Megestrol (BioDeep_00000006428)

   


代谢物信息卡片


(8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-6,10,13-trimethyl-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthren-3-one

化学式: C22H30O3 (342.21948299999997)
中文名称: 甲地孕酮
谱图信息: 最多检出来源 Homo sapiens(lipidomics) 37.5%

分子结构信息

SMILES: CC(=O)C1(O)CCC2C3C=C(C)C4=CC(=O)CCC4(C)C3CCC21C
InChI: InChI=1S/C22H30O3/c1-13-11-16-17(20(3)8-5-15(24)12-19(13)20)6-9-21(4)18(16)7-10-22(21,25)14(2)23/h11-12,16-18,25H,5-10H2,1-4H3/t16-,17+,18+,20-,21+,22+/m1/s1

描述信息

G - Genito urinary system and sex hormones > G03 - Sex hormones and modulators of the genital system > G03A - Hormonal contraceptives for systemic use > G03AC - Progestogens
G - Genito urinary system and sex hormones > G03 - Sex hormones and modulators of the genital system > G03D - Progestogens > G03DB - Pregnadien derivatives
L - Antineoplastic and immunomodulating agents > L02 - Endocrine therapy > L02A - Hormones and related agents > L02AB - Progestogens
C147908 - Hormone Therapy Agent > C548 - Therapeutic Hormone > C1636 - Therapeutic Steroid Hormone
D012102 - Reproductive Control Agents > D003270 - Contraceptive Agents
D000970 - Antineoplastic Agents

同义名列表

8 个代谢物同义名

Megestrol; (8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-6,10,13-trimethyl-2,8,9,11,12,14,15,16-octahydro-1H-cyclopenta[a]phenanthren-3-one; Megestrol acetate; Megestryl acetate; SCHEMBL2294866; Megestrolum; Megestrolo; MGA



