Oleoyl-estrone (BioDeep_00000837703)

   

natural product


代谢物信息卡片


Oleoyl-estrone

化学式: C36H54O3 (534.4072734)
中文名称:
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)Oc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
InChI: InChI=1S/C36H54O3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-35(38)39-29-20-22-30-28(27-29)19-21-32-31(30)25-26-36(2)33(32)23-24-34(36)37/h10-11,20,22,27,31-33H,3-9,12-19,21,23-26H2,1-2H3/b11-10-/t31-,32-,33+,36+/m1/s1

描述信息

D019440 - Anti-Obesity Agents

同义名列表

1 个代谢物同义名

Oleoyl-estrone



数据库引用编号

4 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)

5 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

  • Xavier Remesar, José Antonio Fernández-López, Marià Alemany. Oleoyl-estrone. Medicinal research reviews. 2012 Nov; 32(6):1263-91. doi: 10.1002/med.20240. [PMID: 21287573]
  • Vanessa M Castrillejo, María-Mar Romero, Montserrat Esteve, Anna Ardévol, Mayte Blay, Cinta Bladé, Luis Arola, M Josepa Salvadó. Antioxidant effects of a grapeseed procyanidin extract and oleoyl-estrone in obese Zucker rats. Nutrition (Burbank, Los Angeles County, Calif.). 2011 Nov; 27(11-12):1172-6. doi: 10.1016/j.nut.2010.12.010. [PMID: 21497054]
  • Ruth Vilà, Cristina Cabot, Laura Villarreal, Ana Monegal, Eva Ayet, María del Mar Romero, Maria del Mar Grasa, Montserrat Esteve, José Antonio Fernández-López, Xavier Remesar, Marià Alemany. Oleoyl-estrone is a precursor of an estrone-derived ponderostat signal. The Journal of steroid biochemistry and molecular biology. 2011 Apr; 124(3-5):99-111. doi: 10.1016/j.jsbmb.2011.01.017. [PMID: 21310232]
  • Sabine Strassburg, Paul T Pfluger, Nilika Chaudhary, Patrick Tso, Matthias H Tschöp, Stefan D Anker, Ruben Nogueiras, Diego Perez-Tilve. Action profile of the antiobesity drug candidate oleoyl-estrone in rats. Obesity (Silver Spring, Md.). 2010 Dec; 18(12):2260-7. doi: 10.1038/oby.2010.53. [PMID: 20339368]
  • R Ferrer-Lorente, C Cabot, J A Fernández-López, M Alemany. Site-specific modulation of white adipose tissue lipid metabolism by oleoyl-estrone and/or rosiglitazone in overweight rats. Naunyn-Schmiedeberg's archives of pharmacology. 2010 Apr; 381(4):339-48. doi: 10.1007/s00210-010-0495-8. [PMID: 20195573]
  • Raquel Ferrer-Lorente, Cristina Cabot, José-Antonio Fernández-López, Marià Alemany. Comparative effects of oleoyl-estrone and a specific beta3-adrenergic agonist (CL316, 243) on the expression of genes involved in energy metabolism of rat white adipose tissue. Nutrition & metabolism. 2010 Feb; 7(?):15. doi: 10.1186/1743-7075-7-15. [PMID: 20184727]
  • María del Mar Romero, Ruth Vilà, José Antonio Fernández-López, Montserrat Esteve, Marià Alemany. Oleoyl-estrone increases adrenal corticosteroid synthesis gene expression in overweight male rats. Steroids. 2010 Jan; 75(1):20-6. doi: 10.1016/j.steroids.2009.09.009. [PMID: 19793540]
  • María Del Mar Romero, José Antonio Fernández-López, Marià Alemany, Montserrat Esteve. Gene expression modulation of liver energy metabolism by oleoyl-oestrone in overweight rats. Bioscience reports. 2009 Nov; 30(2):81-9. doi: 10.1042/bsr20080182. [PMID: 19275765]
  • Marta Serrano, Maria del Mar Grasa, Gemma Janer, José Antonio Fernández-López, Marià Alemany. Oleoyl-estrone affects lipid metabolism in adrenalectomized rats treated with corticosterone through modulation of SREBP1c expression. The Journal of steroid biochemistry and molecular biology. 2009 Oct; 117(1-3):15-22. doi: 10.1016/j.jsbmb.2009.06.003. [PMID: 19545626]
