4-Androstenediol (BioDeep_00000014545)

Main id: BioDeep_00000637506

 

human metabolite Endogenous blood metabolite natural product


代谢物信息卡片


(1S,2R,5S,10R,11S,14S,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-5,14-diol

化学式: C19H30O2 (290.2246)
中文名称: 4-雄烯二醇
谱图信息: 最多检出来源 Mus musculus(lipidomics) 11.9%

分子结构信息

SMILES: CC12CCC(O)C=C1CCC1C2CCC2(C)C(O)CCC12
InChI: InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,13-17,20-21H,3-10H2,1-2H3/t13-,14-,15-,16-,17-,18-,19-/m0/s1

描述信息

4-Androstenediol is a metabolite of testosterone. Conversely, the conversion of 4-Androstenediol to testosterone has been demonstrated to occur in homogenates of hyperplastic human female adrenal glands. 4-Androstenediol is an anabolic agent that has been found in increased concentration in athletes suspected of doping. 4-Androstenediol has also been found in aqueous and solid nutritional supplements that are commercially available. Studies showing that non-hormonal supplements such as vitamins, minerals and amino acids can contain anabolic androgenic steroids not declared on the labels of the products have been published. These undeclared substances (often prohormones of testosterone) can cause health risks to consumers and might lead to positive results in sports doping control. It has been demonstrated that 4-Androstenediol taken by month is capable of producing in vivo increases in testosterone concentration in apparently healthy young men an women. (PMID: 15808000, 15103700, 10638382, 15370836) [HMDB]
4-Androstenediol is a metabolite of testosterone. Conversely, the conversion of 4-androstenediol to testosterone has been demonstrated to occur in homogenates of hyperplastic human female adrenal glands. 4-Androstenediol is an anabolic agent that has been found in increased concentration in athletes suspected of doping. 4-Androstenediol has also been found in aqueous and solid nutritional supplements that are commercially available. Studies showing that non-hormonal supplements such as vitamins, minerals, and amino acids can contain anabolic androgenic steroids not declared on the labels of the products have been published. These undeclared substances (often prohormones of testosterone) can cause health risks to consumers and might lead to positive results in sports doping control. It has been demonstrated that 4-androstenediol taken by mouth is capable of producing in vivo increases in testosterone concentration in apparently healthy young men an women (PMID: 15808000, 15103700, 10638382, 15370836).

同义名列表

17 个代谢物同义名

(1S,2R,5S,10R,11S,14S,15S)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-ene-5,14-diol; (3beta,17beta)-Androst-4-ene-3,17-diol; 3beta,17beta-Dihydroxy-4-androstene; (3b,17b)-Androst-4-ene-3,17-diol; (3β,17β)-Androst-4-ene-3,17-diol; Androst-4-ene-3beta,17beta-diol; 3β,17β-Dihydroxy-4-androstene; 3b,17b-Dihydroxy-4-androstene; D4-Androstene-3b,17b-diol; Androst-4-ene-3β,17β-diol; Androst-4-ene-3b,17b-diol; Androst-4-en-3b,17b-diol; 4-Androstene-3b,17b-diol; Androst-4-ene-3,17-diol; 4-Androstenediol; ST 19:1;O2; 4-Androstenediol



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

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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)

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PharmGKB(0)

13 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

  • Jelle Vehof, Pirro G Hysi, Christopher J Hammond. A Metabolome-Wide Study of Dry Eye Disease Reveals Serum Androgens as Biomarkers. Ophthalmology. 2017 04; 124(4):505-511. doi: 10.1016/j.ophtha.2016.12.011. [PMID: 28139245]
  • Adam T Cawley, Graham J Trout, Rymantas Kazlauskas, Adrian V George. The potential of urinary androstdiene markers to identify 4-androstenediol (4-ADIOL) administration in athletes. Forensic science international. 2011 May; 208(1-3):129-38. doi: 10.1016/j.forsciint.2010.11.016. [PMID: 21177052]
  • Natasha M Nesbitt, Xinxin Yang, Patricia Fontán, Irina Kolesnikova, Issar Smith, Nicole S Sampson, Eugenie Dubnau. A thiolase of Mycobacterium tuberculosis is required for virulence and production of androstenedione and androstadienedione from cholesterol. Infection and immunity. 2010 Jan; 78(1):275-82. doi: 10.1128/iai.00893-09. [PMID: 19822655]
  • M Iqbal Choudhary, S Adnan Ali Shah, S Ghulam Musharraf, Farzana Shaheen, Atta-Ur-Rahman. Microbial transformation of dehydroepiandrosterone. Natural product research. 2003 Jun; 17(3):215-20. doi: 10.1080/1057563021000040835. [PMID: 12737407]
  • Craig E Broeder. Oral andro-related prohormone supplementation: do the potential risks outweigh the benefits?. Canadian journal of applied physiology = Revue canadienne de physiologie appliquee. 2003 Feb; 28(1):102-16. doi: 10.1139/h03-009. [PMID: 12671199]
  • G Pépin, F Vayssette, Y Gaillard. [Urinary nandrolone metabolites in antidoping control]. Annales pharmaceutiques francaises. 2001 Sep; 59(5):345-9. doi: . [PMID: 11787429]
  • C P Earnest, M A Olson, C E Broeder, K F Breuel, S G Beckham. In vivo 4-androstene-3,17-dione and 4-androstene-3 beta,17 beta-diol supplementation in young men. European journal of applied physiology. 2000 Feb; 81(3):229-32. doi: 10.1007/s004210050035. [PMID: 10638382]
  • V P Uralets, P A Gillette. Over-the-counter anabolic steroids 4-androsten-3,17-dione; 4-androsten-3beta,17beta-diol; and 19-nor-4-androsten-3,17-dione: excretion studies in men. Journal of analytical toxicology. 1999 Sep; 23(5):357-66. doi: 10.1093/jat/23.5.357. [PMID: 10488924]