Testosterone glucuronide (BioDeep_00000002701)

 

Secondary id: BioDeep_00001874143

human metabolite Endogenous blood metabolite


代谢物信息卡片


(2S,3S,4S,5R,6R)-6-[[(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

化学式: C25H36O8 (464.2410056)
中文名称: 睾酮β-D-葡糖苷酸
谱图信息: 最多检出来源 Homo sapiens(urine) 0.22%

Reviewed

Last reviewed on 2024-07-12.

Cite this Page

Testosterone glucuronide. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/testosterone_glucuronide (retrieved 2024-09-17) (BioDeep RN: BioDeep_00000002701). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CC12CCC(=O)C=C1CCC1C2CCC2(C)C(OC3OC(C(=O)O)C(O)C(O)C3O)CCC12
InChI: InChI=1S/C25H36O8/c1-24-9-7-13(26)11-12(24)3-4-14-15-5-6-17(25(15,2)10-8-16(14)24)32-23-20(29)18(27)19(28)21(33-23)22(30)31/h11,14-21,23,27-29H,3-10H2,1-2H3,(H,30,31)/t14-,15-,16-,17-,18-,19-,20+,21-,23+,24-,25-/m0/s1

描述信息

Testosterone glucuronide is a natural human metabolite of testosterone. Testosterone is a steroid hormone from the androgen group. testosterone is primarily secreted in the testes of males and the ovaries of females although small amounts are secreted by the adrenal glands. It is the principal male sex hormone and an anabolic steroid. In both males and females, it plays key roles in health and well-being. There is a sex difference in the median values of testosterone glucuronide in the amniotic fluid specimens 15-19 wk gestation between female (median 160 pM, range 64-465 pM) and male (median 817 pM, range 68-3707 pM). This difference, when used in conjunction with amniotic fluid unconjugated testosterone values, increase the predictive accuracy of fetal sexing from 95.4 to 98.9\\\%. In human newborns and young infants, urinary testosterone sulfate is higher than glucuronide. The high sulfokinase activity in fetal and neonatal testes is more likely responsible for this phenomenon than an impaired glucuronizing capacity of the liver. Urinary excretion of testosterone glucuronide increases significantly during puberty. The level of testosterone glucuronide exceeds the level of unconjugated testosterone in human seminal plasma. Urinary testosterone glucuronide excretion is increased in women with virilizing adrenocortical tumors. Concentration of testosterone glucuronide in urine from women with breast tumor in urine samples is not different from patients with benign or malignant breast disease, either before or after the menopause. (PMID: 8327267, 3560942, 6246233, 871373, 133773, 947290) [HMDB]
Testosterone glucuronide is a natural human metabolite of testosterone. Testosterone is a steroid hormone from the androgen group. Testosterone is primarily secreted in the testes of males and the ovaries of females although small amounts are secreted by the adrenal glands. It is the principal male sex hormone and an anabolic steroid. In both males and females, it plays key roles in health and well-being. There is a sex difference in the median values of testosterone glucuronide in the amniotic fluid specimens 15-19 wk gestation between female (median 160 pM, range 64-465 pM) and male (median 817 pM, range 68-3707 pM). This difference, when used in conjunction with amniotic fluid unconjugated testosterone values, increase the predictive accuracy of fetal sexing from 95.4 to 98.9\\\%. In human newborns and young infants, urinary testosterone sulfate is higher than glucuronide. The high sulfokinase activity in fetal and neonatal testes is more likely responsible for this phenomenon than an impaired glucuronizing capacity of the liver. Urinary excretion of testosterone glucuronide increases significantly during puberty. The level of testosterone glucuronide exceeds the level of unconjugated testosterone in human seminal plasma. Urinary testosterone glucuronide excretion is increased in women with virilizing adrenocortical tumors. Concentration of testosterone glucuronide in urine from women with breast tumor in urine samples is not different from patients with benign or malignant breast disease, either before or after the menopause. (PMID: 8327267, 3560942, 6246233, 871373, 133773, 947290).

