Ixabepilone (BioDeep_00000614816)
Chemicals and Drugs Antibiotics
代谢物信息卡片
Ixabepilone
化学式: C27H42N2O5S (506.2814)
中文名称: 伊沙匹隆
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC1CCCC2(C(O2)CC(NC(=O)CC(C(C(=O)C(C1O)C)(C)C)O)C(=CC3=CSC(=N3)C)C)C
InChI: InChI=1S/C27H42N2O5S/c1-15-9-8-10-27(7)22(34-27)12-20(16(2)11-19-14-35-18(4)28-19)29-23(31)13-21(30)26(5,6)25(33)17(3)24(15)32/h11,14-15,17,20-22,24,30,32H,8-10,12-13H2,1-7H3,(H,29,31)/b16-11+/t15-,17+,20-,21-,22-,24-,27+/m0/s1
描述信息
L - Antineoplastic and immunomodulating agents > L01 - Antineoplastic agents > L01D - Cytotoxic antibiotics and related substances
C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C273 - Antimitotic Agent
同义名列表
1 个代谢物同义名
数据库引用编号
9 个数据库交叉引用编号
- ChEBI: CHEBI:63605
- ChEBI: CHEBI:95095
- KEGGdrug: D04645
- PubChem: 6445540
- Metlin: METLIN85199
- DrugBank: DB04845
- ChEMBL: CHEMBL1201752
- CAS: 219989-84-1
- RefMet: Ixabepilone
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。
| 亚细胞结构定位 | 关联基因列表 |
|---|
文献列表
- Anita Mandhare, Satish Biradar, Asha Gurule. Azaepothilone B and its derivatives: a patent review.
Expert opinion on therapeutic patents.
2016 Aug; 26(8):891-905. doi:
10.1080/13543776.2016.1199688. [PMID: 27282355] - Alberto J Montero, Deukwoo Kwon, Aurea Flores, Krisztina Kovacs, Jonathan C Trent, Pasquale Benedetto, Caio Rocha-Lima, Jaime R Merchan. A Phase I Clinical, Pharmacokinetic, and Pharmacodynamic Study of Weekly or Every Three Week Ixabepilone and Daily Sunitinib in Patients with Advanced Solid Tumors.
Clinical cancer research : an official journal of the American Association for Cancer Research.
2016 07; 22(13):3209-17. doi:
10.1158/1078-0432.ccr-15-2184. [PMID: 26864210] - Krystyna M Wozniak, James J Vornov, Ying Wu, Kenichi Nomoto, Bruce A Littlefield, Christopher DesJardins, Yanke Yu, George Lai, Larisa Reyderman, Nancy Wong, Barbara S Slusher. Sustained Accumulation of Microtubule-Binding Chemotherapy Drugs in the Peripheral Nervous System: Correlations with Time Course and Neurotoxic Severity.
Cancer research.
2016 06; 76(11):3332-9. doi:
10.1158/0008-5472.can-15-2525. [PMID: 27197173] - John F Deeken, John L Marshall, Michael J Pishvaian, Jimmy Hwang, Christoph M Ahlers, Pamela L Clemens, Susan M Parker, Lisa Iacono, Patricia M LoRusso. A phase I study of oral ixabepilone in patients with advanced solid tumors.
Cancer chemotherapy and pharmacology.
2014 May; 73(5):1071-8. doi:
10.1007/s00280-014-2443-7. [PMID: 24663504] - Pamela L Kunz, Aiwu R He, A Dimitrios Colevas, Michael J Pishvaian, Jimmy J Hwang, Pamela L Clemens, Marianne Messina, Remigiusz Kaleta, Fernanda Abrahao, Branimir I Sikic, John L Marshall. Phase I trial of ixabepilone administered as three oral doses each separated by 6 hours every 3 weeks in patients with advanced solid tumors.
Investigational new drugs.
2012 Dec; 30(6):2364-70. doi:
10.1007/s10637-012-9800-3. [PMID: 22331549] - H Shen, F Y Lee, J Gan. Ixabepilone, a novel microtubule-targeting agent for breast cancer, is a substrate for P-glycoprotein (P-gp/MDR1/ABCB1) but not breast cancer resistance protein (BCRP/ABCG2).
The Journal of pharmacology and experimental therapeutics.
2011 May; 337(2):423-32. doi:
10.1124/jpet.110.175604. [PMID: 21262849] - Hui Huang, Michael Menefee, Maureen Edgerly, Sen Zhuang, Herb Kotz, Marianne Poruchynsky, Lyn Mickley Huff, Susan Bates, Tito Fojo. A phase II clinical trial of ixabepilone (Ixempra; BMS-247550; NSC 710428), an epothilone B analog, in patients with metastatic renal cell carcinoma.
