11-Ketotestosterone (BioDeep_00000172605)
human metabolite blood metabolite
代谢物信息卡片
化学式: C19H26O3 (302.1881846)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(blood) 92.86%
分子结构信息
SMILES: CC12CC(=O)C3C(CCC4=CC(=O)CCC34C)C1CCC2O
InChI: InChI=1S/C19H26O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h9,13-14,16-17,22H,3-8,10H2,1-2H3
数据库引用编号
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)
1 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
- Kohei Ohta, Mami Sakai, Jittendra Kumar Sundaray, Takeshi Kitano, Tatsusuke Takeda, Akihiko Yamaguchi, Michiya Matsuyama. Bidirectional sex change induced by sex steroid implantation in the hermaphrodite fish, Pseudolabrus sieboldi.
Journal of experimental zoology. Part A, Ecological genetics and physiology.
2012 Nov; 317(9):552-60. doi:
10.1002/jez.1747
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General and comparative endocrinology.
2012 Sep; 178(3):529-38. doi:
10.1016/j.ygcen.2012.07.002
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Hormones and behavior.
2012 Sep; 62(4):426-32. doi:
10.1016/j.yhbeh.2012.07.010
. [PMID: 22884426] - Alejandro S Mechaly, Jordi Viñas, Francesc Piferrer. Sex-specific changes in the expression of kisspeptin, kisspeptin receptor, gonadotropins and gonadotropin receptors in the Senegalese sole (Solea senegalensis) during a full reproductive cycle.
Comparative biochemistry and physiology. Part A, Molecular & integrative physiology.
2012 Aug; 162(4):364-71. doi:
10.1016/j.cbpa.2012.04.003
. [PMID: 22537879] - Felipe Alonso, Renato Massaaki Honji, Renata Guimarães Moreira, Matías Pandolfi. Dominance hierarchies and social status ascent opportunity: anticipatory behavioral and physiological adjustments in a Neotropical cichlid fish.
Physiology & behavior.
2012 Jul; 106(5):612-8. doi:
10.1016/j.physbeh.2012.04.003
. [PMID: 22521514] - Richard J Kavanagh, Richard A Frank, B Kent Burnison, Rozlyn F Young, Phillip M Fedorak, Keith R Solomon, Glen Van Der Kraak. Fathead minnow (Pimephales promelas) reproduction is impaired when exposed to a naphthenic acid extract.
Aquatic toxicology (Amsterdam, Netherlands).
2012 Jul; 116-117(?):34-42. doi:
10.1016/j.aquatox.2012.03.002
. [PMID: 22459411] - Xiaoshan Liu, Kyunghee Ji, Kyungho Choi. Endocrine disruption potentials of organophosphate flame retardants and related mechanisms in H295R and MVLN cell lines and in zebrafish.
Aquatic toxicology (Amsterdam, Netherlands).
2012 Jun; 114-115(?):173-81. doi:
10.1016/j.aquatox.2012.02.019
. [PMID: 22446829] - Alvin N Setiawan, Yuichi Ozaki, Alireza Shoae, Yukinori Kazeto, P Mark Lokman. Androgen-specific regulation of FSH signalling in the previtellogenic ovary and pituitary of the New Zealand shortfinned eel, Anguilla australis.
General and comparative endocrinology.
2012 Apr; 176(2):132-43. doi:
10.1016/j.ygcen.2011.12.041
. [PMID: 22343137] - Ryusuke Sudo, Ryota Tosaka, Shigeho Ijiri, Shinji Adachi, Jun Aoyama, Katsumi Tsukamoto. 11-ketotestosterone synchronously induces oocyte development and silvering-related changes in the Japanese eel, Anguilla japonica.
Zoological science.
2012 Apr; 29(4):254-9. doi:
10.2108/zsj.29.254
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Reproductive biology and endocrinology : RB&E.
2012 Mar; 10(?):23. doi:
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Environmental science & technology.
2012 Mar; 46(6):3472-9. doi:
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Theriogenology.
2012 Mar; 77(5):888-98. doi:
10.1016/j.theriogenology.2011.09.014
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G3 (Bethesda, Md.).
2012 Mar; 2(3):379-92. doi:
10.1534/g3.111.001867
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The Science of the total environment.
