Testosterone enanthate (BioDeep_00000001998)
Secondary id: BioDeep_00000637507, BioDeep_00001867888
human metabolite
代谢物信息卡片
化学式: C26H40O3 (400.2977)
中文名称: 庚酸睾酮
谱图信息:
最多检出来源 Mus musculus(plant) 5.51%
分子结构信息
SMILES: CCCCCCC(=O)OC1CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C
InChI: InChI=1S/C26H40O3/c1-4-5-6-7-8-24(28)29-23-12-11-21-20-10-9-18-17-19(27)13-15-25(18,2)22(20)14-16-26(21,23)3/h17,20-23H,4-16H2,1-3H3/t20-,21-,22-,23-,25-,26-/m0/s1
描述信息
testosterone enanthate is used in androgen substitution to replace testosterone at levels as close to physiological levels as is possible. For some androgen-dependent functions testosterone is a pro-hormone, peripherally converted to 5alpha-dihydrotestosterone (DHT) and 17beta-estradiol (E2), of which the levels preferably should be within normal physiological ranges. Furthermore, androgens should have a good safety profile without adverse effects on the prostate, serum lipids, liver or respiratory function, and they must be convenient to use and patient-friendly, with a relative independence from medical services. Natural testosterone is viewed as the best androgen for substitution in hypogonadal men. testosterone enanthate is used to treat male hypogonadism. Male hypogonadism is one of the most common endocrinologic syndromes. The diagnosis is based on clinical signs and symptoms plus laboratory confirmation via the measurement of low morning testosterone levels on two different occasions. Serum luteinizing hormone and follicle-stimulating hormone levels distinguish between primary (hypergonadotropic) and secondary (hypogonadotropic) hypogonadism. Osteoporosis in male hypogonadism: responses to androgen substitution differ among men with primary and secondary hypogonadism. In primary hypogonadal men the on bone mineral density (BMD) responds dose dependently to testosterone substitution, whereas in secondary hypogonadism only testosterone enanthate treatment significantly increased the BMD. In all mammalian species studied to date, testosterone has been found to be the predominant intratesticular steroid. In volunteers receiving hormonal contraception by using a combination of testosterone enanthate and levonorgestrel, there is a profound reduction of both intratesticular testosterone concentration and androgen bioactivity. High doses of testosterone enanthate can normalize hematocrit values of maintenance hemodialysis patients with replenished bone marrow iron stores. testosterone enanthate is classified as a prohibited substance by the World Anti-Doping Agency (WADA) and its use may be detected by way of the urinary testosterone/epitestosterone (T/E) ratio. (PMID: 16185098, 16467270, 15329035, 17530941, 17484401, 4028529, 12792150) [HMDB]
Testosterone enanthate is used in androgen substitution to replace testosterone at levels as close to physiological levels as is possible. For some androgen-dependent functions testosterone is a pro-hormone, peripherally converted to 5alpha-dihydrotestosterone (DHT) and 17beta-estradiol (E2), of which the levels preferably should be within normal physiological ranges. Furthermore, androgens should have a good safety profile without adverse effects on the prostate, serum lipids, liver or respiratory function, and they must be convenient to use and patient-friendly, with a relative independence from medical services. Natural testosterone is viewed as the best androgen for substitution in hypogonadal men. testosterone enanthate is used to treat male hypogonadism. Male hypogonadism is one of the most common endocrinologic syndromes. The diagnosis is based on clinical signs and symptoms plus laboratory confirmation via the measurement of low morning testosterone levels on two different occasions. Serum luteinizing hormone and follicle-stimulating hormone levels distinguish between primary (hypergonadotropic) and secondary (hypogonadotropic) hypogonadism. Osteoporosis in male hypogonadism: responses to androgen substitution differ among men with primary and secondary hypogonadism. In primary hypogonadal men the on bone mineral density (BMD) responds dose dependently to testosterone substitution, whereas in secondary hypogonadism only testosterone enanthate treatment significantly increased the BMD. In all mammalian species studied to date, testosterone has been found to be the predominant intratesticular steroid. In volunteers receiving hormonal contraception by using a combination of testosterone enanthate and levonorgestrel, there is a profound reduction of both intratesticular testosterone concentration and androgen bioactivity. High doses of testosterone enanthate can normalize hematocrit values of maintenance hemodialysis patients with replenished bone marrow iron stores. testosterone enanthate is classified as a prohibited substance by the World Anti-Doping Agency (WADA) and its use may be detected by way of the urinary testosterone/epitestosterone (T/E) ratio. (PMID: 16185098, 16467270, 15329035, 17530941, 17484401, 4028529, 12792150).
