ST 21:2;O2 (BioDeep_00000637533)

 

Secondary id: BioDeep_00000002837, BioDeep_00000002838, BioDeep_00000014926, BioDeep_00000604016, BioDeep_00001867973, BioDeep_00001868341, BioDeep_00001868641

PANOMIX_OTCML-2023 Volatile Flavor Compounds


代谢物信息卡片


Pregn-4-en-3-one,20-hydroxy-, (20S)-

化学式: C21H32O2 (316.24021719999996)
中文名称: 20β-二氢黄体酮, 二氢孕酮, 二氢黄体酮
谱图信息: 最多检出来源 Viridiplantae(plant) 0.17%

分子结构信息

SMILES: C1CC2[C@@](C)([C@@]3([H])CC[C@@]4(C)[C@@]([H])(CC[C@@]4(C(C)O)[H])[C@]13[H])CCC(=O)C=2
InChI: InChI=1S/C21H32O2/c1-4-21(23)12-9-18-16-6-5-14-13-15(22)7-10-19(14,2)17(16)8-11-20(18,21)3/h13,16-18,23H,4-12H2,1-3H3/t16-,17+,18+,19+,20+,21+/m1/s1



数据库引用编号

54 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(1)

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)

3 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

  • Cecilia Rustichelli, Emanuela Monari, Rossella Avallone, Elisa Bellei, Stefania Bergamini, Aldo Tomasi, Anna Ferrari. Dehydroepiandrosterone sulfate, dehydroepiandrosterone, 5α-dihydroprogesterone and pregnenolone in women with migraine: Analysis of serum levels and correlation with age, migraine years and frequency. Journal of pharmaceutical and biomedical analysis. 2021 Nov; 206(?):114388. doi: 10.1016/j.jpba.2021.114388. [PMID: 34597839]
  • Kristina M Deligiannidis, Aimee R Kroll-Desrosiers, Yanglan Tan, Michelle L Dubuke, Scott A Shaffer. Longitudinal proneuroactive and neuroactive steroid profiles in medication-free women with, without and at-risk for perinatal depression: A liquid chromatography-tandem mass spectrometry analysis. Psychoneuroendocrinology. 2020 11; 121(?):104827. doi: 10.1016/j.psyneuen.2020.104827. [PMID: 32828068]
  • Jie Wang, Xiang-Zhong Gu, Li-Ming He, Chen-Chen Li, Wen-Wei Qiu. Synthesis of ursodeoxycholic acid from plant-source (20S)-21-hydroxy-20-methylpregn-4-en-3-one. Steroids. 2020 05; 157(?):108600. doi: 10.1016/j.steroids.2020.108600. [PMID: 32068080]
  • Yu-Ling Wang, Wei Wu, Yong-Nan Su, Zhi-Peng Ai, Han-Chuan Mou, Luo-Sheng Wan, Ying Luo, Ming-Hua Qiu, Ji-Hong Zhang. Buxus alkaloid compound destabilizes mutant p53 through inhibition of the HSF1 chaperone axis. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2020 Mar; 68(?):153187. doi: 10.1016/j.phymed.2020.153187. [PMID: 32097779]
  • Philippe Liere, Charlotte A Cornil, Marie Pierre de Bournonville, Antoine Pianos, Matthieu Keller, Michael Schumacher, Jacques Balthazart. Steroid profiles in quail brain and serum: Sex and regional differences and effects of castration with steroid replacement. Journal of neuroendocrinology. 2019 02; 31(2):e12681. doi: 10.1111/jne.12681. [PMID: 30585662]
  • S L Pineles, Y I Nillni, G Pinna, J Irvine, A Webb, K A Arditte Hall, R Hauger, M W Miller, P A Resick, S P Orr, A M Rasmusson. PTSD in women is associated with a block in conversion of progesterone to the GABAergic neurosteroids allopregnanolone and pregnanolone measured in plasma. Psychoneuroendocrinology. 2018 07; 93(?):133-141. doi: 10.1016/j.psyneuen.2018.04.024. [PMID: 29727810]
  • Gaia Cermenati, Silvia Giatti, Matteo Audano, Marzia Pesaresi, Roberto Spezzano, Donatella Caruso, Nico Mitro, Roberto Cosimo Melcangi. Diabetes alters myelin lipid profile in rat cerebral cortex: Protective effects of dihydroprogesterone. The Journal of steroid biochemistry and molecular biology. 2017 04; 168(?):60-70. doi: 10.1016/j.jsbmb.2017.02.002. [PMID: 28167298]
  • Kristina M Deligiannidis, Aimee R Kroll-Desrosiers, Shunyan Mo, Hien P Nguyen, Abby Svenson, Nina Jaitly, Janet E Hall, Bruce A Barton, Anthony J Rothschild, Scott A Shaffer. Peripartum neuroactive steroid and γ-aminobutyric acid profiles in women at-risk for postpartum depression. Psychoneuroendocrinology. 2016 08; 70(?):98-107. doi: 10.1016/j.psyneuen.2016.05.010. [PMID: 27209438]
  • Erin L Legacki, Elizabeth L Scholtz, Barry A Ball, Scott D Stanley, Trish Berger, Alan J Conley. The dynamic steroid landscape of equine pregnancy mapped by mass spectrometry. Reproduction (Cambridge, England). 2016 Apr; 151(4):421-30. doi: 10.1530/rep-15-0547. [PMID: 26814209]