2012 Feb; 416(?):215-24. doi:
10.1016/j.scitotenv.2011.11.082
. [PMID: 22206697] - Saman Athauda, Trevor Anderson, Rocky de Nys. Effect of rearing water temperature on protandrous sex inversion in cultured Asian Seabass (Lates calcarifer).
General and comparative endocrinology.
2012 Feb; 175(3):416-23. doi:
10.1016/j.ygcen.2011.11.040
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General and comparative endocrinology.
2012 Feb; 175(3):449-56. doi:
10.1016/j.ygcen.2011.11.041
. [PMID: 22172341] - Frank Pfennig, Thomas Kurth, Stefan Meissner, Andrea Standke, Markus Hoppe, Freia Zieschang, Christine Reitmayer, Andy Göbel, Georg Kretzschmar, Herwig O Gutzeit. The social status of the male Nile tilapia (Oreochromis niloticus) influences testis structure and gene expression.
Reproduction (Cambridge, England).
2012 Jan; 143(1):71-84. doi:
10.1530/rep-11-0292
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General and comparative endocrinology.
2012 Jan; 175(1):55-64. doi:
10.1016/j.ygcen.2011.09.013
. [PMID: 22015989] - Yukinori Kazeto, Ryota Tosaka, Hajime Matsubara, Shigeho Ijiri, Shinji Adachi. Ovarian steroidogenesis and the role of sex steroid hormones on ovarian growth and maturation of the Japanese eel.
The Journal of steroid biochemistry and molecular biology.
2011 Nov; 127(3-5):149-54. doi:
10.1016/j.jsbmb.2011.03.013
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Aquatic toxicology (Amsterdam, Netherlands).
2011 Oct; 105(3-4):378-84. doi:
10.1016/j.aquatox.2011.07.009
. [PMID: 21820384] - V Macnab, A P Scott, I Katsiadaki, I Barber. Variation in the reproductive potential of Schistocephalus infected male sticklebacks is associated with 11-ketotestosterone titre.
Hormones and behavior.
2011 Sep; 60(4):371-9. doi:
10.1016/j.yhbeh.2011.07.005
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Fish physiology and biochemistry.
2011 Sep; 37(3):533-42. doi:
10.1007/s10695-010-9455-y
. [PMID: 21132526] - Yohana M Velasco-Santamaría, Bodil Korsgaard, Steffen S Madsen, Poul Bjerregaard. Bezafibrate, a lipid-lowering pharmaceutical, as a potential endocrine disruptor in male zebrafish (Danio rerio).
Aquatic toxicology (Amsterdam, Netherlands).
2011 Sep; 105(1-2):107-18. doi:
10.1016/j.aquatox.2011.05.018
. [PMID: 21703979] - Xuesong Hu, Xiaochun Liu, Haifa Zhang, Yong Zhang, Shuisheng Li, Qing Sang, Qian Wang, Wenna Luo, Qizhi Liu, Danqi Lu, Zining Meng, Haoran Lin. Expression profiles of gonadotropins and their receptors during 17α-methyltestosterone implantation-induced sex change in the orange-spotted grouper (Epinephelus coioides).
Molecular reproduction and development.
2011 Jun; 78(6):376-90. doi:
10.1002/mrd.21319
. [PMID: 21567650] - Arjan P Palstra, Ma Angeles Guerrero, Gerard de Laak, Jan P G Klein Breteler, Guido E E J M van den Thillart. Temporal progression in migratory status and sexual maturation in European silver eels during downstream migration.
Fish physiology and biochemistry.
2011 Jun; 37(2):285-96. doi:
10.1007/s10695-011-9496-x
. [PMID: 21556699] - 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] - Katherine A A Aoki, Catherine A Harris, Ioanna Katsiadaki, John P Sumpter. Evidence suggesting that di-n-butyl phthalate has antiandrogenic effects in fish.
Environmental toxicology and chemistry.
2011 Jun; 30(6):1338-45. doi:
10.1002/etc.502
. [PMID: 21337613] - Rubén Marín-Juez, Barbara Castellana, Manuel Manchado, Josep V Planas. Molecular identification of genes involved in testicular steroid synthesis and characterization of the response to gonadotropic stimulation in the Senegalese sole (Solea senegalensis) testis.
General and comparative endocrinology.