  • María del Mar Romero, José Antonio Fernández-López, Montserrat Esteve, Marià Alemany. Site-related white adipose tissue lipid-handling response to oleoyl-estrone treatment in overweight male rats. European journal of nutrition. 2009 Aug; 48(5):291-9. doi: 10.1007/s00394-009-0013-2. [PMID: 19326039]
  • María del Mar Romero, José A Fernández-López, Montserrat Esteve, Marià Alemany. Oleoyl-oestrone inhibits lipogenic, but maintains thermogenic, gene expression of brown adipose tissue in overweight rats. Bioscience reports. 2009 Aug; 29(4):237-43. doi: 10.1042/bsr20080089. [PMID: 18828761]
  • Beatriz García-Peláez, Ruth Vilà, Xavier Remesar. Maternal treatment with oleoyl-estrone induces resistance to lipid accrual in their descendants. Obesity (Silver Spring, Md.). 2008 Oct; 16(10):2223-31. doi: 10.1038/oby.2008.341. [PMID: 18719652]
  • Beatriz García-Peláez, Ruth Vilà, Xavier Remesar. Treatment of pregnant rats with oleoyl-estrone slows down pup fat deposition after weaning. Reproductive biology and endocrinology : RB&E. 2008 Jun; 6(?):23. doi: 10.1186/1477-7827-6-23. [PMID: 18570654]
  • Beatriz García-Peláez, Ruth Vilà, Xavier Remesar. Oleoyl-estrone treatment to late pregnant and mid-lactating rats affects the expression of lipid metabolism genes. Lipids. 2007 Sep; 42(9):827-33. doi: 10.1007/s11745-007-3082-0. [PMID: 17623118]
  • Anna Salas, Véronique Noé, Carlos J Ciudad, M Mar Romero, Xavier Remesar, Montserrat Esteve. Short-term oleoyl-estrone treatment affects capacity to manage lipids in rat adipose tissue. BMC genomics. 2007 Aug; 8(?):292. doi: 10.1186/1471-2164-8-292. [PMID: 17725831]
  • B García-Peláez, R Vilà, X Remesar. The administration of oleoyl-estrone to lactating dams induces selective changes in the normal growth pattern of their pups. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme. 2007 Aug; 39(8):582-8. doi: 10.1055/s-2007-984480. [PMID: 17712723]
  • Maria del Mar Grasa, Marta Serrano, José Antonio Fernández-López, Marià Alemany. Corticosterone inhibits the lipid-mobilizing effects of oleoyl-estrone in adrenalectomized rats. Endocrinology. 2007 Aug; 148(8):4056-63. doi: 10.1210/en.2007-0331. [PMID: 17510239]
  • M M Romero, M Esteve, J A Fernández-López, M Alemany. The conjugated linoleic acid ester of estrone induces the mobilisation of fat in male Wistar rats. Naunyn-Schmiedeberg's archives of pharmacology. 2007 Jun; 375(4):283-90. doi: 10.1007/s00210-007-0148-8. [PMID: 17387456]
  • Raquel Ferrer-Lorente, Cristina Cabot, José-Antonio Fernández-López, Marià Alemany. Effects of combined oleoyl-estrone and rimonabant on overweight rats. Journal of pharmacological sciences. 2007 Jun; 104(2):176-82. doi: 10.1254/jphs.fp0061441. [PMID: 17558182]
  • C Cabot, D González-Martínez, J-A Fernández-López, M Alemany. In the rat, estrone sulphate is the main serum metabolite of oral oleoyl-estrone. Journal of endocrinological investigation. 2007 May; 30(5):376-81. doi: 10.1007/bf03346313. [PMID: 17598968]
  • B García-Peláez, R Vilà, X Remesar. Different uptake and handling of oleoyl-estrone by fetuses and neonatal rats. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme. 2007 Apr; 39(4):278-81. doi: 10.1055/s-2007-973813. [PMID: 17447166]
  • Anna Salas, Xavier Remesar, Montserrat Esteve. Oleoyl-estrone treatment activates apoptotic mechanisms in white adipose tissue. Life sciences. 2007 Jan; 80(4):293-8. doi: 10.1016/j.lfs.2006.09.025. [PMID: 17055002]