  • John P Wiebe, Kevin J Pawlak, Arthur Kwok. Mechanism of action of the breast cancer-promoter hormone, 5α-dihydroprogesterone (5αP), involves plasma membrane-associated receptors and MAPK activation. The Journal of steroid biochemistry and molecular biology. 2016 Jan; 155(Pt A):166-76. doi: 10.1016/j.jsbmb.2015.10.021. [PMID: 26519986]
  • L V Bayunova. [THE EFFECT OF HORMONAL STIMULATION OF STERLET (ACIPENSER RUTHENUS L.) ON STEROID LEVELS IN TISSUE INCUBATES]. Zhurnal evoliutsionnoi biokhimii i fiziologii. 2016 Jan; 52(1):17-25. doi: 10.1134/s0022093016010026. [PMID: 27220236]
  • Miguel Debono, Ashwini Mallappa, Verena Gounden, Aikaterini A Nella, Robert F Harrison, Christopher A Crutchfield, Peter S Backlund, Steven J Soldin, Richard J Ross, Deborah P Merke. Hormonal circadian rhythms in patients with congenital adrenal hyperplasia: identifying optimal monitoring times and novel disease biomarkers. European journal of endocrinology. 2015 Dec; 173(6):727-37. doi: 10.1530/eje-15-0064. [PMID: 26340969]
  • John P Wiebe, Martin A Rivas, Maria F Mercogliano, Patricia V Elizalde, Roxana Schillaci. Progesterone-induced stimulation of mammary tumorigenesis is due to the progesterone metabolite, 5α-dihydroprogesterone (5αP) and can be suppressed by the 5α-reductase inhibitor, finasteride. The Journal of steroid biochemistry and molecular biology. 2015 May; 149(?):27-34. doi: 10.1016/j.jsbmb.2015.01.004. [PMID: 25595041]
  • Donatella Caruso, Federico Abbiati, Silvia Giatti, Simone Romano, Letizia Fusco, Guido Cavaletti, Roberto Cosimo Melcangi. Patients treated for male pattern hair with finasteride show, after discontinuation of the drug, altered levels of neuroactive steroids in cerebrospinal fluid and plasma. The Journal of steroid biochemistry and molecular biology. 2015 Feb; 146(?):74-9. doi: 10.1016/j.jsbmb.2014.03.012. [PMID: 24717976]
  • Nico Mitro, Gaia Cermenati, Elisabetta Brioschi, Federico Abbiati, Matteo Audano, Silvia Giatti, Maurizio Crestani, Emma De Fabiani, Inigo Azcoitia, Luis Miguel Garcia-Segura, Donatella Caruso, Roberto Cosimo Melcangi. Neuroactive steroid treatment modulates myelin lipid profile in diabetic peripheral neuropathy. The Journal of steroid biochemistry and molecular biology. 2014 Sep; 143(?):115-21. doi: 10.1016/j.jsbmb.2014.02.015. [PMID: 24607810]
  • John P Wiebe, Guihua Zhang, Ian Welch, Heather-Anne T Cadieux-Pitre. Progesterone metabolites regulate induction, growth, and suppression of estrogen- and progesterone receptor-negative human breast cell tumors. Breast cancer research : BCR. 2013 May; 15(3):R38. doi: 10.1186/bcr3422. [PMID: 25927181]
  • Nico Mitro, Gaia Cermenati, Silvia Giatti, Federico Abbiati, Marzia Pesaresi, Donato Calabrese, Luis Miguel Garcia-Segura, Donatella Caruso, Roberto C Melcangi. LXR and TSPO as new therapeutic targets to increase the levels of neuroactive steroids in the central nervous system of diabetic animals. Neurochemistry international. 2012 May; 60(6):616-21. doi: 10.1016/j.neuint.2012.02.025. [PMID: 22406419]
  • Carolyn J Koonce, Alicia A Walf, Cheryl A Frye. Type 1 5α-reductase may be required for estrous cycle changes in affective behaviors of female mice. Behavioural brain research. 2012 Jan; 226(2):376-80. doi: 10.1016/j.bbr.2011.09.028. [PMID: 21946309]
  • M Dušková, K Simůnková, M Hill, M Velíková, J Kubátová, L Kancheva, H Kazihnitková, H Hruškovičová, H Pospíšilová, B Rácz, M Salátová, V Cirmanová, E Králíková, L Stárka, A Pařízek. Chronic cigarette smoking alters circulating sex hormones and neuroactive steroids in premenopausal women. Physiological research. 2012; 61(1):97-111. doi: 10.33549/physiolres.932164. [PMID: 22188108]
