7b-Hydroxydehydroepiandrosterone (BioDeep_00000027902)
human metabolite Endogenous
代谢物信息卡片
化学式: C19H28O3 (304.2038338)
中文名称: 雄甾-5-烯-3beta,7beta-二醇-17-酮
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC12CCC3C(C1CCC2=O)C(C=C4C3(CCC(C4)O)C)O
InChI: InChI=1S/C19H28O3/c1-18-7-5-12(20)9-11(18)10-15(21)17-13-3-4-16(22)19(13,2)8-6-14(17)18/h10,12-15,17,20-21H,3-9H2,1-2H3/t12-,13-,14-,15-,17-,18-,19-/m0/s1
描述信息
7b-Hydroxydehydroepiandrosterone is one of the major metabolites of dehydroepiandrosterone. Dehydroepiandrosterone (DHEA) is a precursor of testosterone. DHEA) is 7a-hydroxylated by the cytochrome P450 7B1 (CYP7B1) in the human brain and liver. This produces 7a-hydroxy-DHEA that is a substrate for 11b-hydroxysteroid dehydrogenase type 1 (11b-HSD1) which exists in the same tissues and carries out the inter-conversion of 7a- and 7b-hydroxy-DHEA through a 7-oxo-intermediary. Both 7a-hydroxy-DHEA and 7b-hydroxy-DHEA competitively inhibited the cortisol oxidation, 7b-hydroxy-DHEA being seven times more potent in humans. Distinct species-specific routes of metabolism of DHEA and the interconversion of its metabolites obviate extrapolation of animal studies to humans. (PMID: 17467270, 12667489) [HMDB]
7b-Hydroxydehydroepiandrosterone is one of the major metabolites of dehydroepiandrosterone. Dehydroepiandrosterone (DHEA) is a precursor of testosterone. DHEA) is 7a-hydroxylated by the cytochrome P450 7B1 (CYP7B1) in the human brain and liver. This produces 7a-hydroxy-DHEA that is a substrate for 11b-hydroxysteroid dehydrogenase type 1 (11b-HSD1) which exists in the same tissues and carries out the inter-conversion of 7a- and 7b-hydroxy-DHEA through a 7-oxo-intermediary. Both 7a-hydroxy-DHEA and 7b-hydroxy-DHEA competitively inhibited the cortisol oxidation, 7b-hydroxy-DHEA being seven times more potent in humans. Distinct species-specific routes of metabolism of DHEA and the interconversion of its metabolites obviate extrapolation of animal studies to humans. (PMID: 17467270, 12667489).
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
同义名列表
19 个代谢物同义名
(3S,7R,8R,9S,10R,13S,14S)-3,7-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-one; (1S,2R,5S,9R,10R,11S,15S)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-14-one; 7-Hydroxydehydroepiandrosterone, (3beta,7beta)-isomer; 7-Hydroxydehydroepiandrosterone, (3beta)-isomer; (3b,7b)-3,7-Dihydroxy-androst-5-en-17-one; 7 alpha-Hydroxydehydroepiandrosterone; 3b,7b-Dihydroxy-androst-5-en-17-one; 7beta-Hydroxydehydroepiandrosterone; 3b,7b-Dihydroxy-5-androstene-17-one; 3b,7b-Dihydroxy-5-androsten-17-one; 7b-Hydroxy dehydroepiandrosterone; 7b-Hydroxydehydroepiandrosterone; 3b,7b-Dihydroxy-ost-5-en-17-one; Androst-5-ene-3b,7b-diol-17-one; 7-Hydroxydehydroepiandrosterone; 7b-Hydroxy-dhea; 7-beta-OH-DHEA; 7beta-OH-DHEA; 7-b-OH-DHEA
数据库引用编号
6 个数据库交叉引用编号
- PubChem: 9817954
- HMDB: HMDB0004624
- ChEMBL: CHEMBL1082098
- foodb: FDB023384
- chemspider: 7993704
- CAS: 2487-48-1
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
- Stefano DE Luca, Eleonora Amante, Cristian Fiori, Giorgio Alleva, Eugenio Alladio, Federico Marini, Diletta Garrou, Matteo Manfredi, Daniele Amparore, Enrico Checcucci, Serena Pruner, Alberto Salomone, Roberto M Scarpa, Marco Vincenti, Francesco Porpiglia. Prospective evaluation of urinary steroids and prostate carcinoma-induced deviation: preliminary results.
