17,21-Dihydroxypregn-4-en-3-one (BioDeep_00000847011)

   


代谢物信息卡片


17,21-Dihydroxypregn-4-en-3-one

化学式: C21H32O3 (332.2351)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC12CCC(=O)C=C1CCC3C2CCC4(C3CCC4(CCO)O)C
InChI: InChI=1S/C21H32O3/c1-19-8-5-15(23)13-14(19)3-4-16-17(19)6-9-20(2)18(16)7-10-21(20,24)11-12-22/h13,16-18,22,24H,3-12H2,1-2H3/t16-,17+,18+,19+,20+,21+/m1/s1

描述信息

D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones

同义名列表

1 个代谢物同义名

17,21-Dihydroxypregn-4-en-3-one



数据库引用编号

4 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)

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。

亚细胞结构定位 关联基因列表


文献列表

  • Lin Tang, Jiaxing Chen, Zhifeng Ye, Mi Zhao, Zining Meng, Haoran Lin, Shuisheng Li, Yong Zhang. Transcriptomic Analysis Revealed the Regulatory Mechanisms of Oocyte Maturation and Hydration in Orange-Spotted Grouper (Epinephelus coioides). Marine biotechnology (New York, N.Y.). 2019 Aug; 21(4):537-549. doi: 10.1007/s10126-019-09902-0. [PMID: 31129797]
  • Vahid Zadmajid, Rahman Mirzaee, Hamid Hoseinpour, Nazir Vahedi, Ian Anthony Ernest Butts. Hormonal induction of ovulation using Ovaprim™ [(D-Arg6, Pro9NEt)-sGnRH+domperidone] and its impact on embryonic development of wild-caught Longspine scraper, Capoeta trutta (Heckel, 1843). Animal reproduction science. 2017 Dec; 187(?):79-90. doi: 10.1016/j.anireprosci.2017.10.009. [PMID: 29113725]
  • 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]
  • 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]
  • 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]
  • Mutsuko Hirai, Tadayoshi Muramatsu, Hitoshi Ohnuki, Kyoko Hibi, Huifeng Ren, Hideaki Endo. Carbon nanotube enhanced label-free immunosensor for amperometric determination of oocyte maturation-inducing hormone in fish. Fish physiology and biochemistry. 2013 Apr; 39(2):299-308. doi: 10.1007/s10695-012-9700-7. [PMID: 22864705]
  • Matthew R Baker, Penny Swanson, Graham Young. Injuries from non-retention in gillnet fisheries suppress reproductive maturation in escaped fish. PloS one. 2013; 8(7):e69615. doi: 10.1371/journal.pone.0069615. [PMID: 23894510]
  • A Damasceno-Oliveira, B Fernández-Durán, J Gonçalves, E Couto, A V M Canário, J Coimbra. Plasma steroid hormone levels in female flounder Platichthys flesus and the influence of fluctuating hydrostatic pressure. Comparative biochemistry and physiology. Part A, Molecular & integrative physiology. 2012 Nov; 163(3-4):272-7. doi: 10.1016/j.cbpa.2012.08.001. [PMID: 22903054]
  • Ian A E Butts, Oliver P Love, Michelle Farwell, Trevor E Pitcher. Primary and secondary sexual characters in alternative reproductive tactics of Chinook salmon: Associations with androgens and the maturation-inducing steroid. General and comparative endocrinology. 2012 Feb; 175(3):449-56. doi: 10.1016/j.ygcen.2011.11.041. [PMID: 22172341]
  • N E Stacey, G J Van Der Kraak, K H Olsén. Male primer endocrine responses to preovulatory female cyprinids under natural conditions in Sweden. Journal of fish biology. 2012 Jan; 80(1):147-65. doi: 10.1111/j.1095-8649.2011.03162.x. [PMID: 22220895]
  • C Gillet, B Breton, T Mikolajczyk, P Bodinier, A Fostier. Disruption of the secretion and action of 17,20β-dihydroxy-4-pregnen-3-one in response to a rise in temperature in the Arctic charr, Salvelinus alpinus. Consequences on oocyte maturation and ovulation. General and comparative endocrinology. 2011 Jul; 172(3):392-9. doi: 10.1016/j.ygcen.2011.04.002. [PMID: 21501615]