  • Sonja Janmaat, Yvette Akwa, Mohamed Doulazmi, Joëlle Bakouche, Vanessa Gautheron, Philippe Liere, Bernard Eychenne, Antoine Pianos, Paul Luiten, Ton Groothuis, Etienne-Emile Baulieu, Jean Mariani, Rachel M Sherrard, Florence Frédéric. Age-related Purkinje cell death is steroid dependent: RORα haplo-insufficiency impairs plasma and cerebellar steroids and Purkinje cell survival. Age (Dordrecht, Netherlands). 2011 Dec; 33(4):565-78. doi: 10.1007/s11357-010-9203-3. [PMID: 21222044]
  • Itsuki Adachi, Satoshi Kusuda, Hitomi Kawai, Megumi Ohazama, Atsushi Taniguchi, Natsuko Kondo, Masato Yoshihara, Ryuta Okuda, Tatsuya Ishikawa, Iwai Kanda, Osamu Doi. Fecal progestagens to detect and monitor pregnancy in captive female cheetahs (Acinonyx jubatus). The Journal of reproduction and development. 2011 Apr; 57(2):262-6. doi: 10.1262/jrd.10-057t. [PMID: 21242656]
  • Jason J Paris, Alicia A Walf, Cheryl A Frye. II. Cognitive performance of middle-aged female rats is influenced by capacity to metabolize progesterone in the prefrontal cortex and hippocampus. Brain research. 2011 Mar; 1379(?):149-63. doi: 10.1016/j.brainres.2010.10.099. [PMID: 21044614]
  • Cheryl A Frye, Alicia Walf. Progesterone, administered before kainic acid, prevents decrements in cognitive performance in the Morris Water Maze. Developmental neurobiology. 2011 Feb; 71(2):142-52. doi: 10.1002/dneu.20832. [PMID: 20715152]
  • Nasser Zangiabadi, Majid Asadi-Shekaari, Vahid Sheibani, Mandana Jafari, Mohammad Shabani, Ali Reza Asadi, Hale Tajadini, Morteza Jarahi. Date fruit extract is a neuroprotective agent in diabetic peripheral neuropathy in streptozotocin-induced diabetic rats: a multimodal analysis. Oxidative medicine and cellular longevity. 2011; 2011(?):976948. doi: 10.1155/2011/976948. [PMID: 22191015]
  • Ronald W Irwin, Jun Ming Wang, Shuhua Chen, Roberta Diaz Brinton. Neuroregenerative mechanisms of allopregnanolone in Alzheimer's disease. Frontiers in endocrinology. 2011; 2(?):117. doi: 10.3389/fendo.2011.00117. [PMID: 22654847]
  • I Adachi, S Kusuda, E Nagao, Y Taira, M Asano, T Tsubota, O Doi. Fecal steroid metabolites and reproductive monitoring in a female Tsushima leopard cat (Prionailurus bengalensis euptilurus). Theriogenology. 2010 Nov; 74(8):1499-503. doi: 10.1016/j.theriogenology.2010.04.031. [PMID: 20615533]
  • Cheryl A Frye, Alicia A Walf, Jason J Paris. Conjugated equine estrogen, with medroxyprogesterone acetate, enhances formation of 5alpha-reduced progestogens and reduces anxiety-like behavior of middle-aged rats. Behavioural pharmacology. 2010 Sep; 21(5-6):530-9. doi: 10.1097/fbp.0b013e32833e0a23. [PMID: 20679892]
  • Cheryl A Frye, Danielle C Llaneza. Corticosteroid and neurosteroid dysregulation in an animal model of autism, BTBR mice. Physiology & behavior. 2010 Jun; 100(3):264-7. doi: 10.1016/j.physbeh.2010.03.005. [PMID: 20298706]
  • Silvia Giatti, Giulia D'Intino, Omar Maschi, Marzia Pesaresi, Luis-Miguel Garcia-Segura, Laura Calza, Donatella Caruso, R C Melcangi. Acute experimental autoimmune encephalomyelitis induces sex dimorphic changes in neuroactive steroid levels. Neurochemistry international. 2010 Jan; 56(1):118-27. doi: 10.1016/j.neuint.2009.09.009. [PMID: 19772882]
  • M Hill, A Pařízek, J E Jirásek, M Jirkovská, M Velíková, M Dušková, M Klímková, A Pasková, Z Zizka, A Germanová, M Koucký, M Kalousová, L Stárka. Is maternal progesterone actually independent of the fetal steroids?. Physiological research. 2010; 59(2):211-224. doi: 10.33549/physiolres.931807. [PMID: 19537920]
  • K M Tripp, M Dubois, P Delahaut, J P Verstegen. Detection and identification of plasma progesterone metabolites in the female Florida manatee (Trichechus manatus latirostris) using GC/MS/MS. Theriogenology. 2009 Aug; 72(3):365-71. doi: 10.1016/j.theriogenology.2009.03.004. [PMID: 19464047]
  • Cheryl A Frye, Alicia A Walf. Progesterone reduces depression-like behavior in a murine model of Alzheimer's Disease. Age (Dordrecht, Netherlands). 2009 Jun; 31(2):143-53. doi: 10.1007/s11357-009-9091-6. [PMID: 19322681]