  • M M Romero, M Esteve, M Alemany. Combined effects of oral oleoyl-estrone and limited food intake on body composition of young overweight male rats. International journal of obesity (2005). 2006 Jul; 30(7):1149-56. doi: 10.1038/sj.ijo.0803224. [PMID: 16418752]
  • Anna Salas, Montserrat Esteve, M Mar Grasa, Xavier Remesar. Rats treated with oleoyl-oestrone maintain glucidic homeostasis: comparisons with a pair-fed model. The British journal of nutrition. 2005 Nov; 94(5):738-45. doi: 10.1079/bjn20051547. [PMID: 16277777]
  • Raquel Ferrer-Lorente, Cristina Cabot, José-Antonio Fernández-López, Marià Alemany. Combined effects of oleoyl-estrone and a beta3-adrenergic agonist (CL316,243) on lipid stores of diet-induced overweight male Wistar rats. Life sciences. 2005 Sep; 77(16):2051-8. doi: 10.1016/j.lfs.2005.04.008. [PMID: 15935402]
  • C Cabot, A Salas, R Ferrer-Lorente, P Savall, X Remesar, J A Fernández-López, M Esteve, M Alemany. Short-term oral oleoyl-estrone treatment increases plasma cholesterol turnover in the rat. International journal of obesity (2005). 2005 May; 29(5):534-9. doi: 10.1038/sj.ijo.0802898. [PMID: 15672104]
  • M Díaz-Silva, M M Grasa, M Blay, J A Fernández-López, X Remesar, M Alemany. Strain variability in Zucker rats affects their response to oral oleoyl-estrone. Diabetes, nutrition & metabolism. 2004 Dec; 17(6):315-22. doi: NULL. [PMID: 15887624]
  • Raquel Ferrer-Lorente, Beatriz García-Peláez, José Antonio Fernández-López, Xavier Remesar, Marià Alemany. Tamoxifen does not prevent the mobilization of body lipids elicited by oleoyl-estrone. Steroids. 2004 Sep; 69(10):661-5. doi: 10.1016/j.steroids.2004.06.001. [PMID: 15465111]
  • Marta D Posadas, María C Olguín, María I Zingale, Gilda Revelant, Verónica Labourdette, María del C Gayol, Susana Calderari. Oleoyl-estrone metabolic effects in relation with caloric restriction in inbred Beta rats with spontaneous obesity and type 2 diabetes. Medicina. 2004; 64(4):332-6. doi: NULL. [PMID: 15338976]
  • Marià Alemany, José Antonio Fernández-López, Angelo Petrobelli, Marisa Granada, Màrius Foz, Xavier Remesar. [Weight loss in a patient with morbid obesity under treatment with oleoyl-estrone]. Medicina clinica. 2003 Oct; 121(13):496-9. doi: 10.1016/s0025-7753(03)74000-7. [PMID: 14588193]
  • M Díaz-Silva, M M Grasa, J López-Martí, J A Fernández-López, X Remesar, M Alemany. Effect of oral oleoyl-estrone on the energy balance of diabetic rats. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme. 2003 Aug; 35(8):471-8. doi: 10.1055/s-2003-41804. [PMID: 12953164]
  • R M Massanés, M M Grasa, J López-Martí, M Díaz-Silva, J A Fernández-López, X Remesar, M Alemany. Zucker obese rats store less acyl-estrone than lean controls. International journal of obesity and related metabolic disorders : journal of the International Association for the Study of Obesity. 2003 Apr; 27(4):428-32. doi: 10.1038/sj.ijo.0802264. [PMID: 12664075]
  • X Remesar, J A Fernández-López, M T Blay, P Savall, A Salas, M Díaz-Silva, M Esteve, M M Grasa, M Alemany. Effect of oral oleoyl-estrone on adipose tissue composition in male rats. International journal of obesity and related metabolic disorders : journal of the International Association for the Study of Obesity. 2002 Aug; 26(8):1092-102. doi: 10.1038/sj.ijo.0802056. [PMID: 12119575]
  • M Blay, J Peinado-Onsurbe, M M Grasa, M Díaz-Silva, J A Fernandez-López, X Remesar, M Alemany. Effect of oral oleoyl-estrone treatment on plasma lipoproteins and tissue lipase activities of Zucker lean and obese female rats. International journal of obesity and related metabolic disorders : journal of the International Association for the Study of Obesity. 2002 May; 26(5):618-26. doi: 10.1038/sj.ijo.0801985. [PMID: 12032744]