Minerva urology and nephrology.
2021 02; 73(1):98-106. doi:
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Physiological research.
2017 09; 66(Suppl 3):S375-S386. doi:
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Physiological research.
2014; 63(1):95-101. doi:
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Neuro endocrinology letters.
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PloS one.
2007 Jun; 2(6):e561. doi:
10.1371/journal.pone.0000561. [PMID: 17593962] - Boaz Robinzon, Russell A Prough. Interactions between dehydroepiandrosterone and glucocorticoid metabolism in pig kidney: nuclear and microsomal 11beta-hydroxysteroid dehydrogenases.
Archives of biochemistry and biophysics.
2005 Oct; 442(1):33-40. doi:
10.1016/j.abb.2005.07.010. [PMID: 16137639] - John Dulos, Monique A J van der Vleuten, Annemieke Kavelaars, Cobi J Heijnen, Annemieke M Boots. CYP7B expression and activity in fibroblast-like synoviocytes from patients with rheumatoid arthritis: regulation by proinflammatory cytokines.
Arthritis and rheumatism.
2005 Mar; 52(3):770-8. doi:
10.1002/art.20950. [PMID: 15751070] - Luboslav Stárka, Richard Hampl, Miroslav Hanus, Michaela Matousková, Martin Hill. Plasma levels of 7-hydroxymetabolites of dehydroepiandrosterone in healthy Central European aging men.
Clinical chemistry and laboratory medicine.
2005; 43(11):1218-22. doi:
10.1515/cclm.2005.211. [PMID: 16232089] - Marie Bicíková, Daniela Rípová, Martin Hill, Roman Jirák, Helena Havlíková, Jaroslava Tallová, Richard Hampl. Plasma levels of 7-hydroxylated dehydroepiandrosterone (DHEA) metabolites and selected amino-thiols as discriminatory tools of Alzheimer's disease and vascular dementia.
Clinical chemistry and laboratory medicine.
2004 May; 42(5):518-24. doi:
10.1515/cclm.2004.088. [PMID: 15202788] - Marie-Agnès Pelissier, Catherine Trap, Marie-Irène Malewiak, Robert Morfin. Antioxidant effects of dehydroepiandrosterone and 7alpha-hydroxy-dehydroepiandrosterone in the rat colon, intestine and liver.
Steroids.
2004 Feb; 69(2):137-44. doi:
10.1016/j.steroids.2003.12.006. [PMID: 15013692] - Ivan Sterzl, Richard Hampl, Martin Hill, Pavlína Hrdá, Petr Matucha. Immunomodulatory cytokines in human seminal plasma correlate with immunomodulatory steroids.
Steroids.
2003 Oct; 68(9):725-31. doi:
10.1016/s0039-128x(03)00114-4. [PMID: 14625004] - Boaz Robinzon, Kristy K Michael, Sharon L Ripp, Stephen J Winters, Russell A Prough. Glucocorticoids inhibit interconversion of 7-hydroxy and 7-oxo metabolites of dehydroepiandrosterone: a role for 11beta-hydroxysteroid dehydrogenases?.
Archives of biochemistry and biophysics.
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The Journal of steroid biochemistry and molecular biology.
2003 Feb; 84(2-3):307-16. doi:
10.1016/s0960-0760(03)00044-x. [PMID: 12711017] - Michal Pohanka, Richard Hampl, Ivan Sterzl, Luboslav Stárka. Steroid hormones in human semen with particular respect to dehydroepiandrosterone and its immunomodulatory metabolites.
Endocrine regulations.
2002 Jun; 36(2):79-86. doi:
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Journal of chromatography. A.
2001 Nov; 935(1-2):297-307. doi:
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1999 Dec; 71(5-6):231-7. doi:
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The journals of gerontology. Series A, Biological sciences and medical sciences.
1998 Mar; 53(2):B125-32. doi:
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Life sciences.
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1984 Oct; 20(10):1227-31. doi:
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