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones > D000728 - Androgens
C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone
C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C2360 - Anabolic Steroid
同义名列表
77 个代谢物同义名
[(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] heptanoate; (1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-14-yl heptanoate; 17beta-Hydroxyandrost-4-en-3-one heptanoic acid; 17-Hydroxyandrost-4-en-3-one, 17-heptanoic acid; 17β-Hydroxyandrost-4-en-3-one enanthate; 17Β-hydroxyandrost-4-en-3-one heptanoic acid; 17b-Hydroxyandrost-4-en-3-one heptanoic acid; Rotexmedica brand OF testosterone enanthate; 17beta-Hydroxyandrost-4-en-3-one heptanoate; 17-Hydroxyandrost-4-en-3-one, 17-heptanoate; 17beta-Hydroxyandrost-4-en-3-one enanthate; eifelfango Brand OF testosterone enanthate; 4-Androsten-17β-ol-3-one 17-enanthate; Jenapharm brand OF testosterone enanthate; 17Β-hydroxyandrost-4-en-3-one heptanoate; Pasadena brand OF testosterone enanthate; Schering brand OF testosterone enanthate; 4-Androsten-17beta-ol-3-one 17-enanthate; 17b-Hydroxyandrost-4-en-3-one heptanoate; Theramed brand OF testosterone enanthate; 17-((1-Oxoheptyl)oxy)androst-4-en-3-one; Roberts brand OF testosterone enanthate; Rugby brand OF testosterone enanthate; Testosterone 17β-heptanoic acid; 17β-Enanthoxyandrost-4-en-3-one; 4-Androsten-3-one 17β-enanthate; BTG Brand OF testosterone enanthate; 17beta-Enanthoxyandrost-4-en-3-one; 4-Androsten-3-one 17beta-enanthate; Testosterone 17beta-heptanoic acid; Testosterone 17β-heptanoate; Testosterone 17beta-heptanoate; Testosterone 17-enanthic acid; Testosteron depot-rotexmedica; Testosteron-depot eifelfango; Testosteron-depot jenapharm; Testosterone heptanoic acid; Testosterone enanthic acid; Testosterone heptoic acid; Testosterone 17-enanthate; Testosterone oenanthate; Testosterone heptanoate; Testosterone oenanthat; Testosterone heptylate; Testosterone Enanthate; Testosterone enantate; Testosterone heptoate; Primoteston depot; Malogen l.a.200; SCHEMBL18437534; depo-testro Med; Orquisteron-e; Androgyn l.a.; Andropository; Testostroval; DEA no. 4000; Malogen l.a.; Primotestone; Testrin p.a.; DePatestrye; Delatestryl; Androtardyl; Testonenant; Testanthate; Exten test; reposo TMD; Testoenant; Durathate; Testenate; Theramex; Delatest; Atlatest; Testinon; Everone; Testate; Ditate; Testosterone enanthate
数据库引用编号
20 个数据库交叉引用编号
- ChEBI: CHEBI:9464
- KEGG: C08157
- KEGGdrug: D00958
- PubChem: 9416
- HMDB: HMDB0005814
- Metlin: METLIN2785
- DrugBank: DBSALT001030
- DrugBank: DB13944
- ChEMBL: CHEMBL1200335
- Wikipedia: Testosterone enanthate
- foodb: FDB023772
- chemspider: 9045
- CAS: 315-37-7
- PMhub: MS000001619
- PubChem: 10357
- LipidMAPS: LMST02020075
- 3DMET: B02148
- NIKKAJI: J5.664B
- RefMet: Testosterone enanthate
- KNApSAcK: 9464
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
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)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
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
- Abdulmohsin J Alamoudi, Sami A Alessi, Waleed Y Rizg, Abdulmajeed M Jali, Awaji Y Safhi, Fahad Y Sabei, Sameer Alshehri, Khaled M Hosny, Ashraf B Abdel-Naim. Cordycepin Attenuates Testosterone-Induced Benign Prostatic Hyperplasia in Rats via Modulation of AMPK and AKT Activation.
