Ulipristal acetate (BioDeep_00000015289)
代谢物信息卡片
Ulipristal acetate
化学式: C30H37NO4 (475.27224420000005)
中文名称: 醋酸乌利司他
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(=O)C1(CCC2C1(CC(C3=C4CCC(=O)C=C4CCC23)C5=CC=C(C=C5)N(C)C)C)OC(=O)C
InChI: InChI=1S/C30H37NO4/c1-18(32)30(35-19(2)33)15-14-27-25-12-8-21-16-23(34)11-13-24(21)28(25)26(17-29(27,30)3)20-6-9-22(10-7-20)31(4)5/h6-7,9-10,16,25-27H,8,11-15,17H2,1-5H3/t25-,26+,27-,29-,30-/m0/s1
描述信息
A 20-oxo steroid obtained by acetylation of the 17-hydroxy group of (11beta,17alpha)-17-acetyl-11-[4-(dimethylamino)phenyl]-3-oxoestra-4,9-dien-17-ol (ulipristal). A selective progesterone receptor modulator, which is employed as an emergency contraceptive.
C147908 - Hormone Therapy Agent > C547 - Hormone Antagonist > C1891 - Progesterone Antagonist
D012102 - Reproductive Control Agents > D003270 - Contraceptive Agents
同义名列表
1 个代谢物同义名
数据库引用编号
7 个数据库交叉引用编号
- ChEBI: CHEBI:71025
- KEGG: C72119
- KEGGdrug: D09687
- PubChem: 130904
- ChEMBL: CHEMBL260538
- CAS: 126784-99-4
- MetaboLights: MTBLC71025
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。
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文献列表
- Sarah Kang, Allen Brinker, S Christopher Jones, Lara Dimick-Santos, Mark I Avigan. An Evaluation of Postmarketing Reports of Serious Idiosyncratic Liver Injury Associated with Ulipristal Acetate for the Treatment of Uterine Fibroids.
Drug safety.
2020 12; 43(12):1267-1276. doi:
10.1007/s40264-020-00960-1. [PMID: 32647996] - Chun Peng, Ling Tang, Keli Wang, Yan Wang, Li Ding. A novel LC-MS/MS method for the quantification of ulipristal acetate in human plasma: Application to a pharmacokinetic study in healthy Chinese female subjects.
International journal of clinical pharmacology and therapeutics.
2020 Nov; 58(11):642-651. doi:
10.5414/cp203854. [PMID: 32990217] - Chun Peng, Shunbo Zhao, Ling Tang, Keli Wang, Yan Wang, Li Ding. A simplified and reliable LC-tandem mass spectrometry method for determination of ulipristal acetate in human plasma and its application to a pharmacokinetic study in healthy Chinese volunteers.
Biomedical chromatography : BMC.
2020 Oct; 34(10):e4908. doi:
10.1002/bmc.4908. [PMID: 32460397] - Serge Rozenberg, Perrine Revercez, Maxime Fastrez, Jean Vandromme, Dario Bucella. Suspension of ulipristal acetate for uterine fibroids during ongoing EMA's review of liver injury risk: Unfortunate timing during the Covid-19 pandemic!.
European journal of obstetrics, gynecology, and reproductive biology.
2020 Sep; 252(?):300-302. doi:
10.1016/j.ejogrb.2020.06.064. [PMID: 32650189] - Simona Del Forno, Eugenia Degli Esposti, Paolo Salucci, Deborah Leonardi, Raffaella Iodice, Alessandro Arena, Diego Raimondo, Roberto Paradisi, Renato Seracchioli. Liver function, tolerability and satisfaction during treatment with ulipristal acetate in women with fibroids: a single center experience.
Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology.
2020 May; 36(5):445-447. doi:
10.1080/09513590.2019.1680626. [PMID: 31646908] - Na Gan, Qiaomei Sun, Man Zhang, Peixiao Tang, Ludan Zhao, Tonghui Xie, Yongkui Zhang, Hui Li. Insights into the interaction of ulipristal acetate and human serum albumin using multi-spectroscopic methods, molecular docking, and dynamic simulation.
Journal of biomolecular structure & dynamics.
2019 Jul; 37(11):2989-2998. doi:
10.1080/07391102.2018.1502686. [PMID: 30056779] - Mostafa Nasr, Mohamed Farghaly, Tarek Elsaba, Mohamed El-Mokhtar, Radwa Radwan, Mahmoud Elsabahy, Ahmed Abdelkareem, Hussein Fakhry, Noha Mousa. Resistance of primary breast cancer cells with enhanced pluripotency and stem cell activity to sex hormonal stimulation and suppression.
The international journal of biochemistry & cell biology.
2018 12; 105(?):84-93. doi:
10.1016/j.biocel.2018.10.005. [PMID: 30359767] - Alison B Edelman, Jeffrey T Jensen, Sara McCrimmon, Marci Messerle-Forbes, Andrea O'Donnell, Jon D Hennebold. Combined oral contraceptive interference with the ability of ulipristal acetate to delay ovulation: A prospective cohort study.
Contraception.
2018 12; 98(6):463-466. doi:
10.1016/j.contraception.2018.08.003. [PMID: 30118684] - W Elger, B Schneider, Z Killeen, K Jewgenow, M Dehnhard, M Friedrich, B Santhamma, R Wedemeyer, K Nickisch. Model for Hormonal Emergency Contraception (HEC) in cycling and mated guinea pigs - Studies with the Progesterone Receptor Modulators (PRM) Ulipristal Acetate (UPA/CDB2914) and EC317.
