Fulvestrant (BioDeep_00000018116)

   

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


(1S,9R,11S,14S,15S)-15-methyl-9-[9-(4,4,5,5,5-pentafluoropentanesulfinyl)nonyl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,14-diol

化学式: C32H47F5O3S (606.3165892)
中文名称: 氟维司群
谱图信息: 最多检出来源 Homo sapiens(blood) 20.78%

分子结构信息

SMILES: CC12CCC3C(C1CCC2O)C(CC4=C3C=CC(=C4)O)CCCCCCCCCS(=O)CCCC(C(F)(F)F)(F)F
InChI: InChI=1S/C32H47F5O3S/c1-30-17-15-26-25-12-11-24(38)21-23(25)20-22(29(26)27(30)13-14-28(30)39)10-7-5-3-2-4-6-8-18-41(40)19-9-16-31(33,34)32(35,36)37/h11-12,21-22,26-29,38-39H,2-10,13-20H2,1H3/t22-,26-,27+,28+,29-,30+,41?/m1/s1

描述信息

Fulvestrant is a drug treatment of hormone receptor-positive metastatic breast cancer in post-menopausal women with disease progression following anti-estrogen therapy. It is an estrogen receptor antagonist with no agonist effects, which works both by down-regulating and by degrading the estrogen receptor.
L - Antineoplastic and immunomodulating agents > L02 - Endocrine therapy > L02B - Hormone antagonists and related agents > L02BA - Anti-estrogens
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006727 - Hormone Antagonists > D004965 - Estrogen Antagonists
C274 - Antineoplastic Agent > C163758 - Targeted Therapy Agent > C2116 - Selective Estrogen Receptor Down Regulator
C274 - Antineoplastic Agent > C129818 - Antineoplastic Hormonal/Endocrine Agent > C481 - Antiestrogen
D006730 - Hormones, Hormone Substitutes, and Hormone Antagonists > D006728 - Hormones
C147908 - Hormone Therapy Agent > C547 - Hormone Antagonist
D000970 - Antineoplastic Agents

同义名列表

10 个代谢物同义名

(1S,9R,11S,14S,15S)-15-methyl-9-[9-(4,4,5,5,5-pentafluoropentanesulfinyl)nonyl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,14-diol; (1S,9R,11S,14S,15S)-15-Methyl-9-[9-(4,4,5,5,5-pentafluoropentanesulphinyl)nonyl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-triene-5,14-diol; (1S,9R,11S,14S,15S)-15-methyl-9-[9-(4,4,5,5,5-pentafluoropentanesulfinyl)nonyl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-triene-5,14-diol; 7-(9-(4,4,5,5,5-Pentafluoropentylsulfinyl)nonyl)estra-1,3,5(10)-triene-3,17-diol; faslodex(ici 182,780); ICI 182,780; Fulvestrant; Faslodex; 13-Methyl-7-[9-(4,4,5,5,5-pentafluoropentylsulfinyl)nonyl]-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol; Fulvestrant R enantiomer



数据库引用编号

16 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)

