Testosterone glucuronide (BioDeep_00000002701)
Secondary id: BioDeep_00001874143
human metabolite Endogenous blood metabolite natural product
代谢物信息卡片
化学式: C25H36O8 (464.241)
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) 25.52%
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
2024-12-22) (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
23 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; Testosterone glucuronide
数据库引用编号
19 个数据库交叉引用编号
- ChEBI: CHEBI:28835
- KEGG: C11134
- PubChem: 4400268
- PubChem: 108192
- HMDB: HMDB0003193
- Metlin: METLIN2794
- ChEMBL: CHEMBL2074651
- Wikipedia: Testosterone glucuronide
- LipidMAPS: LMST05010012
- foodb: FDB023122
- chemspider: 97270
- CAS: 1180-25-2
- PMhub: MS000004553
- 3DMET: B04208
- NIKKAJI: J752.948A
- RefMet: Testosterone glucuronide
- PubChem: 13316
- KNApSAcK: 28835
- LOTUS: LTS0113376
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)
- Male steroid hormones in cardiomyocyte energy metabolism:
3 -Androstane-diol ⟶ Epiandrosterone
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(12)
- Androgen and Estrogen Metabolism:
Estradiol + NADP ⟶ Estrone + NADPH
- 17-beta Hydroxysteroid Dehydrogenase III Deficiency:
Estradiol + NADP ⟶ Estrone + NADPH
- Aromatase Deficiency:
Estradiol + NADP ⟶ Estrone + NADPH
- Androgen and Estrogen Metabolism:
Estradiol + NADP ⟶ Estrone + NADPH
- 17-beta Hydroxysteroid Dehydrogenase III Deficiency:
Estradiol + NADP ⟶ Estrone + NADPH
- Aromatase Deficiency:
Estradiol + NADP ⟶ Estrone + NADPH
- Androgen and Estrogen Metabolism:
Estradiol + NADP ⟶ Estrone + NADPH
- Androgen and Estrogen Metabolism:
Estradiol + NADP ⟶ Estrone + NADPH
- Androgen and Estrogen Metabolism:
Estradiol + NADP ⟶ Estrone + NADPH
- Androgen and Estrogen Metabolism:
Estradiol + NADP ⟶ Estrone + NADPH
- 17-beta Hydroxysteroid Dehydrogenase III Deficiency:
Estradiol + NADP ⟶ Estrone + NADPH
- Aromatase Deficiency:
Estradiol + NADP ⟶ Estrone + NADPH
PharmGKB(0)
10 个相关的物种来源信息
- 7711 - Chordata: LTS0113376
- 2759 - Eukaryota: LTS0113376
- 9604 - Hominidae: LTS0113376
- 9605 - Homo: LTS0113376
- 9606 - Homo sapiens:
- 9606 - Homo sapiens: -
- 9606 - Homo sapiens: 10.1038/NBT.2488
- 9606 - Homo sapiens: LTS0113376
- 40674 - Mammalia: LTS0113376
- 33208 - Metazoa: LTS0113376
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:
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The Journal of steroid biochemistry and molecular biology.
2021 01; 205(?):105774. doi:
10.1016/j.jsbmb.2020.105774
. [PMID: 33172831] - 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:
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American journal of physiology. Endocrinology and metabolism.
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Drug testing and analysis.
2018 Apr; 10(4):723-730. doi:
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Drug testing and analysis.
2017 Jul; 9(7):994-1000. doi:
10.1002/dta.2103
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The Journal of steroid biochemistry and molecular biology.
2014 Jan; 139(?):192-200. doi:
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2013 Mar; 5(3):166-81. doi:
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The Analyst.
2012 Jan; 137(1):249-54. doi:
10.1039/c1an15606c
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The Journal of clinical endocrinology and metabolism.
2011 Nov; 96(11):3440-7. doi:
10.1210/jc.2011-0521
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The Analyst.
2011 Oct; 136(19):3911-6. doi:
10.1039/c1an15450h
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Zoo biology.
2010 Nov; 29(6):760-6. doi:
10.1002/zoo.20309
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Substance abuse treatment, prevention, and policy.
2010 Apr; 5(?):7. doi:
10.1186/1747-597x-5-7
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Indian journal of ophthalmology.
2009 Nov; 57(6):419-22. doi:
10.4103/0301-4738.57143
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Journal of endocrinological investigation.
2009 May; 32(5):445-53. doi:
10.1007/bf03346484
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Steroids.
2009 Mar; 74(3):365-8. doi:
10.1016/j.steroids.2008.11.003
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Drug metabolism and disposition: the biological fate of chemicals.
2009 Feb; 37(2):417-23. doi:
10.1124/dmd.108.024844
. [PMID: 19022937] - Adam T Cawley, Graham J Trout, Rymantas Kazlauskas, Adrian V George. The detection of androstenedione abuse in sport: a mass spectrometry strategy to identify the 4-hydroxyandrostenedione metabolite.
Rapid communications in mass spectrometry : RCM.
2008 Dec; 22(24):4147-57. doi:
10.1002/rcm.3826
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Clinical chemistry.
2008 Dec; 54(12):1945-7. doi:
10.1373/clinchem.2008.110106
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General and comparative endocrinology.
2008 Aug; 158(1):77-86. doi:
10.1016/j.ygcen.2008.05.006
. [PMID: 18639242] - Jenny Jakobsson Schulze, Jonas Lundmark, Mats Garle, Ilona Skilving, Lena Ekström, Anders Rane. Doping test results dependent on genotype of uridine diphospho-glucuronosyl transferase 2B17, the major enzyme for testosterone glucuronidation.
The Journal of clinical endocrinology and metabolism.
2008 Jul; 93(7):2500-6. doi:
10.1210/jc.2008-0218
. [PMID: 18334593] - Larry D Bowers. Testosterone doping: dealing with genetic differences in metabolism and excretion.
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2008 Jul; 93(7):2469-71. doi:
10.1210/jc.2008-0977
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Steroids.
2006 May; 71(5):364-70. doi:
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