Clinical cancer research : an official journal of the American Association for Cancer Research.
2010 Mar; 16(5):1634-41. doi:
10.1158/1078-0432.ccr-09-0379. [PMID: 20179242] - Xiaohui Sophia Xu, Jianing Zeng, William Mylott, Mark Arnold, James Waltrip, Lisa Iacono, Thomas Mariannino, Bruce Stouffer. Liquid chromatography and tandem mass spectrometry for the quantitative determination of ixabepilone (BMS-247550, Ixempra) in human plasma: method validation, overcoming curve splitting issues and eliminating chromatographic interferences from degradants.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2010 Feb; 878(5-6):525-37. doi:
10.1016/j.jchromb.2009.12.014. [PMID: 20083444] - Wilfred D Stein, Hui Huang, Michael Menefee, Maureen Edgerly, Herb Kotz, Andrew Dwyer, James Yang, Susan E Bates. Other paradigms: growth rate constants and tumor burden determined using computed tomography data correlate strongly with the overall survival of patients with renal cell carcinoma.
Cancer journal (Sudbury, Mass.).
2009 Sep; 15(5):441-7. doi:
10.1097/ppo.0b013e3181be1b90. [PMID: 19826366] - Brigitte C Widemann, Wendy Goodspeed, Anne Goodwin, Tito Fojo, Frank M Balis, Elizabeth Fox. Phase I trial and pharmacokinetic study of ixabepilone administered daily for 5 days in children and adolescents with refractory solid tumors.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology.
2009 Feb; 27(4):550-6. doi:
10.1200/jco.2008.17.6644. [PMID: 19075272] - S Nilgün Cömezoğlu, Van T Ly, Donglu Zhang, W Griffith Humphreys, Samuel J Bonacorsi, Donald W Everett, Marvin B Cohen, Jinping Gan, Jan H Beumer, Jos H Beijnen, H M Schellens, Graham Lappin. Biotransformation profiling of [(14)C]ixabepilone in human plasma, urine and feces samples using accelerator mass spectrometry (AMS).
Drug metabolism and pharmacokinetics.
2009; 24(6):511-22. doi:
10.2133/dmpk.24.511. [PMID: 20045986] - Francis Y F Lee, Kelly L Covello, Stephen Castaneda, Donald R Hawken, David Kan, Anne Lewin, Mei-Li Wen, Rolf-Peter Ryseck, Craig R Fairchild, Joseph Fargnoli, Robert Kramer. Synergistic antitumor activity of ixabepilone (BMS-247550) plus bevacizumab in multiple in vivo tumor models.
Clinical cancer research : an official journal of the American Association for Cancer Research.
2008 Dec; 14(24):8123-31. doi:
10.1158/1078-0432.ccr-08-0025. [PMID: 19088027] - Francis Y F Lee, Robert Borzilleri, Craig R Fairchild, Amrita Kamath, Richard Smykla, Robert Kramer, Gregory Vite. Preclinical discovery of ixabepilone, a highly active antineoplastic agent.
Cancer chemotherapy and pharmacology.
2008 Dec; 63(1):157-66. doi:
10.1007/s00280-008-0724-8. [PMID: 18347795] - Terence O'Reilly, Markus Wartmann, Joseph Brueggen, Peter R Allegrini, Andreas Floersheimer, Michel Maira, Paul M J McSheehy. Pharmacokinetic profile of the microtubule stabilizer patupilone in tumor-bearing rodents and comparison of anti-cancer activity with other MTS in vitro and in vivo.
Cancer chemotherapy and pharmacology.
2008 Nov; 62(6):1045-54. doi:
10.1007/s00280-008-0695-9. [PMID: 18301895] - R Scott Obach, Franco Lombardo, Nigel J Waters. Trend analysis of a database of intravenous pharmacokinetic parameters in humans for 670 drug compounds.
Drug metabolism and disposition: the biological fate of chemicals.
2008 Jul; 36(7):1385-405. doi:
10.1124/dmd.108.020479. [PMID: 18426954] - Sanjay Goel, Marvin Cohen, S Nilgün Cömezoglu, Lionel Perrin, François André, David Jayabalan, Lisa Iacono, Adriana Comprelli, Van T Ly, Donglu Zhang, Carrie Xu, W Griffith Humphreys, Hayley McDaid, Gary Goldberg, Susan B Horwitz, Sridhar Mani. The effect of ketoconazole on the pharmacokinetics and pharmacodynamics of ixabepilone: a first in class epothilone B analogue in late-phase clinical development.
Clinical cancer research : an official journal of the American Association for Cancer Research.
