7alpha-Hydroxydehydroepiandrosterone (BioDeep_00001869039)

Main id: BioDeep_00000012046

 


代谢物信息卡片


7-alpha-Hydroxydehydroepiandrosterone

化学式: C19H28O3 (304.2038)
中文名称: 7-羟基去氢表雄酮
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

An androstanoid that is dehydroepiandrosterone carrying an additional hydroxy substituent at the 7alpha-position.
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones

同义名列表

3 个代谢物同义名

7-alpha-Hydroxydehydroepiandrosterone; 7alpha-Hydroxydehydroepiandrosterone; 7alpha-Hydroxydehydroepiandrosterone



数据库引用编号

10 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

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)

0 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
Cytoplasm 5 AIMP2, AR, CYP3A4, HSD3B2, NR3C1
Peripheral membrane protein 2 CYP1B1, HSD17B6
Endoplasmic reticulum membrane 8 CYP17A1, CYP1B1, CYP3A4, CYP3A5, CYP3A7, CYP7B1, HSD11B1, HSD3B2
Nucleus 5 AIMP2, AR, ESR2, JUND, NR3C1
cytosol 3 AIMP2, AR, NR3C1
mitochondrial membrane 1 HSD3B2
centrosome 1 NR3C1
nucleoplasm 4 AR, ESR2, JUND, NR3C1
RNA polymerase II transcription regulator complex 1 JUND
Cell membrane 2 NPTN, TNF
Early endosome membrane 1 HSD17B6
Multi-pass membrane protein 1 CYP7B1
Synapse 1 NR3C1
cell surface 2 NPTN, TNF
Golgi membrane 1 INS
mitochondrial inner membrane 1 HSD3B2
neuronal cell body 2 CYP17A1, TNF
presynaptic membrane 1 NPTN
Cytoplasm, cytosol 1 AIMP2
plasma membrane 2 AR, TNF
Membrane 10 AIMP2, AR, CYP1B1, CYP3A4, CYP3A5, CYP7B1, HSD11B1, HSD3B2, NPTN, NR3C1
axon 1 CYP17A1
Lumenal side 1 HSD17B6
endoplasmic reticulum 4 CYP17A1, H6PD, HSD17B6, HSD3B2
extracellular space 3 IL17A, INS, TNF
mitochondrion 3 CYP1B1, ESR2, NR3C1
protein-containing complex 2 AR, NR3C1
intracellular membrane-bounded organelle 7 CYP1B1, CYP3A4, CYP3A5, ESR2, HSD11B1, HSD17B6, HSD3B2
Microsome membrane 7 CYP17A1, CYP1B1, CYP3A4, CYP3A5, CYP3A7, CYP7B1, HSD17B6
postsynaptic density 1 NPTN
Single-pass type I membrane protein 1 NPTN
Secreted 2 IL17A, INS
extracellular region 4 DNAH9, IL17A, INS, TNF
Single-pass membrane protein 1 HSD3B2
mitochondrial matrix 1 NR3C1
transcription regulator complex 1 JUND
motile cilium 1 DNAH9
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 NR3C1
external side of plasma membrane 2 IL17A, TNF
nucleolus 1 HSD3B2
recycling endosome 1 TNF
Single-pass type II membrane protein 2 HSD11B1, TNF
Membrane raft 1 TNF
Cytoplasm, cytoskeleton, spindle 1 NR3C1
microtubule 1 DNAH9
spindle 1 NR3C1
mitochondrial intermembrane space 1 HSD3B2
axoneme 1 DNAH9
nuclear speck 2 AR, NR3C1
chromatin 4 AR, ESR2, JUND, NR3C1
phagocytic cup 1 TNF
Chromosome 1 NR3C1
Cytoplasm, cytoskeleton, cilium axoneme 1 DNAH9
intercellular bridge 1 HSD3B2
endosome lumen 1 INS
Nucleus, nucleoplasm 1 NR3C1
Smooth endoplasmic reticulum membrane 1 HSD3B2
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 2 H6PD, INS
transcription repressor complex 1 JUND
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
immunological synapse 1 NPTN
9+2 motile cilium 1 DNAH9
dynein complex 1 DNAH9
aminoacyl-tRNA synthetase multienzyme complex 1 AIMP2
[Isoform Alpha]: Cytoplasm 1 NR3C1
transcription factor AP-1 complex 1 JUND
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
[Isoform Beta]: Nucleus 1 NR3C1
[Isoform Alpha-B]: Nucleus 1 NR3C1
outer dynein arm 1 DNAH9
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF
distal portion of axoneme 1 DNAH9
[Isoform 2]: Postsynaptic density 1 NPTN


