5-alpha-Pregnan-3,20-dione (BioDeep_00000053796)

   

human metabolite Endogenous


代谢物信息卡片


(1S,2S,10R,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one

化学式: C21H32O2 (316.2402)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(not specific) 2.65%

分子结构信息

SMILES: CC(=O)C1CCC2C1(CCC3C2CCC4C3(CCC(=O)C4)C)C
InChI: InChI=1S/C21H32O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h14,16-19H,4-12H2,1-3H3/t14?,16-,17+,18-,19-,20-,21+/m0/s1

描述信息

5-alpha-pregnan-3,20-dione is part of the Protein modification, Steroid hormone biosynthesis, and Prostate cancer pathways. It is a substrate for: Probable polyprenol reductase, 3-oxo-5-alpha-steroid 4-dehydrogenase 1, and 3-oxo-5-alpha-steroid 4-dehydrogenase 2.

同义名列表

5 个代谢物同义名

(1S,2S,10R,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one; 5-alpha-Pregnan-3,20-dione; 5-a-Pregnan-3,20-dione; 5-Α-pregnan-3,20-dione; Pregnane-3,20-dione



数据库引用编号

5 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)

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。

亚细胞结构定位 关联基因列表


文献列表

  • 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]
  • 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]
  • Surjit Singh, Debasish Hota, Ajay Prakash, Krishan L Khanduja, Sunil K Arora, Amitava Chakrabarti. Allopregnanolone, the active metabolite of progesterone protects against neuronal damage in picrotoxin-induced seizure model in mice. Pharmacology, biochemistry, and behavior. 2010 Jan; 94(3):416-22. doi: 10.1016/j.pbb.2009.10.003. [PMID: 19840816]
  • 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]
  • Cornelius Schüle, Thomas C Baghai, Flavia di Michele, Daniela Eser, Augusto Pasini, Markus Schwarz, Rainer Rupprecht, Elena Romeo. Effects of combination treatment with mood stabilizers and mirtazapine on plasma concentrations of neuroactive steroids in depressed patients. Psychoneuroendocrinology. 2007 Jul; 32(6):669-80. doi: 10.1016/j.psyneuen.2007.04.004. [PMID: 17560730]
  • 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]
  • 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]
  • 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]
  • Bernardo Dubrovsky. Neurosteroids, neuroactive steroids, and symptoms of affective disorders. Pharmacology, biochemistry, and behavior. 2006 Aug; 84(4):644-55. doi: 10.1016/j.pbb.2006.06.016. [PMID: 16962651]
  • 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]
  • 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]
  • 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]
  • 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]
  • 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]
  • Daniela Eser, Flavia di Michele, Peter Zwanzger, Augusto Pasini, Thomas C Baghai, Cornelius Schüle, Rainer Rupprecht, Elena Romeo. Panic induction with cholecystokinin-tetrapeptide (CCK-4) Increases plasma concentrations of the neuroactive steroid 3alpha, 5alpha tetrahydrodeoxycorticosterone (3alpha, 5alpha-THDOC) in healthy volunteers. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology. 2005 Jan; 30(1):192-5. doi: 10.1038/sj.npp.1300572. [PMID: 15467707]
  • Gianfranco Spalletta, Elena Romeo, Giuseppina Bonaviri, Giorgio Bernardi, Carlo Caltagirone, Flavia di Michele. Preliminary evidence for an association between aggressive and hostile behaviour and 3alpha,5alpha-tetrahydroprogesterone plasma levels in schizophrenia. Journal of psychiatry & neuroscience : JPN. 2005 Jan; 30(1):49-52. doi: NULL. [PMID: 15644998]
  • Cornelius Schüle, Flavia Di Michele, Thomas Baghai, Elena Romeo, Giorgio Bernardi, Peter Zwanzger, Frank Padberg, Augusto Pasini, Rainer Rupprecht. Neuroactive steroids in responders and nonresponders to sleep deprivation. Annals of the New York Academy of Sciences. 2004 Dec; 1032(?):216-23. doi: 10.1196/annals.1314.024. [PMID: 15677414]
  • 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]
  • F di Michele, M Verdecchia, M Dorofeeva, L Costamagna, G Bernardi, P Curatolo, E Romeo. GABA(A) receptor active steroids are altered in epilepsy patients with tuberous sclerosis. Journal of neurology, neurosurgery, and psychiatry. 2003 May; 74(5):667-70. doi: 10.1136/jnnp.74.5.667. [PMID: 12700317]
  • Frank Padberg, Flavia di Michele, Peter Zwanzger, Elena Romeo, Giorgio Bernardi, Cornelius Schüle, Thomas C Baghai, Robin Ella, Augusto Pasini, Rainer Rupprecht. Plasma concentrations of neuroactive steroids before and after repetitive transcranial magnetic stimulation (rTMS) in major depression. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology. 2002 Nov; 27(5):874-8. doi: 10.1016/s0893-133x(02)00355-x. [PMID: 12431862]
  • 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]
  • 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]
  • 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 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]
  • P Monteleone, M Luisi, B Colurcio, E Casarosa, P Monteleone, R Ioime, A R Genazzani, M Maj. Plasma levels of neuroactive steroids are increased in untreated women with anorexia nervosa or bulimia nervosa. Psychosomatic medicine. 2001 Jan; 63(1):62-8. doi: 10.1097/00006842-200101000-00008. [PMID: 11211066]