Onapristone (BioDeep_00000718370)

   


代谢物信息卡片


Onapristone

化学式: C29H39NO3 (449.29297840000004)
中文名称: 奥那司酮
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC12CC(C3=C4CCC(=O)C=C4CCC3C1CCC2(CCCO)O)C5=CC=C(C=C5)N(C)C
InChI: InChI=1S/C29H39NO3/c1-28-18-25(19-5-8-21(9-6-19)30(2)3)27-23-12-10-22(32)17-20(23)7-11-24(27)26(28)13-15-29(28,33)14-4-16-31/h5-6,8-9,17,24-26,31,33H,4,7,10-16,18H2,1-3H3/t24-,25+,26-,28+,29+/m0/s1

描述信息

D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists
C147908 - Hormone Therapy Agent > C547 - Hormone Antagonist > C1891 - Progesterone Antagonist
D012102 - Reproductive Control Agents > D005299 - Fertility Agents
D000970 - Antineoplastic Agents

同义名列表

1 个代谢物同义名

Onapristone



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

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

  • Keyvan Rezai, Didier Chassard, Caroline Denot, Stefan Proniuk, Alexander Zukiwski, Erard Gilles, Haydeé L Ramos, Alain Patat, Alice Bexon, François Lokiec. A single-dose PK study of onapristone including the effect of food on absorption. Cancer chemotherapy and pharmacology. 2015 Jul; 76(1):171-7. doi: 10.1007/s00280-015-2754-3. [PMID: 26006702]
  • G E Mann, D C Wathes, R S Robinson. The progesterone receptor antagonist, onapristone has differential effects on the timing and control of the luteolytic mechanism depending on timing of administration in sheep. Molecular and cellular endocrinology. 2013 Aug; 376(1-2):1-11. doi: 10.1016/j.mce.2013.06.001. [PMID: 23748180]
  • Isabel R Schlaepfer, Carolyn A Hitz, Miguel A Gijón, Bryan C Bergman, Robert H Eckel, Britta M Jacobsen. Progestin modulates the lipid profile and sensitivity of breast cancer cells to docetaxel. Molecular and cellular endocrinology. 2012 Nov; 363(1-2):111-21. doi: 10.1016/j.mce.2012.08.005. [PMID: 22922095]
  • Yow-Jiun Jeng, Victor R Suarez, Michael G Izban, Hui-Qun Wang, Melvyn S Soloff. Progesterone-induced sphingosine kinase-1 expression in the rat uterus during pregnancy and signaling consequences. American journal of physiology. Endocrinology and metabolism. 2007 Apr; 292(4):E1110-21. doi: 10.1152/ajpendo.00373.2006. [PMID: 17164439]
  • José C Garrido-Gracia, Ana Gordon, Carmina Bellido, Rafaela Aguilar, Inmaculada Barranco, Yolanda Millán, Juana Martín de Las Mulas, José E Sánchez-Criado. The integrated action of oestrogen receptor isoforms and sites with progesterone receptor in the gonadotrope modulates LH secretion: evidence from tamoxifen-treated ovariectomized rats. The Journal of endocrinology. 2007 Apr; 193(1):107-19. doi: 10.1677/joe-06-0214. [PMID: 17400808]
  • Marcel J M Schaaf, John A Cidlowski. Molecular determinants of glucocorticoid receptor mobility in living cells: the importance of ligand affinity. Molecular and cellular biology. 2003 Mar; 23(6):1922-34. doi: 10.1128/mcb.23.6.1922-1934.2003. [PMID: 12612067]
  • N J MacLusky, R Chalmers-Redman, G Kay, W Ju, I S Nethrapalli, W G Tatton. Ovarian steroids reduce apoptosis induced by trophic insufficiency in nerve growth factor-differentiated PC12 cells and axotomized rat facial motoneurons. Neuroscience. 2003; 118(3):741-54. doi: 10.1016/s0306-4522(02)00940-5. [PMID: 12710981]
  • P Alban, C Hurd, S Dinda, N Khattree, V K Moudgil. Differential regulation of retinoblastoma protein by hormonal and antihormonal agents in T47D breast cancer cells. The Journal of steroid biochemistry and molecular biology. 2001 May; 77(2-3):135-41. doi: 10.1016/s0960-0760(01)00043-7. [PMID: 11377979]
  • V E Mick, O A Itani, R W Loftus, R F Husted, T J Schmidt, C P Thomas. The alpha-subunit of the epithelial sodium channel is an aldosterone-induced transcript in mammalian collecting ducts, and this transcriptional response is mediated via distinct cis-elements in the 5'-flanking region of the gene. Molecular endocrinology (Baltimore, Md.). 2001 Apr; 15(4):575-88. doi: 10.1210/mend.15.4.0620. [PMID: 11266509]
