5-beta-pregnan-3,20 dione (BioDeep_00000014926)

Main id: BioDeep_00000637533

 

human metabolite Volatile Flavor Compounds


代谢物信息卡片


(1S,2S,7R,10R,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one

化学式: C21H32O2 (316.24021719999996)
中文名称:
谱图信息: 最多检出来源 () 0%

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-/m1/s1

描述信息

(5beta)-pregnane-3,20-dione, also known as 3,20-pregnanedione or 5beta-dihydroprogesterone, belongs to gluco/mineralocorticoids, progestogins and derivatives class of compounds. Those are steroids with a structure based on a hydroxylated prostane moiety. Thus, (5beta)-pregnane-3,20-dione is considered to be a steroid lipid molecule (5beta)-pregnane-3,20-dione is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). (5beta)-pregnane-3,20-dione can be found in a number of food items such as opium poppy, walnut, rowal, and italian sweet red pepper, which makes (5beta)-pregnane-3,20-dione a potential biomarker for the consumption of these food products.

同义名列表

15 个代谢物同义名

(1S,2S,7R,10R,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one; (5BETA)-PREGNANE-3,20-DIONE; 5beta-dihydroprogesterone; 5beta-pregnane-3,20-dione; 5-beta-pregnan-3,20 dione; (5b)-PREGNANE-3,20-dione; 5beta-pregnan-3,20-dione; (5Β)-pregnane-3,20-dione; 5-β-pregnan-3,20 dione; 5Β-dihydroprogesterone; 5b-Dihydroprogesterone; 5Β-pregnan-3,20-dione; 5b-Pregnan-3,20-dione; 3,20-pregnanedione; 5beta-Pregnane-3,20-dione



数据库引用编号

17 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

5 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(2)

WikiPathways(2)

Plant Reactome(0)

INOH(0)

PlantCyc(1)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

2 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

  • 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]
  • 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]
  • 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]
  • 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]
  • 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]
  • 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]
  • 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]