Bolandione (BioDeep_00000001878)
代谢物信息卡片
13-Methyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-dione
化学式: C18H24O2 (272.17762039999997)
中文名称: 19-去甲-4-雄烯二酮
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC12CCC3C(C1CCC2=O)CCC4=CC(=O)CCC34
InChI: InChI=1S/C18H24O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h10,13-16H,2-9H2,1H3
描述信息
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
同义名列表
数据库引用编号
11 个数据库交叉引用编号
- ChEBI: CHEBI:34187
- KEGG: C14500
- PubChem: 92834
- PubChem: 623313
- Metlin: METLIN70107
- DrugBank: DB01434
- ChEMBL: CHEMBL309113
- CAS: 734-32-7
- PMhub: MS000001374
- PubChem: 17395500
- NIKKAJI: J38.938B
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。
文献列表
- Simeon Pierre Fodouop Chegaing, Alex Doris Mboussaah Kengni, Mahwish Siddiqui, Alain Bertrand Fowa, Donatien Gatsing, M Iqbal Choudhary. Fungal transformation of norandrostenedione with Cunninghamella blakesleeana and anti-bacterial activity of the transformed products.
Steroids.
2020 10; 162(?):108679. doi:
10.1016/j.steroids.2020.108679. [PMID: 32569733] - Natasja G J Costermans, Nicoline M Soede, Marco Blokland, Frederike van Tricht, Jaap Keijer, Bas Kemp, Katja J Teerds. Steroid profile of porcine follicular fluid and blood serum: Relation with follicular development.
Physiological reports.
2019 12; 7(24):e14320. doi:
10.14814/phy2.14320. [PMID: 31883224] - Fuyu Guan, Cornelius E Uboh, Lawrence R Soma, Youwen You, Xiaoqing Li, Sue McDonnell. Ex vivo spontaneous generation of 19-norandrostenedione and nandrolone detected in equine plasma and urine.
The Journal of steroid biochemistry and molecular biology.
2012 Jan; 128(1-2):1-11. doi:
10.1016/j.jsbmb.2011.10.005. [PMID: 22051080] - Gaud Pinel, Lauriane Rambaud, Fabrice Monteau, Christopher Elliot, Bruno Le Bizec. Estranediols profiling in calves' urine after 17beta-nandrolone laureate ester administration.
The Journal of steroid biochemistry and molecular biology.
2010 Aug; 121(3-5):626-32. doi:
10.1016/j.jsbmb.2010.01.012. [PMID: 20132885] - Phillip Watson, Ed Houghton, Philip B Grace, Catherine Judkins, Paula M Dunster, Ronald J Maughan. Influence of delivery mode on the urinary excretion of nandrolone metabolites.
Medicine and science in sports and exercise.
2010 Apr; 42(4):754-61. doi:
10.1249/mss.0b013e3181bf94d6. [PMID: 19952830] - Leen Lootens, Peter Van Eenoo, Philip Meuleman, Oscar J Pozo, Pieter Van Renterghem, Geert Leroux-Roels, Frans T Delbeke. Steroid metabolism in chimeric mice with humanized liver.
Drug testing and analysis.
2009 Nov; 1(11-12):531-7. doi:
10.1002/dta.67. [PMID: 20355169] - M K Parr, U Laudenbach-Leschowsky, Nicola Höfer, W Schänzer, P Diel. Anabolic and androgenic activity of 19-norandrostenedione after oral and subcutaneous administration--analysis of side effects and metabolism.
Toxicology letters.
2009 Jul; 188(2):137-41. doi:
10.1016/j.toxlet.2009.03.024. [PMID: 19446246] - Phillip Watson, Catherine Judkins, Ed Houghton, Caroline Russell, Ronald J Maughan. Urinary nandrolone metabolite detection after ingestion of a nandrolone precursor.
Medicine and science in sports and exercise.
2009 Apr; 41(4):766-72. doi:
10.1249/mss.0b013e31818edaeb. [PMID: 19276858] - Christopher J Walker, David A Cowan, Vivian H T James, Joanne C Y Lau, Andrew T Kicman. Doping in sport: 3. Metabolic conversion of oral norethisterone to urinary 19-norandrosterone.
Steroids.