  • M Esteve, P Savall, J Virgilli, J A Fernández-López, X Remesar, M Alemany. Modulation by leptin, insulin and corticosterone of oleoyl-estrone synthesis in cultured 3T3 L1 cells. Bioscience reports. 2001 Dec; 21(6):755-63. doi: 10.1023/a:1015580623325. [PMID: 12166825]
  • J Peinado-Onsurbe, M Blay, L Casadomé, J A Fernández-López, X Remesar, M Alemany. Effect of 24-h food deprivation on lipoprotein composition and oleoyl-estrone content of lean and obese Zucker rats. European journal of nutrition. 2001 Aug; 40(4):155-60. doi: 10.1007/s003940170003. [PMID: 11905956]
  • C Cabot, M M Grasa, R M Massanés, R de Matteis, S Cinti, J A Fernández-López, X Remesar, M Alemany. Oleoyl-estrone does not have direct estrogenic effects on rats. Life sciences. 2001 Jul; 69(7):749-61. doi: 10.1016/s0024-3205(01)01159-6. [PMID: 11487088]
  • M Esteve, P Savall, M T Blay, J A Fernández-López, X Remesar, M Alemany. Intestinal handling of an oral oleoyl-estrone gavage by the rat. Life sciences. 2001 Jul; 69(7):763-77. doi: 10.1016/s0024-3205(01)01160-2. [PMID: 11487089]
  • M M Grasa, M Esteve, R M Masanés, P Yubero, M Blay, J López-Martí, C Cabot, R Vilà, J A Fernández-López, X Remesar, M Alemany. Oral gavage of oleoyl-oestrone has a stronger effect on body weight in male Zucker obese rats than in female. Diabetes, obesity & metabolism. 2001 Jun; 3(3):203-8. doi: 10.1046/j.1463-1326.2001.00143.x. [PMID: 11412285]
  • C Cabot, M del Mar Grasa, J A Fernández-López, M Alemany. Effect of oleoyl-estrone treatment on the expression of beta1- beta2- and beta3-adrenoreceptors in rat adipose tissues. Molecular and cellular biochemistry. 2001 May; 221(1-2):109-15. doi: 10.1023/a:1010965527221. [PMID: 11506172]
  • M del Mar Grasa, C Cabot, M Esteve, P Yubero, R M Masanés, M T Blay, R Vilà, J López-Martí, J A Fernández-López, X Remesar, M Alemany. Daily oral oleoyl-estrone gavage induces a dose-dependent loss of fat in Wistar rats. Obesity research. 2001 Mar; 9(3):202-9. doi: 10.1038/oby.2001.22. [PMID: 11323446]
  • V Tang, C Torregrosa, X Remesar, M Alemany. Dietary oleoyl-estrone delays the growth rate of young rats. European journal of nutrition. 2001 Feb; 40(1):17-22. doi: 10.1007/s003940170024. [PMID: 11315501]
  • C Cabot, M M Grasa, J A Fernández-López, M Alemany. Oleoyl-estrone treatment reduces the volume of white adipose tissue cells in the rat. Journal of physiology and biochemistry. 2000 Dec; 56(4):369-70. doi: 10.1007/bf03179805. [PMID: 11321531]
  • X Remesar, P Guijarro, C Torregrosa, M M Grasa, J López, J A Fernández-López, M Alemany. Oral oleoyl-estrone induces the rapid loss of body fat in Zucker lean rats fed a hyperlipidic diet. International journal of obesity and related metabolic disorders : journal of the International Association for the Study of Obesity. 2000 Nov; 24(11):1405-12. doi: 10.1038/sj.ijo.0801393. [PMID: 11126335]
  • M M Grasa, R Vilà, M Esteve, C Cabot, J A Fernandez-López, X Remesar, M Alemany. Oleoyl-estrone lowers the body weight of both ob/ob and db/db mice. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme. 2000 Jun; 32(6):246-50. doi: 10.1055/s-2007-978629. [PMID: 10898555]
  • J Virgili, I Casals, J Peinado-Onsurbe, M Esteve, J Julve-Gil, J A Fernández-López, X Remesar, M Alemany. Distribution of oleoyl-estrone in rat plasma lipoproteins. Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme. 1999 Nov; 31(11):597-601. doi: 10.1055/s-2007-978803. [PMID: 10598826]
