463
- ChEBI: CHEBI:173053
- ChEBI: CHEBI:27768
- ChEBI: CHEBI:27576
- ChEBI: CHEBI:89268
- KEGG: C14256
- KEGG: C05296
- KEGG: C05290
- PubChem: 5282365
- PubChem: 92225820
- PubChem: 11185733
- PubChem: 73242221
- PubChem: 65542
- PubChem: 252379
- PubChem: 13267935
- Metlin: METLIN69916
- ChEMBL: CHEMBL3138083
- ChEMBL: CHEMBL4582005
- ChEMBL: CHEMBL4517318
- ChEMBL: CHEMBL4101296
- LipidMAPS: LMST02020120
- LipidMAPS: LMST02020131
- LipidMAPS: LMST02020130
- LipidMAPS: LMST02020114
- LipidMAPS: LMST02020071
- LipidMAPS: LMST02020067
- LipidMAPS: LMST02020065
- LipidMAPS: LMST02020061
- LipidMAPS: LMST02010055
- LipidMAPS: LMST02010051
- LipidMAPS: LMST02010035
- CAS: 87583-72-0
- CAS: 564-35-2
- CAS: 1482-70-8
- CAS: 62-84-0
- CAS: 61342-08-3
- CAS: 510-64-5
- CAS: 5976-65-8
- MoNA: AU281501
- MoNA: AU281504
- MoNA: AU281502
- MoNA: AU281503
- MoNA: AU281505
- MoNA: AU281506
- PubChem: 7675
- 3DMET: B01834
- NIKKAJI: J117.011B
- PubChem: 7680
- 3DMET: B01837
- NIKKAJI: J337.164F
- PubChem: 7847066
- NIKKAJI: J381.141G
- RefMet: 2-Methoxyestradiol-17beta
- PubChem: 66414
- RefMet: ST 19:3;O3
- KNApSAcK: 34133
- KNApSAcK: 27576
- KEGG: C14269
- PubChem: 17395269
- KNApSAcK: 34463
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)
0 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
- Anh Tuan Nguyen, Erin L Damsteegt, Jolyn H Z Chia, Yukinori Kazeto, P Mark Lokman. Effects of gonadotropins, 11-ketotestosterone, and insulin-like growth factor-1 on target gene expression and growth of previtellogenic oocytes from shortfinned eels, Anguilla australis, in vitro.
Fish physiology and biochemistry.
2022 Aug; 48(4):853-867. doi:
10.1007/s10695-022-01090-4. [PMID: 35652992] - Zahra Roosta, Bahram Falahatkar, Mirmasoud Sajjadi, Hamed Paknejad, Syaghalirwa N M Mandiki, Patrick Kestemont. Comparative study on accuracy of mucosal estradiol-17β, testosterone and 11-ketotestosterone, for maturity, and cutaneous vitellogenin gene expression in goldfish (Carassius auratus).
Journal of fish biology.
2022 Feb; 100(2):532-542. doi:
10.1111/jfb.14963. [PMID: 34822181] - A Goikoetxea, S Muncaster, E V Todd, P M Lokman, H A Robertson, C E De Farias E Moraes, E L Damsteegt, N J Gemmell. A new experimental model for the investigation of sequential hermaphroditism.
Scientific reports.
2021 11; 11(1):22881. doi:
10.1038/s41598-021-02063-y. [PMID: 34819550] - 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] - Gido Snaterse, Lisanne F van Dessel, Job van Riet, Angela E Taylor, Michelle van der Vlugt-Daane, Paul Hamberg, Ronald de Wit, Jenny A Visser, Wiebke Arlt, Martijn P Lolkema, Johannes Hofland. 11-Ketotestosterone is the predominant active androgen in prostate cancer patients after castration.
JCI insight.
2021 06; 6(11):. doi:
10.1172/jci.insight.148507. [PMID: 33974560] - Takashi Yazawa, Takahiro Sato, Takahiro Nemoto, Sayaka Nagata, Yoshitaka Imamichi, Takeshi Kitano, Toshio Sekiguchi, Junsuke Uwada, Mohammad Sayful Islam, Daisuke Mikami, Ikuyo Nakajima, Satoru Takahashi, Md Rafiqul Islam Khan, Nobuo Suzuki, Akihiro Umezawa, Takanori Ida. 11-Ketotestosterone is a major androgen produced in porcine adrenal glands and testes.
The Journal of steroid biochemistry and molecular biology.
2021 06; 210(?):105847. doi:
10.1016/j.jsbmb.2021.105847. [PMID: 33609691] - Xiuwen Xu, Xin Sun, Qingqing Bai, Yuyang Zhang, Jianguang Qin, Xiumei Zhang. Molecular identification of an androgen receptor and the influence of long-term aggressive interaction on hypothalamic genes expression in black rockfish (Sebastes schlegelii).
Journal of comparative physiology. A, Neuroethology, sensory, neural, and behavioral physiology.
2021 05; 207(3):401-413. doi:
10.1007/s00359-021-01480-8. [PMID: 33774729] - Lina Schiffer, Alicia Bossey, Punith Kempegowda, Angela E Taylor, Ildem Akerman, Dagmar Scheel-Toellner, Karl-Heinz Storbeck, Wiebke Arlt. Peripheral blood mononuclear cells preferentially activate 11-oxygenated androgens.
European journal of endocrinology.