数据库引用编号

14 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。



文献列表

  • Maria Pia Costa-Santos, Afonso Gonçalves, Alexandre Oliveira Ferreira, Joana Nunes. Spontaneous regression of hepatocellular carcinoma: myth or reality?. BMJ case reports. 2020 Feb; 13(2):. doi: 10.1136/bcr-2019-233509. [PMID: 32047089]
  • Guillermo Nicolás Tocchetti, Camila Juliana Domínguez, Felipe Zecchinati, Maite Rocío Arana, María Laura Ruiz, Silvina Stella Maris Villanueva, Aldo Domingo Mottino, Johanna Weiss, Juan Pablo Rigalli. Inhibition of multidrug resistance-associated protein 2 (MRP2) activity by the contraceptive nomegestrol acetate in HepG2 and Caco-2 cells. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2018 Sep; 122(?):205-213. doi: 10.1016/j.ejps.2018.07.017. [PMID: 29981893]
  • Sneha G Nair, Daxesh P Patel, Mallika Sanyal, Puran Singhal, Pranav S Shrivastav. Ultra-performance liquid chromatography-tandem mass spectrometry assay for determination of plasma nomegestrol acetate and estradiol in healthy postmenopausal women. Biomedical chromatography : BMC. 2018 Feb; 32(2):. doi: 10.1002/bmc.4086. [PMID: 28869284]
  • Giovanni Grandi, Antonella Napolitano, Angelo Cagnacci. Metabolic impact of combined hormonal contraceptives containing estradiol. Expert opinion on drug metabolism & toxicology. 2016 Jul; 12(7):779-87. doi: 10.1080/17425255.2016.1190832. [PMID: 27187588]
  • Qingbiao Huang, Xiaoke Chen, Yan Zhu, Lin Cao, Jim E Riviere. Pharmacokinetics, tissue distribution, and excretion of nomegestrol acetate in female rats. European journal of drug metabolism and pharmacokinetics. 2015 Dec; 40(4):435-42. doi: 10.1007/s13318-014-0224-7. [PMID: 25168884]
  • Giovanni Grandi, Antonella Napolitano, Anjeza Xholli, Alessandra Tirelli, Costantino Di Carlo, Angelo Cagnacci. Effect of oral contraceptives containing estradiol and nomegestrol acetate or ethinyl-estradiol and chlormadinone acetate on primary dysmenorrhea. Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology. 2015 Oct; 31(10):774-8. doi: 10.3109/09513590.2015.1063118. [PMID: 26291811]
  • Iñaki Lete, Nathalie Chabbert-Buffet, Christian Jamin, Stefano Lello, Paloma Lobo, Rossella E Nappi, Axelle Pintiaux. Haemostatic and metabolic impact of estradiol pills and drospirenone-containing ethinylestradiol pills vs. levonorgestrel-containing ethinylestradiol pills: A literature review. The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception. 2015; 20(5):329-43. doi: 10.3109/13625187.2015.1050091. [PMID: 26007631]
  • Jianfeng Zhang, Yan Zhu, Xianying Zhou, Shufang Hao, Shuwu Xie, Jieyun Zhou, Xiangjie Guo, Zhao Li, Yunsheng Huang, Qinghua Chen. Evaluation of biodegradable microspheres containing nomegestrol acetate in a rat model of endometriosis. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 2014 Dec; 65(?):15-20. doi: 10.1016/j.ejps.2014.08.011. [PMID: 25201168]
  • Adolf E Schindler. The 'newer' progestogens and postmenopausal hormone therapy (HRT). The Journal of steroid biochemistry and molecular biology. 2014 Jul; 142(?):48-51. doi: 10.1016/j.jsbmb.2013.12.003. [PMID: 24333799]
  • Fan Li, Xiao-Juan Zou, Heng Zheng, Yi Xiang. LC-MS/MS method for determination of megestrol in human plasma and its application in bioequivalence study. Journal of Huazhong University of Science and Technology. Medical sciences = Hua zhong ke ji da xue xue bao. Yi xue Ying De wen ban = Huazhong keji daxue xuebao. Yixue Yingdewen ban. 2013 Dec; 33(6):912-916. doi: 10.1007/s11596-013-1221-9. [PMID: 24337858]
  • Harry A van Diepen. Preclinical pharmacological profile of nomegestrol acetate, a synthetic 19-nor-progesterone derivative. Reproductive biology and endocrinology : RB&E. 2012 Oct; 10(?):85. doi: 10.1186/1477-7827-10-85. [PMID: 23043680]
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  • S Christin-Maitre, D Serfaty, N Chabbert-Buffet, E Ochsenbein, D Chassard, J-L Thomas. Comparison of a 24-day and a 21-day pill regimen for the novel combined oral contraceptive, nomegestrol acetate and 17β-estradiol (NOMAC/E2): a double-blind, randomized study. Human reproduction (Oxford, England). 2011 Jun; 26(6):1338-47. doi: 10.1093/humrep/der058. [PMID: 21421664]
  • Alfred O Mueck, Regine Sitruk-Ware. Nomegestrol acetate, a novel progestogen for oral contraception. Steroids. 2011 May; 76(6):531-9. doi: 10.1016/j.steroids.2011.02.002. [PMID: 21335021]