2008 May; 14(9):2701-9. doi:
10.1158/1078-0432.ccr-07-4151. [PMID: 18451235] - Toshio Shimizu, Noboru Yamamoto, Yasuhide Yamada, Yasuhito Fujisaka, Kazuhiko Yamada, Yutaka Fujiwara, Kyoko Takayama, Takuto Tokudome, Judith Klimovsky, Tomohide Tamura. Phase I clinical and pharmacokinetic study of 3-weekly, 3-h infusion of ixabepilone (BMS-247550), an epothilone B analog, in Japanese patients with refractory solid tumors.
Cancer chemotherapy and pharmacology.
2008 Apr; 61(5):751-8. doi:
10.1007/s00280-007-0530-8. [PMID: 17594093] - Sen H Zhuang, Y Elizabeth Hung, Laura Hung, Robert W Robey, Dan L Sackett, W Marston Linehan, Susan E Bates, Tito Fojo, Marianne S Poruchynsky. Evidence for microtubule target engagement in tumors of patients receiving ixabepilone.
Clinical cancer research : an official journal of the American Association for Cancer Research.
2007 Dec; 13(24):7480-6. doi:
10.1158/1078-0432.ccr-06-2883. [PMID: 18094432] - J H Beumer, R C Garner, M B Cohen, S Galbraith, G F Duncan, T Griffin, J H Beijnen, J H M Schellens. Human mass balance study of the novel anticancer agent ixabepilone using accelerator mass spectrometry.
Investigational new drugs.
2007 Aug; 25(4):327-34. doi:
10.1007/s10637-007-9041-z. [PMID: 17347871] - Martee L Hensley, Don Dizon, Felicia Derosa, Ennapadam Venkatraman, Paul Sabbatini, Dennis S Chi, Jakob Dupont, A Dimitrios Colevas, David Spriggs, Carol Aghajanian. A phase I trial of BMS-247550 (NSC# 710428) and gemcitabine in patients with advanced solid tumors.
Investigational new drugs.
2007 Aug; 25(4):335-41. doi:
10.1007/s10637-007-9035-x. [PMID: 17364235] - J M G Larkin, S B Kaye. Potential clinical applications of epothilones: a review of phase II studies.
Annals of oncology : official journal of the European Society for Medical Oncology.
2007 Jul; 18 Suppl 5(?):v28-34. doi:
10.1093/annonc/mdm176. [PMID: 17656559] - Edwin M Posadas, Samir Undevia, Elizabeth Manchen, James L Wade, A Dimitrios Colevas, Theodore Karrison, Everett E Vokes, Walter M Stadler. A phase II study of ixabepilone (BMS-247550) in metastatic renal-cell carcinoma.
Cancer biology & therapy.
2007 Apr; 6(4):490-3. doi:
10.4161/cbt.6.4.3831. [PMID: 17457044] - Carol Aghajanian, Howard A Burris, Suzanne Jones, David R Spriggs, Marvin B Cohen, Ronald Peck, Paul Sabbatini, Martee L Hensley, F Anthony Greco, Jakob Dupont, Owen A O'Connor. Phase I study of the novel epothilone analog ixabepilone (BMS-247550) in patients with advanced solid tumors and lymphomas.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology.
2007 Mar; 25(9):1082-8. doi:
10.1200/jco.2006.08.7304. [PMID: 17261851] - S Mani, H M McDaid, A Grossman, F Muggia, S Goel, T Griffin, D Colevas, S B Horwitz, M J Egorin. Peripheral blood mononuclear and tumor cell pharmacodynamics of the novel epothilone B analogue, ixabepilone.
Annals of oncology : official journal of the European Society for Medical Oncology.
2007 Jan; 18(1):190-195. doi:
10.1093/annonc/mdl315. [PMID: 17018704] - Matthew M Cooney, Scot C Remick, Nicholas J Vogelzang. Promising systemic therapy for renal cell carcinoma.
Current treatment options in oncology.
2005 Sep; 6(5):357-65. doi:
10.1007/s11864-005-0039-5. [PMID: 16107239] - Matthew M Cooney, Scot C Remick, Nicholas J Vogelzang. Novel agents for the treatment of advanced kidney cancer.
Clinical advances in hematology & oncology : H&O.
2004 Oct; 2(10):664-70. doi:
NULL. [PMID: 16163253] - Hayley M McDaid, Sridhar Mani, Heng-Jia Shen, Franco Muggia, Daryl Sonnichsen, Susan Band Horwitz. Validation of the pharmacodynamics of BMS-247550, an analogue of epothilone B, during a phase I clinical study.
Clinical cancer research : an official journal of the American Association for Cancer Research.
2002 Jul; 8(7):2035-43. doi:
. [PMID: 12114401]