2021 Mar; 184(3):353-363. doi:
10.1530/eje-20-1077. [PMID: 33444228] - Lise Barnard, Lina Schiffer, Renate Louw du-Toit, Jennifer A Tamblyn, Shiuan Chen, Donita Africander, Wiebke Arlt, Paul A Foster, Karl-Heinz Storbeck. 11-Oxygenated Estrogens Are a Novel Class of Human Estrogens but Do not Contribute to the Circulating Estrogen Pool.
Endocrinology.
2021 03; 162(3):. doi:
NULL. [PMID: 33340399] - Ioannis Fakriadis, Eugenio Maria Zanatta, Renata Pontes Dos Santos Fleck, Daybet Lorena Sena Mateo, Maria Papadaki, Constantinos C Mylonas. Endocrine regulation of long-term enhancement of spermiation in meagre (Argyrosomus regius) with GnRHa controlled-delivery systems.
General and comparative endocrinology.
2020 10; 297(?):113549. doi:
10.1016/j.ygcen.2020.113549. [PMID: 32679157] - Tingting Shu, Gang Zhai, Ajay Pradhan, Per-Erik Olsson, Zhan Yin. Zebrafish cyp17a1 knockout reveals that androgen-mediated signaling is important for male brain sex differentiation.
General and comparative endocrinology.
2020 09; 295(?):113490. doi:
10.1016/j.ygcen.2020.113490. [PMID: 32283058] - Cheng Peng, Qing Wang, Herong Shi, Jiaxing Chen, Shuisheng Li, Huihong Zhao, Haoran Lin, Jianchun Yang, Yong Zhang. Natural sex change in mature protogynous orange-spotted grouper (Epinephelus coioides): gonadal restructuring, sex hormone shifts and gene profiles.
Journal of fish biology.
2020 Sep; 97(3):785-793. doi:
10.1111/jfb.14434. [PMID: 32535923] - Yasunori Koya, Ryoji Fujii, Daisuke Tahara, Hidenobu Yambe, Takaharu Natsumeda. Effects of preventing a temperature decrease during winter on reproduction of male small-egged Kajika, Cottus pollux SE.
Fish physiology and biochemistry.
2020 Aug; 46(4):1243-1253. doi:
10.1007/s10695-020-00787-8. [PMID: 32166614] - Anh Tuan Nguyen, Jolyn H Z Chia, Yukinori Kazeto, Matthew J Wylie, P Mark Lokman. Induction of oocyte development in previtellogenic eel, Anguilla australis.
General and comparative endocrinology.
2020 05; 291(?):113404. doi:
10.1016/j.ygcen.2020.113404. [PMID: 32001324] - James M Hawley, Joanne E Adaway, Laura J Owen, Brian G Keevil. Development of a total serum testosterone, androstenedione, 17-hydroxyprogesterone, 11β-hydroxyandrostenedione and 11-ketotestosterone LC-MS/MS assay and its application to evaluate pre-analytical sample stability.
Clinical chemistry and laboratory medicine.
2020 04; 58(5):741-752. doi:
10.1515/cclm-2019-0959. [PMID: 31926069] - Wenjing Tao, Hongjuan Shi, Jing Yang, Hamidou Diakite, Thomas D Kocher, Deshou Wang. Homozygous mutation of foxh1 arrests oogenesis causing infertility in female Nile tilapia†.
Biology of reproduction.
2020 03; 102(3):758-769. doi:
10.1093/biolre/ioz225. [PMID: 31837141] - Qiaoyuan Zheng, Hesheng Xiao, Hongjuan Shi, Tingru Wang, Lina Sun, Wenjing Tao, Thomas D Kocher, Minghui Li, Deshou Wang. Loss of Cyp11c1 causes delayed spermatogenesis due to the absence of 11-ketotestosterone.
The Journal of endocrinology.
2020 03; 244(3):487-499. doi:
10.1530/joe-19-0438. [PMID: 31910154] - Jie Zhang, Le Qian, Chen Wang, Miaomiao Teng, Manman Duan, Yimeng Zhou, Xiangguang Chen, Rui Bo, Chengju Wang, Xuefeng Li. Dysregulation of endocrine disruption, apoptosis and the transgenerational toxicity induced by spirotetramat.
Chemosphere.
2020 Feb; 240(?):124900. doi:
10.1016/j.chemosphere.2019.124900. [PMID: 31563099] - Camila Ferreira Sales, Ana Paula Barbosa Pinheiro, Yves Moreira Ribeiro, André Alberto Weber, Fabíola de Oliveira Paes-Leme, Ronald Kennedy Luz, Nilo Bazzoli, Elizete Rizzo, Rafael Magno Costa Melo. Effects of starvation and refeeding cycles on spermatogenesis and sex steroids in the Nile tilapia Oreochromis niloticus.
Molecular and cellular endocrinology.
2020 01; 500(?):110643. doi:
10.1016/j.mce.2019.110643. [PMID: 31711986] - Qing-Ping Xie, Bing-Bing Li, Wei Zhan, Feng Liu, Peng Tan, Xu Wang, Bao Lou. A Transient Hermaphroditic Stage in Early Male Gonadal Development in Little Yellow Croaker, Larimichthys polyactis.
Frontiers in endocrinology.
2020; 11(?):542942. doi:
10.3389/fendo.2020.542942. [PMID: 33584533] - Wei Wang, Hua Zhu, ZhaoHui Tian, Ai Sun, Ying Dong, Tian Dong, HongXia Hu. Effects of 11-Ketotestosterone on Development of the Previtellogenic Ovary in the Sterlet, Acipenser ruthenus.