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

  • Guisen Yin, Guiling Song, Shuyi Xue, Fen Liu. Adverse event signal mining and serious adverse event influencing factor analysis of fulvestrant based on FAERS database. Scientific reports. 2024 05; 14(1):11367. doi: 10.1038/s41598-024-62238-1. [PMID: 38762547]
  • Yuhang Wang, Shuo Zhao, Shuhong Wang, Jing Zhang, Yanli Zhao, Cai Ye, Zhiyu Zhao, Jinlian Li, Hongkuan Shen, Dongmei Wu. Electrochemistry detection of estrogenic effect: Regulation of de novo purine synthesis and catabolism by gibberellin and fulvestrant. Bioelectrochemistry (Amsterdam, Netherlands). 2024 Apr; 156(?):108634. doi: 10.1016/j.bioelechem.2023.108634. [PMID: 38160510]
  • Shaymaa Bahnassy, Hillary Stires, Lu Jin, Stanley Tam, Dua Mobin, Manasi Balachandran, Mircea Podar, Matthew D McCoy, Robert A Beckman, Rebecca B Riggins. Unraveling Vulnerabilities in Endocrine Therapy-Resistant HER2+/ER+ Breast Cancer. Endocrinology. 2023 Nov; 164(12):. doi: 10.1210/endocr/bqad159. [PMID: 37897495]
  • Cong-Shu Huang, Hui-Fang Deng, Lei Zhou, Pan Shen, Yu-Hao Ni, Ning-Ning Wang, Gao-Fu Li, Lan-Xin Yue, Yong-Qiang Zhou, Wei Zhou, Yue Gao. Undesirable ER stress induced by bavachin contributed to follicular atresia in zebrafish ovary. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2023 Oct; 166(?):115322. doi: 10.1016/j.biopha.2023.115322. [PMID: 37586115]
  • Eric N Donders, Kai V Slaughter, Christian Dank, Ahil N Ganesh, Brian K Shoichet, Mark Lautens, Molly S Shoichet. Synthetic Ionizable Colloidal Drug Aggregates Enable Endosomal Disruption. Advanced science (Weinheim, Baden-Wurttemberg, Germany). 2023 05; 10(13):e2300311. doi: 10.1002/advs.202300311. [PMID: 36905240]
  • Jiayu Wang, Li Cai, Yanqiu Song, Tao Sun, Zhongsheng Tong, Yuee Teng, Huiping Li, Quchang Ouyang, Qianjun Chen, Shude Cui, Yongmei Yin, Ning Liao, Qiang Sun, Jifeng Feng, Xiaojia Wang, Binghe Xu. Clinical efficacy of fulvestrant versus exemestane as first-line therapies for Chinese postmenopausal oestrogen-receptor positive /human epidermal growth factor receptor 2 -advanced breast cancer (FRIEND study). European journal of cancer (Oxford, England : 1990). 2023 Feb; 184(?):73-82. doi: 10.1016/j.ejca.2023.02.007. [PMID: 36905771]
  • Ning Xu, Yuanran Chen, Dongjie Guo, Yu Deng, Wanjun Guo, Xin Liu, Yi Wang, Hanzhi Lu, Aijun Liu, Jianyong Zhu, Fulun Li. Rhein promotes the proliferation of keratinocytes by targeting oestrogen receptors for skin ulcer treatment. BMC complementary medicine and therapies. 2022 Aug; 22(1):209. doi: 10.1186/s12906-022-03691-1. [PMID: 35932049]
  • Megan K McLean, Thomas W Geary, Abby L Zezeski, Michael F Smith, Thomas E Spencer, Ky G Pohler, Sydney T Reese, George A Perry. Impact of preovulatory estradiol concentrations on subsequent luteal function in beef cattle. Systems biology in reproductive medicine. 2022 Aug; 68(4):286-297. doi: 10.1080/19396368.2022.2038717. [PMID: 35394393]
  • Ruhainee Tohkayomatee, Somrudee Reabroi, Duangjai Tungmunnithum, Warisara Parichatikanond, Darawan Pinthong. Andrographolide Exhibits Anticancer Activity against Breast Cancer Cells (MCF-7 and MDA-MB-231 Cells) through Suppressing Cell Proliferation and Inducing Cell Apoptosis via Inactivation of ER-α Receptor and PI3K/AKT/mTOR Signaling. Molecules (Basel, Switzerland). 2022 May; 27(11):. doi: 10.3390/molecules27113544. [PMID: 35684480]