2011 May; 172(1):130-9. doi:
10.1016/j.ygcen.2011.02.003
. [PMID: 21310154] - A Ross Brown, Lisa K Bickley, Gareth Le Page, David John Hosken, Gregory C Paull, Patrick B Hamilton, Stewart F Owen, Joanna Robinson, Alan D Sharpe, Charles R Tyler. Are toxicological responses in laboratory (inbred) zebrafish representative of those in outbred (wild) populations? - A case study with an endocrine disrupting chemical.
Environmental science & technology.
2011 May; 45(9):4166-72. doi:
10.1021/es200122r
. [PMID: 21469706] - Luigi Margiotta-Casaluci, John P Sumpter. 5α-Dihydrotestosterone is a potent androgen in the fathead minnow (Pimephales promelas).
General and comparative endocrinology.
2011 May; 171(3):309-18. doi:
10.1016/j.ygcen.2011.02.012
. [PMID: 21354156] - Andrew D Southam, Anke Lange, Adam Hines, Elizabeth M Hill, Yoshinao Katsu, Taisen Iguchi, Charles R Tyler, Mark R Viant. Metabolomics reveals target and off-target toxicities of a model organophosphate pesticide to roach (Rutilus rutilus): implications for biomonitoring.
Environmental science & technology.
2011 Apr; 45(8):3759-67. doi:
10.1021/es103814d
. [PMID: 21410251] - Taku Endo, Takashi Todo, P Mark Lokman, Hideaki Kudo, Shigeho Ijiri, Shinji Adachi, Kohei Yamauchi. Androgens and very low density lipoprotein are essential for the growth of previtellogenic oocytes from Japanese eel, Anguilla japonica, in vitro.
Biology of reproduction.
2011 Apr; 84(4):816-25. doi:
10.1095/biolreprod.110.087163
. [PMID: 21148104] - Louise M Stevenson, Alexandria C Brown, Tracy M Montgomery, Ethan D Clotfelter. Reproductive consequences of exposure to waterborne phytoestrogens in male fighting fish Betta splendens.
Archives of environmental contamination and toxicology.
2011 Apr; 60(3):501-10. doi:
10.1007/s00244-010-9561-y
. [PMID: 20589370] - D Hala, M D Overturf, L H Petersen, D B Huggett. Quantification of 2-hydrazinopyridine derivatized steroid hormones in fathead minnow (Pimephales promelas) blood plasma using LC-ESI+/MS/MS.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2011 Mar; 879(9-10):591-8. doi:
10.1016/j.jchromb.2011.01.020
. [PMID: 21317049] - 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] - José M Guzmán, Rosa Cal, Angel García-López, Olvido Chereguini, Katherine Kight, Mercedes Olmedo, Carmen Sarasquete, Constantinos C Mylonas, José B Peleteiro, Yonathan Zohar, Evaristo L Mañanós. Effects of in vivo treatment with the dopamine antagonist pimozide and gonadotropin-releasing hormone agonist (GnRHa) on the reproductive axis of Senegalese sole (Solea senegalensis).
Comparative biochemistry and physiology. Part A, Molecular & integrative physiology.
2011 Feb; 158(2):235-45. doi:
10.1016/j.cbpa.2010.11.016
. [PMID: 21112410] - E Espinosa, A Josa, L Gil, N González. Sex steroid levels in XY males and sex-reversed XX males, of rainbow trout (Oncorhynchus mykiss), during the reproductive cycle.
Reproduction in domestic animals = Zuchthygiene.
2011 Feb; 46(1):8-14. doi:
10.1111/j.1439-0531.2009.01512.x
. [PMID: 19663812] - Bonnie Gemmill, Kerri Pleskach, Lisa Peters, Vince Palace, Kerry Wautier, Brad Park, Colin Darling, Bruno Rosenberg, Robert McCrindle, Gregg T Tomy. Toxicokinetics of tetrabromoethylcyclohexane (TBECH) in juvenile brown trout (Salmo trutta) and effects on plasma sex hormones.
Aquatic toxicology (Amsterdam, Netherlands).
2011 Jan; 101(2):309-17. doi:
10.1016/j.aquatox.2010.11.003
. [PMID: 21216340] - Richard J Kavanagh, Richard A Frank, Ken D Oakes, Mark R Servos, Rozlyn F Young, Phillip M Fedorak, Mike D MacKinnon, Keith R Solomon, D George Dixon, Glen Van Der Kraak. Fathead minnow (Pimephales promelas) reproduction is impaired in aged oil sands process-affected waters.
