Norelgestromin (BioDeep_00000033372)

   

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


15-Ethyl-14-ethynyl-5-(hydroxyimino)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-ol

化学式: C21H29NO2 (327.2198174)
中文名称: 17-去乙酰基孕激素
谱图信息: 最多检出来源 Homo sapiens(blood) 13.33%

分子结构信息

SMILES: CCC12CCC3C(C1CCC2(C#C)O)CCC4=CC(=NO)CCC34
InChI: InChI=1S/C21H29NO2/c1-3-20-11-9-17-16-8-6-15(22-24)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,13,16-19,23-24H,3,5-12H2,1H3

描述信息

Norelgestromin is only found in individuals that have used or taken this drug. It is a drug used in contraception. Norelgestromin is the active progestin responsible for the progestational activity that occurs in women after application of ORTHO EVRA patch. Norelgestromin inhibits estrone sulfatase, which converts sulfated steroid precursors to estrogen during pregnancy. Norgelgestromin/ethinylestradiol suppresses follicular development, induces changes to the endometrium, which decreases chances of implantation and thickens the cervical mucus, impeding sperm swimming into the uterus. It also has similar agonisting binding affinities as its parent compound, Norgestimate, for progesterone and estrogen receptors.
D012102 - Reproductive Control Agents > D003270 - Contraceptive Agents

同义名列表

11 个代谢物同义名

15-Ethyl-14-ethynyl-5-(hydroxyimino)tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-ol; 15-ethyl-14-ethynyl-5-(hydroxyimino)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-14-ol; Levonorgestrel oxime, (3E,17alpha)-isomer; Levonorgestrel oxime, (3Z,17alpha)-isomer; Progestin norelgestromin; 17-Deacetylnorgestimate; Levonorgestrel oxime; Deacetylnorgestimate; Norelgestromin; orthra evra; LNGO



数据库引用编号

5 个数据库交叉引用编号

分类词条

相关代谢途径

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代谢反应

0 个相关的代谢反应过程信息。

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BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

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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

