Trabectedin (BioDeep_00000011456)
human metabolite blood metabolite Marine Natural Products natural product
代谢物信息卡片
化学式: C39H43N3O11S (761.2618)
中文名称: 曲贝替定
谱图信息:
最多检出来源 Homo sapiens(blood) 100%
分子结构信息
SMILES: CC1=CC2=C(C3C4C5C6=C(C(=C7C(=C6C(N4C(C(C2)N3C)O)COC(=O)C8(CS5)C9=CC(=C(C=C9CCN8)O)OC)OCO7)C)OC(=O)C)C(=C1OC)O
InChI: InChI=1S/C39H43N3O11S/c1-16-9-20-10-22-37(46)42-23-13-50-38(47)39(21-12-25(48-5)24(44)11-19(21)7-8-40-39)14-54-36(30(42)29(41(22)4)26(20)31(45)32(16)49-6)28-27(23)35-34(51-15-52-35)17(2)33(28)53-18(3)43/h9,11-12,22-23,29-30,36-37,40,44-46H,7-8,10,13-15H2,1-6H3
描述信息
Trabectedin, also referred as ET-743 during its development, is a marine derived antitumoral agent discovered in the Carribean tunicate _Ecteinascidia turbinata_ and now produced synthetically. Trabectedin has a unique mechanism of action. It binds to the minor groove of DNA interfering with cell division and genetic transcription processes and DNA repair machinery. It is approved for use in Europe, Russia and South Korea for the treatment of advanced soft tissue sarcoma refractory to or unsuitable to receive anthracycline or ifosfamide chemotherapy.
L - Antineoplastic and immunomodulating agents > L01 - Antineoplastic agents > L01C - Plant alkaloids and other natural products
C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C2842 - DNA Binding Agent
D009676 - Noxae > D000477 - Alkylating Agents
D000970 - Antineoplastic Agents
同义名列表
12 个代谢物同义名
(1R,2R,3R,11S,12S,14R,26R)-5,6,12-trihydroxy-6,7-dimethoxy-7,21,30-trimethyl-27-oxo-3,4-dihydro-2H-17,19,28-trioxa-24-thia-13,30-diazaspiro[heptacyclo[12.9.6.1³,¹¹.0²,¹³.0⁴,⁹.0¹⁵,²³.0¹⁶,²⁰]triacontane-26,1-isoquinoline]-4,6,8,15,20,22-hexaen-22-yl acetate; ecteinascidin 743; Ecteinascidin; Yondelis (TN); Trabectedin; NSC 684766; Yondelis; CID 3199; Ect 743; ET-743; ET743; Trabectedin
数据库引用编号
19 个数据库交叉引用编号
- ChEBI: CHEBI:84050
- KEGG: C16875
- KEGGdrug: D06199
- PubChem: 23725056
- PubChem: 108150
- PubChem: 3199
- HMDB: HMDB0015609
- Metlin: METLIN71400
- DrugBank: DB05109
- ChEMBL: CHEMBL450449
- Wikipedia: Trabectedin
- MeSH: Trabectedin
- chemspider: 97236
- CAS: 114899-77-3
- PMhub: MS000025454
- PubChem: 135626067
- KNApSAcK: C00044733
- KNApSAcK: 84050
- LOTUS: LTS0070232
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)
10 个相关的物种来源信息
- 7713 - Ascidiacea: LTS0070232
- 7711 - Chordata: LTS0070232
- 284475 - Ecteinascidia: LTS0070232
- 284476 - Ecteinascidia turbinata:
- 284476 - Ecteinascidia turbinata: 10.1021/JO00302A006
- 284476 - Ecteinascidia turbinata: LTS0070232
- 2759 - Eukaryota: LTS0070232
- 9606 - Homo sapiens: -
- 33208 - Metazoa: LTS0070232
- 111866 - Perophoridae: LTS0070232
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
- Shunv Cai, Zewu Ding, Xinyi Liu, Jian Zeng. Trabectedin induces ferroptosis via regulation of HIF-1α/IRP1/TFR1 and Keap1/Nrf2/GPX4 axis in non-small cell lung cancer cells.
Chemico-biological interactions.
2023 Jan; 369(?):110262. doi:
10.1016/j.cbi.2022.110262
. [PMID: 36396105] - Emanuela Di Gregorio, Gianmaria Miolo, Agostino Steffan, Giuseppe Corona. Novel method for fast trabectedin quantification using hydrophilic interaction liquid chromatography and tandem mass spectrometry for human pharmacokinetic studies.
Journal of pharmaceutical and biomedical analysis.
2020 Jun; 185(?):113261. doi:
10.1016/j.jpba.2020.113261
. [PMID: 32229403] - Italo Poggesi, Belén Valenzuela, Daniele Ouellet, Martha Gonzalez, Vera Hillewaert, Sylvain Baruchel, Elizabeth Fox, Juan Jose Perez-Ruixo. Population pharmacokinetics of trabectedin in adolescent patients with cancer.
Cancer chemotherapy and pharmacology.