Pharmaceutics.
2022 Aug; 14(8):. doi:
10.3390/pharmaceutics14081652
. [PMID: 36015278] - Edward J Choi, Perry Xu, Farouk M El-Khatib, Parviz K Kavoussi, Faysal A Yafi. Post-market safety and efficacy profile of subcutaneous testosterone enanthate-autoinjector: a cohort analysis.
International journal of impotence research.
2022 Aug; 34(5):467-470. doi:
10.1038/s41443-021-00435-6
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The Journal of steroid biochemistry and molecular biology.
2021 11; 214(?):105977. doi:
10.1016/j.jsbmb.2021.105977
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The journals of gerontology. Series A, Biological sciences and medical sciences.
2021 05; 76(6):1084-1089. doi:
10.1093/gerona/glab007
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Oxidative medicine and cellular longevity.
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Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2020 Nov; 131(?):110759. doi:
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The Journal of sports medicine and physical fitness.
2019 Mar; 59(3):489-495. doi:
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2018 12; 20(12):1445-1458. doi:
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The Journal of sports medicine and physical fitness.
2018 Nov; 58(11):1681-1687. doi:
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Drug testing and analysis.
2018 Apr; 10(4):723-730. doi:
10.1002/dta.2301
. [PMID: 28901724] - S Karbasi, M Zaeemi, M Mohri, A Rashidlamir, Z Moosavi. Effects of testosterone enanthate and resistance training on myocardium in Wistar rats; clinical and anatomical pathology.
Andrologia.
2018 Apr; 50(3):. doi:
10.1111/and.12908
. [PMID: 29047154] - Yamina Zatra, Naouel Aknoun-Sail, Arezki Kheddache, Abdelouafi Benmouloud, Salima Charallah, Elara N Moudilou, Jean-Marie Exbrayat, Farida Khammar, Zaina Amirat. Seasonal changes in plasma testosterone and cortisol suggest an androgen mediated regulation of the pituitary adrenal axis in the Tarabul's gerbil Gerbillus tarabuli (Thomas, 1902).
General and comparative endocrinology.
2018 03; 258(?):173-183. doi:
10.1016/j.ygcen.2017.08.012
. [PMID: 28811197] - M Zarei, M Zaeemi, A Rashidlamir. Effects of testosterone enanthate treatment in conjunction with resistance training on thyroid hormones and lipid profile in male Wistar rats.
Andrologia.
2018 Mar; 50(2):. doi:
10.1111/and.12862
. [PMID: 28736926] - K Shigehara, H Konaka, T Nohara, K Izumi, Y Kitagawa, Y Kadono, T Iwamoto, E Koh, A Mizokami, M Namiki. Effects of testosterone replacement therapy on metabolic syndrome among Japanese hypogonadal men: A subanalysis of a prospective randomised controlled trial (EARTH study).
Andrologia.
2018 Feb; 50(1):. doi:
10.1111/and.12815
. [PMID: 28497534] - Ashraf B Abdel-Naim, Thikryat Neamatallah, Basma G Eid, Ahmed Esmat, Abdulmohsin J Alamoudi, Gamal S Abd El-Aziz, Osama M Ashour. 2-Methoxyestradiol Attenuates Testosterone-Induced Benign Prostate Hyperplasia in Rats through Inhibition of HIF-1α/TGF-β/Smad2 Axis.
Oxidative medicine and cellular longevity.