  • C Adán, M M Grasa, C Cabot, M Esteve, R Vilà, R Masanés, J Estruch, J A Fernández-López, X Remesar, M Alemany. Short-term treatment with estrone oleate in liposomes (Merlin-2) does not affect the expression of the ob gene in Zucker obese rats. Molecular and cellular biochemistry. 1999 Jul; 197(1-2):109-15. doi: 10.1023/a:1006987115532. [PMID: 10485330]
  • M Esteve, J Virgili, H Aguilar, F Balada, J A Fernández-López, X Remesar, M Alemany. Leptin enhances the synthesis of oleoyl-estrone from estrone in white adipose tissue. European journal of nutrition. 1999 Apr; 38(2):99-104. doi: 10.1007/s003940050050. [PMID: 10352949]
  • C Adán, C Cabot, R Vilà, M M Grasa, R M Masanés, M Esteve, J Estruch, J A Fernández-López, X Remesar, M Alemany. Oleoyl-estrone treatment affects the ponderostat setting differently in lean and obese Zucker rats. International journal of obesity and related metabolic disorders : journal of the International Association for the Study of Obesity. 1999 Apr; 23(4):366-73. doi: 10.1038/sj.ijo.0800828. [PMID: 10340814]
  • M M Grasa, C Cabot, C Adán, R Vilà, M Esteve, J Estruch, J A Fernández-López, X Remesar, M Alemany. Effect of adrenalectomy on the slimming activity of liposome-carried oleoyl-estrone in the rat. International journal of obesity and related metabolic disorders : journal of the International Association for the Study of Obesity. 1998 Dec; 22(12):1225-30. doi: 10.1038/sj.ijo.0800751. [PMID: 9877258]
  • C Cabot, M del Mar Grasa, J Estruch, J A Fernández-López, X Remesar, M Alemany. Zucker obese rats are insensitive to the CRH-increasing effect of oleoyl-estrone. Brain research bulletin. 1998 Aug; 46(6):529-34. doi: 10.1016/s0361-9230(98)00050-1. [PMID: 9744290]
  • M M Grasa, C Cabot, C Adán, D Sanchis, F Balada, J Estruch, J A Fernández-López, X Remesar, M Alemany. Effect of oleoyl-estrone administration on corticosterone binding to tissues of lean and obese Zucker rats. The Journal of steroid biochemistry and molecular biology. 1998 Aug; 66(3):165-9. doi: 10.1016/s0960-0760(98)00053-3. [PMID: 9719451]
  • D Sanchis, F Balada, C Picó, M M Grasa, J Virgili, C Farrerons, A Palou, J A Fernández-López, X Remesar, M Alemany. Rats receiving the slimming agent oleoyl-estrone in liposomes (Merlin-2) decrease food intake but maintain thermogenesis. Archives of physiology and biochemistry. 1997 Dec; 105(7):663-72. doi: 10.1076/apab.105.7.663.11391. [PMID: 9693713]
  • F Balada, D Sanchis, J Virgili, M M Grasa, C Monserrat, J A Fernández-López, X Remesar, M Alemany. Effect of the slimming agent oleoyl-estrone in liposomes on the body weight of rats fed a cafeteria diet. Archives of physiology and biochemistry. 1997 Sep; 105(5):487-95. doi: 10.1076/apab.105.5.487.3295. [PMID: 9439787]
  • F Balada, D Sanchis, M M Grasa, J Virgili, J Estruch, J A Fernández-López, X Remesar, M Alemany. Effect of the slimming agent oleoyl-estrone in liposomes on the body weight of Zucker obese rats. International journal of obesity and related metabolic disorders : journal of the International Association for the Study of Obesity. 1997 Sep; 21(9):789-95. doi: 10.1038/sj.ijo.0800475. [PMID: 9376892]
  • D Sanchis, F Balada, M del Mar Grasa, J Virgili, J Peinado, C Monserrat, J A Fernández-López, X Remesar, M Alemany. Oleoyl-estrone induces the loss of body fat in rats. International journal of obesity and related metabolic disorders : journal of the International Association for the Study of Obesity. 1996 Jun; 20(6):588-94. doi: ". [PMID: 8782737]