  • C Ko, O K Park-Sarge. Progesterone receptor activation mediates LH-induced type-I pituitary adenylate cyclase activating polypeptide receptor (PAC(1)) gene expression in rat granulosa cells. Biochemical and biophysical research communications. 2000 Oct; 277(1):270-9. doi: 10.1006/bbrc.2000.3667. [PMID: 11027674]
  • P E Chappell, J E Levine. Stimulation of gonadotropin-releasing hormone surges by estrogen. I. Role of hypothalamic progesterone receptors. Endocrinology. 2000 Apr; 141(4):1477-85. doi: 10.1210/endo.141.4.7428. [PMID: 10746653]
  • J E Sánchez-Criado, M Tébar, C Bellido, F H de Jong. Comparison of the effects of antiprogestins RU38486, ZK98299 and ORG31710 on periovulatory hypophysial, ovarian and adrenal hormone secretion in the rat. Journal of endocrinological investigation. 2000 Mar; 23(3):151-7. doi: 10.1007/bf03343698. [PMID: 10803471]
  • C Bellido, D Gonzalez, R Aguilar, J E Sánchez-Criado. Antiprogestins RU486 and ZK299 suppress basal and LHRH-stimulated FSH and LH secretion at pituitary level in the rat in an oestrous cycle stage-dependent manner. The Journal of endocrinology. 1999 Oct; 163(1):79-85. doi: 10.1677/joe.0.1630079. [PMID: 10798914]
  • C Hurd, K Nag, N Khattree, P Alban, S Dinda, V K Moudgil. Agonist and antagonist-induced qualitative and quantitative alterations of progesterone receptor from breast cancer cells. Molecular and cellular biochemistry. 1999 Sep; 199(1-2):49-56. doi: 10.1023/a:1006982528297. [PMID: 10544951]
  • J E Sánchez-Criado, M Tébar, D Gonzalez. Mechanism of the stimulatory action of antisteroid RU486 on follicle-stimulating hormone secretion in the cyclic Rat. Hormone research. 1999; 51(1):37-42. doi: 10.1159/000023311. [PMID: 10095168]
  • M F Montecchia, C Lamb, A A Molinolo, I A Luthy, P Pazos, E Charreau, S Vanzulli, C Lanari. Progesterone receptor involvement in independent tumor growth in MPA-induced murine mammary adenocarcinomas. The Journal of steroid biochemistry and molecular biology. 1999 Jan; 68(1-2):11-21. doi: 10.1016/s0960-0760(98)00166-6. [PMID: 10215033]
  • S I Helle, W Jonat, M Giurescu, D Ekse, J M Holly, P E Lønning. Influence of treatment with onapristone on the IGF-system in breast cancer patients. The Journal of steroid biochemistry and molecular biology. 1998 Aug; 66(3):159-63. doi: 10.1016/s0960-0760(98)00046-6. [PMID: 9719450]
  • M Szabo, S M Kilen, S Saberi, S J Ringstrom, N B Schwartz. Antiprogestins suppress basal and activin-stimulated follicle-stimulating hormone secretion in an estrogen-dependent manner. Endocrinology. 1998 May; 139(5):2223-8. doi: 10.1210/endo.139.5.6015. [PMID: 9564826]
  • S T Oh, E Yedidag, K Bielefeldt. Differential effects of progesterone and its analogues on the contractility of the murine jejunum in vitro. The Journal of surgical research. 1998 Feb; 75(1):1-5. doi: 10.1006/jsre.1997.5152. [PMID: 9614849]
  • C J Jones, A T Fazleabas, P B McGinlay, J D Aplin. Cyclic modulation of epithelial glycosylation in human and baboon (Papio anubis) endometrium demonstrated by the binding of the agglutinin from Dolichos biflorus. Biology of reproduction. 1998 Jan; 58(1):20-7. doi: 10.1095/biolreprod58.1.20. [PMID: 9472918]
  • G R Jang, L Z Benet. Antiprogestin pharmacodynamics, pharmacokinetics, and metabolism: implications for their long-term use. Journal of pharmacokinetics and biopharmaceutics. 1997 Dec; 25(6):647-72. doi: 10.1023/a:1025725716343. [PMID: 9697076]
  • S J Ringstrom, M Szabo, S M Kilen, S Saberi, K L Knox, N B Schwartz. The antiprogestins RU486 and ZK98299 affect follicle-stimulating hormone secretion differentially on estrus, but not on proestrus. Endocrinology. 1997 Jun; 138(6):2286-90. doi: 10.1210/endo.138.6.5161. [PMID: 9165013]