2019 10; 84(4):707-717. doi:
10.1007/s00280-019-03899-y
. [PMID: 31286189] - Rizwan Ishtiaq, Arslan Naeem, Iqbal Ratnani. Thoracic Liposarcoma In An End Stage Renal Disease Patient.
Journal of Ayub Medical College, Abbottabad : JAMC.
2019 Apr; 31(2):286-289. doi:
NULL
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Journal of hematology & oncology.
2019 03; 12(1):32. doi:
10.1186/s13045-019-0714-9
. [PMID: 30898137] - Toru Ishiguro, Yu Muta, Tetsuya Ito, Noriyasu Chika, Satoshi Hatano, Kunihiko Amano, Shunsuke Muramatsu, Okihide Suzuki, Yoshitaka Toyomasu, Minoru Fukuchi, Youichi Kumagai, Keiichiro Ishibashi, Erito Mochiki, Hideyuki Ishida. [A Case of Giant Retroperitoneal Liposarcoma Resected after Trabectedin Chemotherapy].
Gan to kagaku ryoho. Cancer & chemotherapy.
2018 Dec; 45(13):2132-2134. doi:
NULL
. [PMID: 30692308] - Emiliano Calvo, Analia Azaro, Jordi Rodon, Luc Dirix, Manon Huizing, Francis Mark Senecal, Patricia LoRusso, Lorrin Yee, Italo Poggesi, Jan de Jong, Spyros Triantos, Youn C Park, Roland E Knoblauch, Trilok V Parekh, George D Demetri, Margaret von Mehren. Hepatic safety analysis of trabectedin: results of a pharmacokinetic study with trabectedin in patients with hepatic impairment and experience from a phase 3 clinical trial.
Investigational new drugs.
2018 06; 36(3):476-486. doi:
10.1007/s10637-017-0546-9
. [PMID: 29177975] - E Erba, M Romano, M Gobbi, M Zucchetti, M Ferrari, C Matteo, N Panini, B Colmegna, G Caratti, L Porcu, R Fruscio, M V Perlangeli, D Mezzanzanica, D Lorusso, F Raspagliesi, M D'Incalci. Ascites interferes with the activity of lurbinectedin and trabectedin: Potential role of their binding to alpha 1-acid glycoprotein.
Biochemical pharmacology.
2017 11; 144(?):52-62. doi:
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European journal of cancer (Oxford, England : 1990).
2017 05; 76(?):84-92. doi:
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Pharmacology & therapeutics.
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Cancer chemotherapy and pharmacology.
2015 May; 75(5):1047-55. doi:
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. [PMID: 25791363] - Takafumi Ueda, Shigeki Kakunaga, Masashi Ando, Kan Yonemori, Hideshi Sugiura, Kenji Yamada, Akira Kawai. Phase I and pharmacokinetic study of trabectedin, a DNA minor groove binder, administered as a 24-h continuous infusion in Japanese patients with soft tissue sarcoma.
Investigational new drugs.
2014 Aug; 32(4):691-9. doi:
10.1007/s10637-014-0094-5
. [PMID: 24696229] - Monique Zangarini, Laura Ceriani, Federica Sala, Elena Marangon, Renzo Bagnati, Maurizio D'Incalci, Federica Grosso, Massimo Zucchetti. Quantification of trabectedin in human plasma: validation of a high-performance liquid chromatography-mass spectrometry method and its application in a clinical pharmacokinetic study.
Journal of pharmaceutical and biomedical analysis.
2014 Jul; 95(?):107-12. doi:
10.1016/j.jpba.2014.02.018
. [PMID: 24662672] - Francesca Bruder, Daniela Massa, Michela Barca, Viviana Contu, Mario Airoldi, Alice Crova. Prolonged disease stability with trabectedin in two monorenal patients with retroperitoneal sarcoma.
Tumori.
2014 May; 100(3):e63-6. doi:
10.1700/1578.17230
. [PMID: 25076252] - Cristiana Sessa, Gianluca Del Conte, Alexandre Christinat, Sara Cresta, Antonella Perotti, Elisa Gallerani, Pilar Lardelli, Carmen Kahatt, Vicente Alfaro, Jorge L Iglesias, Carlos Fernández-Teruel, Luca Gianni. Phase I clinical and pharmacokinetic study of trabectedin and cisplatin given every three weeks in patients with advanced solid tumors.
Investigational new drugs.
2013 Oct; 31(5):1236-43. doi:
10.1007/s10637-013-9942-y
. [PMID: 23467812] - Sabino Strippoli, Vito Lorusso, Anna Albano, Michele Guida. Herbal-drug interaction induced rhabdomyolysis in a liposarcoma patient receiving trabectedin.
BMC complementary and alternative medicine.
2013 Jul; 13(?):199. doi:
10.1186/1472-6882-13-199
. [PMID: 23899130] - Maung Maung Myat Moe, Carlos Fernandez Teruel, Arturo Soto-Matos. Experience with trabectedin in an advanced sarcoma patient on peritoneal dialysis for end-stage renal failure.
Chemotherapy.