The Journal of steroid biochemistry and molecular biology.
2018 10; 183(?):152-158. doi:
10.1016/j.jsbmb.2018.06.009. [PMID: 29902513] - Rachel E Zigler, Tessa Madden, Caitlin Ashby, Leping Wan, Colleen McNicholas. Ulipristal Acetate for Unscheduled Bleeding in Etonogestrel Implant Users: A Randomized Controlled Trial.
Obstetrics and gynecology.
2018 10; 132(4):888-894. doi:
10.1097/aog.0000000000002810. [PMID: 30130351] - Michał Ciebiera, Marta Włodarczyk, Małgorzata Wrzosek, Aneta Słabuszewska-Jóźwiak, Grażyna Nowicka, Grzegorz Jakiel. Ulipristal acetate decreases transforming growth factor β3 serum and tumor tissue concentrations in patients with uterine fibroids.
Fertility and sterility.
2018 03; 109(3):501-507.e2. doi:
10.1016/j.fertnstert.2017.11.023. [PMID: 29525690] - Renu Nandakumar, Piyapa Praditpan, Carolyn L Westhoff, Serge Cremers. A UPLC-MS/MS method for the quantitation of Ulipristal acetate in human serum.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2017 Aug; 1059(?):43-48. doi:
10.1016/j.jchromb.2017.05.024. [PMID: 28570936] - Carlos Zumoffen, Matías D Gómez-Elías, Adriana M Caille, Luis Bahamondes, Patricia S Cuasnicú, Débora J Cohen, María José Munuce. Study of the effect of ulipristal acetate on human sperm ability to interact with tubal tissue and cumulus-oocyte-complexes.
Contraception.
2017 Jun; 95(6):586-591. doi:
10.1016/j.contraception.2017.02.019. [PMID: 28238840] - Wing Kay Fok, Paul D Blumenthal. Update on emergency contraception.
Current opinion in obstetrics & gynecology.
2016 12; 28(6):522-529. doi:
10.1097/gco.0000000000000320. [PMID: 27676405] - Luis Fernández de Castillo Torras, Alex Biterna Tejeiro, M Jesús Pla Farnós, Jordi Ponce Sebastià. Treatment with ulipristal acetate (Esmya(®)) and plasma levels of tacrolimus: a case report.
European journal of obstetrics, gynecology, and reproductive biology.
2016 Aug; 203(?):337-8. doi:
10.1016/j.ejogrb.2016.05.014. [PMID: 27282803] - H W R Li, S S T Lo, E H Y Ng, P C Ho. Efficacy of ulipristal acetate for emergency contraception and its effect on the subsequent bleeding pattern when administered before or after ovulation.
Human reproduction (Oxford, England).
2016 06; 31(6):1200-7. doi:
10.1093/humrep/dew055. [PMID: 27052501] - Chantal B Bartels, Kamaria C Cayton, Farah S Chuong, Kristine Holthouser, Sara E Arian, Tara Abraham, James H Segars. An Evidence-based Approach to the Medical Management of Fibroids: A Systematic Review.
Clinical obstetrics and gynecology.
2016 03; 59(1):30-52. doi:
10.1097/grf.0000000000000171. [PMID: 26756261] - Qinan Yin, Lara Fischer, Claudia Noethling, Wolfgang R Schaefer. In vitro-assessment of putative antiprogestin activities of phytochemicals and synthetic UV absorbers in human endometrial Ishikawa cells.
Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology.
2015 Jul; 31(7):578-81. doi:
10.3109/09513590.2015.1047448. [PMID: 26036805] - Aiqin Gong, Xiashi Zhu. Dispersive solvent-free ultrasound-assisted ionic liquid dispersive liquid-liquid microextraction coupled with HPLC for determination of ulipristal acetate.
Talanta.
2015 Jan; 131(?):603-8. doi:
10.1016/j.talanta.2014.08.021. [PMID: 25281147] - María José Munuce, Juliana Cicaré, Carlos Zumoffen, Adriana Caille, Sergio Ghersevich, Luis Bahamondes. Effects of ulipristal acetate on sperm DNA fragmentation during in vitro incubation.
The European journal of contraception & reproductive health care : the official journal of the European Society of Contraception.
2013 Oct; 18(5):355-63. doi:
10.3109/13625187.2013.813930. [PMID: 23879383] - Maciej Brazert, Marcin P Korman, Leszek A Pawelczyk. [Applicability of selective progesterone receptor modulators in the treatment of uterine leiomyomata and their future role in the field of gynecology].
Ginekologia polska.
2013 Sep; 84(9):794-800. doi:
10.17772/gp/1642. [PMID: 24191519] - O Pohl, I Osterloh, J-P Gotteland. Ulipristal acetate - safety and pharmacokinetics following multiple doses of 10-50 mg per day.
Journal of clinical pharmacy and therapeutics.
2013 Aug; 38(4):314-20. doi:
10.1111/jcpt.12065. [PMID: 23550906] - Vivian Brache, Regine Sitruk-Ware, Alistair Williams, Diana Blithe, Horacio Croxatto, Narender Kumar, Sushma Kumar, Yun-Yen Tsong, Irving Sivin, Anita Nath, Heather Sussman, Leila Cochon, Maria Jose Miranda, Verónica Reyes, Anibal Faundes, Daniel Mishell. Effects of a novel estrogen-free, progesterone receptor modulator contraceptive vaginal ring on inhibition of ovulation, bleeding patterns and endometrium in normal women.
Contraception.
2012 May; 85(5):480-8. doi:
10.1016/j.contraception.2011.10.003. [PMID: 22176795]