Frontiers in endocrinology.
2020; 11(?):115. doi:
10.3389/fendo.2020.00115. [PMID: 32269550] - Maria C Cartolano, Yi Chng, M Danielle McDonald. Do reproductive hormones control Gulf toadfish pulsatile urea excretion?.
Comparative biochemistry and physiology. Part A, Molecular & integrative physiology.
2019 12; 238(?):110561. doi:
10.1016/j.cbpa.2019.110561. [PMID: 31499168] - Robert J Rutherford, Andrea L Lister, Deborah L MacLatchy. Physiological effects of 5α-dihydrotestosterone in male mummichog (Fundulus heteroclitus) are dose and time dependent.
Aquatic toxicology (Amsterdam, Netherlands).
2019 Dec; 217(?):105327. doi:
10.1016/j.aquatox.2019.105327. [PMID: 31703940] - Marina A Skiba, Robin J Bell, Rakibul M Islam, David J Handelsman, Reena Desai, Susan R Davis. Androgens During the Reproductive Years: What Is Normal for Women?.
The Journal of clinical endocrinology and metabolism.
2019 11; 104(11):5382-5392. doi:
10.1210/jc.2019-01357. [PMID: 31390028] - Wenqiang Wang, Jun Chen, Yan Fang, Bin Wang, Qiang Zou, Lei Wang, Wenwen Zhang, Xueying Huang, Haoyue Lv, Chenxiao Zhang, Kai Wang. Identification of gnrh2 and gnrh3 and their expression during brood pouch growth and short-term benzo(a)pyrene exposure in lined seahorse (Hippocampus erectus).
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP.
2019 Nov; 225(?):108579. doi:
10.1016/j.cbpc.2019.108579. [PMID: 31386905] - Ye Hwa Jin, Andrew Davie, Herve Migaud. Temperature-induced testicular germ cell loss and recovery in Nile tilapia Oreochromis niloticus.
General and comparative endocrinology.
2019 11; 283(?):113227. doi:
10.1016/j.ygcen.2019.113227. [PMID: 31348956] - Isabel Forner-Piquer, Ioannis Fakriadis, Constantinos C Mylonas, Fabiana Piscitelli, Vincenzo Di Marzo, Francesca Maradonna, Josep Calduch-Giner, Jaume Pérez-Sánchez, Oliana Carnevali. Effects of Dietary Bisphenol A on the Reproductive Function of Gilthead Sea Bream (Sparus aurata) Testes.
International journal of molecular sciences.
2019 Oct; 20(20):. doi:
10.3390/ijms20205003. [PMID: 31658598] - Mollie A Middleton, Donald A Larsen, Jon T Dickey, Penny Swanson. Evaluation of endocrine and transcriptomic markers of male maturation in winter-run Steelhead Trout (Oncorhynchus mykiss).
General and comparative endocrinology.
2019 09; 281(?):30-40. doi:
10.1016/j.ygcen.2019.05.010. [PMID: 31102580] - P Jéhannet, L Kruijt, E L Damsteegt, W Swinkels, L T N Heinsbroek, P M Lokman, A P Palstra. A mechanistic model for studying the initiation of anguillid vitellogenesis by comparing the European eel (Anguilla anguilla) and the shortfinned eel (A. australis).
General and comparative endocrinology.
2019 08; 279(?):129-138. doi:
10.1016/j.ygcen.2019.02.018. [PMID: 30796898] - María Florencia Ferreira, Fabiana Lo Nostro, Renato Honji, Martin Ansaldo, Griselda Genovese. Endocrine and reproductive endpoints of Notothenia rossii and N. coriiceps: A baseline study for ecotoxicological monitoring in Antarctic waters.
Marine pollution bulletin.
2019 Aug; 145(?):418-428. doi:
10.1016/j.marpolbul.2019.06.044. [PMID: 31590805] - Shamaila Fraz, Abigail H Lee, Simon Pollard, Krishna Srinivasan, Abhilasha Vermani, Joanna Y Wilson. Parental gemfibrozil exposure impacts zebrafish F1 offspring, but not subsequent generations.
Aquatic toxicology (Amsterdam, Netherlands).
2019 Jul; 212(?):194-204. doi:
10.1016/j.aquatox.2019.04.020. [PMID: 31132737] - Juilee Rege, Scott Garber, Alan J Conley, Ruth M Elsey, Adina F Turcu, Richard J Auchus, William E Rainey. Circulating 11-oxygenated androgens across species.
The Journal of steroid biochemistry and molecular biology.
2019 06; 190(?):242-249. doi:
10.1016/j.jsbmb.2019.04.005. [PMID: 30959151] - Augusto Bicalho Cruz Vieira, André Alberto Weber, Yves Moreira Ribeiro, Ronald Kennedy Luz, Nilo Bazzoli, Elizete Rizzo. Influence of salinity on spermatogenesis in adult Nile tilapia (Oreochromis niloticus) testis.
Theriogenology.
2019 Jun; 131(?):1-8. doi:
10.1016/j.theriogenology.2019.03.013. [PMID: 30921633] - Sobhan R Akhavan, Bahram Falahatkar, Joanna M Ward, P Mark Lokman. 11-Ketotestosterone induces oocyte growth, but does not affect oocyte cytology in pre-vitellogenic captive beluga, Huso huso L.
Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology.