  • Efthimia Antonopoulou, Athanassios C Tsikliras, Martin Kocour, Vladimir Zlábek, Martin Flajšhans, David Gela, Veronika Piačková, Alexander P Scott. Teleost maturation-inducing hormone, 17,20β-dihydroxypregn-4-en-3-one, peaks after spawning in Tinca tinca. General and comparative endocrinology. 2011 Jun; 172(2):234-42. doi: 10.1016/j.ygcen.2011.03.008. [PMID: 21420410]
  • E Cabrita, F Soares, J Beirão, A García-López, G Martínez-Rodríguez, M T Dinis. Endocrine and milt response of Senegalese sole, Solea senegalensis, males maintained in captivity. Theriogenology. 2011 Jan; 75(1):1-9. doi: 10.1016/j.theriogenology.2010.07.003. [PMID: 20833416]
  • Jan A Mennigen, Wudu E Lado, Jake M Zamora, Paula Duarte-Guterman, Valérie S Langlois, Chris D Metcalfe, John P Chang, Thomas W Moon, Vance L Trudeau. Waterborne fluoxetine disrupts the reproductive axis in sexually mature male goldfish, Carassius auratus. Aquatic toxicology (Amsterdam, Netherlands). 2010 Nov; 100(4):354-64. doi: 10.1016/j.aquatox.2010.08.016. [PMID: 20864192]
  • H Tveiten, M Frantzen, A M Scott, A P Scott. Synthesis of 17,20beta,21-trihydroxypregn-4-en-3-one by ovaries of reproductively mature Atlantic cod Gadus morhua. Journal of fish biology. 2010 Jul; 77(1):33-53. doi: 10.1111/j.1095-8649.2010.02655.x. [PMID: 20646137]
  • David S Peñaranda, Luz Pérez, Víctor Gallego, Miguel Jover, Helge Tveiten, Sylvie Baloche, Sylvie Dufour, Juan F Asturiano. Molecular and physiological study of the artificial maturation process in European eel males: from brain to testis. General and comparative endocrinology. 2010 Mar; 166(1):160-71. doi: 10.1016/j.ygcen.2009.08.006. [PMID: 19699741]
  • Terence P Barry, Ashok Marwah, Scott Nunez. Inhibition of cortisol metabolism by 17alpha,20beta-P: mechanism mediating semelparity in salmon?. General and comparative endocrinology. 2010 Jan; 165(1):53-9. doi: 10.1016/j.ygcen.2009.06.003. [PMID: 19523470]
  • A P Scott, J P Sumpter, N Stacey. The role of the maturation-inducing steroid, 17,20beta-dihydroxypregn-4-en-3-one, in male fishes: a review. Journal of fish biology. 2010 Jan; 76(1):183-224. doi: 10.1111/j.1095-8649.2009.02483.x. [PMID: 20738705]
  • Yu-Wen Chung-Davidson, Christopher Benjamin Rees, Mara Beth Bryan, Weiming Li. Neurogenic and neuroendocrine effects of goldfish pheromones. The Journal of neuroscience : the official journal of the Society for Neuroscience. 2008 Dec; 28(53):14492-9. doi: 10.1523/jneurosci.3589-08.2008. [PMID: 19118184]
  • Ky Xuan Pham, Masafumi Amano, Yutaka Kurita, Akio Shimizu, Yuichiro Fujinami, Noriko Amiya, Kunio Yamamori. Changes in the immunostaining intensities of follicle-stimulating hormone and luteinizing hormone during ovarian maturation in the female Japanese flounder. Fish physiology and biochemistry. 2008 Dec; 34(4):357-65. doi: 10.1007/s10695-007-9195-9. [PMID: 18958593]
  • Erik Vikingstad, Eva Andersson, Birgitta Norberg, Ian Mayer, Ulrike Klenke, Yonathan Zohar, Sigurd Olav Stefansson, Geir Lasse Taranger. The combined effects of temperature and GnRHa treatment on the final stages of sexual maturation in Atlantic salmon (Salmo salar L.) females. Fish physiology and biochemistry. 2008 Sep; 34(3):289-98. doi: 10.1007/s10695-007-9187-9. [PMID: 18665466]