2009 Mar; 74(3):341-9. doi:
10.1016/j.steroids.2008.11.008. [PMID: 19059424] - Lan Zhang, Jinfeng Chen, Yu He, Yuwu Chi, Guonan Chen. A new mixed micellar electrokinetic chromatography method for analysis of natural and synthetic anabolic steroids.
Talanta.
2009 Jan; 77(3):1002-8. doi:
10.1016/j.talanta.2008.07.060. [PMID: 19064082] - Gaud Pinel, Lauriane Rambaud, Giuseppe Cacciatore, Aldert Bergwerff, Chris Elliott, Michel Nielen, Bruno Le Bizec. Elimination kinetic of 17beta-estradiol 3-benzoate and 17beta-nandrolone laureate ester metabolites in calves' urine.
The Journal of steroid biochemistry and molecular biology.
2008 May; 110(1-2):30-8. doi:
10.1016/j.jsbmb.2007.09.024. [PMID: 18356042] - Emmanuel Strahm, Serge Rudaz, Jean-Luc Veuthey, Martial Saugy, Christophe Saudan. Profiling of 19-norsteroid sulfoconjugates in human urine by liquid chromatography mass spectrometry.
Analytica chimica acta.
2008 Apr; 613(2):228-37. doi:
10.1016/j.aca.2008.02.053. [PMID: 18395062] - Mario Thevis, Hans Geyer, Ute Mareck, Ulrich Flenker, Wilhelm Schänzer. Doping-control analysis of the 5alpha-reductase inhibitor finasteride: determination of its influence on urinary steroid profiles and detection of its major urinary metabolite.
Therapeutic drug monitoring.
2007 Apr; 29(2):236-47. doi:
10.1097/ftd.0b013e31803bb85d. [PMID: 17417080] - E Houghton, P Teale, M C Dumasia. Studies related to the origin of C18 neutral steroids isolated from extracts of urine from the male horse: the identification of urinary 19-oic acids and their decarboxylation to produce estr-4-en-17beta-ol-3-one (19-nortestosterone) and estr-4-ene-3,17-dione (19-norandrost-4-ene-3,17-dione) during sample processing.
Analytica chimica acta.
2007 Mar; 586(1-2):196-207. doi:
10.1016/j.aca.2006.11.059. [PMID: 17386712] - Norbert Baume, Yorck Olaf Schumacher, Pierre-Edouard Sottas, Carlo Bagutti, Michel Cauderay, Patrice Mangin, Martial Saugy. Effect of multiple oral doses of androgenic anabolic steroids on endurance performance and serum indices of physical stress in healthy male subjects.
European journal of applied physiology.
2006 Nov; 98(4):329-40. doi:
10.1007/s00421-006-0271-0. [PMID: 16896724] - Y L Tseng, C-Y Sun, F-H Kuo. Detection and quantification of glucuro- and sulfoconjugated metabolites in human urine following oral administration of xenobiotic 19-norsteroids.
Steroids.
2006 Sep; 71(9):817-27. doi:
10.1016/j.steroids.2006.05.012. [PMID: 16814335] - S Poelmans, K De Wasch, H Noppe, N Van Hoof, S Van Cruchten, B Le Bizec, Y Deceuninck, S Sterk, H J Van Rossum, M K Hoffman, H F De Brabander. Endogenous occurrence of some anabolic steroids in swine matrices.
Food additives and contaminants.
2005 Sep; 22(9):808-15. doi:
10.1080/02652030500197805. [PMID: 16192067] - P J van der Merwe, E Grobbelaar. Unintentional doping through the use of contaminated nutritional supplements.
South African medical journal = Suid-Afrikaanse tydskrif vir geneeskunde.
2005 Jul; 95(7):510-1. doi:
. [PMID: 16156450] - Ying Lung Tseng, Fan-Hsin Kuo, Kuo-Hu Sun. Quantification and profiling of 19-norandrosterone and 19-noretiocholanolone in human urine after consumption of a nutritional supplement and norsteroids.
Journal of analytical toxicology.
2005 Mar; 29(2):124-34. doi:
10.1093/jat/29.2.124. [PMID: 15902981] - Craig E Broeder. Oral andro-related prohormone supplementation: do the potential risks outweigh the benefits?.