2019 Jun; 232(?):51-59. doi:
10.1016/j.cbpb.2019.02.009. [PMID: 30831206] - Tatiana Guellard, Hanna Kalamarz-Kubiak, Ewa Kulczykowska. Concentrations of melatonin, thyroxine, 17β-estradiol and 11-ketotestosterone in round goby (Neogobius melanostomus) in different phases of the reproductive cycle.
Animal reproduction science.
2019 May; 204(?):10-21. doi:
10.1016/j.anireprosci.2019.02.014. [PMID: 30879784] - Georgia Thomson-Laing, Erin L Damsteegt, Jun Nagata, Shigeho Ijiri, Shinji Adachi, Takashi Todo, Naoshi Hiramatsu, P Mark Lokman. Synergistic effects of estradiol and 11-ketotestosterone on vitellogenin physiology in the shortfinned eel (Anguilla australis).
Biology of reproduction.
2019 05; 100(5):1319-1332. doi:
10.1093/biolre/ioz007. [PMID: 30657861] - Erin L Damsteegt, Matthew J Wylie, Alvin N Setiawan. Does silvering or 11-ketotestosterone affect osmoregulatory ability in the New Zealand short-finned eel (Anguilla australis)?.
Journal of comparative physiology. A, Neuroethology, sensory, neural, and behavioral physiology.
2018 12; 204(12):1017-1028. doi:
10.1007/s00359-018-1300-2. [PMID: 30374566] - Mélodie Schmitz, Mahaut Beghin, Syaghalirwa N M Mandiki, Katherine Nott, Michaël Gillet, Sébastien Ronkart, Christelle Robert, Sébastien Baekelandt, Patrick Kestemont. Environmentally-relevant mixture of pharmaceutical drugs stimulates sex-steroid hormone production and modulates the expression of candidate genes in the ovary of juvenile female rainbow trout.
Aquatic toxicology (Amsterdam, Netherlands).
2018 Dec; 205(?):89-99. doi:
10.1016/j.aquatox.2018.10.006. [PMID: 30347285] - Yulong Han, Cheng Peng, Le Wang, Jiani Guo, Mingwei Lu, Jiaxin Chen, Yun Liu, Shuisheng Li, Mi Zhao, Yong Zhang, Haoran Lin. Female-to-male sex reversal in orange-spotted grouper (Epinephelus coioides) caused by overexpressing of Amh in vivo.
Biology of reproduction.
2018 12; 99(6):1205-1215. doi:
10.1093/biolre/ioy157. [PMID: 30010724] - Jianghuan Hua, Jian Han, Yongyong Guo, Bingsheng Zhou. Endocrine disruption in Chinese rare minnow (Gobiocypris rarus) after long-term exposure to low environmental concentrations of progestin megestrol acetate.
Ecotoxicology and environmental safety.
2018 Nov; 163(?):289-297. doi:
10.1016/j.ecoenv.2018.07.049. [PMID: 30056343] - María Florencia Scaia, Leonel Morandini, CristobalAlejandro Noguera, Vance L Trudeau, Gustavo Manuel Somoza, Matías Pandolfi. Can estrogens be considered as key elements of the challenge hypothesis? The case of intrasexual aggression in a cichlid fish.
Physiology & behavior.
2018 10; 194(?):481-490. doi:
10.1016/j.physbeh.2018.06.028. [PMID: 29935215] - Therina du Toit, Martijn J J Finken, Henrike M Hamer, Annemieke C Heijboer, Amanda C Swart. C11-oxy C19 and C11-oxy C21 steroids in neonates: UPC2-MS/MS quantification of plasma 11β-hydroxyandrostenedione, 11-ketotestosterone and 11-ketoprogesterone.
Steroids.
2018 10; 138(?):1-5. doi:
10.1016/j.steroids.2018.06.003. [PMID: 29883615] - C Laldinsangi, B Senthilkumaran. Expression profiling of c-kit and its impact after esiRNA silencing during gonadal development in catfish.
General and comparative endocrinology.
2018 09; 266(?):38-51. doi:
10.1016/j.ygcen.2018.04.004. [PMID: 29625123] - Per Gunnar Fjelldal, Rüdiger Schulz, Tom O Nilsen, Eva Andersson, Birgitta Norberg, Tom Johnny Hansen. Sexual maturation and smoltification in domesticated Atlantic salmon (Salmo salar L.) - is there a developmental conflict?.
Physiological reports.
2018 09; 6(17):e13809. doi:
10.14814/phy2.13809. [PMID: 30175449] - Reetuparna Basak, Alivia Roy, Umesh Rai. In silico analysis, temporal expression and gonadotropic regulation of receptors for follicle-stimulating hormone and luteinizing hormone in testis of spotted snakehead Channa punctata.
Journal of fish biology.
2018 Jul; 93(1):53-71. doi:
10.1111/jfb.13727. [PMID: 29931764] - Zhi-Hao Liu, Qi-Liang Chen, Qiang Chen, Fang Li, Ying-Wen Li. Diethylstilbestrol arrested spermatogenesis and somatic growth in the juveniles of yellow catfish (Pelteobagrus fulvidraco), a fish with sexual dimorphic growth.
Fish physiology and biochemistry.
2018 Jun; 44(3):789-803. doi:
10.1007/s10695-018-0469-1. [PMID: 29340879] - Shamaila Fraz, Abigail H Lee, Joanna Y Wilson. Gemfibrozil and carbamazepine decrease steroid production in zebrafish testes (Danio rerio).
Aquatic toxicology (Amsterdam, Netherlands).