2018; 2018(?):4389484. doi:
10.1155/2018/4389484
. [PMID: 30154949] - Jovana Joksimović, Dragica Selaković, Vladimir Jakovljević, Vladimir Mihailović, Jelena Katanić, Tatjana Boroja, Gvozden Rosić. Alterations of the oxidative status in rat hippocampus and prodepressant effect of chronic testosterone enanthate administration.
Molecular and cellular biochemistry.
2017 Sep; 433(1-2):41-50. doi:
10.1007/s11010-017-3014-0
. [PMID: 28342008] - T Gagliano-Jucá, E R Tang, S Bhasin, K M Pencina, S Anderson, H Jara, Z Li, K Melamud, S L Coleman, A Aakil, R R Almeida, G Huang, T G Travison, T W Storer, S Basaria. Effects of testosterone administration (and its 5-alpha-reduction) on parenchymal organ volumes in healthy young men: findings from a dose-response trial.
Andrology.
2017 Sep; 5(5):889-897. doi:
10.1111/andr.12392
. [PMID: 28704587] - Meng-Xia Ni, Hui-Jie Zhi, Shuai-Mei Liu, Pei-Ran Zhu, Jing Zhang, Qiu-Yue Wu, Wei-Jun Jiang, Mao-Mao Yu, Wei-Wei Li, Jin Cao, Hao-Qin Xu, Xin-Yi Xia, Xiao-Feng Xu, Liang Shi. [Single nucleotide polymorphism of the TP53 gene is not correlated with male infertility].
Zhonghua nan ke xue = National journal of andrology.
2017 Feb; 23(2):142-146. doi:
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. [PMID: 29658252] - Kouji Izumi, Kazuyoshi Shigehara, Takahiro Nohara, Kazutaka Narimoto, Yoshifumi Kadono, Shigeki Nanjo, Tadaaki Yamada, Koushiro Ohtsubo, Seiji Yano, Atsushi Mizokami. Androgen replacement therapy for cancer-related symptoms in male advanced cancer patients: study protocol for a randomised prospective trial (ARTFORM study).
The journal of medical investigation : JMI.
2017; 64(3.4):202-204. doi:
10.2152/jmi.64.202
. [PMID: 28954982] - Kok-Yong Chin, Dhivakaran Gengatharan, Fadlin Sakina Mohd Nasru, Rehan Amalia Khairussam, Sherlyn Lai Hui Ern, Siti Aina Wahidah Aminuddin, Soelaiman Ima-Nirwana. The Effects of Annatto Tocotrienol on Bone Biomechanical Strength and Bone Calcium Content in an Animal Model of Osteoporosis Due to Testosterone Deficiency.
Nutrients.
2016 Dec; 8(12):. doi:
10.3390/nu8120808
. [PMID: 27983628] - Lucía Demaldé, Mariana Lopez Merlo, Rosario Vercellini, Claudio G Barbeito, Patricia Fernandez, Cristina Gobello. Disrupting effect of androgens in postnatal female domestic cats.
Animal reproduction science.
2016 Aug; 171(?):65-71. doi:
10.1016/j.anireprosci.2016.05.015
. [PMID: 27305841] - Robert Krysiak, Wojciech Gilowski, Bogusław Okopień. The effect of testosterone on cardiovascular risk factors in men with type 2 diabetes and late-onset hypogonadism treated with metformin or glimepiride.
Pharmacological reports : PR.
2016 Feb; 68(1):75-9. doi:
10.1016/j.pharep.2015.06.003
. [PMID: 26721356] - Robert Krysiak, Beata Kowalska, Witold Szkróbka, Bogusław Okopień. A neutral effect of testosterone therapy on macroprolactin content in men with macroprolactinemia and late-onset hypogonadism.
Pharmacological reports : PR.
2016 Feb; 68(1):139-43. doi:
10.1016/j.pharep.2015.08.003
. [PMID: 26721365] - Robert Krysiak, Wojciech Gilowski, Bogusław Okopień. The effect of testosterone on cardiometabolic risk factors in atorvastatin-treated men with late-onset hypogonadism.
Pharmacological reports : PR.
2016 Feb; 68(1):196-200. doi:
10.1016/j.pharep.2015.08.009
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BioMed research international.