  • V Singh, K P Joy. Effects of hCG and ovarian steroid hormones on vasotocin levels in the female catfish Heteropneustes fossilis. General and comparative endocrinology. 2009 Jun; 162(2):172-8. doi: 10.1016/j.ygcen.2009.03.016. [PMID: 19332066]
  • V Herl, G Fischer, V A Reva, M Stiebritz, Y A Muller, F Müller-Uri, W Kreis. The VEP1 gene (At4g24220) encodes a short-chain dehydrogenase/reductase with 3-oxo-Delta4,5-steroid 5beta-reductase activity in Arabidopsis thaliana L. Biochimie. 2009 Apr; 91(4):517-25. doi: 10.1016/j.biochi.2008.12.005. [PMID: 19166903]
  • Rok Ocvirk, Keith B J Franklin, Beverley E Pearson Murphy. Measurement of ring A-reduced progesterone metabolites by enzyme-linked immunoassay with colorimetric detection: baseline levels of six metabolites, including pregnanolone, in male rat plasma. Analytical chemistry. 2009 Feb; 81(3):1191-7. doi: 10.1021/ac801538c. [PMID: 19132927]
  • Yonghua Zhang, Mélanie Nadeau, Frédérick Faucher, Odette Lescelleur, Simon Biron, Marleen Daris, Caroline Rhéaume, Van Luu-The, André Tchernof. Progesterone metabolism in adipose cells. Molecular and cellular endocrinology. 2009 Jan; 298(1-2):76-83. doi: 10.1016/j.mce.2008.09.034. [PMID: 18984031]
  • Laura A Jansen, Lindsey D Peugh, Jeffrey G Ojemann. GABA(A) receptor properties in catastrophic infantile epilepsy. Epilepsy research. 2008 Oct; 81(2-3):188-97. doi: 10.1016/j.eplepsyres.2008.05.011. [PMID: 18650066]
  • Andrea Thorn, Claudia Egerer-Sieber, Christof M Jäger, Vanessa Herl, Frieder Müller-Uri, Wolfgang Kreis, Yves A Muller. The crystal structure of progesterone 5beta-reductase from Digitalis lanata defines a novel class of short chain dehydrogenases/reductases. The Journal of biological chemistry. 2008 Jun; 283(25):17260-9. doi: 10.1074/jbc.m706185200. [PMID: 18032383]
  • Pia Rantakari, Leena Strauss, Riku Kiviranta, Heidi Lagerbohm, Jenni Paviala, Irma Holopainen, Seppo Vainio, Pirjo Pakarinen, Matti Poutanen. Placenta defects and embryonic lethality resulting from disruption of mouse hydroxysteroid (17-beta) dehydrogenase 2 gene. Molecular endocrinology (Baltimore, Md.). 2008 Mar; 22(3):665-75. doi: 10.1210/me.2007-0257. [PMID: 18048640]
  • Maho Ishida, Jae-hyek Choi, Keiji Hirabayashi, Takashi Matsuwaki, Masatoshi Suzuki, Keitaro Yamanouchi, Reiko Horai, Katsuko Sudo, Yoichiro Iwakura, Masugi Nishihara. Reproductive phenotypes in mice with targeted disruption of the 20alpha-hydroxysteroid dehydrogenase gene. The Journal of reproduction and development. 2007 Jun; 53(3):499-508. doi: 10.1262/jrd.18125. [PMID: 17272929]
  • Martin Hill, David Cibula, Helena Havlíková, Lyudmila Kancheva, Tomás Fait, Radmila Kancheva, Antonín Parízek, Luboslav Stárka. Circulating levels of pregnanolone isomers during the third trimester of human pregnancy. The Journal of steroid biochemistry and molecular biology. 2007 Jun; 105(1-5):166-75. doi: 10.1016/j.jsbmb.2006.10.010. [PMID: 17583491]
  • D Meffre, A Pianos, P Liere, B Eychenne, A Cambourg, M Schumacher, D G Stein, R Guennoun. Steroid profiling in brain and plasma of male and pseudopregnant female rats after traumatic brain injury: analysis by gas chromatography/mass spectrometry. Endocrinology. 2007 May; 148(5):2505-17. doi: 10.1210/en.2006-1678. [PMID: 17303653]
  • Eileen Jea Chien, Ching-Fong Liao, Ching-Pang Chang, Hsiao-Fung Pu, Li-Ming Lu, Mei-Chi Shie, Dennis J-Y Hsieh, Ming-Ta Hsu. The non-genomic effects on Na+/H+-exchange 1 by progesterone and 20alpha-hydroxyprogesterone in human T cells. Journal of cellular physiology. 2007 May; 211(2):544-50. doi: 10.1002/jcp.20962. [PMID: 17323380]
  • Tatsuya Higashi, Akihiro Nagahama, Norihiro Otomi, Kazutake Shimada. Studies on neurosteroids XIX. Development and validation of liquid chromatography-tandem mass spectrometric method for determination of 5alpha-reduced pregnane-type neurosteroids in rat brain and serum. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2007 Apr; 848(2):188-99. doi: 10.1016/j.jchromb.2006.10.036. [PMID: 17085081]