  • Sylvain Milla, Xavier Terrien, Armin Sturm, Fidaa Ibrahim, Franck Giton, Jean Fiet, Patrick Prunet, Florence Le Gac. Plasma 11-deoxycorticosterone (DOC) and mineralocorticoid receptor testicular expression during rainbow trout Oncorhynchus mykiss spermiation: implication with 17alpha, 20beta-dihydroxyprogesterone on the milt fluidity?. Reproductive biology and endocrinology : RB&E. 2008 May; 6(?):19. doi: 10.1186/1477-7827-6-19. [PMID: 18489781]
  • Eric S Clelland, Qian Tan, Ari Balofsky, Rosie Lacivita, Chun Peng. Inhibition of premature oocyte maturation: a role for bone morphogenetic protein 15 in zebrafish ovarian follicles. Endocrinology. 2007 Nov; 148(11):5451-8. doi: 10.1210/en.2007-0674. [PMID: 17656459]
  • P B Singh, Vandana Singh, Shailly Srivastava, S Pandey. Effects of estradiol-17beta and 17alpha, 20beta-dihydroxy-4-pregnen-3-one on different phospholipids metabolism and histological changes in ovary during reproductive growth in the catfish, Heteropneustes fossilis (Bloch). Journal of environmental biology. 2007 Oct; 28(4):771-8. doi: NULL. [PMID: 18405111]
  • Maria J Agulleiro, Alexander P Scott, Neil Duncan, Constantinos C Mylonas, Joan Cerdà. Treatment of GnRHa-implanted Senegalese sole (Solea senegalensis) with 11-ketoandrostenedione stimulates spermatogenesis and increases sperm motility. Comparative biochemistry and physiology. Part A, Molecular & integrative physiology. 2007 Aug; 147(4):885-92. doi: 10.1016/j.cbpa.2007.02.008. [PMID: 17360211]
  • Alia Jaensson, Alexander P Scott, Andrew Moore, Henrik Kylin, K Håkan Olsén. Effects of a pyrethroid pesticide on endocrine responses to female odours and reproductive behaviour in male parr of brown trout (Salmo trutta L.). Aquatic toxicology (Amsterdam, Netherlands). 2007 Feb; 81(1):1-9. doi: 10.1016/j.aquatox.2006.10.011. [PMID: 17174415]
  • K H Olsén, G R Sawisky, N E Stacey. Endocrine and milt responses of male crucian carp (Carassius carassius L.) to periovulatory females under field conditions. General and comparative endocrinology. 2006 Dec; 149(3):294-302. doi: 10.1016/j.ygcen.2006.06.011. [PMID: 16934255]
  • A García-López, V Fernández-Pasquier, E Couto, A V M Canario, C Sarasquete, G Martínez-Rodríguez. Testicular development and plasma sex steroid levels in cultured male Senegalese sole Solea senegalensis Kaup. General and comparative endocrinology. 2006 Jul; 147(3):343-51. doi: 10.1016/j.ygcen.2006.02.003. [PMID: 16574114]
  • Daisuke Saito, Qiong Shi, Hironori Ando, Akihisa Urano. Attenuation of diurnal rhythms in plasma levels of melatonin and cortisol, and hypothalamic contents of vasotocin and isotocin mRNAs in pre-spawning chum salmon. General and comparative endocrinology. 2004 May; 137(1):62-8. doi: 10.1016/j.ygcen.2004.02.010. [PMID: 15094336]
  • Yasunori Koya, Hisanari Mori, Masahiro Nakagawa. Serum 17,20 beta-dihydroxy-4-pregnen-3-one Levels in pregnant and non-pregnant female rockfish, Sebastes schlegeli, viviparous teleost, and its production by post-ovulatory follicles. Zoological science. 2004 May; 21(5):565-73. doi: 10.2108/zsj.21.565. [PMID: 15170060]
  • Albert F H Ros, Adelino V M Canario, Elsa Couto, Iija Zeilstra, Rui F Oliveira. Endocrine correlates of intra-specific variation in the mating system of the St. Peter's fish (Sarotherodon galilaeus). Hormones and behavior. 2003 Nov; 44(4):365-73. doi: 10.1016/s0018-506x(03)00158-2. [PMID: 14613731]