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. [PMID: 27525283] - Jed Kaminetsky, Jonathan S Jaffe, Ronald S Swerdloff. Pharmacokinetic Profile of Subcutaneous Testosterone Enanthate Delivered via a Novel, Prefilled Single-Use Autoinjector: A Phase II Study.
Sexual medicine.
2015 Dec; 3(4):269-79. doi:
10.1002/sm2.80
. [PMID: 26797061] - 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:
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. [PMID: 26198073] - V Camozzi, G Bonanni, A Frigo, M Piccolo, S Ferasin, M Zaninotto, M Boscaro, G Luisetto. Effect of a single injection of testosterone enanthate on 17β estradiol and bone turnover markers in hypogonadal male patients.
Journal of endocrinological investigation.
2015 Apr; 38(4):389-97. doi:
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. [PMID: 25319469] - Luke A Beggs, Joshua F Yarrow, Christine F Conover, John R Meuleman, Darren T Beck, Matthew Morrow, Baiming Zou, Jonathan J Shuster, Stephen E Borst. Testosterone alters iron metabolism and stimulates red blood cell production independently of dihydrotestosterone.
American journal of physiology. Endocrinology and metabolism.
2014 Sep; 307(5):E456-61. doi:
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. [PMID: 25074984] - Cristine Skogastierna, Maja Hotzen, Anders Rane, Lena Ekström. A supraphysiological dose of testosterone induces nitric oxide production and oxidative stress.
European journal of preventive cardiology.
2014 Aug; 21(8):1049-54. doi:
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. [PMID: 23471592] - Linda M Dairiki Shortliffe, Youxin Ye, Barry Behr, Bingyin Wang. Testosterone changes bladder and kidney structure in juvenile male rats.
The Journal of urology.
2014 Jun; 191(6):1913-9. doi:
10.1016/j.juro.2014.01.012
. [PMID: 24518779] - Animesh N Sharma, Paul Aoun, Jean R Wigham, Suanne M Weist, Johannes D Veldhuis. Estradiol, but not testosterone, heightens cortisol-mediated negative feedback on pulsatile ACTH secretion and ACTH approximate entropy in unstressed older men and women.
American journal of physiology. Regulatory, integrative and comparative physiology.
2014 May; 306(9):R627-35. doi:
10.1152/ajpregu.00551.2013
. [PMID: 24573184] - Stephen E Borst, Joshua F Yarrow, Christine F Conover, Unyime Nseyo, John R Meuleman, Judyta A Lipinska, Randy W Braith, Darren T Beck, Jeffrey S Martin, Matthew Morrow, Shirley Roessner, Luke A Beggs, Sean C McCoy, Darryl F Cannady, Jonathan J Shuster. Musculoskeletal and prostate effects of combined testosterone and finasteride administration in older hypogonadal men: a randomized, controlled trial.
American journal of physiology. Endocrinology and metabolism.
2014 Feb; 306(4):E433-42. doi:
10.1152/ajpendo.00592.2013
. [PMID: 24326421] - Christian K Roberts, Brian H Chen, Sandeep Pruthi, Martin L Lee. Effects of varying doses of testosterone on atherogenic markers in healthy younger and older men.
American journal of physiology. Regulatory, integrative and comparative physiology.
2014 Jan; 306(2):R118-23. doi:
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. [PMID: 24305063] - Stephen E Borst, Joshua F Yarrow, Carmen Fernandez, Christine F Conover, Fan Ye, John R Meuleman, Matthew Morrow, Baiming Zou, Jonathan J Shuster. Cognitive effects of testosterone and finasteride administration in older hypogonadal men.
Clinical interventions in aging.
2014; 9(?):1327-33. doi:
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. [PMID: 25143719] - Adam Zając, Michał Wilk, Teresa Socha, Adam Maszczyk, Jakub Chycki. Effects of growth hormone and testosterone therapy on aerobic and anaerobic fitness, body composition and lipoprotein profile in middle-aged men.
Annals of agricultural and environmental medicine : AAEM.
2014; 21(1):156-60. doi:
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Clinical interventions in aging.
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