  • George Wittemyer, André Ganswindt, Keith Hodges. The impact of ecological variability on the reproductive endocrinology of wild female African elephants. Hormones and behavior. 2007 Mar; 51(3):346-54. doi: 10.1016/j.yhbeh.2006.12.013. [PMID: 17320085]
  • E Leonelli, R Bianchi, G Cavaletti, D Caruso, D Crippa, L M Garcia-Segura, G Lauria, V Magnaghi, I Roglio, R C Melcangi. Progesterone and its derivatives are neuroprotective agents in experimental diabetic neuropathy: a multimodal analysis. Neuroscience. 2007 Feb; 144(4):1293-304. doi: 10.1016/j.neuroscience.2006.11.014. [PMID: 17187935]
  • J Bryndová, P Klusonová, M Kucka, K Mazancová-Vagnerová, I Miksík, J Pácha. Cloning and expression of chicken 20-hydroxysteroid dehydrogenase. Journal of molecular endocrinology. 2006 Dec; 37(3):453-62. doi: 10.1677/jme.1.02025. [PMID: 17170086]
  • Petra Brozic, Tina Smuc, Stanislav Gobec, Tea Lanisnik Rizner. Phytoestrogens as inhibitors of the human progesterone metabolizing enzyme AKR1C1. Molecular and cellular endocrinology. 2006 Oct; 259(1-2):30-42. doi: 10.1016/j.mce.2006.08.001. [PMID: 16962702]
  • L R G Nieminen, K K Makino, N Mehta, M Virkkunen, H Y Kim, J R Hibbeln. Relationship between omega-3 fatty acids and plasma neuroactive steroids in alcoholism, depression and controls. Prostaglandins, leukotrienes, and essential fatty acids. 2006 Oct; 75(4-5):309-14. doi: 10.1016/j.plefa.2006.07.012. [PMID: 16959481]
  • John P Wiebe. Progesterone metabolites in breast cancer. Endocrine-related cancer. 2006 Sep; 13(3):717-38. doi: 10.1677/erc.1.01010. [PMID: 16954427]
  • Iratxe Ciriza, Paloma Carrero, Cheryl A Frye, Luis M Garcia-Segura. Reduced metabolites mediate neuroprotective effects of progesterone in the adult rat hippocampus. The synthetic progestin medroxyprogesterone acetate (Provera) is not neuroprotective. Journal of neurobiology. 2006 Aug; 66(9):916-28. doi: 10.1002/neu.20293. [PMID: 16758493]
  • M Kucka, K Vagnerová, P Klusonová, I Miksík, J Pácha. Corticosterone metabolism in chicken tissues: evidence for tissue-specific distribution of steroid dehydrogenases. General and comparative endocrinology. 2006 Jul; 147(3):377-83. doi: 10.1016/j.ygcen.2006.02.007. [PMID: 16574115]
  • Sabina Luchetti, Flavia di Michele, Elena Romeo, Livia Brusa, Giorgio Bernardi, Brian J Cummings, Patrizia Longone. Comparative non-radioactive RT-PCR assay: an approach to study the neurosteroids biosynthetic pathway in humans. Journal of neuroscience methods. 2006 Jun; 153(2):290-8. doi: 10.1016/j.jneumeth.2005.11.005. [PMID: 16378642]
  • Hideaki Shimada, Kazumi Miura, Yorishige Imamura. Characteristics and inhibition by flavonoids of 20alpha-hydroxysteroid dehydrogenase activity in mouse tissues. Life sciences. 2006 May; 78(25):2931-6. doi: 10.1016/j.lfs.2005.11.022. [PMID: 16376383]
  • F Labombarda, A Pianos, P Liere, B Eychenne, S Gonzalez, A Cambourg, A F De Nicola, M Schumacher, R Guennoun. Injury elicited increase in spinal cord neurosteroid content analyzed by gas chromatography mass spectrometry. Endocrinology. 2006 Apr; 147(4):1847-59. doi: 10.1210/en.2005-0955. [PMID: 16396987]
  • C Schüle, E Romeo, D P Uzunov, D Eser, F di Michele, T C Baghai, A Pasini, M Schwarz, H Kempter, R Rupprecht. Influence of mirtazapine on plasma concentrations of neuroactive steroids in major depression and on 3alpha-hydroxysteroid dehydrogenase activity. Molecular psychiatry. 2006 Mar; 11(3):261-72. doi: 10.1038/sj.mp.4001782. [PMID: 16344854]
  • Vanessa Herl, Gabriele Fischer, Frieder Müller-Uri, Wolfgang Kreis. Molecular cloning and heterologous expression of progesterone 5beta-reductase from Digitalis lanata Ehrh. Phytochemistry. 2006 Feb; 67(3):225-31. doi: 10.1016/j.phytochem.2005.11.013. [PMID: 16386278]
  • Cheryl A Frye, Madeline E Rhodes. Progestin concentrations are increased following paced mating in midbrain, hippocampus, diencephalon, and cortex of rats in behavioral estrus, but only in midbrain of diestrous rats. Neuroendocrinology. 2006; 83(5-6):336-47. doi: 10.1159/000096051. [PMID: 17028418]