  • Nathalie Chabbert-Buffet, Didier Chassard, Edith Ochsenbein, Jean-Louis Thomas, Sophie Christin-Maitre. Inhibition of ovulation by NOMAC/E2, a novel monophasic oral contraceptive combining nomegestrol acetate and 17β-oestradiol: a double-blind, randomised, dose-finding pilot study. The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception. 2011 Apr; 16(2):76-84. doi: 10.3109/13625187.2011.554923. [PMID: 21332383]
  • Pasquale Florio, Alberto Imperatore, Pietro Litta, Mario Franchini, Stefano Calzolari, Stefano Angioni, Massimo Gabbanini, Luca Bruni, Felice Petraglia. The use of nomegestrol acetate in rapid preparation of endometrium before operative hysteroscopy in pre-menopausal women. Steroids. 2010 Dec; 75(12):912-7. doi: 10.1016/j.steroids.2010.05.009. [PMID: 20566359]
  • Stefano Lello. Nomegestrol acetate: pharmacology, safety profile and therapeutic efficacy. Drugs. 2010 Mar; 70(5):541-59. doi: 10.2165/11532130-000000000-00000. [PMID: 20329803]
  • M Fernández Lucas, J L Teruel, V Burguera, H Sosa, M Rivera, J R Rodríguez Palomares, R Marcén, C Quereda. [Treatment of uraemic anorexia with megestrol acetate]. Nefrologia : publicacion oficial de la Sociedad Espanola Nefrologia. 2010; 30(6):646-52. doi: 10.3265/nefrologia.pre2010.aug.10546. [PMID: 21113214]
  • S Lello. [Nomegestrol acetate: clinical pharmacology]. Minerva ginecologica. 2009 Oct; 61(5):459-63. doi: . [PMID: 19749678]
  • Ione Cristina Barbosa, Elsimar Metzker Coutinho, Ladipo Oladapo, Cristina Fernandes Noronha, Regina Lucia Santos Mota, Antonio Carlos Vieira Lopes, Renata Cruz Lopes. An open-label study of subdermal implants of estradiol-only versus subdermal implants of estradiol plus nomegestrol acetate: effects on symptom control, lipid profile and tolerability. Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology. 2009 Apr; 25(4):269-75. doi: 10.1080/09513590802632480. [PMID: 19408176]
  • J Teichmann, U Lange, T Discher, J Lohmeyer, H Stracke, R G Bretzel. Bone mineral density in human immunodeficiency virus-1 infected men with hypogonadism prior to highly-active-antiretroviral-therapy (HAART). European journal of medical research. 2009; 14(?):59-64. doi: 10.1186/2047-783x-14-2-59. [PMID: 19258214]
  • Yi Liu, Zhongwu Jia, Lei Dong, Rui Wang, Genquan Qiu. A randomized pilot study of atractylenolide I on gastric cancer cachexia patients. Evidence-based complementary and alternative medicine : eCAM. 2008 Sep; 5(3):337-44. doi: 10.1093/ecam/nem031. [PMID: 18830451]
  • Elena Lenzi, Nicola Pluchino, Silvia Begliuomini, Filippo Ninni, Letizia Freschi, Manolo Centofanti, Elena Casarosa, Stefano Luisi, Valeria Valentino, Michele Luisi, Andrea Riccardo Genazzani. Effects of nomegestrol acetate administration on central and peripheral beta-endorphin and allopregnanolone in ovx rats. The Journal of steroid biochemistry and molecular biology. 2008 May; 110(1-2):67-75. doi: 10.1016/j.jsbmb.2008.02.002. [PMID: 18420401]
  • Paula González Villarroel, Isaura Fernández Pérez, Concepción Páramo, Marta Gentil González, Beatriz Carnero López, M Lidia Vázquez Tuñas, Juan A Carrasco Alvarez. Megestrol acetate-induced adrenal insufficiency. Clinical & translational oncology : official publication of the Federation of Spanish Oncology Societies and of the National Cancer Institute of Mexico. 2008 Apr; 10(4):235-7. doi: 10.1007/s12094-008-0188-7. [PMID: 18411198]
  • Y F Li, S Fu, W Hu, J H Liu, K W Finkel, D M Gershenson, J J Kavanagh. Systemic anticancer therapy in gynecological cancer patients with renal dysfunction. International journal of gynecological cancer : official journal of the International Gynecological Cancer Society. 2007 Jul; 17(4):739-63. doi: 10.1111/j.1525-1438.2007.00847.x. [PMID: 17309673]
  • Costantino Di Carlo, Giovanni A Tommaselli, Attilio Di Spiezio Sardo, Annalidia Sammartino, Wanda Attianese, Virginia Gargano, Giuseppe Bifulco, Carmine Nappi. Longitudinal evaluation of serum leptin and bone mineral density in early postmenopausal women. Menopause (New York, N.Y.). 2007 May; 14(3 Pt 1):450-4. doi: 10.1097/01.gme.0000236936.28454.6a. [PMID: 17242633]