2018 May; 198(?):1-9. doi:
10.1016/j.aquatox.2018.02.006. [PMID: 29494825] - Hideaki Kudo, Tomoaki Kimura, Yuya Hasegawa, Takashi Abe, Masaki Ichimura, Shigeho Ijiri. Involvement of 11-ketotestosterone in hooknose formation in male pink salmon (Oncorhynchus gorbuscha) jaws.
General and comparative endocrinology.
2018 05; 260(?):41-50. doi:
10.1016/j.ygcen.2018.02.009. [PMID: 29462599] - Marco Graziano, Raul Benito, Josep V Planas, Arjan P Palstra. Swimming exercise to control precocious maturation in male seabass (Dicentrarchus labrax).
BMC developmental biology.
2018 04; 18(1):10. doi:
10.1186/s12861-018-0170-8. [PMID: 29649968] - Haipei Tang, Yu Chen, Le Wang, Yike Yin, Gaofei Li, Yin Guo, Yun Liu, Haoran Lin, Christopher H K Cheng, Xiaochun Liu. Fertility impairment with defective spermatogenesis and steroidogenesis in male zebrafish lacking androgen receptor.
Biology of reproduction.
2018 02; 98(2):227-238. doi:
10.1093/biolre/iox165. [PMID: 29228103] - Patricija Marjan, Glen J Van Der Kraak, Deborah L MacLatchy, Meghan L M Fuzzen, Leslie M Bragg, Mark E McMaster, Gerald R Tetreault, Mark R Servos. Assessing recovery of in vitro steroid production in male rainbow darter (Etheostoma caeruleum) in response to municipal wastewater treatment plant infrastructure changes.
Environmental toxicology and chemistry.
2018 Feb; 37(2):501-514. doi:
10.1002/etc.3986. [PMID: 28906017] - Gabriel Passini, Fabio Carneiro Sterzelecki, Cristina Vaz Avelar de Carvalho, Manecas Francisco Baloi, Virginia Naide, Vinicius Ronzani Cerqueira. 17α-Methyltestosterone implants accelerate spermatogenesis in common snook, Centropomus undecimalis, during first sexual maturation.
Theriogenology.
2018 Jan; 106(?):134-140. doi:
10.1016/j.theriogenology.2017.10.015. [PMID: 29059600] - Kristen A Kellock, Adrian P Moore, Robert B Bringolf. Chronic nitrate exposure alters reproductive physiology in fathead minnows.
Environmental pollution (Barking, Essex : 1987).
2018 Jan; 232(?):322-328. doi:
10.1016/j.envpol.2017.08.004. [PMID: 28986080] - Wei Wang, Hua Zhu, Ying Dong, ZhaoHui Tian, Tian Dong, HongXia Hu, CuiJuan Niu. Dimorphic expression of sex-related genes in different gonadal development stages of sterlet, Acipenser ruthenus, a primitive fish species.
Fish physiology and biochemistry.
2017 Dec; 43(6):1557-1569. doi:
10.1007/s10695-017-0392-x. [PMID: 28963671] - Christopher Monson, Kristy Forsgren, Giles Goetz, Louisa Harding, Penny Swanson, Graham Young. A teleost androgen promotes development of primary ovarian follicles in coho salmon and rapidly alters the ovarian transcriptome.
Biology of reproduction.
2017 Nov; 97(5):731-745. doi:
10.1093/biolre/iox124. [PMID: 29045593] - Dongneng Jiang, Jinlin Chen, Zheng Fan, Dejie Tan, Jiue Zhao, Hongjuan Shi, Zhilong Liu, Wenjing Tao, Minghui Li, Deshou Wang. CRISPR/Cas9-induced disruption of wt1a and wt1b reveals their different roles in kidney and gonad development in Nile tilapia.
Developmental biology.
2017 08; 428(1):63-73. doi:
10.1016/j.ydbio.2017.05.017. [PMID: 28527702] - Nao Kagawa, Sayuri Hirose, Keiko Fujimoto, Chihomi Nomura, Yuuma Fujita, Akira Honda, Mai Komori. Social rank-dependent expression of gonadotropin-releasing hormones and kisspeptin in the medaka brain.
General and comparative endocrinology.
2017 08; 249(?):48-54. doi:
10.1016/j.ygcen.2017.03.001. [PMID: 28279673] - Pan Yin, Ying-Wen Li, Qi-Liang Chen, Zhi-Hao Liu. Diethylstilbestrol, flutamide and their combination impaired the spermatogenesis of male adult zebrafish through disrupting HPG axis, meiosis and apoptosis.
Aquatic toxicology (Amsterdam, Netherlands).
2017 Apr; 185(?):129-137. doi:
10.1016/j.aquatox.2017.02.013. [PMID: 28213303] - A Golpour, C Broquard, S Milla, H Dadras, A R Baloch, T Saito, M Pšenička. Gonad histology and serum 11-KT profile during the annual reproductive cycle in sterlet sturgeon adult males, Acipenser ruthenus.
Reproduction in domestic animals = Zuchthygiene.
2017 Apr; 52(2):319-326. doi:
10.1111/rda.12911. [PMID: 28109018] - Michael W O'Reilly, Punith Kempegowda, Carl Jenkinson, Angela E Taylor, Jonathan L Quanson, Karl-Heinz Storbeck, Wiebke Arlt. 11-Oxygenated C19 Steroids Are the Predominant Androgens in Polycystic Ovary Syndrome.
The Journal of clinical endocrinology and metabolism.