  • Takeshi Onuma, Yoshitatsu Higashi, Hironori Ando, Masatoshi Ban, Hiroshi Ueda, Akihisa Urano. Year-to-year differences in plasma levels of steroid hormones in pre-spawning chum salmon. General and comparative endocrinology. 2003 Sep; 133(2):199-215. doi: 10.1016/s0016-6480(03)00171-0. [PMID: 12928010]
  • P C Hubbard, E N Barata, A V M Canario. Possible disruption of pheromonal communication by humic acid in the goldfish, Carassius auratus. Aquatic toxicology (Amsterdam, Netherlands). 2002 Oct; 60(3-4):169-83. doi: 10.1016/s0166-445x(02)00002-4. [PMID: 12200084]
  • M Rahman, Kohei Ohta, Michiyasu Yoshikuni, Yoshitaka Nagahama, Hisashi Chuda, Michiya Matsuyama. Characterization of ovarian membrane receptor for 17,20beta-dihydroxy-4-pregnen-3-one, a maturation-inducing hormone in yellowtail, Seriola quinqueradiata. General and comparative endocrinology. 2002 Jun; 127(1):71-9. doi: 10.1016/s0016-6480(02)00026-6. [PMID: 12161204]
  • L N Greenwood, A P Scott, E L Vermeirssen, C C Mylonas, M Pavlidis. Plasma steroids in mature common dentex (Dentex dentex) stimulated with a gonadotropin-releasing hormone agonist. General and comparative endocrinology. 2001 Jul; 123(1):1-12. doi: 10.1006/gcen.2000.7519. [PMID: 11551110]
  • A Munakata, M Amano, K Ikuta, S Kitamura, K Aida. The involvement of sex steroid hormones in downstream and upstream migratory behavior of masu salmon. Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology. 2001 Jun; 129(2-3):661-9. doi: 10.1016/s1096-4959(01)00365-7. [PMID: 11399503]
  • J Rinchard, K Dabrowski, J Ottobre. Sex steroids in plasma of lake whitefish Coregonus clupeaformis during spawning in Lake Erie. Comparative biochemistry and physiology. Toxicology & pharmacology : CBP. 2001 May; 129(1):65-74. doi: 10.1016/s1095-6433(01)00353-1. [PMID: 11369302]
  • L J Barcellos, G F Wassermann, A P Scott, V M Woehl, R M Quevedo, I Ittzés, M H Krieger, F Lulhier. Steroid profiles in cultured female jundiá, the Siluridae Rhamdia quelen (Quoy and Gaimard, Pisces Teleostei), during the first reproductive cycle. General and comparative endocrinology. 2001 Mar; 121(3):325-32. doi: 10.1006/gcen.2001.7603. [PMID: 11254374]
  • A O Cheek, P Thomas, C V Sullivan. Sex steroids relative to alternative mating behaviors in the simultaneous hermaphrodite Serranus subligarius (Perciformes: Serranidae). Hormones and behavior. 2000 May; 37(3):198-211. doi: 10.1006/hbeh.2000.1570. [PMID: 10868483]
  • H Tveiten, A P Scott, H K Johnsen. Plasma-sulfated C21-steroids increase during the periovulatory period in female common wolffish and are influenced by temperature during vitellogenesis. General and comparative endocrinology. 2000 Mar; 117(3):464-73. doi: 10.1006/gcen.1999.7433. [PMID: 10764557]
  • E Antonopoulou, I Mayer, B Borg, P Swanson, I Murza, O Christoforov. Effects of testosterone on gonadotropins, testes, and plasma 17alpha,20beta-dihydroxy-4-pregnene-3-one levels in postbreeding mature Atlantic salmon, Salmo salar, male parr. The Journal of experimental zoology. 1999 Sep; 284(4):425-36. doi: 10.1002/(sici)1097-010x(19990901)284:4<425::aid-jez9>3.0.co;2-7. [PMID: 10451420]
  • J T Dickey, P Swanson. Effects of sex steroids on gonadotropin (FSH and LH) regulation in coho salmon (Oncorhynchus kisutch). Journal of molecular endocrinology. 1998 Dec; 21(3):291-306. doi: 10.1677/jme.0.0210291. [PMID: 9845670]