  • Bing Zhu, Ivan Nestorov, Guolin Zhao, Venkata Meka, Mark Leahy, Jeanelle Kam, Sarah I Sheikh. Evaluation of Potential Drug-Drug Interaction Between Delayed-Release Dimethyl Fumarate and a Commonly Used Oral Contraceptive (Norgestimate/Ethinyl Estradiol) in Healthy Women. Clinical pharmacology in drug development. 2017 Nov; 6(6):604-613. doi: 10.1002/cpdd.377. [PMID: 28783872]
  • Deepak Ahire, Sarmistha Sinha, Barry Brock, Ramaswamy Iyer, Sandhya Mandlekar, Murali Subramanian. Metabolite Identification, Reaction Phenotyping, and Retrospective Drug-Drug Interaction Predictions of 17-Deacetylnorgestimate, the Active Component of the Oral Contraceptive Norgestimate. Drug metabolism and disposition: the biological fate of chemicals. 2017 06; 45(6):676-685. doi: 10.1124/dmd.116.073940. [PMID: 28283499]
  • Ivy H Song, Julie Borland, Shuguang Chen, Toshihiro Wajima, Amanda F Peppercorn, Stephen C Piscitelli. Dolutegravir Has No Effect on the Pharmacokinetics of Oral Contraceptives With Norgestimate and Ethinyl Estradiol. The Annals of pharmacotherapy. 2015 Jul; 49(7):784-9. doi: 10.1177/1060028015580637. [PMID: 25862012]
  • Intira Sriprasert, Frank Z Stanczyk, David F Archer. Ethinyl estradiol and levonorgestrel in a transdermal contraceptive delivery system. Expert opinion on pharmacotherapy. 2015; 16(12):1901-9. doi: 10.1517/14656566.2015.1056733. [PMID: 26194214]
  • Jesus Hernandez-Juarez, Ethel A Garcia-Latorre, Manuel Moreno-Hernandez, Jose Fernando Moran-Perez, Miguel Angel Rodriguez-Escobedo, Gerardo Cogque-Hernandez, Rubén Julián-Nacer, Xochitl Hernandez-Giron, Rosalia Palafox-Gomez, Irma Isordia-Salas, Abraham Majluf-Cruz. Metabolic effects of the contraceptive skin patch and subdermal contraceptive implant in Mexican women: a prospective study. Reproductive health. 2014 Apr; 11(?):33. doi: 10.1186/1742-4755-11-33. [PMID: 24767248]
  • Sanna Kallio, Johanna Puurunen, Aimo Ruokonen, Tommi Vaskivuo, Terhi Piltonen, Juha S Tapanainen. Antimüllerian hormone levels decrease in women using combined contraception independently of administration route. Fertility and sterility. 2013 Apr; 99(5):1305-10. doi: 10.1016/j.fertnstert.2012.11.034. [PMID: 23260855]
  • Mariangela Massaro, Costantino Di Carlo, Virginia Gargano, Carmen Formisano, Giuseppe Bifulco, Carmine Nappi. Effects of the contraceptive patch and the vaginal ring on bone metabolism and bone mineral density: a prospective, controlled, randomized study. Contraception. 2010 Mar; 81(3):209-14. doi: 10.1016/j.contraception.2009.09.011. [PMID: 20159176]
  • Xiaofen Liu, Cungang Ding, Qinghua Ge, Xiaojin Zhi, Zhen Zhou. Determination of norelgestromin in rabbit plasma by LC-MS/MS and its application to the pharmacokinetic study of ORTHO EVRA. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2009 Jan; 877(3):311-5. doi: 10.1016/j.jchromb.2008.11.034. [PMID: 19097950]
  • Jules I Schwartz, Stephanie Dunbar, Jinyu Yuan, Susie Li, Deborah L Miller, Kim Rosko, Amy O Johnson-Levonas, Kenneth C Lasseter, John A Wagner. Influence of taranabant, an orally active, highly selective, potent cannabinoid-1 receptor (CB1R) inverse agonist, on ethinyl estradiol and norelgestromin plasma pharmacokinetics. Journal of clinical pharmacology. 2009 Jan; 49(1):72-9. doi: 10.1177/0091270008325930. [PMID: 18936284]
  • B Pietrzak, K Bobrowska, Z Jabiry-Zieniewicz, P Kaminski, M Wielgos, J Pazik, M Durlik. Oral and transdermal hormonal contraception in women after kidney transplantation. Transplantation proceedings. 2007 Nov; 39(9):2759-62. doi: 10.1016/j.transproceed.2007.09.014. [PMID: 18021980]
  • Damayanthi Devineni, Donna Skee, Nicole Vaccaro, Joseph Massarella, Luc Janssens, Katherine D LaGuardia, Albert T Leung. Pharmacokinetics and pharmacodynamics of a transdermal contraceptive patch and an oral contraceptive. Journal of clinical pharmacology. 2007 Apr; 47(4):497-509. doi: 10.1177/0091270006297919. [PMID: 17389559]