2017 03; 102(3):840-848. doi:
10.1210/jc.2016-3285. [PMID: 27901631] - Therina du Toit, Liezl M Bloem, Jonathan L Quanson, Riaan Ehlers, Antonio M Serafin, Amanda C Swart. Profiling adrenal 11β-hydroxyandrostenedione metabolites in prostate cancer cells, tissue and plasma: UPC2-MS/MS quantification of 11β-hydroxytestosterone, 11keto-testosterone and 11keto-dihydrotestosterone.
The Journal of steroid biochemistry and molecular biology.
2017 02; 166(?):54-67. doi:
10.1016/j.jsbmb.2016.06.009. [PMID: 27345701] - Didier Techer, Sylvain Milla, Pascal Fontaine, Sandrine Viot, Marielle Thomas. Influence of waterborne gallic and pelargonic acid exposures on biochemical and reproductive parameters in the zebrafish (Danio rerio).
Environmental toxicology.
2017 Jan; 32(1):227-240. doi:
10.1002/tox.22228. [PMID: 26677111] - Rosa Zupa, Covadonga Rodríguez, Constantinos C Mylonas, Hanna Rosenfeld, Ioannis Fakriadis, Maria Papadaki, José A Pérez, Chrysovalentinos Pousis, Gualtiero Basilone, Aldo Corriero. Comparative Study of Reproductive Development in Wild and Captive-Reared Greater Amberjack Seriola dumerili (Risso, 1810).
PloS one.
2017; 12(1):e0169645. doi:
10.1371/journal.pone.0169645. [PMID: 28056063] - Oju R Ibor, Aina O Adeogun, Olusegun A Fagbohun, Augustine Arukwe. Gonado-histopathological changes, intersex and endocrine disruptor responses in relation to contaminant burden in Tilapia species from Ogun River, Nigeria.
Chemosphere.
2016 Dec; 164(?):248-262. doi:
10.1016/j.chemosphere.2016.08.087. [PMID: 27591376] - Bianca Mayumi Silva Kida, Raisa Pereira Abdalla, Renata Guimarães Moreira. Effects of acidic water, aluminum, and manganese on testicular steroidogenesis in Astyanax altiparanae.
Fish physiology and biochemistry.
2016 Oct; 42(5):1347-56. doi:
10.1007/s10695-016-0222-6. [PMID: 27025723] - Bangeppagari Manjunatha, Gundala Harold Philip. Reproductive toxicity of chlorpyrifos tested in zebrafish (Danio rerio): Histological and hormonal end points.
Toxicology and industrial health.
2016 Oct; 32(10):1808-16. doi:
10.1177/0748233715589445. [PMID: 26085519] - Yoshitaka Imamichi, Koh-Ichi Yuhki, Makoto Orisaka, Takeshi Kitano, Kuniaki Mukai, Fumitaka Ushikubi, Takanobu Taniguchi, Akihiro Umezawa, Kaoru Miyamoto, Takashi Yazawa. 11-Ketotestosterone Is a Major Androgen Produced in Human Gonads.
The Journal of clinical endocrinology and metabolism.
2016 10; 101(10):3582-3591. doi:
10.1210/jc.2016-2311. [PMID: 27428878] - Reetuparna Basak, Alivia Roy, Umesh Rai. Seasonality of reproduction in male spotted murrel Channa punctatus: correlation of environmental variables and plasma sex steroids with histological changes in testis.
Fish physiology and biochemistry.
2016 Oct; 42(5):1249-58. doi:
10.1007/s10695-016-0214-6. [PMID: 26961127] - Xiaoshan Liu, Dawoon Jung, Areum Jo, Kyunghee Ji, Hyo-Bang Moon, Kyungho Choi. Long-term exposure to triphenylphosphate alters hormone balance and HPG, HPI, and HPT gene expression in zebrafish (Danio rerio).
Environmental toxicology and chemistry.
2016 09; 35(9):2288-96. doi:
10.1002/etc.3395. [PMID: 26865342] - Kathryn Hassell, Vincent Pettigrove, Nicola Beresford, Susan Jobling, Anu Kumar. No evidence of exposure to environmental estrogens in two feral fish species sampled from the Yarra River, Australia: A comparison with Northern Hemisphere studies.
Ecotoxicology and environmental safety.
2016 Sep; 131(?):104-17. doi:
10.1016/j.ecoenv.2016.05.004. [PMID: 27228034] - Filipa F G da Silva, Josianne G Støttrup, Elin Kjørsvik, Helge Tveiten, Jonna Tomkiewicz. Interactive effects of dietary composition and hormonal treatment on reproductive development of cultured female European eel, Anguilla anguilla.
Animal reproduction science.
2016 Aug; 171(?):17-26. doi:
10.1016/j.anireprosci.2016.05.007. [PMID: 27264530] - Yongtong Zhu, Rui Hua, Yao Zhou, Hong Li, Song Quan, Yanhong Yu. Chronic exposure to mono-(2-ethylhexyl)-phthalate causes endocrine disruption and reproductive dysfunction in zebrafish.
Environmental toxicology and chemistry.
2016 08; 35(8):2117-24. doi:
10.1002/etc.3369. [PMID: 26762230] - Augustine Arukwe, Camilla Catarci Carteny, Monika Möder, Alberto Bonini, Morten Andre Maubach, Trine Eggen. Differential modulation of neuro- and interrenal steroidogenesis of juvenile salmon by the organophosphates - tris(2-butoxyethyl)- and tris(2-cloroethyl) phosphate.
