17,20-dihydroxypregn-4-en-3-one (BioDeep_00000604014)
代谢物信息卡片
17,20-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: CC(C1(CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C)O)O
InChI: InChI=1S/C21H32O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12-13,16-18,22,24H,4-11H2,1-3H3/t13?,16-,17+,18+,19+,20+,21+/m1/s1
相关代谢途径
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代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
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Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
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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 |
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文献列表
- 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] - 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] - Yogesh Kumar Katare, Alexander P Scott, Alyson J Laframboise, Weiming Li, Zena Alyasha'e, Christopher B Caputo, Stephen J Loeb, Barbara Zielinski. Release of free and conjugated forms of the putative pheromonal steroid 11-oxo-etiocholanolone by reproductively mature male round goby (Neogobius melanostomus Pallas, 1814).
Biology of reproduction.
2011 Feb; 84(2):288-98. doi:
10.1095/biolreprod.110.086546. [PMID: 20944082] - 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] - Liliya Bykova, Stephanie A Archer-Hartmann, Lisa A Holland, Luke R Iwanowicz, Vicki S Blazer. Steroid determination in fish plasma using capillary electrophoresis.
Environmental toxicology and chemistry.
2010 Sep; 29(9):1950-6. doi:
10.1002/etc.252. [PMID: 20821652] - 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] - Sungchang Choi, Cheul Ho Lee, Woodong Park, Dae-Jung Kim, Young Chang Sohn. Effects of shortened photoperiod on gonadotropin-releasing hormone, gonadotropin, and vitellogenin gene expression associated with ovarian maturation in rainbow trout.
Zoological science.
2010 Jan; 27(1):24-32. doi:
10.2108/zsj.27.24. [PMID: 20064005] - 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] - Angel García-López, Elsa Couto, Adelino V M Canario, Carmen Sarasquete, Gonzalo Martínez-Rodríguez. Ovarian development and plasma sex steroid levels in cultured female Senegalese sole Solea senegalensis.
Comparative biochemistry and physiology. Part A, Molecular & integrative physiology.
2007 Mar; 146(3):342-54. doi:
10.1016/j.cbpa.2006.11.014. [PMID: 17208478] - 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] - H Budzinski, M H Devier, P Labadie, A Togola. Analysis of hormonal steroids in fish plasma and bile by coupling solid-phase extraction to GC/MS.
Analytical and bioanalytical chemistry.
2006 Nov; 386(5):1429-39. doi:
10.1007/s00216-006-0686-9. [PMID: 16906384] - Gail F Jurgella, Ashok Marwah, Jeffrey A Malison, Richard Peterson, Terence P Barry. Effects of xenobiotics and steroids on renal and hepatic estrogen metabolism in lake trout.
General and comparative endocrinology.
2006 Sep; 148(2):273-81. doi:
10.1016/j.ygcen.2006.03.011. [PMID: 16677648] - Simon MacKenzie, Nuria Montserrat, Mario Mas, Laura Acerete, Lluis Tort, Aleksei Krasnov, Frederick W Goetz, Josep V Planas. Bacterial lipopolysaccharide induces apoptosis in the trout ovary.
Reproductive biology and endocrinology : RB&E.
2006 Aug; 4(?):46. doi:
10.1186/1477-7827-4-46. [PMID: 16945135] - Jonghan Kim, William L Hayton, Irvin R Schultz. Modeling the brain-pituitary-gonad axis in salmon.
Marine environmental research.
2006 Jul; 62 Suppl(?):S426-32. doi:
10.1016/j.marenvres.2006.04.022. [PMID: 16716390] - 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] - Mar Huertas, Alexander P Scott, Peter C Hubbard, Adelino V M Canário, Joan Cerdà. Sexually mature European eels (Anguilla anguilla L.) stimulate gonadal development of neighbouring males: possible involvement of chemical communication.
General and comparative endocrinology.
2006 Jul; 147(3):304-13. doi:
10.1016/j.ygcen.2006.01.017. [PMID: 16545383] - M Kusakabe, I Nakamura, J Evans, P Swanson, G Young. Changes in mRNAs encoding steroidogenic acute regulatory protein, steroidogenic enzymes and receptors for gonadotropins during spermatogenesis in rainbow trout testes.
The Journal of endocrinology.
2006 Jun; 189(3):541-54. doi:
10.1677/joe.1.06684. [PMID: 16731785] - Barzan Bahrami Kamangar, Jean-Charles Gabillard, Julien Bobe. Insulin-like growth factor-binding protein (IGFBP)-1, -2, -3, -4, -5, and -6 and IGFBP-related protein 1 during rainbow trout postvitellogenesis and oocyte maturation: molecular characterization, expression profiles, and hormonal regulation.
