Norbolethone (BioDeep_00000014546)

   

human metabolite


代谢物信息卡片


(1S,2R,10R,11S,14S,15S)-14,15-diethyl-14-hydroxytetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-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: CCC12CCC3C(C1CCC2(CC)O)CCC4=CC(=O)CCC34
InChI: InChI=1S/C21H32O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h13,16-19,23H,3-12H2,1-2H3/t16-,17+,18+,19-,20-,21-/m0/s1

描述信息

Norbolethone is a 19-nor anabolic steroid first synthesized in 1966. During the 1960s it was administered to humans in efficacy studies concerned with short stature and underweight conditions. It has never been reported by doping control laboratories prior to 2001. Norbolethone was identified in two urine samples from one athlete by matching the mass spectra and chromatographic retention times with those of a reference standard. The samples also contained at least one likely metabolite. The samples were also unusual because the concentrations of endogenous steroids were exceptionally low. Since norbolethone is not known to be marketed by any pharmaceutical company, a clandestine source of norbolethone may exist. Norbolethone matches the description for what is described as a "designer steroid." Androgenic anabolic steroids (AAS) are defined as natural, synthetic or semi-synthetic drugs chemicals derived from testosterone, used with the aim to improve physical performance by increasing both muscle strength and mass. Despite their reported toxicological effects on the cardiovascular, hepatic and neuro-endocrine systems, the AAS have been extensively used in sports activities. (PMID: 12112254) [HMDB]
Norbolethone is a 19-nor anabolic steroid first synthesized in 1966. During the 1960s it was administered to humans in efficacy studies concerned with short stature and underweight conditions. It has never been reported by doping control laboratories prior to 2001. Norbolethone was identified in two urine samples from one athlete by matching the mass spectra and chromatographic retention times with those of a reference standard. The samples also contained at least one likely metabolite. The samples were also unusual because the concentrations of endogenous steroids were exceptionally low. Since norbolethone is not known to be marketed by any pharmaceutical company, a clandestine source of norbolethone may exist. Norbolethone matches the description for what is described as a "designer steroid." Androgenic anabolic steroids (AAS) are defined as natural, synthetic or semi-synthetic drugs chemicals derived from testosterone, used with the aim to improve physical performance by increasing both muscle strength and mass. Despite their reported toxicological effects on the cardiovascular, hepatic and neuro-endocrine systems, the AAS have been extensively used in sports activities. (PMID: 12112254).
C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C2360 - Anabolic Steroid

同义名列表

17 个代谢物同义名

(1S,2R,10R,11S,14S,15S)-14,15-diethyl-14-hydroxytetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one; (17a)-(+/-)-13-ethyl-17-hydroxy-18,19-dinorpregn-4-en-3-one; (+/-)-13-ethyl-17-hydroxy-18,19-dinor-17a-pregn-4-en-3-one; 13-Ethyl-17-hydroxy-18,19-dinor-17-pregn-4-en-20-yn-3-one; 13-Ethyl-17-hydroxy-18,19-dinor-17a-pregn-4-en-3-one; (+/-)-13b,17a-diethyl-17b-hydroxygon-4-en-3-one; (+/-)-13,17a-diethyl-17b-hydroxygon-4-en-3-one; DL-17b-Hydroxy-13b,17a-diethylgon-4-en-3-one; DL-13,17a-Diethyl-17b-hydroxygon-4-en-3-one; (+/-)-17a-ethyl-18-homo-19-nortestosterone; DL-13,17a-Diethyl-17-hydroxygon-4-en-3-one; DL-Norbolethone; Norbolethone; Norboletone; 13-EHDPO; Genabol; Wy 3475



数据库引用编号

9 个数据库交叉引用编号

分类词条

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。

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Plant Reactome(0)

INOH(0)

PlantCyc(0)

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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

  • Oliver Zierau, Sylvi Lehmann, Günter Vollmer, Willhelm Schänzer, Patrick Diel. Detection of anabolic steroid abuse using a yeast transactivation system. Steroids. 2008 Oct; 73(11):1143-7. doi: 10.1016/j.steroids.2008.04.015. [PMID: 18550137]
  • L McRobb, D J Handelsman, R Kazlauskas, S Wilkinson, M D McLeod, A K Heather. Structure-activity relationships of synthetic progestins in a yeast-based in vitro androgen bioassay. The Journal of steroid biochemistry and molecular biology. 2008 May; 110(1-2):39-47. doi: 10.1016/j.jsbmb.2007.10.008. [PMID: 18395441]
  • 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]
  • Nola H Yu, Emmie N M Ho, David K K Leung, Terence S M Wan. Screening of anabolic steroids in horse urine by liquid chromatography-tandem mass spectrometry. Journal of pharmaceutical and biomedical analysis. 2005 Apr; 37(5):1031-8. doi: 10.1016/j.jpba.2004.08.041. [PMID: 15862683]
  • Jonathan Knight. Drugs bust reveals athletes' secret steroid. Nature. 2003 Oct; 425(6960):752. doi: 10.1038/425752a. [PMID: 14574369]
  • Don H Catlin, Brian D Ahrens, Yulia Kucherova. Detection of norbolethone, an anabolic steroid never marketed, in athletes' urine. Rapid communications in mass spectrometry : RCM. 2002; 16(13):1273-5. doi: 10.1002/rcm.722. [PMID: 12112254]