  • Marc Verleye, Yvette Akwa, Philippe Liere, Nathalie Ladurelle, Antoine Pianos, Bernard Eychenne, Michael Schumacher, Jean-Marie Gillardin. The anxiolytic etifoxine activates the peripheral benzodiazepine receptor and increases the neurosteroid levels in rat brain. Pharmacology, biochemistry, and behavior. 2005 Dec; 82(4):712-20. doi: 10.1016/j.pbb.2005.11.013. [PMID: 16388839]
  • K J Pawlak, G Zhang, J P Wiebe. Membrane 5alpha-pregnane-3,20-dione (5alphaP) receptors in MCF-7 and MCF-10A breast cancer cells are up-regulated by estradiol and 5alphaP and down-regulated by the progesterone metabolites, 3alpha-dihydroprogesterone and 20alpha-dihydroprogesterone, with associated changes in cell proliferation and detachment. The Journal of steroid biochemistry and molecular biology. 2005 Nov; 97(3):278-88. doi: 10.1016/j.jsbmb.2005.05.014. [PMID: 16154741]
  • Susan E Gilbert Evans, Lori E Ross, Edward M Sellers, Robert H Purdy, Myroslava K Romach. 3alpha-reduced neuroactive steroids and their precursors during pregnancy and the postpartum period. Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology. 2005 Nov; 21(5):268-79. doi: 10.1080/09513590500361747. [PMID: 16373246]
  • Madeline E Rhodes, Jayanth Talluri, Jacob P Harney, Cheryl A Frye. Ketogenic diet decreases circulating concentrations of neuroactive steroids of female rats. Epilepsy & behavior : E&B. 2005 Sep; 7(2):231-9. doi: 10.1016/j.yebeh.2005.05.025. [PMID: 16054440]
  • Véronique Bellemare, Frédérick Faucher, Rock Breton, Van Luu-The. Characterization of 17alpha-hydroxysteroid dehydrogenase activity (17alpha-HSD) and its involvement in the biosynthesis of epitestosterone. BMC biochemistry. 2005 Jul; 6(?):12. doi: 10.1186/1471-2091-6-12. [PMID: 16018803]
  • Penelope M Sheehan, Gregory E Rice, Eric K Moses, Shaun P Brennecke. 5 Beta-dihydroprogesterone and steroid 5 beta-reductase decrease in association with human parturition at term. Molecular human reproduction. 2005 Jul; 11(7):495-501. doi: 10.1093/molehr/gah201. [PMID: 16123077]
  • Mario Thevis, Hans Geyer, Ute Mareck, Wilhelm Schänzer. Screening for unknown synthetic steroids in human urine by liquid chromatography-tandem mass spectrometry. Journal of mass spectrometry : JMS. 2005 Jul; 40(7):955-62. doi: 10.1002/jms.873. [PMID: 15934041]
  • Thomas C Baghai, Flavia di Michele, Cornelius Schüle, Daniela Eser, Peter Zwanzger, Augusto Pasini, Elena Romeo, Rainer Rupprecht. Plasma concentrations of neuroactive steroids before and after electroconvulsive therapy in major depression. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology. 2005 Jun; 30(6):1181-6. doi: 10.1038/sj.npp.1300684. [PMID: 15702138]
  • Walimuni Samantha Nilanthi Jayasekara, Tomohiro Yonezawa, Maho Ishida, Keitaro Yamanouchi, Masugi Nishihara. Expression and possible role of 20alpha-hydroxysteroid dehydrogenase in the placenta of the goat. The Journal of reproduction and development. 2005 Apr; 51(2):265-72. doi: 10.1262/jrd.16074. [PMID: 15703459]
  • Karla Mazancová, Marek Kucka, Ivan Miksík, Jirí Pácha. Glucocorticoid metabolism and Na+ transport in chicken intestine. Journal of experimental zoology. Part A, Comparative experimental biology. 2005 Feb; 303(2):113-22. doi: 10.1002/jez.a.132. [PMID: 15662663]
  • J P Wiebe, M J Lewis, V Cialacu, K J Pawlak, G Zhang. The role of progesterone metabolites in breast cancer: potential for new diagnostics and therapeutics. The Journal of steroid biochemistry and molecular biology. 2005 Feb; 93(2-5):201-8. doi: 10.1016/j.jsbmb.2004.12.003. [PMID: 15860263]
  • Madeline E Rhodes, Cheryl A Frye. Progestins in the hippocampus of female rats have antiseizure effects in a pentylenetetrazole seizure model. Epilepsia. 2004 Dec; 45(12):1531-8. doi: 10.1111/j.0013-9580.2004.16504.x. [PMID: 15571511]
  • Li-wen Zhang, Ruo-bing Chao. [Determination of progesterone and its main metabolite in rat plasma and uterus using HPLC]. Yao xue xue bao = Acta pharmaceutica Sinica. 2004 Aug; 39(8):613-7. doi: NULL. [PMID: 15563063]