  • Kathleen Mulligan, Robert Zackin, Jamie H Von Roenn, Margaret A Chesney, Merrill J Egorin, Fred R Sattler, Constance A Benson, Tun Liu, Triin Umbleja, Sharon Shriver, Richard J Auchus, Morris Schambelan. Testosterone supplementation of megestrol therapy does not enhance lean tissue accrual in men with human immunodeficiency virus-associated weight loss: a randomized, double-blind, placebo-controlled, multicenter trial. The Journal of clinical endocrinology and metabolism. 2007 Feb; 92(2):563-70. doi: 10.1210/jc.2006-0954. [PMID: 17090640]
  • Regine Sitruk-Ware. New progestagens for contraceptive use. Human reproduction update. 2006 Mar; 12(2):169-78. doi: 10.1093/humupd/dmi046. [PMID: 16291771]
  • Mert Gol, Pinar Akan, Erbil Dogan, Cigdem Karas, Ugur Saygili, Cemal Posaci. Effects of estrogen, raloxifene, and hormone replacement therapy on serum C-reactive protein and homocysteine levels. Maturitas. 2006 Feb; 53(3):252-9. doi: 10.1016/j.maturitas.2005.05.006. [PMID: 15990257]
  • Gregg R Ward, Abdel A Abdel-Rahman. Orchiectomy or androgen receptor blockade attenuates baroreflex-mediated bradycardia in conscious rats. BMC pharmacology. 2006 Jan; 6(?):2. doi: 10.1186/1471-2210-6-2. [PMID: 16430770]
  • R Carpenter, W R Miller. Role of aromatase inhibitors in breast cancer. British journal of cancer. 2005 Aug; 93 Suppl 1(?):S1-5. doi: 10.1038/sj.bjc.6602688. [PMID: 16100519]
  • N J Bundred. The effects of aromatase inhibitors on lipids and thrombosis. British journal of cancer. 2005 Aug; 93 Suppl 1(?):S23-7. doi: 10.1038/sj.bjc.6602692. [PMID: 16100522]
  • M L Nguyên-Pascal, J L Thomas, L Bergougnoux, P Garnero, E Drapier-Faure, P D Delmas. Nomegestrol acetate may enhance the skeletal effects of estradiol on biochemical markers of bone turnover in menopausal women after a 12-week treatment period. Climacteric : the journal of the International Menopause Society. 2005 Jun; 8(2):136-45. doi: 10.1080/13697130500103433. [PMID: 16096169]
  • Francisco J Esteva, Carol D Cheli, Herbert Fritsche, Monica Fornier, Dennis Slamon, Robert P Thiel, Diana Luftner, Farooq Ghani. Clinical utility of serum HER2/neu in monitoring and prediction of progression-free survival in metastatic breast cancer patients treated with trastuzumab-based therapies. Breast cancer research : BCR. 2005; 7(4):R436-43. doi: 10.1186/bcr1020. [PMID: 15987448]
  • Robert A Wermers, Daniel L Hurley, Ann E Kearns. Osteoporosis associated with megestrol acetate. Mayo Clinic proceedings. 2004 Dec; 79(12):1557-61. doi: 10.4065/79.12.1557. [PMID: 15595341]
  • Costantino Di Carlo, Giovanni A Tommaselli, Annalidia Sammartino, Giuseppe Bifulco, Anna Nasti, Carmine Nappi. Serum leptin levels and body composition in postmenopausal women: effects of hormone therapy. Menopause (New York, N.Y.). 2004 Jul; 11(4):466-73. doi: 10.1097/01.gme.0000109313.11228.2b. [PMID: 15243285]
  • Marco Gambacciani, Massimo Ciaponi, Barbara Cappagli, Patrizia Monteleone, Caterina Benussi, Gemma Bevilacqua, Andrea Riccardo Genazzani. Postmenopausal femur bone loss: effects of a low dose hormone replacement therapy. Maturitas. 2003 Jul; 45(3):175-83. doi: 10.1016/s0378-5122(03)00141-5. [PMID: 12818462]
  • Antonia Martinetti, Nicoletta Zilembo, Leonardo Ferrari, Giorgio Massimini, Anna Polli, Ignazia La Torre, Riccardo Giovanazzi, Paola Pozzi, Paolo Bidoli, Daniela De Candis, Ettore Seregni, Emilio Bombardieri, Emilio Bajetta. Bone turnover markers and insulin-like growth factor components in metastatic breast cancer: results from a randomised trial of exemestane vs megestrol acetate. Anticancer research. 2003 Jul; 23(4):3485-91. doi: . [PMID: 12926095]
  • C Pélissier, C Jamin, J-C Colau. [Effects of a 19-norprogesterone derivative, the fourth decade nomegestrol acetate, on lipids]. Annales d'endocrinologie. 2003 Jun; 64(3):216-26. doi: . [PMID: 12910065]
  • J Collette, P Viethel, M Dethor, T Chevallier, M C Micheletti, J M Foidart, J Y Reginster. [Comparison of changes in biochemical markers of bone turnover after 6 months of hormone replacement therapy with either transdermal 17 beta-estradiol or equine conjugated estrogen plus nomegestrol acetate]. Gynecologie, obstetrique & fertilite. 2003 May; 31(5):434-41. doi: 10.1016/s1297-9589(03)00118-8. [PMID: 14567121]
  • C Jamin, A Batallan, P Madelenat. [Antigonadotropic effects of a 19-nor-progesterone derivative: the example of nomegestrol acetate]. Gynecologie, obstetrique & fertilite. 2003 Jan; 31(1):70-81. doi: 10.1016/s1297-9589(02)00009-7. [PMID: 12659788]
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