Environmental research.
2016 07; 148(?):63-71. doi:
10.1016/j.envres.2016.03.020. [PMID: 27019041] - Jianghuan Hua, Jian Han, Xianfeng Wang, Yongyong Guo, Bingsheng Zhou. The binary mixtures of megestrol acetate and 17α-ethynylestradiol adversely affect zebrafish reproduction.
Environmental pollution (Barking, Essex : 1987).
2016 Jun; 213(?):776-784. doi:
10.1016/j.envpol.2016.03.031. [PMID: 27038209] - Qing-Ping Xie, Xue He, Yi-Ning Sui, Li-Li Chen, Li-Na Sun, De-Shou Wang. Haploinsufficiency of SF-1 Causes Female to Male Sex Reversal in Nile Tilapia, Oreochromis niloticus.
Endocrinology.
2016 06; 157(6):2500-14. doi:
10.1210/en.2015-2049. [PMID: 27046435] - M Solé, E Mañanós, M Blázquez. Vitellogenin, sex steroid levels and gonadal biomarkers in wild Solea solea and Solea senegalensis from NW Mediterranean fishing grounds.
Marine environmental research.
2016 Jun; 117(?):63-74. doi:
10.1016/j.marenvres.2016.03.010. [PMID: 27088613] - Erik Vikingstad, Eva Andersson, Tom Johnny Hansen, Birgitta Norberg, Ian Mayer, Sigurd Olav Stefansson, Per Gunnar Fjelldal, Geir Lasse Taranger. Effects of temperature on the final stages of sexual maturation in Atlantic salmon (Salmo salar L.).
Fish physiology and biochemistry.
2016 Jun; 42(3):895-907. doi:
10.1007/s10695-015-0183-1. [PMID: 26687172] - Limin Wu, Peng Yang, Feng Luo, Deshou Wang, Linyan Zhou. R-spondin1 signaling pathway is required for both the ovarian and testicular development in a teleosts, Nile tilapia (Oreochromis niloticus).
General and comparative endocrinology.
2016 05; 230-231(?):177-85. doi:
10.1016/j.ygcen.2016.04.001. [PMID: 27044511] - Erin L Damsteegt, Yuichi Ozaki, Sally P A McCormick, P Mark Lokman. Triacylglyceride physiology in the short-finned eel, Anguilla australis--the effects of androgen.
American journal of physiology. Regulatory, integrative and comparative physiology.
2016 Mar; 310(5):R422-31. doi:
10.1152/ajpregu.00149.2015. [PMID: 26764051] - Lili Chen, Xiaolong Jiang, Haiwei Feng, Hongjuan Shi, Lina Sun, Wenjing Tao, Qingping Xi, Deshou Wang. Simultaneous exposure to estrogen and androgen resulted in feminization and endocrine disruption.
The Journal of endocrinology.
2016 Mar; 228(3):205-18. doi:
10.1530/joe-15-0432. [PMID: 26759274] - Yuan Chen, Wan Shu Hong, Qiong Wang, Shi Xi Chen. Cloning and pattern of gsdf mRNA during gonadal development in the protogynous Epinephelus akaara.
Animal reproduction science.
2016 Feb; 165(?):46-55. doi:
10.1016/j.anireprosci.2015.12.004. [PMID: 26718719] - Richard J Kline, G Joan Holt, Izhar A Khan. Arginine vasotocin V1a2 receptor and GnRH-I co-localize in preoptic neurons of the sex changing grouper, Epinephelus adscensionis.
General and comparative endocrinology.
2016 Jan; 225(?):33-44. doi:
10.1016/j.ygcen.2015.07.013. [PMID: 26361870] - Rafael Y Kuradomi, Thiago G De Souza, Fausto Foresti, Rüdiger W Schulz, Jan Bogerd, Renata G Moreira, Luiz R Furlan, Eduardo A Almeida, Lucilene R Maschio, Sergio R Batlouni. Effects of re-stripping on the seminal characteristics of pacu (Piaractus mesopotamicus) during the breeding season.
General and comparative endocrinology.
2016 Jan; 225(?):162-173. doi:
10.1016/j.ygcen.2015.06.007. [PMID: 26095224] - Ya Zhu, Xufa Ma, Guanyong Su, Liqin Yu, Robert J Letcher, Jie Hou, Hongxia Yu, John P Giesy, Chunsheng Liu. Environmentally Relevant Concentrations of the Flame Retardant Tris(1,3-dichloro-2-propyl) Phosphate Inhibit Growth of Female Zebrafish and Decrease Fecundity.
Environmental science & technology.
2015 Dec; 49(24):14579-87. doi:
10.1021/acs.est.5b03849. [PMID: 26512412] - Teresa Modesto, Ana M M S Freitas, Adelino V M Canario. Steroidogenesis by testis and accessory glands of the Lusitanian toadfish, Halobatrachus didactylus, during reproductive season.
General and comparative endocrinology.
2015 Nov; 223(?):120-8. doi:
10.1016/j.ygcen.2015.09.026. [PMID: 26435361] - Jawahar G Patil, G J Purser, A M Nicholson. Sterile 'Judas' carp--Surgical sterilisation does not impair growth, endocrine and behavioural responses of male carp.
General and comparative endocrinology.
2015 Sep; 221(?):173-82. doi:
10.1016/j.ygcen.2015.03.005. [PMID: 25776462] - Adriana E Sardi, Cristina Bizarro, Miren P Cajaraville, Maren Ortiz-Zarragoitia. Steroidogenesis and phase II conjugation during the gametogenesis of thicklip grey mullet (Chelon labrosus) from a population showing intersex condition.