  • Luisa Dalla Valle, Vania Toffolo, Silvia Vianello, Paola Belvedere, Lorenzo Colombo. Expression of cytochrome P450c17 and other steroid-converting enzymes in the rat kidney throughout the life-span. The Journal of steroid biochemistry and molecular biology. 2004 Jun; 91(1-2):49-58. doi: 10.1016/j.jsbmb.2004.01.008. [PMID: 15261307]
  • Phuong N Nguyen, Saraid S Billiards, David W Walker, Jonathan J Hirst. Changes in 5alpha-pregnane steroids and neurosteroidogenic enzyme expression in fetal sheep with umbilicoplacental embolization. Pediatric research. 2003 Dec; 54(6):840-7. doi: 10.1203/01.pdr.0000088066.47755.36. [PMID: 12930920]
  • G Pelletier, V Luu-The, S Li, L Ren, F Labrie. Sex-related expression of 20alpha-hydroxysteroid dehydrogenase mRNA in the adult mouse. The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society. 2003 Nov; 51(11):1425-36. doi: 10.1177/002215540305101103. [PMID: 14566015]
  • F di Michele, P Longone, E Romeo, S Lucchetti, L Brusa, M Pierantozzi, A Bassi, G Bernardi, P Stanzione. Decreased plasma and cerebrospinal fluid content of neuroactive steroids in Parkinson's disease. Neurological sciences : official journal of the Italian Neurological Society and of the Italian Society of Clinical Neurophysiology. 2003 Oct; 24(3):172-3. doi: 10.1007/s10072-003-0115-1. [PMID: 14598072]
  • Allon Nechmad, Rachel Maayan, Baruch Spivak, Edward Ramadan, Michael Poyurovsky, Abraham Weizman. Brain neurosteroid changes after paroxetine administration in mice. European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology. 2003 Oct; 13(5):327-32. doi: 10.1016/s0924-977x(03)00015-4. [PMID: 12957330]
  • Rahul T Khisti, Margaret J VanDoren, Todd O'Buckley, A Leslie Morrow. Neuroactive steroid 3 alpha-hydroxy-5 alpha-pregnan-20-one modulates ethanol-induced loss of righting reflex in rats. Brain research. 2003 Aug; 980(2):255-65. doi: 10.1016/s0006-8993(03)02978-0. [PMID: 12867266]
  • J C Thiéry, P Robel, S Canepa, B Delaleu, V Gayrard, N Picard-Hagen, B Malpaux. Passage of progesterone into the brain changes with photoperiod in the ewe. The European journal of neuroscience. 2003 Aug; 18(4):895-901. doi: 10.1046/j.1460-9568.2003.02796.x. [PMID: 12925015]
  • Jean D Wilson, Michael W Leihy, Geoffrey Shaw, Marilyn B Renfree. Androgen physiology: unsolved problems at the millennium. Molecular and cellular endocrinology. 2002 Dec; 198(1-2):1-5. doi: 10.1016/s0303-7207(02)00362-3. [PMID: 12573808]
  • B E Pearson Murphy, S I Steinberg, F Y Hu, C M Allison. Neuroactive ring A-reduced metabolites of progesterone in human plasma during pregnancy: elevated levels of 5 alpha-dihydroprogesterone in depressed patients during the latter half of pregnancy. The Journal of clinical endocrinology and metabolism. 2001 Dec; 86(12):5981-7. doi: 10.1210/jcem.86.12.8122. [PMID: 11739473]
  • S Maffei, S Del Ry, C Prontera, A Clerico. Increase in circulating levels of cardiac natriuretic peptides after hormone replacement therapy in postmenopausal women. Clinical science (London, England : 1979). 2001 Nov; 101(5):447-53. doi: NULL. [PMID: 11672449]
  • C A Frye, J M Vongher. Progesterone and 3alpha,5alpha-THP enhance sexual receptivity in mice. Behavioral neuroscience. 2001 Oct; 115(5):1118-28. doi: 10.1037/0735-7044.115.5.1118. [PMID: 11584925]
  • S Usuki, E Kotani. Effect of pituitary adenylate cyclase-activating polypeptide (PACAP) on progestin biosynthesis in cultured luteal cells from rat ovary. Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology. 2001 Jun; 15(3):184-91. doi: 10.1080/gye.15.3.184.191. [PMID: 11447729]
  • J M Torres, E Ruiz, E Ortega. Effects of CRH and ACTH administration on plasma and brain neurosteroid levels. Neurochemical research. 2001 May; 26(5):555-8. doi: 10.1023/a:1010925331768. [PMID: 11513484]
  • S Kirkman, E D Wallace, R J van Aarde, H C Potgieter. Steroidogenic correlates of pregnancy in the rock hyrax (Procavia capensis). Life sciences. 2001 Mar; 68(18):2061-72. doi: 10.1016/s0024-3205(01)00999-7. [PMID: 11324711]