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: 10.23736/s2724-6051.19.03529-x. [PMID: 31833333]
  • K Adamcová, L Kolátorová, T Chlupáčová, M Šimková, H Jandíková, A Pařízek, L Stárka, M Dušková. Changes to fetal steroidogenesis caused by maternal smoking. Physiological research. 2017 09; 66(Suppl 3):S375-S386. doi: 10.33549/physiolres.933728. [PMID: 28948822]
  • L Máčová, M Bičíková, H Zamrazilová, M Hill, H Kazihnitková, B Sedláčková, L Stárka. Reduced levels of circulating 7alpha-hydroxy-dehydroepiandrosterone in treated adolescent obese patients. Physiological research. 2014; 63(1):95-101. doi: 10.33549/physiolres.932540. [PMID: 24182335]
  • Marie Bicikova, Richard Hampl, Martin Hill, Daniela Ripova, Pavel Mohr, Zdenek Putz. Neuro- and immunomodulatory steroids and other biochemical markers in drug-naive schizophrenia patients and the effect of treatment with atypical antipsychotics. Neuro endocrinology letters. 2011; 32(2):141-7. doi: . [PMID: 21552193]
  • Hanna Pettersson, Lisa Holmberg, Magnus Axelson, Maria Norlin. CYP7B1-mediated metabolism of dehydroepiandrosterone and 5alpha-androstane-3beta,17beta-diol--potential role(s) for estrogen signaling. The FEBS journal. 2008 Apr; 275(8):1778-89. doi: 10.1111/j.1742-4658.2008.06336.x. [PMID: 18331353]
  • 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. 2003 Apr; 412(2):251-8. doi: 10.1016/s0003-9861(03)00056-0. [PMID: 12667489]
  • Richard Hampl, Michal Pohanka, Martin Hill, Luboslav Stárka. The content of four immunomodulatory steroids and major androgens in human semen. 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: . [PMID: 12207557]
  • M Hill, O Lapcík, H Havlíková, R Morfin, R Hampl. 7-Hydroxydehydroepiandrosterone epimers in human serum and saliva. Comparison of gas chromatography-mass spectrometry and radioimmunoassay. Journal of chromatography. A. 2001 Nov; 935(1-2):297-307. doi: 10.1016/s0021-9673(01)01106-2. [PMID: 11762781]
  • O Lapcík, R Hampl, M Hill, L Stárka. Immunoassay of 7-hydroxysteroids: 2. Radioimmunoassay of 7alpha-hydroxy-dehydroepiandrosterone. The Journal of steroid biochemistry and molecular biology. 1999 Dec; 71(5-6):231-7. doi: 10.1016/s0960-0760(99)00145-4. [PMID: 10704912]
  • S Attal-Khémis, V Dalmeyda, J L Michot, M Roudier, R Morfin. Increased total 7 alpha-hydroxy-dehydroepiandrosterone in serum of patients with Alzheimer's disease. The journals of gerontology. Series A, Biological sciences and medical sciences. 1998 Mar; 53(2):B125-32. doi: 10.1093/gerona/53a.2.b125. [PMID: 9520908]
  • S Attal-Khémis, V Dalmeyda, R Morfin. Change of 7alpha-hydroxy-dehydroepiandrosterone levels in serum of mice treated by cytochrome P450-modifying agents. Life sciences. 1998; 63(17):1543-53. doi: 10.1016/s0024-3205(98)00421-4. [PMID: 9808065]
  • B H Mason, I M Holdaway, S J Skinner, R G Kay. The relationship of urinary and plasma androgens to steroid receptors and menopausal status in breast cancer patients and their influence on survival. Breast cancer research and treatment. 1994; 32(2):203-12. doi: 10.1007/bf00665771. [PMID: 7865850]
  • S J Skinner, I M Holdaway, B H Mason, R A Couch, R G Kay. Estrogen receptor status, adrenal androgens and 7 alpha-hydroxydehydroepiandrosterone in breast cancer patients. European journal of cancer & clinical oncology. 1984 Oct; 20(10):1227-31. doi: 10.1016/0277-5379(84)90251-7. [PMID: 6237915]
  • S J Skinner, R A Couch, S Thambyah, R J Dobbs, S M Jordan, B Mason, R G Kay. The relationship of plasma 7 alpha-hydroxy dehydroepiandrosterone to disease stage and adrenal androgens in breast cancer patients. European journal of cancer. 1980 Feb; 16(2):223-8. doi: 10.1016/0014-2964(80)90154-1. [PMID: 6445272]
  • L STARKA, J SULCOVA, K SILINK. [Urinary excretion of 7-hydroxydehydroepiandrosterone sulfate]. Clinica chimica acta; international journal of clinical chemistry. 1962 May; 7(?):309-16. doi: 10.1016/0009-8981(62)90029-3. [PMID: 13916329]