2013; 59(6):458-60. doi:
10.1159/000365071
. [PMID: 25171649] - Meredith K Chuk, Alberta Aikin, Trish Whitcomb, Brigitte C Widemann, Peter Zannikos, Eliel Bayever, Frank M Balis, Elizabeth Fox. A phase I trial and pharmacokinetic study of a 24-hour infusion of trabectedin (Yondelis®, ET-743) in children and adolescents with relapsed or refractory solid tumors.
Pediatric blood & cancer.
2012 Nov; 59(5):865-9. doi:
10.1002/pbc.24201
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Cancer chemotherapy and pharmacology.
2011 Nov; 68(5):1363-7. doi:
10.1007/s00280-011-1718-5
. [PMID: 21850465] - Jordi Martínez-Serra, Elena Maffiotte, Javier Martín, Teresa Bex, María Navarro-Palou, Teresa Ros, Joana M Plazas, Oliver Vögler, Antonio Gutiérrez, Juan Carlos Amat, Rafael Ramos, Carlos Saus, Jordi Ginés, Regina Alemany, Matias Diaz, Joan Besalduch. Yondelis® (ET-743, Trabectedin) sensitizes cancer cell lines to CD95-mediated cell death: new molecular insight into the mechanism of action.
European journal of pharmacology.
2011 May; 658(2-3):57-64. doi:
10.1016/j.ejphar.2011.02.035
. [PMID: 21371453] - Amy M Pick, Kelly K Nystrom. Fatal hepatic and renal toxicity as a complication of trabectedin therapy for radiation-induced sarcoma.
Journal of oncology pharmacy practice : official publication of the International Society of Oncology Pharmacy Practitioners.
2010 Dec; 16(4):269-72. doi:
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Investigational new drugs.
2010 Apr; 28(2):145-55. doi:
10.1007/s10637-009-9234-8
. [PMID: 19238326] - C Sessa, S Cresta, C Noberasco, G Capri, E Gallerani, F De Braud, M Zucchetti, M D'Incalci, A Locatelli, S Marsoni, I Corradino, C Minoia, P Zintl, L Gianni. Phase I clinical and pharmacokinetic study of trabectedin and cisplatin in solid tumours.
European journal of cancer (Oxford, England : 1990).
2009 Aug; 45(12):2116-22. doi:
10.1016/j.ejca.2009.04.002
. [PMID: 19419856] - Jan Handrick Beumer, L Lopez-Lazaro, Jan H M Schellens, Jos H Beijnen, Olaf van Tellingen. Evaluation of human plasma protein binding of trabectedin (Yondelis, ET-743).
Current clinical pharmacology.
2009 Jan; 4(1):38-42. doi:
10.2174/157488409787236047
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Cancer chemotherapy and pharmacology.
2008 Dec; 63(1):181-8. doi:
10.1007/s00280-008-0733-7
. [PMID: 18379785] - M von Mehren, R J Schilder, J D Cheng, E Temmer, T M Cardoso, F G Renshaw, E Bayever, P Zannikos, Z Yuan, R B Cohen. A phase I study of the safety and pharmacokinetics of trabectedin in combination with pegylated liposomal doxorubicin in patients with advanced malignancies.
Annals of oncology : official journal of the European Society for Medical Oncology.
2008 Oct; 19(10):1802-9. doi:
10.1093/annonc/mdn363
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Drug metabolism and disposition: the biological fate of chemicals.
2008 Jul; 36(7):1385-405. doi:
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Cancer chemotherapy and pharmacology.
2008 Jun; 62(1):135-47. doi:
10.1007/s00280-007-0583-8
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Cancer chemotherapy and pharmacology.
2007 May; 59(6):825-37. doi:
10.1007/s00280-006-0342-2
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Investigational new drugs.
2007 Feb; 25(1):1-7. doi:
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Clinical pharmacokinetics.
2007; 46(10):867-84. doi:
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Natural product research.
2006 May; 20(5):461-73. doi:
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Investigational new drugs.
2005 Oct; 23(5):429-36. doi:
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Pharmacological research.
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International journal of cancer.
2004 Oct; 111(6):961-7. doi:
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Journal of clinical oncology : official journal of the American Society of Clinical Oncology.
2004 Apr; 22(8):1480-90. doi:
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Journal of mass spectrometry : JMS.
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Cancer chemotherapy and pharmacology.
2004 Apr; 53(4):305-12. doi:
10.1007/s00280-003-0744-3
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Cancer chemotherapy and pharmacology.
2004 Jan; 53(1):89-90. doi:
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Biochemical pharmacology.
2003 Dec; 66(12):2381-95. doi:
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Cancer research.
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European journal of cancer (Oxford, England : 1990).
2003 Sep; 39(13):1842-51. doi:
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Cancer chemotherapy and pharmacology.
2003 Aug; 52(2):131-8. doi:
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Clinical cancer research : an official journal of the American Association for Cancer Research.
2003 Jul; 9(7):2817-25. doi:
"
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Cancer chemotherapy and pharmacology.
2002 Oct; 50(4):309-19. doi:
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Clinical cancer research : an official journal of the American Association for Cancer Research.
2002 Sep; 8(9):2952-62. doi:
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Cancer research.
2002 Aug; 62(15):4256-62. doi:
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Anti-cancer drugs.
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