Aquatic toxicology (Amsterdam, Netherlands).
2011 Jan; 101(1):214-20. doi:
10.1016/j.aquatox.2010.09.021
. [PMID: 20980067] - Meghan L M Fuzzen, Nicholas J Bernier, Glen Van Der Kraak. Differential effects of 17β-estradiol and 11-ketotestosterone on the endocrine stress response in zebrafish (Danio rerio).
General and comparative endocrinology.
2011 Jan; 170(2):365-73. doi:
10.1016/j.ygcen.2010.10.014
. [PMID: 20977907] - 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
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PloS one.
2011; 6(5):e20313. doi:
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. [PMID: 21633515] - Yasuhisa Kobayashi, Ryo Nozu, Masaru Nakamura. Role of estrogen in spermatogenesis in initial phase males of the three-spot wrasse (Halichoeres trimaculatus): effect of aromatase inhibitor on the testis.
Developmental dynamics : an official publication of the American Association of Anatomists.
2011 Jan; 240(1):116-21. doi:
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Endocrinology.
2011 Jan; 152(1):281-90. doi:
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General and comparative endocrinology.
2011 Jan; 170(1):125-30. doi:
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PloS one.
2011; 6(12):e29253. doi:
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. [PMID: 22216225] - Amy L Filby, Gregory C Paull, Emily J Bartlett, Katrien J W Van Look, Charles R Tyler. Physiological and health consequences of social status in zebrafish (Danio rerio).
Physiology & behavior.
2010 Dec; 101(5):576-87. doi:
10.1016/j.physbeh.2010.09.004
. [PMID: 20851709] - Sean L Divers, H James McQuillan, Hajime Matsubara, Takashi Todo, P Mark Lokman. Effects of reproductive stage and 11-ketotestosterone on LPL mRNA levels in the ovary of the shortfinned eel.
Journal of lipid research.
2010 Nov; 51(11):3250-8. doi:
10.1194/jlr.m009027
. [PMID: 20713648] - 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:
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Aquatic toxicology (Amsterdam, Netherlands).
2010 Aug; 99(2):256-62. doi:
10.1016/j.aquatox.2010.05.001
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Journal of fish biology.
2010 Aug; 77(3):769-77. doi:
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Physiological and biochemical zoology : PBZ.
2010 Jul; 83(4):663-76. doi:
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. [PMID: 20482369] - Sabina Ruksana, Narayan P Pandit, Masaru Nakamura. Efficacy of exemestane, a new generation of aromatase inhibitor, on sex differentiation in a gonochoristic fish.
Comparative biochemistry and physiology. Toxicology & pharmacology : CBP.
2010 Jun; 152(1):69-74. doi:
10.1016/j.cbpc.2010.02.014
. [PMID: 20193775] - Adam S Arterbery, David L Deitcher, Andrew H Bass. Divergent expression of 11beta-hydroxysteroid dehydrogenase and 11beta-hydroxylase genes between male morphs in the central nervous system, sonic muscle and testis of a vocal fish.
General and comparative endocrinology.
2010 May; 167(1):44-50. doi:
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. [PMID: 20178798] - M K Rasheeda, H Kagawa, R Kirubagaran, A Dutta-Gupta, B Senthilkumaran. Cloning, expression and enzyme activity analysis of testicular 11beta-hydroxysteroid dehydrogenase during seasonal cycle and after hCG induction in air-breathing catfish Clarias gariepinus.
The Journal of steroid biochemistry and molecular biology.
2010 May; 120(1):1-10. doi:
10.1016/j.jsbmb.2010.02.014
. [PMID: 20219674] - Anel M Flores-Valverde, Julia Horwood, Elizabeth M Hill. Disruption of the steroid metabolome in fish caused by exposure to the environmental estrogen 17alpha-ethinylestradiol.
Environmental science & technology.
2010 May; 44(9):3552-8. doi:
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. [PMID: 20356033] - Karen P Maruska, Russell D Fernald. Steroid receptor expression in the fish inner ear varies with sex, social status, and reproductive state.
BMC neuroscience.