  • Luca Malorni, Svitlana Tyekucheva, Florentine S Hilbers, Michail Ignatiadis, Patrick Neven, Marco Colleoni, Stéphanie Henry, Alberto Ballestrero, Andrea Bonetti, Guy Jerusalem, Konstantinos Papadimitriou, Antonio Bernardo, Elena Seles, Francois P Duhoux, Iain R MacPherson, Alastair Thomson, David Mark Davies, Mattias Bergqvist, Ilenia Migliaccio, Géraldine Gebhart, Gabriele Zoppoli, Judith M Bliss, Matteo Benelli, Amelia McCartney, Roswitha Kammler, Heidi De Swert, Barbara Ruepp, Debora Fumagalli, Rudolf Maibach, David Cameron, Sherene Loi, Martine Piccart, Meredith M Regan. Serum thymidine kinase activity in patients with hormone receptor-positive and HER2-negative metastatic breast cancer treated with palbociclib and fulvestrant. European journal of cancer (Oxford, England : 1990). 2022 03; 164(?):39-51. doi: 10.1016/j.ejca.2021.12.030. [PMID: 35172272]
  • Laurence Dahbi, Amaury Farce, Nicolas Kambia, Isabelle Séverin, Thierry Dine, Emmanuel Moreau, Valérie Sautou, Marie-Christine Chagnon. In vitro and in silico approach to study the hormonal activities of the alternative plasticizer tri-(2-ethylhexyl) trimellitate TEHTM and its metabolites. Archives of toxicology. 2022 03; 96(3):899-918. doi: 10.1007/s00204-022-03230-4. [PMID: 35089383]
  • Jing-Bo Liu, Zi-Fa Li, Lu Lu, Zhen-Yong Wang, Lin Wang. Glyphosate damages blood-testis barrier via NOX1-triggered oxidative stress in rats: Long-term exposure as a potential risk for male reproductive health. Environment international. 2022 01; 159(?):107038. doi: 10.1016/j.envint.2021.107038. [PMID: 34906888]
  • Shui Lian Chou, Samiraj Ramesh, Chia-Hua Kuo, Ayaz Ali, Tsung-Jung Ho, Ko Peng Chang, Dennis Jine-Yuan Hsieh, V Bharath Kumar, Yueh-Shan Weng, Wei-Wen Kuo, Chih-Yang Huang. Tanshinone IIA inhibits Leu27IGF-II-induced insulin-like growth factor receptor II signaling and myocardial apoptosis via estrogen receptor-mediated Akt activation. Environmental toxicology. 2022 Jan; 37(1):142-150. doi: 10.1002/tox.23385. [PMID: 34655285]
  • Lin Sun, Jiahui Li, Jie Li, Ke Pei, Zhi Chai, Song Huang, Shaozhen Hou. Effects and mechanism of Pigeonpea (Cajanus cajan (L.) Millsp.) leaves on proliferation, migration, and tube formation of hypoxic human umbilical vein endothelial cells in vitro. Journal of ethnopharmacology. 2021 Oct; 279(?):114394. doi: 10.1016/j.jep.2021.114394. [PMID: 34245834]
  • Jin Tae Kim, Hong Jin Lee, Hee-Seok Lee. Organophosphorus pesticides exert estrogen receptor agonistic effect determined using Organization for Economic Cooperation and Development PBTG455, and induce estrogen receptor-dependent adipogenesis of 3T3-L1 adipocytes. Environmental pollution (Barking, Essex : 1987). 2021 Aug; 283(?):117090. doi: 10.1016/j.envpol.2021.117090. [PMID: 33872936]
  • Gary Schwartz, Kevin Shee, Bianca Romo, Jonathan Marotti, Alexei Kisselev, Lionel Lewis, Todd Miller. Phase Ib Study of the Oral Proteasome Inhibitor Ixazomib (MLN9708) and Fulvestrant in Advanced ER+ Breast Cancer Progressing on Fulvestrant. The oncologist. 2021 06; 26(6):467-e924. doi: 10.1002/onco.13733. [PMID: 33641211]