  • K K Olson, L E Anderson, M C Wiltbank, D H Townson. Actions of prostaglandin F2alpha and prolactin on intercellular adhesion molecule-1 expression and monocyte/macrophage accumulation in the rat corpus luteum. Biology of reproduction. 2001 Mar; 64(3):890-7. doi: 10.1095/biolreprod64.3.890. [PMID: 11207205]
  • D S Reddy, H Y Kim, M A Rogawski. Neurosteroid withdrawal model of perimenstrual catamenial epilepsy. Epilepsia. 2001 Mar; 42(3):328-36. doi: 10.1046/j.1528-1157.2001.10100.x. [PMID: 11442149]
  • M E Burczynski, G R Sridhar, N T Palackal, T M Penning. The reactive oxygen species--and Michael acceptor-inducible human aldo-keto reductase AKR1C1 reduces the alpha,beta-unsaturated aldehyde 4-hydroxy-2-nonenal to 1,4-dihydroxy-2-nonene. The Journal of biological chemistry. 2001 Jan; 276(4):2890-7. doi: 10.1074/jbc.m006655200. [PMID: 11060293]
  • D Poirier, P Bydal, M R Tremblay, K M Sam, V Luu-The. Inhibitors of type II 17beta-hydroxysteroid dehydrogenase. Molecular and cellular endocrinology. 2001 Jan; 171(1-2):119-28. doi: 10.1016/s0303-7207(00)00427-5. [PMID: 11165020]
  • M Quinkler, S Johanssen, C Bumke-Vogt, W Oelkers, V Bähr, S Diederich. Enzyme-mediated protection of the mineralocorticoid receptor against progesterone in the human kidney. Molecular and cellular endocrinology. 2001 Jan; 171(1-2):21-4. doi: 10.1016/s0303-7207(00)00429-9. [PMID: 11165007]
  • J M Bowen, P L Keyes. Repeated exposure to prolactin is required to induce luteal regression in the hypophysectomized rat. Biology of reproduction. 2000 Oct; 63(4):1179-84. doi: 10.1095/biolreprod63.4.1179. [PMID: 10993843]
  • C Y Pau, K Y Pau, M Berria, H G Spies. Ovarian influence on gonadotropin and prolactin release in mated rabbits. Endocrine. 2000 Aug; 13(1):25-35. doi: 10.1385/endo:13:1:25. [PMID: 11051044]
  • P J Weiler, J P Wiebe. Plasma membrane receptors for the cancer-regulating progesterone metabolites, 5alpha-pregnane-3,20-dione and 3alpha-hydroxy-4-pregnen-20-one in MCF-7 breast cancer cells. Biochemical and biophysical research communications. 2000 Jun; 272(3):731-7. doi: 10.1006/bbrc.2000.2847. [PMID: 10860824]
  • C A Manire, L E Rasmussen, T S Gross. Serum steroid hormones including 11-ketotestosterone, 11-ketoandrostenedione, and dihydroprogesterone in juvenile and adult bonnethead sharks, Sphyrna tiburo. The Journal of experimental zoology. 1999 Oct; 284(5):595-603. doi: 10.1002/(sici)1097-010x(19991001)284:5<595::aid-jez15>3.0.co;2-6. [PMID: 10469997]
  • S Kurusu, K Tsukamoto, H Konishi, M Tachibana, M Kawaminami, I Hashimoto. Biphasic change in correlation between ovarian lipid peroxides and progestational activity during pseudopregnancy induced in immature rats. The Journal of veterinary medical science. 1999 Sep; 61(9):1039-42. doi: 10.1292/jvms.61.1039. [PMID: 10535510]
  • M Fiess, M Heistermann, J K Hodges. Patterns of urinary and fecal steroid excretion during the ovarian cycle and pregnancy in the African elephant (Loxodonta africana). General and comparative endocrinology. 1999 Jul; 115(1):76-89. doi: 10.1006/gcen.1999.7287. [PMID: 10375466]
  • O P Mgbonyebi, C T Smothers, J J Mrotek. Modulation of adrenal cell functions by cadmium salts. 5. Cadmium acetate and sulfate effects on basal and ACTH-stimulated steroidogenesis. Cell biology and toxicology. 1998 Aug; 14(4):301-11. doi: 10.1023/a:1007491110595. [PMID: 9733285]
  • D A Stead, R G Reid, R B Taylor. Capillary electrochromatography of steroids increased sensitivity by on-line concentration and comparison with high-performance liquid chromatography. Journal of chromatography. A. 1998 Mar; 798(1-2):259-67. doi: 10.1016/s0021-9673(97)00840-6. [PMID: 9542140]
  • S T Oh, E Yedidag, K Bielefeldt. Differential effects of progesterone and its analogues on the contractility of the murine jejunum in vitro. The Journal of surgical research. 1998 Feb; 75(1):1-5. doi: 10.1006/jsre.1997.5152. [PMID: 9614849]