  • E L Vermeirssen, A P Scott, C C Mylonas, Y Zohar. Gonadotrophin-releasing hormone agonist stimulates milt fluidity and plasma concentrations of 17,20beta-dihydroxylated and 5beta-reduced, 3alpha-hydroxylated C21 steroids in male plaice (Pleuronectes platessa). General and comparative endocrinology. 1998 Nov; 112(2):163-77. doi: 10.1006/gcen.1998.7132. [PMID: 9784299]
  • C C Mylonas, L C Woods, P Thomas, Y Zohar. Endocrine profiles of female striped bass (Morone saxatilis) in captivity, during postvitellogenesis and induction of final oocyte maturation via controlled-release GnRHa-delivery systems. General and comparative endocrinology. 1998 Jun; 110(3):276-89. doi: 10.1006/gcen.1998.7073. [PMID: 9593648]
  • M Kobayashi, K Furukawa, M H Kim, K Aida. Induction of male-type gonadotropin secretion by implantation of 11-ketotestosterone in female goldfish. General and comparative endocrinology. 1997 Dec; 108(3):434-45. doi: 10.1006/gcen.1997.6993. [PMID: 9405120]
  • Y Oba, M Yoshikuni, M Tanaka, M Mita, Y Nagahama. Inhibitory guanine-nucleotide-binding-regulatory protein alpha subunits in medaka (Oryzias latipes) oocytes--cDNA cloning and decreased expression of proteins during oocyte maturation. European journal of biochemistry. 1997 Nov; 249(3):846-53. doi: 10.1111/j.1432-1033.1997.00846.x. [PMID: 9395335]
  • C C Mylonas, A P Scott, E L Vermeirssen, Y Zohar. Changes in plasma gonadotropin II and sex steroid hormones, and sperm production of striped bass after treatment with controlled-release gonadotropin-releasing hormone agonist-delivery systems. Biology of reproduction. 1997 Sep; 57(3):669-75. doi: 10.1095/biolreprod57.3.669. [PMID: 9283006]
  • W King, S Ghosh, P Thomas, C V Sullivan. A receptor for the oocyte maturation-inducing hormone 17alpha,20beta,21-trihydroxy-4-pregnen-3-one on ovarian membranes of striped bass. Biology of reproduction. 1997 Jan; 56(1):266-71. doi: 10.1095/biolreprod56.1.266. [PMID: 9002659]
  • Y Nagahama. 17 alpha,20 beta-dihydroxy-4-pregnen-3-one, a maturation-inducing hormone in fish oocytes: mechanisms of synthesis and action. Steroids. 1997 Jan; 62(1):190-6. doi: 10.1016/s0039-128x(96)00180-8. [PMID: 9029736]
  • M Ebrahimi, A P Scott, D E Kime. Extragonadal production of 17,20-dihydroxy-4-pregnen-3-ones in vitro in cyprinid fish. General and comparative endocrinology. 1996 Dec; 104(3):296-303. doi: 10.1006/gcen.1996.0174. [PMID: 8954762]
  • D Vizziano, F Le Gac, A Fostier. Effect of 17 beta-estradiol, testosterone, and 11-ketotestosterone on 17,20 beta-dihydroxy-4-pregnen-3-one production in the rainbow trout testis. General and comparative endocrinology. 1996 Nov; 104(2):179-88. doi: 10.1006/gcen.1996.0160. [PMID: 8930608]
  • C P Waring, A Moore, A P Scott. Milt and endocrine responses of mature male Atlantic salmon (Salmo salar L.) parr to water-borne testosterone, 17,20 beta-dihydroxy-4-pregnen-3-one 20-sulfate, and the urines from adult female and male salmon. General and comparative endocrinology. 1996 Aug; 103(2):142-9. doi: 10.1006/gcen.1996.0105. [PMID: 8812355]
  • E L Vermeirssen, A P Scott. Excretion of free and conjugated steroids in rainbow trout (Oncorhynchus mykiss): evidence for branchial excretion of the maturation-inducing steroid, 17,20 beta-dihydroxy-4-pregnen-3-one. General and comparative endocrinology. 1996 Feb; 101(2):180-94. doi: 10.1006/gcen.1996.0020. [PMID: 8812366]