Canadian journal of applied physiology = Revue canadienne de physiologie appliquee.
2003 Feb; 28(1):102-16. doi:
10.1139/h03-009. [PMID: 12671199] - L Dehennin, Y Bonnaire, P Plou. Human nutritional supplements in the horse: comparative effects of 19-norandrostenedione and 19-norandrostenediol on the 19-norsteroid profile and consequences for doping control.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2002 Jan; 766(2):257-63. doi:
10.1016/s0378-4347(01)00506-0. [PMID: 11824814] - G Pépin, F Vayssette, Y Gaillard. [Urinary nandrolone metabolites in antidoping control].
Annales pharmaceutiques francaises.
2001 Sep; 59(5):345-9. doi:
. [PMID: 11787429] - K J De Cock, F T Delbeke, P Van Eenoo, N Desmet, K Roels, P De Backer. Detection and determination of anabolic steroids in nutritional supplements.
Journal of pharmaceutical and biomedical analysis.
2001 Jul; 25(5-6):843-52. doi:
10.1016/s0731-7085(01)00396-x. [PMID: 11377067] - C M Colker, J Antonio, D Kalman. The metabolism of orally ingested 19-nor-4-androstene-3,17-dione and 19-nor-4-androstene-3,17-diol in healthy, resistance-trained men.
Journal of strength and conditioning research.
2001 Feb; 15(1):144-7. doi:
NULL. [PMID: 11708699] - T Lanisnik Rizner, J Stojan, J Adamski. 17beta-hydroxysteroid dehydrogenase from the fungus Cochliobolus lunatus: structural and functional aspects.
Chemico-biological interactions.
2001 Jan; 130-132(1-3):793-803. doi:
10.1016/s0009-2797(00)00235-0. [PMID: 11306095] - K De Wasch, B Le Bizec, H De Brabander, F André, S Impens. Consequence of boar edible tissue consumption on urinary profiles of nandrolone metabolites. II. Identification and quantification of 19-norsteroids responsible for 19-norandrosterone and 19-noretiocholanolone excretion in human urine.
Rapid communications in mass spectrometry : RCM.
2001; 15(16):1442-7. doi:
10.1002/rcm.391. [PMID: 11507757] - D H Catlin, B Z Leder, B Ahrens, B Starcevic, C K Hatton, G A Green, J S Finkelstein. Trace contamination of over-the-counter androstenedione and positive urine test results for a nandrolone metabolite.
JAMA.
2000 Nov; 284(20):2618-21. doi:
10.1001/jama.284.20.2618. [PMID: 11086369] - C M Lee, F R Tekpetey, D T Armstrong, M W Khalil. Conversion of 5(10)-oestrene-3 beta,17 beta-diol to 19-nor-4-ene-3-ketosteroids by luteal cells in vitro: possible involvement of the 3 beta-hydroxysteroid dehydrogenase/isomerase.
The Journal of endocrinology.
1991 May; 129(2):233-43. doi:
10.1677/joe.0.1290233. [PMID: 2040858] - M Rapp, H H Meyer. Determination of hormone contaminants in milk replacers by high-performance liquid chromatography and immunoassay.
Journal of chromatography.
1989 Apr; 489(1):181-9. doi:
10.1016/s0378-4347(00)82894-7. [PMID: 2745647] - M W Khalil, P Morley, M A Glasier, D T Armstrong, T Lang. Formation of 4-oestrene-3,17-dione (19-norandrostenedione) by porcine granulosa cells in vitro is inhibited by the aromatase inhibitor 4-hydroxyandrostenedione and the cytochrome P-450 inhibitors aminoglutethimide phosphate and ketoconazole.
The Journal of endocrinology.
1989 Feb; 120(2):251-60. doi:
10.1677/joe.0.1200251. [PMID: 2926299] - H Sekihara, N Ohsawa, K Kosaka. 19-norandrost-4-ene-3, 17-dione amplifies the action of aldosterone only in sodium-loaded conditions: evidence for a new class of amplifiers of aldosterone.
Biochemical and biophysical research communications.
1980 Mar; 93(2):495-500. doi:
10.1016/0006-291x(80)91104-3. [PMID: 7387654]