同义名列表

22 个代谢物同义名

(2S,3S,4S,5R,6R)-6-[[(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid; (2S,3S,4S,5R,6R)-6-{[(1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-14-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid; (17b)-3-Oxoandrost-4-en-17-yl b-D-glucopyranosiduronic acid; b-D-3-Oxoandrost-4-en-17b-yl glucopyranosiduronic acid; 17beta-hydroxyandrost-4-en-3-one 3-D-glucuronide; (alpha)-Isomer OF testosterone glucuronate; Testosterone 17beta-(beta-D-glucuronide); b-D-Androstane glucopyranosiduronic acid; testosterone 17-glucosiduronic acid; Testosterone 17b-(b-D-glucuronide); Testosterone 17β-(β-D-glucuronide); Testosterone glucopyranuronoside; Testosterone 17-glucosiduronate; Testosterone glucosiduronide; Testosterone b-D-glucuronide; Epitestosterone glucuronide; Testosterone 17-glucuronide; Testosterone glucuronoside; Testosterone-glucuronide; Testosterone glucuronate; Testosterone glucuronide; ST 19:2;O2;GlcA



数据库引用编号

16 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

13 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(1)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(12)

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

  • Jenny Schulze, Kim Pettersson-Bohlin, John-Olof Thörngren, Lena Ekström. Re-evaluation of combined ((ES/EG)/(TS/TG)) ratio as a marker of testosterone intake in men. Drug testing and analysis. 2021 Aug; 13(8):1576-1579. doi: 10.1002/dta.3045. [PMID: 33864421]
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  • Haeyoung Zhang, Abdul Basit, Chris Wolford, Kuan-Fu Chen, Andrea Gaedigk, Yvonne S Lin, J Steven Leeder, Bhagwat Prasad. Normalized Testosterone Glucuronide as a Potential Urinary Biomarker for Highly Variable UGT2B17 in Children 7-18 Years. Clinical pharmacology and therapeutics. 2020 05; 107(5):1149-1158. doi: 10.1002/cpt.1764. [PMID: 31900930]
  • Hannah Colldén, Andreas Landin, Ville Wallenius, Erik Elebring, Lars Fändriks, Maria E Nilsson, Henrik Ryberg, Matti Poutanen, Klara Sjögren, Liesbeth Vandenput, Claes Ohlsson. The gut microbiota is a major regulator of androgen metabolism in intestinal contents. American journal of physiology. Endocrinology and metabolism. 2019 12; 317(6):E1182-E1192. doi: 10.1152/ajpendo.00338.2019. [PMID: 31689143]
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  • Eva Choong, Jenny J Schulze, Magnus Ericsson, Anders Rane, Lena Ekström. Discordant genotyping results using DNA isolated from anti-doping control urine samples. Drug testing and analysis. 2017 Jul; 9(7):994-1000. doi: 10.1002/dta.2103. [PMID: 27706926]
  • Emmanuel Strahm, Jenny E Mullen, Nina Gårevik, Magnus Ericsson, Jenny J Schulze, Anders Rane, Lena Ekström. Dose-dependent testosterone sensitivity of the steroidal passport and GC-C-IRMS analysis in relation to the UGT2B17 deletion polymorphism. Drug testing and analysis. 2015 Nov; 7(11-12):1063-70. doi: 10.1002/dta.1841. [PMID: 26198073]
  • Andreu Fabregat, Josep Marcos, Lorena Garrostas, Jordi Segura, Oscar J Pozo, Rosa Ventura. Evaluation of urinary excretion of androgens conjugated to cysteine in human pregnancy by mass spectrometry. The Journal of steroid biochemistry and molecular biology. 2014 Jan; 139(?):192-200. doi: 10.1016/j.jsbmb.2013.01.014. [PMID: 23410595]
  • Masato Okano, Toshihiko Ueda, Yasunori Nishitani, Hiroko Kano, Ayako Ikekita, Shinji Kageyama. UDP-glucuronosyltransferase 2B17 genotyping in Japanese athletes and evaluation of the current sports drug testing for detecting testosterone misuse. Drug testing and analysis. 2013 Mar; 5(3):166-81. doi: 10.1002/dta.1394. [PMID: 22887913]
  • S Medina, F Ferreres, C García-Viguera, M N Horcajada, J Orduna, M Savirón, G Zurek, J M Martínez-Sanz, J I Gil, A Gil-Izquierdo. Non-targeted metabolomic approach reveals urinary metabolites linked to steroid biosynthesis pathway after ingestion of citrus juice. Food chemistry. 2013 Jan; 136(2):938-46. doi: 10.1016/j.foodchem.2012.09.004. [PMID: 23122147]
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