  • M Ebrahimi, P B Singh, D E Kime. Biosynthesis of 17,20 alpha-dihydroxy-4-pregnen-3-one, 17,20 beta-dihydroxy-4-pregnen-3-one, and 11-ketotestosterone by testicular fragments and sperm of the roach, Rutilus rutilus. General and comparative endocrinology. 1995 Dec; 100(3):375-84. doi: 10.1006/gcen.1995.1168. [PMID: 8775064]
  • C K Murthy, W Zheng, V L Trudeau, C S Nahorniak, J E Rivier, R E Peter. In vivo actions of a gonadotropin-releasing hormone (GnRH) antagonist on gonadotropin-II and growth hormone secretion in goldfish, Carassius auratus. General and comparative endocrinology. 1994 Dec; 96(3):427-37. doi: 10.1006/gcen.1994.1199. [PMID: 7883150]
  • A P Scott, P W Sorensen. Time course of release of pheromonally active gonadal steroids and their conjugates by ovulatory goldfish. General and comparative endocrinology. 1994 Nov; 96(2):309-23. doi: 10.1006/gcen.1994.1186. [PMID: 7851731]
  • M Yoshikuni, H Matsushita, N Shibata, Y Nagahama. Purification and characterization of 17 alpha,20 beta-dihydroxy-4-pregnen-3-one binding protein from plasma of rainbow trout, Oncorhynchus mykiss. General and comparative endocrinology. 1994 Nov; 96(2):189-96. doi: 10.1006/gcen.1994.1173. [PMID: 7851718]
  • I Mayer, N R Liley, B Borg. Stimulation of spawning behavior in castrated rainbow trout (Oncorhynchus mykiss) by 17 alpha,20 beta-dihydroxy-4-pregnen-3-one, but not by 11-ketoandrostenedione. Hormones and behavior. 1994 Jun; 28(2):181-90. doi: 10.1006/hbeh.1994.1015. [PMID: 7927284]
  • M E McMaster, K R Munkittrick, P L Luxon, G J Van der Kraak. Impact of low-level sampling stress on interpretation of physiological responses of white sucker exposed to effluent from a bleached kraft pulp mill. Ecotoxicology and environmental safety. 1994 Apr; 27(3):251-64. doi: 10.1006/eesa.1994.1020. [PMID: 7519545]
  • C W Barnett, N W Pankhurst. Changes in plasma levels of gonadal steroids and gonad morphology during the spawning cycle of male and female demoiselles Chromis dispilus (Pisces: Pomacentridae). General and comparative endocrinology. 1994 Feb; 93(2):260-74. doi: 10.1006/gcen.1994.1030. [PMID: 8174931]
  • J Rinchard, P Kestemont, E R Kühn, A Fostier. Seasonal changes in plasma levels of steroid hormones in an asynchronous fish the gudgeon Gobio gobio L. (Teleostei, Cyprinidae). General and comparative endocrinology. 1993 Nov; 92(2):168-78. doi: 10.1006/gcen.1993.1153. [PMID: 8282168]
  • A Moore, A P Scott. 17 alpha,20 beta-dihydroxy-4-pregnen-3-one 20-sulphate is a potent odorant in precocious male Atlantic salmon (Salmo salar L.) parr which have been pre-exposed to the urine of ovulated females. Proceedings. Biological sciences. 1992 Aug; 249(1325):205-9. doi: 10.1098/rspb.1992.0105. [PMID: 1360682]
  • A V Canario, A P Scott. Levels of 17 alpha,20 alpha-dihydroxy-4-pregnen-3-one, 3 beta,17 alpha,20 alpha-trihydroxy-5 beta-pregnane, and other sex steroids, in blood plasma of male dab, Limanda limanda (marine flatfish) injected with human chorionic gonadotrophin. General and comparative endocrinology. 1991 Aug; 83(2):258-64. doi: 10.1016/0016-6480(91)90029-6. [PMID: 1916213]
  • D E Kime. In vitro metabolism of progesterone, 17-hydroxyprogesterone, and 17,20 beta-dihydroxy-4-pregnen-3-one by ovaries of the common carp Cyprinus carpio: production rates of polar metabolites. General and comparative endocrinology. 1990 Sep; 79(3):406-14. doi: 10.1016/0016-6480(90)90070-3. [PMID: 2272461]