Endocrinology.
2006 May; 147(5):2399-410. doi:
10.1210/en.2005-1570. [PMID: 16439447] - Ikumi Nakamura, Jennifer C Evans, Makoto Kusakabe, Yoshitaka Nagahama, Graham Young. Changes in steroidogenic enzyme and steroidogenic acute regulatory protein messenger RNAs in ovarian follicles during ovarian development of rainbow trout (Oncorhynchus mykiss).
General and comparative endocrinology.
2005 Dec; 144(3):224-31. doi:
10.1016/j.ygcen.2005.06.004. [PMID: 16102755] - Ken D Oakes, L Mark Hewitt, Mark E McMaster, Craig Wood, Kelly R Munkittrick, Glen J Van Der Kraak. Oxidative stress and sex steroid levels in fish following short-term exposure to pulp-mill effluents.
Journal of toxicology and environmental health. Part A.
2005 Feb; 68(4):267-86. doi:
10.1080/15287390590895621. [PMID: 15799451] - Wen-Shiun Yueh, Peter Thomas, Ching-Fong Chang. Identification of 17,20beta,21-trihydroxy-4-pregnen-3-one as an oocyte maturation-inducing steroid in black porgy, Acanthopagrus schlegeli.
General and comparative endocrinology.
2005 Feb; 140(3):184-91. doi:
10.1016/j.ygcen.2004.10.014. [PMID: 15639146] - P W Sorensen, C A Murphy, K Loomis, P Maniak, P Thomas. Evidence that 4-pregnen-17,20beta,21-triol-3-one functions as a maturation-inducing hormone and pheromonal precursor in the percid fish, Gymnocephalus cernuus.
General and comparative endocrinology.
2004 Oct; 139(1):1-11. doi:
10.1016/j.ygcen.2004.05.014. [PMID: 15474530] - 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] - Md Saydur Rahman, Masaya Morita, Akihiro Takemura, Kazunori Takano. Hormonal changes in relation to lunar periodicity in the testis of the forktail rabbitfish, Siganus argenteus.
General and comparative endocrinology.
2003 May; 131(3):302-9. doi:
10.1016/s0016-6480(03)00025-x. [PMID: 12714013] - Teresa Modesto, Adelino V M Canário. Morphometric changes and sex steroid levels during the annual reproductive cycle of the Lusitanian toadfish, Halobatrachus didactylus.
General and comparative endocrinology.
2003 May; 131(3):220-31. doi:
10.1016/s0016-6480(03)00027-3. [PMID: 12714003] - 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] - Molly A H Webb, Grant W Feist, John M Trant, Joel P Van Eenennaam, Martin S Fitzpatrick, Carl B Schreck, Serge I Doroshov. Ovarian steroidogenesis in white sturgeon (Acipenser transmontanus) during oocyte maturation and induced ovulation.
General and comparative endocrinology.
2002 Oct; 129(1):27-38. doi:
10.1016/s0016-6480(02)00508-7. [PMID: 12409093] - Hideaki Yamada, Ri-ichi Satoh, Masashi Ogoh, Keigo Takaji, Yasufumi Fujimoto, Takeshi Hakuba, Hiroaki Chiba, Akira Kambegawa, Munehico Iwata. Circadian changes in serum concentrations of steroids in Japanese char Salvelinus leucomaenis at the stage of final maturation.
Zoological science.
2002 Aug; 19(8):891-8. doi:
10.2108/zsj.19.891. [PMID: 12193805] - 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] - K H Olsén, R Bjerselius, I Mayer, H Kindahl. Both ovarian fluid and female urine increase sex steroid hormone levels in mature Atlantic salmon (Salmo salar) male parr.
Journal of chemical ecology.
2001 Nov; 27(11):2337-49. doi:
10.1023/a:1012243323670. [PMID: 11817085] - 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 Moore, N Lower. The impact of two pesticides on olfactory-mediated endocrine function in mature male Atlantic salmon (Salmo salar L.) parr.
Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology.
2001 Jun; 129(2-3):269-76. doi:
10.1016/s1096-4959(01)00321-9. [PMID: 11399459] - 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] - M S Rahman, A Takemura, K Takano. Lunar synchronization of testicular development and steroidogenesis in rabbitfish.
Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology.
2001 Jun; 129(2-3):367-73. doi:
10.1016/s1096-4959(01)00323-2. [PMID: 11399470] - 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:
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Aquatic toxicology (Amsterdam, Netherlands).
2001 Mar; 52(1):1-12. doi:
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