  • S T Cameron, H O Critchley, C H Buckley, R W Kelly, D T Baird. Effect of two antiprogestins (mifepristone and onapristone) on endometrial factors of potential importance for implantation. Fertility and sterility. 1997 Jun; 67(6):1046-53. doi: 10.1016/s0015-0282(97)81437-9. [PMID: 9176442]
  • J Donath, H Michna, Y Nishino. The antiovulatory effect of the antiprogestin onapristone could be related to down-regulation of intraovarian progesterone (receptors). The Journal of steroid biochemistry and molecular biology. 1997 May; 62(1):107-18. doi: 10.1016/s0960-0760(97)00012-5. [PMID: 9366504]
  • S C Gonçalves, C C Marques, K Stöckemann, W Wang, A E Horta. Influence of an antiprogestin (onapristone) on in vivo and in vitro fertilization. Animal reproduction science. 1997 Mar; 46(1-2):55-67. doi: 10.1016/s0378-4320(96)01600-4. [PMID: 9231247]
  • B Dao, G Vanage, X J Li, C W Bardin, S S Koide. Comparative effectiveness of three antiprogestins alone and in combination with anordiol in terminating pregnancy in the rat. Contraception. 1997 Jan; 55(1):35-40. doi: 10.1016/s0010-7824(96)00239-9. [PMID: 9013059]
  • S T Cameron, H O Critchley, C H Buckley, T Chard, R W Kelly, D T Baird. The effects of post-ovulatory administration of onapristone on the developmnent of a secretory endometrium. Human reproduction (Oxford, England). 1996 Jan; 11(1):40-9. doi: 10.1093/oxfordjournals.humrep.a019032. [PMID: 8671154]
  • K Stoeckemann, C Hegele-Hartung, K Chwalisz. Effects of the progesterone antagonists onapristone (ZK 98 299) and ZK 136 799 on surgically induced endometriosis in intact rats. Human reproduction (Oxford, England). 1995 Dec; 10(12):3264-71. doi: 10.1093/oxfordjournals.humrep.a135900. [PMID: 8822456]
  • E K Asem, M D Conkright. Role of progesterone in luteinizing hormone-induced fibronectin production and deposition by chicken granulosa cells in vitro. Comparative biochemistry and physiology. Part C, Pharmacology, toxicology & endocrinology. 1995 Oct; 112(2):247-55. doi: 10.1016/0742-8413(95)02018-7. [PMID: 8788593]
  • R R Katkam, K Gopalkrishnan, K Chwalisz, E Schillinger, C P Puri. Onapristone (ZK 98.299): a potential antiprogestin for endometrial contraception. American journal of obstetrics and gynecology. 1995 Sep; 173(3 Pt 1):779-87. doi: 10.1016/0002-9378(95)90341-0. [PMID: 7573244]
  • M M Singh, M Fähnrich, S H Hasan, W Elger. Reversibility of antigestagenic action of antiprogestin onapristone by exogenous progestagens during early pregnancy in guinea pig. Contraception. 1995 Sep; 52(3):187-93. doi: 10.1016/0010-7824(95)00152-z. [PMID: 7587191]
  • M D Conkright, E K Asem. Intracrine role of progesterone in follicle-stimulating hormone- and cyclic adenosine 3',5'-monophosphate-induced fibronectin production and deposition by chicken granulosa cells: influence of follicular development. Endocrinology. 1995 Jun; 136(6):2641-51. doi: 10.1210/endo.136.6.7750488. [PMID: 7750488]
  • H B Croxatto, A M Salvatierra, B Fuentealba, C Zurth, S Beier. Effect of the antiprogestin onapristone on follicular growth in women. Human reproduction (Oxford, England). 1994 Aug; 9(8):1442-7. doi: 10.1093/oxfordjournals.humrep.a138726. [PMID: 7989502]
  • P C Ishwad, S V Garde, A R Sheth, C P Puri. Expression of a 10.5 kDa inhibin in the endometrium of bonnet monkey on treatment with an antiprogestin ZK 98.299: an immunocytochemical study. Contraception. 1994 Jun; 49(6):593-9. doi: 10.1016/0010-7824(94)90100-7. [PMID: 8070264]
  • Y Nishino, M R Schneider, H Michna. Enhancement of the antitumor efficacy of the antiprogestin, onapristone, by combination with the antiestrogen, ICI 164384. Journal of cancer research and clinical oncology. 1994; 120(5):298-302. doi: 10.1007/bf01236387. [PMID: 8126059]