  • A V Canario, A P Scott. Plasma levels of ovarian steroids, including 17 alpha-20 alpha-dihydroxy-4-pregnen-3-one and 3 beta,17 alpha,20 alpha-trihydroxy-5 beta-pregnane, in female dabs (Limanda limanda)--marine flatfish--induced to mature and ovulate with human chorionic gonadotrophin. General and comparative endocrinology. 1990 Feb; 77(2):177-91. doi: 10.1016/0016-6480(90)90302-3. [PMID: 2307341]
  • A V Canario, A P Scott. Synthesis of 20 alpha-hydroxylated steroids by ovaries of the dab (Limanda limanda). General and comparative endocrinology. 1989 Oct; 76(1):147-58. doi: 10.1016/0016-6480(89)90041-5. [PMID: 2599344]
  • A P Scott, J P Sumpter. Seasonal variations in testicular germ cell stages and in plasma concentrations of sex steroids in male rainbow trout (Salmo gairdneri) maturing at 2 years old. General and comparative endocrinology. 1989 Jan; 73(1):46-58. doi: 10.1016/0016-6480(89)90054-3. [PMID: 2920899]
  • B J Waddell, N W Bruce. Uptake of progesterone by red blood cells in the rat. Biology of reproduction. 1988 Nov; 39(4):764-70. doi: 10.1095/biolreprod39.4.764. [PMID: 3207803]
  • N W Pankhurst, A M Conroy. Endocrine changes during gonadal maturation and spawning in the orange roughy (Hoplostethus atlanticus Collett), a teleost from the midslope waters off New Zealand. General and comparative endocrinology. 1988 May; 70(2):262-73. doi: 10.1016/0016-6480(88)90146-3. [PMID: 3384306]
  • K Satoh. [Studies on 17 alpha, 20 alpha-dihydroxy-4-pregnen-3-one in non-pregnant and pregnant women by a new radioimmunoassay system]. Nihon Naibunpi Gakkai zasshi. 1987 Mar; 63(3):227-38. doi: 10.1507/endocrine1927.63.3_227. [PMID: 3609396]
  • A Butkus, J P Coghlan, D A Denton, B A Scoggins. The effect of ACTH on the plasma concentrations of the "hypertensinogenic" steroids, 17 alpha-hydroxyprogesterone and 17 alpha,20 alpha-dihydroxy-4-pregnen-3-one in sheep. Journal of steroid biochemistry. 1985 Mar; 22(3):321-3. doi: 10.1016/0022-4731(85)90433-9. [PMID: 2985872]
  • R De Coster, D Beerens, J Dom, G Willemsens. Endocrinological effects of single daily ketoconazole administration in male beagle dogs. Acta endocrinologica. 1984 Oct; 107(2):275-81. doi: 10.1530/acta.0.1070275. [PMID: 6093417]
  • D K Mahajan, G Anderson, W K Poole, R B Billiar, B Little. Changes in the concentration of 17 alpha,20 alpha-dihydroxypregn-4-en-3-one during pregnancy, labor, and delivery and the effect of dexamethasone treatment during the third trimester of pregnancy. The Journal of clinical endocrinology and metabolism. 1983 Sep; 57(3):585-91. doi: 10.1210/jcem-57-3-585. [PMID: 6874891]
  • J A Whitworth, A Butkus, J P Coghlan, D A Denton, D Saines, B A Scoggins. Plasma 4-pregnene-17 alpha, 20 alpha-diol-3-one (17 alpha, 20 alpha-dihydroxyprogesterone) and 17 alpha-hydroxyprogesterone in man. Acta endocrinologica. 1983 Feb; 102(2):271-6. doi: . [PMID: 6299040]
  • A Butkus, M Congiu, B A Scoggins, J P Coghlan. The affinity of 17 alpha-hydroxyprogesterone and 17 alpha, 20 alpha-dihydroxyprogesterone for classical mineralocorticoid or glucocorticoid receptors. Clinical and experimental pharmacology & physiology. 1982 Mar; 9(2):157-63. doi: 10.1111/j.1440-1681.1982.tb00792.x. [PMID: 6290118]