  • Wei Jiang, Zhichao He, Tiantian Zhang, Chongchong Guo, Jianli Zhao, Jianhong Zhu, Junyan Wu, Xiaoxia Yu, Chuxiong Chen, Jianfang Li, Jie Jiang. Cost-effectiveness analysis of ribociclib plus fulvestrant for hormone receptor-positive/human EGF receptor 2-negative breast cancer. Immunotherapy. 2021 06; 13(8):661-668. doi: 10.2217/imt-2020-0237. [PMID: 33876668]
  • Lauren Darrigues, Jean-Yves Pierga, Alice Bernard-Tessier, Ivan Bièche, Amanda Bartolini Silveira, Marc Michel, Delphine Loirat, Paul Cottu, Luc Cabel, Coraline Dubot, Romain Geiss, Francesco Ricci, Anne Vincent-Salomon, Charlotte Proudhon, François-Clément Bidard. Circulating tumor DNA as a dynamic biomarker of response to palbociclib and fulvestrant in metastatic breast cancer patients. Breast cancer research : BCR. 2021 03; 23(1):31. doi: 10.1186/s13058-021-01411-0. [PMID: 33676547]
  • Ben O'Leary, Rosalind J Cutts, Xin Huang, Sarah Hrebien, Yuan Liu, Fabrice André, Sibylle Loibl, Sherene Loi, Isaac Garcia-Murillas, Massimo Cristofanilli, Cynthia Huang Bartlett, Nicholas C Turner. Circulating Tumor DNA Markers for Early Progression on Fulvestrant With or Without Palbociclib in ER+ Advanced Breast Cancer. Journal of the National Cancer Institute. 2021 03; 113(3):309-317. doi: 10.1093/jnci/djaa087. [PMID: 32940689]
  • Zi Long, Junshu Fan, Guangyuan Wu, Xiyu Liu, Hao Wu, Jiangzheng Liu, Yao Chen, Shuhao Su, Xiaodong Cheng, Zhongrui Xu, Hongfei Su, Meng Cao, Chunping Zhang, Chunxu Hai, Xin Wang. Gestational bisphenol A exposure induces fatty liver development in male offspring mice through the inhibition of HNF1b and upregulation of PPARγ. Cell biology and toxicology. 2021 02; 37(1):65-84. doi: 10.1007/s10565-020-09535-3. [PMID: 32623698]
  • Javier Pascual, Joline S J Lim, Iain R Macpherson, Anne C Armstrong, Alistair Ring, Alicia F C Okines, Rosalind J Cutts, Maria Teresa Herrera-Abreu, Isaac Garcia-Murillas, Alex Pearson, Sarah Hrebien, Heidrun Gevensleben, Paula Z Proszek, Michael Hubank, Margaret Hills, Jenny King, Mona Parmar, Toby Prout, Laura Finneran, Jason Malia, Karen E Swales, Ruth Ruddle, Florence I Raynaud, Alison Turner, Emma Hall, Timothy A Yap, Juanita S Lopez, Nicholas C Turner. Triplet Therapy with Palbociclib, Taselisib, and Fulvestrant in PIK3CA-Mutant Breast Cancer and Doublet Palbociclib and Taselisib in Pathway-Mutant Solid Cancers. Cancer discovery. 2021 01; 11(1):92-107. doi: 10.1158/2159-8290.cd-20-0553. [PMID: 32958578]
  • Nicholas C Turner, Claire Swift, Lucy Kilburn, Charlotte Fribbens, Matthew Beaney, Isaac Garcia-Murillas, Aman U Budzar, John F R Robertson, William Gradishar, Martine Piccart, Gaia Schiavon, Judith M Bliss, Mitch Dowsett, Stephen R D Johnston, Stephen K Chia. ESR1 Mutations and Overall Survival on Fulvestrant versus Exemestane in Advanced Hormone Receptor-Positive Breast Cancer: A Combined Analysis of the Phase III SoFEA and EFECT Trials. Clinical cancer research : an official journal of the American Association for Cancer Research. 2020 10; 26(19):5172-5177. doi: 10.1158/1078-0432.ccr-20-0224. [PMID: 32546646]
  • Guangyi Leng, Yanhua Zuo, Jiahui Hu, Fei Yu, Wanhui Liu. Liquid chromatography tandem mass spectrometry method for determination of fulvestrant in rat plasma and its application to pharmacokinetic studies of a novel fulvestrant microcrystal. Biomedical chromatography : BMC. 2020 Oct; 34(10):e4912. doi: 10.1002/bmc.4912. [PMID: 32496589]