2010 Apr; 11(?):58. doi:
10.1186/1471-2202-11-58
. [PMID: 20433748] - Achim Trubiroha, Hana Kroupova, Sven Wuertz, Sabrina N Frank, Bernd Sures, Werner Kloas. Naturally-induced endocrine disruption by the parasite Ligula intestinalis (Cestoda) in roach (Rutilus rutilus).
General and comparative endocrinology.
2010 Apr; 166(2):234-40. doi:
10.1016/j.ygcen.2009.08.010
. [PMID: 19723526] - 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] - Chang-Beom Park, Jun-Ya Aoki, Jae-Seong Lee, Masaki Nagae, Young-Don Lee, Yoshitaka Sakakura, Atsushi Hagiwara, Kiyoshi Soyano. The effects of 17beta-estradiol on various reproductive parameters in the hermaphrodite fish Kryptolebias marmoratus.
Aquatic toxicology (Amsterdam, Netherlands).
2010 Mar; 96(4):273-9. doi:
10.1016/j.aquatox.2009.11.006
. [PMID: 20006390] - Hung Quoc Pham, Anh Tuong Nguyen, Mao Dinh Nguyen, Augustine Arukwe. Sex steroid levels, oocyte maturation and spawning performance in Waigieu seaperch (Psammoperca waigiensis) exposed to thyroxin, human chorionic gonadotropin, luteinizing hormone releasing hormone and carp pituitary extract.
Comparative biochemistry and physiology. Part A, Molecular & integrative physiology.
2010 Feb; 155(2):223-30. doi:
10.1016/j.cbpa.2009.10.044
. [PMID: 19896549] - Mário S Diniz, Rita Maurício, Mira Petrovic, Maria J López de Alda, Leonor Amaral, Isabel Peres, Damiá Barceló, Fernando Santana. Assessing the estrogenic potency in a Portuguese wastewater treatment plant using an integrated approach.
Journal of environmental sciences (China).
2010; 22(10):1613-22. doi:
10.1016/s1001-0742(09)60297-7
. [PMID: 21235194] - Wei-Li Zhang, Lin-Yan Zhou, Balasubramanian Senthilkumaran, Bao-Feng Huang, Cheni Chery Sudhakumari, Tohru Kobayashi, Yoshitaka Nagahama, De-Shou Wang. Molecular cloning of two isoforms of 11beta-hydroxylase and their expressions in the Nile tilapia, Oreochromis niloticus.
General and comparative endocrinology.
2010 Jan; 165(1):34-41. doi:
10.1016/j.ygcen.2009.05.018
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Marine environmental research.
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General and comparative endocrinology.
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General and comparative endocrinology.
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Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
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Reproductive biology and endocrinology : RB&E.
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Environmental toxicology and chemistry.
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General and comparative endocrinology.
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Comparative biochemistry and physiology. Part A, Molecular & integrative physiology.
2009 Apr; 152(4):569-78. doi:
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Biology of reproduction.
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Fish physiology and biochemistry.
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Ecotoxicology and environmental safety.
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Chronobiology international.
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Comparative biochemistry and physiology. Part A, Molecular & integrative physiology.
2008 Dec; 151(4):717-25. doi:
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Journal of chemical ecology.
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Hormones and behavior.
2008 Nov; 54(5):717-25. doi:
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Electrophoresis.
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Ecotoxicology (London, England).
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Environmental science & technology.
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Journal of neuroendocrinology.
2008 Jul; 20(7):917-29. doi:
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Chemosphere.
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General and comparative endocrinology.
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Journal of experimental zoology. Part A, Ecological genetics and physiology.
2008 Apr; 309(4):184-97. doi:
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Endocrinology.
2008 Apr; 149(4):1786-92. doi:
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General and comparative endocrinology.
2008 Mar; 156(1):154-63. doi:
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Zoological science.
2008 Feb; 25(2):123-8. doi:
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General and comparative endocrinology.
2008 Jan; 155(2):386-97. doi:
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BMC biology.
2007 Dec; 5(?):54. doi:
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Comparative biochemistry and physiology. Part A, Molecular & integrative physiology.
2007 Oct; 148(2):317-23. doi:
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Aquatic toxicology (Amsterdam, Netherlands).
2007 Aug; 84(1):111-8. doi:
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General and comparative endocrinology.
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