  • N L Poyser. Effects of onapristone on uterine prostaglandin production and plasma progesterone concentrations in guinea-pigs during early and mid-pregnancy. Journal of reproduction and fertility. 1993 Nov; 99(2):665-72. doi: 10.1530/jrf.0.0990665. [PMID: 8107052]
  • P C Ishwad, R R Katkam, I N Hinduja, K Chwalisz, W Elger, C P Puri. Treatment with a progesterone antagonist ZK 98.299 delays endometrial development without blocking ovulation in bonnet monkeys. Contraception. 1993 Jul; 48(1):57-70. doi: 10.1016/0010-7824(93)90066-g. [PMID: 8403906]
  • N L Poyser. Effects of onapristone, tamoxifen and ICI 182780 on uterine prostaglandin production and luteal function in nonpregnant guinea-pigs. Journal of reproduction and fertility. 1993 May; 98(1):307-12. doi: 10.1530/jrf.0.0980307. [PMID: 8345476]
  • Y Nishino, H Michna, S H Hasan, M R Schneider. Involvement of the adrenal glands in the prolactin rise induced in the female rat by an antiprogestin, onapristone. The Journal of steroid biochemistry and molecular biology. 1992 Mar; 41(3-8):841-5. doi: 10.1016/0960-0760(92)90435-l. [PMID: 1562560]
  • P F Blackmore, J Neulen, F Lattanzio, S J Beebe. Cell surface-binding sites for progesterone mediate calcium uptake in human sperm. The Journal of biological chemistry. 1991 Oct; 266(28):18655-9. doi: 10.1016/s0021-9258(18)55113-9. [PMID: 1833399]
  • P van der Schoot, T A Zeegers, F A Muskiet, E J Slappendel. Reduction of the intake of food and water is responsible for reduction of litter growth when dams are treated with a progesterone antagonist. The British journal of nutrition. 1991 Jul; 66(1):17-26. doi: 10.1079/bjn19910005. [PMID: 1931902]
  • J T Uilenbroek. Hormone concentrations and ovulatory response in rats treated with antiprogestagens. The Journal of endocrinology. 1991 Jun; 129(3):423-9. doi: 10.1677/joe.0.1290423. [PMID: 2066697]
  • M R Schneider, H Michna, Y Nishino, M F el Etreby. Antitumor activity and mechanism of action of different antiprogestins in experimental breast cancer models. The Journal of steroid biochemistry and molecular biology. 1990 Dec; 37(6):783-7. doi: 10.1016/0960-0760(90)90420-p. [PMID: 2285591]
  • C Zurth, F Kagels. Determination of onapristone and its N-desmethyl metabolite in human plasma or serum by high-performance liquid chromatography. Journal of chromatography. 1990 Oct; 532(1):115-23. doi: 10.1016/s0378-4347(00)83757-3. [PMID: 2079524]
  • J Brooks, P Holland, R Kelly. Comparison of antiprogestin stimulation of uterine prostaglandin synthesis in vitro. Prostaglandins, leukotrienes, and essential fatty acids. 1990 Jul; 40(3):191-7. doi: 10.1016/0952-3278(90)90097-5. [PMID: 2402523]
  • C P Puri, R K Patil, W A Elger, J M Pongubala. Effects of progesterone antagonist ZK 98.299 on early pregnancy and foetal outcome in bonnet monkeys. Contraception. 1990 Feb; 41(2):197-205. doi: 10.1016/0010-7824(90)90148-o. [PMID: 2311405]
  • H Michna, M R Schneider, Y Nishino, M F el Etreby. Antitumor activity of the antiprogestins ZK 98.299 and RU 38.486 in hormone dependent rat and mouse mammary tumors: mechanistic studies. Breast cancer research and treatment. 1989 Dec; 14(3):275-88. doi: 10.1007/bf01806299. [PMID: 2514814]
  • C P Puri, R K Patil, W A Elger, A D Vadigoppula, M R Jagan. Gonadal and pituitary responses to progesterone antagonist ZK 98.299 during the follicular phase of the menstrual cycle in bonnet monkeys. Contraception. 1989 Feb; 39(2):227-43. doi: 10.1016/s0010-7824(89)80011-3. [PMID: 2706991]
  • C P Puri, W G Elger, J M Pongubala. Induction of menstruation by antiprogesterone ZK 98.299 in cycling bonnet monkeys. Contraception. 1987 Apr; 35(4):409-21. doi: 10.1016/0010-7824(87)90077-1. [PMID: 3621940]