General and comparative endocrinology.
2015 Sep; 221(?):144-55. doi:
10.1016/j.ygcen.2015.01.005. [PMID: 25617531] - April S Y Wong, Emmie N M Ho, Terence S M Wan, Kenneth K H Lam, Brian D Stewart. Metabolic studies of oxyguno in horses.
Analytica chimica acta.
2015 Sep; 891(?):190-202. doi:
10.1016/j.aca.2015.08.006. [PMID: 26388378] - Frederieke J Kroon, Sharon E Hook, Suzanne Metcalfe, Dean Jones. Altered levels of endocrine biomarkers in juvenile barramundi (Lates calcarifer; Bloch) following exposure to commercial herbicide and surfactant formulations.
Environmental toxicology and chemistry.
2015 Aug; 34(8):1881-90. doi:
10.1002/etc.3011. [PMID: 25858168] - Neetu Shahi, Sumanta Kumar Mallik, Jyoti Pande, Partha Das, Atul Kumar Singh. Spermatogenesis and related plasma androgen and progestin level in wild male golden mahseer, Tor putitora (Hamilton, 1822), during the spawning season.
Fish physiology and biochemistry.
2015 Aug; 41(4):909-20. doi:
10.1007/s10695-015-0057-6. [PMID: 25903485] - Thiago Scremin Boscolo Pereira, Camila Nomura Pereira Boscolo, Danilo Grünig Humberto da Silva, Sergio Ricardo Batlouni, Daniel Schlenk, Eduardo Alves de Almeida. Anti-androgenic activities of diuron and its metabolites in male Nile tilapia (Oreochromis niloticus).
Aquatic toxicology (Amsterdam, Netherlands).
2015 Jul; 164(?):10-5. doi:
10.1016/j.aquatox.2015.04.013. [PMID: 25930013] - Sophie Massart, Baptiste Redivo, Enora Flamion, S N M Mandiki, Elodie Falisse, Sylvain Milla, Patrick Kestemont. The trenbolone acetate affects the immune system in rainbow trout, Oncorhynchus mykiss.
Aquatic toxicology (Amsterdam, Netherlands).
2015 Jun; 163(?):109-20. doi:
10.1016/j.aquatox.2015.04.007. [PMID: 25889087] - Cecilia Jalabert, Laura Quintana, Paula Pessina, Ana Silva. Extra-gonadal steroids modulate non-breeding territorial aggression in weakly electric fish.
Hormones and behavior.
2015 Jun; 72(?):60-7. doi:
10.1016/j.yhbeh.2015.05.003. [PMID: 25989595] - Katarina Damjanovic, Gaétan Glauser, Redouan Bshary, Albert F H Ros. Intra- and interspecific social challenges modulate the levels of an androgen precursor in a seasonally territorial tropical damselfish.
Hormones and behavior.
2015 May; 71(?):75-82. doi:
10.1016/j.yhbeh.2015.04.011. [PMID: 25917864] - Martín R Ramallo, Agustina Birba, Renato M Honji, Leonel Morandini, Renata G Moreira, Gustavo M Somoza, Matías Pandolfi. A multidisciplinary study on social status and the relationship between inter-individual variation in hormone levels and agonistic behavior in a Neotropical cichlid fish.
Hormones and behavior.
2015 Mar; 69(?):139-51. doi:
10.1016/j.yhbeh.2015.01.008. [PMID: 25647157] - Felipe Espigares, Manuel Carrillo, Ana Gómez, Silvia Zanuy. The forebrain-midbrain acts as functional endocrine signaling pathway of Kiss2/Gnrh1 system controlling the gonadotroph activity in the teleost fish European sea bass (Dicentrarchus labrax).
Biology of reproduction.
2015 Mar; 92(3):70. doi:
10.1095/biolreprod.114.125138. [PMID: 25609835] - Prudencio T Agbohessi, Ibrahim Imorou Toko, Alfred Ouédraogo, Thierry Jauniaux, S N M Mandiki, Patrick Kestemont. Assessment of the health status of wild fish inhabiting a cotton basin heavily impacted by pesticides in Benin (West Africa).
The Science of the total environment.
2015 Feb; 506-507(?):567-84. doi:
10.1016/j.scitotenv.2014.11.047. [PMID: 25433386] - P A Bahamonde, M L Fuzzen, C J Bennett, G R Tetreault, M E McMaster, M R Servos, C J Martyniuk, K R Munkittrick. Whole organism responses and intersex severity in rainbow darter (Etheostoma caeruleum) following exposures to municipal wastewater in the Grand River basin, ON, Canada. Part A.
Aquatic toxicology (Amsterdam, Netherlands).
2015 Feb; 159(?):290-301. doi:
10.1016/j.aquatox.2014.11.023. [PMID: 25543172] - Michelle C Melo, Petra van Dijk, Eva Andersson, Tom Ole Nilsen, Per Gunnar Fjelldal, Rune Male, Wouter Nijenhuis, Jan Bogerd, Luiz Renato de França, Geir Lasse Taranger, Rüdiger W Schulz. Androgens directly stimulate spermatogonial differentiation in juvenile Atlantic salmon (Salmo salar).
General and comparative endocrinology.
2015 Jan; 211(?):52-61. doi:
10.1016/j.ygcen.2014.11.015. [PMID: 25435279]