  • Tsung-Jung Ho, Hsi Chin Wu, V Bharath Kumar, Wei-Wen Kuo, Yueh-Shan Weng, Yu-Lan Yeh, B Mahalakshmi, Cecilia Hsuan Day, Chi-Cheng Li, Chih-Yang Huang. Danshen (Salvia miltiorhiza) inhibits Leu27 IGF-II-induced hypertrophy in H9c2 cells. Environmental toxicology. 2020 Oct; 35(10):1043-1049. doi: 10.1002/tox.22940. [PMID: 32415908]
  • Luc Cabel, Dan Rosenblum, Florence Lerebours, Etienne Brain, Delphine Loirat, Mattias Bergqvist, Paul Cottu, Anne Donnadieu, Anne Bethune, Nicolas Kiavue, Manuel Rodrigues, Jean-Yves Pierga, Marie-Laure Tanguy, François-Clément Bidard. Plasma thymidine kinase 1 activity and outcome of ER+ HER2- metastatic breast cancer patients treated with palbociclib and endocrine therapy. Breast cancer research : BCR. 2020 09; 22(1):98. doi: 10.1186/s13058-020-01334-2. [PMID: 32928264]
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  • Zongbi Yi, Binliang Liu, Xiaoying Sun, Guohua Rong, Wenna Wang, Hui Li, Xiuwen Guan, Lixi Li, Jingtong Zhai, Chunxiao Li, Haili Qian, Fei Ma, Binghe Xu. Safety and efficacy of sirolimus combined with endocrine therapy in patients with advanced hormone receptor-positive breast cancer and the exploration of biomarkers. Breast (Edinburgh, Scotland). 2020 Aug; 52(?):17-22. doi: 10.1016/j.breast.2020.04.004. [PMID: 32335491]
  • Lillian M Smyth, Kenji Tamura, Mafalda Oliveira, Eva M Ciruelos, Ingrid A Mayer, Marie-Paule Sablin, Laura Biganzoli, Helen J Ambrose, Jack Ashton, Alan Barnicle, Des D Cashell, Claire Corcoran, Elza C de Bruin, Andrew Foxley, Joana Hauser, Justin P O Lindemann, Rhiannon Maudsley, Robert McEwen, Michele Moschetta, Martin Pass, Vicky Rowlands, Gaia Schiavon, Udai Banerji, Maurizio Scaltriti, Barry S Taylor, Sarat Chandarlapaty, José Baselga, David M Hyman. Capivasertib, an AKT Kinase Inhibitor, as Monotherapy or in Combination with Fulvestrant in Patients with AKT1 E17K-Mutant, ER-Positive Metastatic Breast Cancer. Clinical cancer research : an official journal of the American Association for Cancer Research. 2020 08; 26(15):3947-3957. doi: 10.1158/1078-0432.ccr-19-3953. [PMID: 32312891]
  • Sara M Tolaney, Andrew M Wardley, Stefania Zambelli, John F Hilton, Tiffany A Troso-Sandoval, Francesco Ricci, Seock-Ah Im, Sung-Bae Kim, Stephen Rd Johnston, Arlene Chan, Shom Goel, Kristen Catron, Sonya C Chapman, Gregory L Price, Zhengyu Yang, M Corona Gainford, Fabrice André. Abemaciclib plus trastuzumab with or without fulvestrant versus trastuzumab plus standard-of-care chemotherapy in women with hormone receptor-positive, HER2-positive advanced breast cancer (monarcHER): a randomised, open-label, phase 2 trial. The Lancet. Oncology. 2020 06; 21(6):763-775. doi: 10.1016/s1470-2045(20)30112-1. [PMID: 32353342]
  • Ting Luan, Xia Liu, Pengyuan Mao, Xinyan Wang, Can Rui, Lina Yan, Yiquan Wang, Chong Fan, Ping Li, Xin Zeng. The Role of 17β-Estrogen in Candida albicans Adhesion on Human Vaginal Epithelial Cells via FAK Phosphorylation. Mycopathologia. 2020 Jun; 185(3):425-438. doi: 10.1007/s11046-020-00440-1. [PMID: 32185617]
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