  • Terry White, John K Jain, Frank Z Stanczyk. Effect of oral versus transdermal steroidal contraceptives on androgenic markers. American journal of obstetrics and gynecology. 2005 Jun; 192(6):2055-9. doi: 10.1016/j.ajog.2005.02.067. [PMID: 15970897]
  • Partha Roy, Abhijeet S Jakate, Alpita Patel, Wattanaporn Abramowitz, Julie Wangsa, Stefano Persiani, Ram Kapil. Effect of multiple-dose dexloxiglumide on the pharmacokinetics of oral contraceptives in healthy women. Journal of clinical pharmacology. 2005 Mar; 45(3):329-36. doi: 10.1177/0091270004272732. [PMID: 15703367]
  • U Gaspard. [Medication of the month. Evra: first contraceptive transdermal patch]. Revue medicale de Liege. 2003 Nov; 58(11):709-12. doi: ". [PMID: 14748201]
  • M Fanta. [A transdermal form of combined hormonal contraceptives (EVRA)]. Ceska gynekologie. 2003 Oct; 68(5):341-5. doi: NULL. [PMID: 14692356]
  • George W Creasy, Alan C Fisher, Nancy Hall, Gary A Shangold. Transdermal contraceptive patch delivering norelgestromin and ethinyl estradiol. Effects on the lipid profile. The Journal of reproductive medicine. 2003 Mar; 48(3):179-86. doi: NULL. [PMID: 12698776]
  • Geoffrey L Hammond, Larry S Abrams, George W Creasy, Jaya Natarajan, J Glyn Allen, Pentti K Siiteri. Serum distribution of the major metabolites of norgestimate in relation to its pharmacological properties. Contraception. 2003 Feb; 67(2):93-9. doi: 10.1016/s0010-7824(02)00473-0. [PMID: 12586319]
  • Ronald T Burkman. The transdermal contraceptive patch: a new approach to hormonal contraception. International journal of fertility and women's medicine. 2002 Mar; 47(2):69-76. doi: ". [PMID: 11991433]
  • Larry S Abrams, Donna M Skee, Jaya Natarajan, Frankie A Wong, Gary D Anderson. Pharmacokinetics of a contraceptive patch (Evra/Ortho Evra) containing norelgestromin and ethinyloestradiol at four application sites. British journal of clinical pharmacology. 2002 Feb; 53(2):141-6. doi: 10.1046/j.0306-5251.2001.01532.x. [PMID: 11851637]
  • Larry S Abrams, Donna Skee, Jaya Natarajan, Frankie A Wong. Pharmacokinetic overview of Ortho Evra/Evra. Fertility and sterility. 2002 Feb; 77(2 Suppl 2):S3-12. doi: 10.1016/s0015-0282(01)03261-7. [PMID: 11849630]
  • L S Abrams, D M Skee, J Natarajan, F A Wong, P T Leese, G W Creasy, M M Shangold. Pharmacokinetics of norelgestromin and ethinyl estradiol delivered by a contraceptive patch (Ortho Evra/Evra) under conditions of heat, humidity, and exercise. Journal of clinical pharmacology. 2001 Dec; 41(12):1301-9. doi: 10.1177/00912700122012887. [PMID: 11762557]
  • L S Abrams, D M Skee, J Natarajan, F A Wong, K C Lasseter. Multiple-dose pharmacokinetics of a contraceptive patch in healthy women participants. Contraception. 2001 Nov; 64(5):287-94. doi: 10.1016/s0010-7824(01)00273-6. [PMID: 11777488]
  • L S Abrams, D M Skee, F A Wong, N J Anderson, P T Leese. Pharmacokinetics of norelgestromin and ethinyl estradiol from two consecutive contraceptive patches. Journal of clinical pharmacology. 2001 Nov; 41(11):1232-7. doi: 10.1177/00912700122012788. [PMID: 11697756]
  • F A Wong, R W Edom, M Duda, J P Tischio, M Huang, S Juzwin, G Tegegne. Determination of norgestimate and its metabolites in human serum using high-performance liquid chromatography with tandem mass spectrometric detection. Journal of chromatography. B, Biomedical sciences and applications. 1999 Nov; 734(2):247-55. doi: 10.1016/s0378-4347(99)00353-9. [PMID: 10595722]
  • W Kuhnz, K H Fritzemeier, C Hegele-Hartung, R Krattenmacher. Comparative progestational activity of norgestimate, levonorgestrel-oxime and levonorgestrel in the rat and binding of these compounds to the progesterone receptor. Contraception. 1995 Feb; 51(2):131-9. doi: 10.1016/0010-7824(94)00019-s. [PMID: 7750291]
  • J L McGuire, A Phillips, D W Hahn, E L Tolman, S Flor, M E Kafrissen. Pharmacologic and pharmacokinetic characteristics of norgestimate and its metabolites. American journal of obstetrics and gynecology. 1990 Dec; 163(6 Pt 2):2127-31. doi: 10.1016/0002-9378(90)90552-i. [PMID: 2124088]