Idarubicin (BioDeep_00000405862)
Chemicals and Drugs Antibiotics
代谢物信息卡片
Idarubicin
化学式: C26H27NO9 (497.1685732000001)
中文名称: 依达比星
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC1C(C(CC(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=CC=CC=C5C4=O)O)(C(=O)C)O)N)O
InChI: InChI=1S/C26H27NO9/c1-10-21(29)15(27)7-17(35-10)36-16-9-26(34,11(2)28)8-14-18(16)25(33)20-19(24(14)32)22(30)12-5-3-4-6-13(12)23(20)31/h3-6,10,15-17,21,29,32-34H,7-9,27H2,1-2H3/t10-,15-,16-,17-,21+,26-/m0/s1
描述信息
L - Antineoplastic and immunomodulating agents > L01 - Antineoplastic agents > L01D - Cytotoxic antibiotics and related substances > L01DB - Anthracyclines and related substances
C274 - Antineoplastic Agent > C2189 - Signal Transduction Inhibitor > C129824 - Antineoplastic Protein Inhibitor
D000970 - Antineoplastic Agents > D059003 - Topoisomerase Inhibitors > D059005 - Topoisomerase II Inhibitors
C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C259 - Antineoplastic Antibiotic
C471 - Enzyme Inhibitor > C129825 - Antineoplastic Enzyme Inhibitor > C1748 - Topoisomerase Inhibitor
C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C2842 - DNA Binding Agent
D004791 - Enzyme Inhibitors
同义名列表
1 个代谢物同义名
数据库引用编号
13 个数据库交叉引用编号
- ChEBI: CHEBI:42068
- KEGGdrug: D08062
- PubChem: 42890
- Metlin: METLIN586
- DrugBank: DB01177
- ChEMBL: CHEMBL1117
- MeSH: Idarubicin
- CAS: 58957-92-9
- MoNA: FiehnHILIC002757
- MoNA: FiehnHILIC002000
- MoNA: FiehnHILIC001256
- MoNA: FiehnHILIC000428
- MetaboLights: MTBLC42068
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
- Jie Ding, Yang Su, Yinglu Ruan, Nan Li, Qianchao Meng, Jiabang Yang, Li Chen, Chi Liu. Clinical features and outcomes of patients with acute myeloid leukemia: the single-center experience of 668 patients in China.
Hematology (Amsterdam, Netherlands).
2024 Dec; 29(1):2310960. doi:
10.1080/16078454.2024.2310960. [PMID: 38323781] - Mohammad Mehmandoust, Pouran Pourhakkak, Gizem Tiris, Hassan Karimi-Maleh, Nevin Erk. A reusable and sensitive electrochemical sensor for determination of idarubicin in environmental and biological samples based on NiFe2O4 nanospheres anchored N-doped graphene quantum dots composite; an electrochemical and molecular docking investigation.
Environmental research.
2022 Sep; 212(Pt B):113264. doi:
10.1016/j.envres.2022.113264. [PMID: 35427589] - Dorota Matyszewska, Ewa Nazaruk, Richard A Campbell. Interactions of anticancer drugs doxorubicin and idarubicin with lipid monolayers: New insight into the composition, structure and morphology.
Journal of colloid and interface science.
2021 Jan; 581(Pt A):403-416. doi:
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Leukemia research.
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ACS medicinal chemistry letters.
2020 Dec; 11(12):2526-2533. doi:
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10.1111/j.1365-2141.2010.08211.x. [PMID: 20456355] - Andrew S Holpuch, Garrett J Hummel, Meng Tong, Garrett A Seghi, Ping Pei, Ping Ma, Russell J Mumper, Susan R Mallery. Nanoparticles for local drug delivery to the oral mucosa: proof of principle studies.
Pharmaceutical research.
2010 Jul; 27(7):1224-36. doi:
10.1007/s11095-010-0121-y. [PMID: 20354767] - Farhad Ravandi, Jorge E Cortes, Daniel Jones, Stefan Faderl, Guillermo Garcia-Manero, Marina Y Konopleva, Susan O'Brien, Zeev Estrov, Gautam Borthakur, Deborah Thomas, Sherry R Pierce, Mark Brandt, Anna Byrd, B Nebiyou Bekele, Keith Pratz, Rajyalakshmi Luthra, Mark Levis, Michael Andreeff, Hagop M Kantarjian. Phase I/II study of combination therapy with sorafenib, idarubicin, and cytarabine in younger patients with acute myeloid leukemia.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology.
2010 Apr; 28(11):1856-62. doi:
10.1200/jco.2009.25.4888. [PMID: 20212254] - M Shokrzadeh, M Azadbakht, N Ahangar, H Naderi, S S Saeedi Saravi. Comparison of the cytotoxic effects of Juniperus sabina and Zataria multiflora extracts with Taxus baccata extract and Cisplatin on normal and cancer cell lines.
Pharmacognosy magazine.
2010 Apr; 6(22):102-5. doi:
10.4103/0973-1296.62894. [PMID: 20668574] - Gülsüm Emel Pamuk, Murat Taşçi, Erman Oztürk, Muzaffer Demir. Successful treatment of severe gastrointestinal bleeding after chemotherapy in acute myeloblastic leukemia with recombinant activated factor VII : report on one case and review of other uses in acute leukemias.
Medical oncology (Northwood, London, England).
2010 Mar; 27(1):16-9. doi:
10.1007/s12032-008-9163-y. [PMID: 19137431] - Daniel A Mulrooney, Mark W Yeazel, Toana Kawashima, Ann C Mertens, Pauline Mitby, Marilyn Stovall, Sarah S Donaldson, Daniel M Green, Charles A Sklar, Leslie L Robison, Wendy M Leisenring. Cardiac outcomes in a cohort of adult survivors of childhood and adolescent cancer: retrospective analysis of the Childhood Cancer Survivor Study cohort.
BMJ (Clinical research ed.).
2009 Dec; 339(?):b4606. doi:
10.1136/bmj.b4606. [PMID: 19996459] - Farhat L Khanim, Rachel E Hayden, Jane Birtwistle, Alessia Lodi, Stefano Tiziani, Nicholas J Davies, Jon P Ride, Mark R Viant, Ulrich L Gunther, Joanne C Mountford, Heinrich Schrewe, Richard M Green, Jim A Murray, Mark T Drayson, Chris M Bunce. Combined bezafibrate and medroxyprogesterone acetate: potential novel therapy for acute myeloid leukaemia.
PloS one.
2009 Dec; 4(12):e8147. doi:
10.1371/journal.pone.0008147. [PMID: 19997560] - Kristof E Maudens, Christophe P Stove, Veronique F J Cocquyt, Hannelore Denys, Willy E Lambert. Development and validation of a liquid chromatographic method for the simultaneous determination of four anthracyclines and their respective 13-S-dihydro metabolites in plasma and saliva.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2009 Nov; 877(30):3907-15. doi:
10.1016/j.jchromb.2009.09.044. [PMID: 19828385] - Manthena V S Varma, Bo Feng, R Scott Obach, Matthew D Troutman, Jonathan Chupka, Howard R Miller, Ayman El-Kattan. Physicochemical determinants of human renal clearance.
Journal of medicinal chemistry.
2009 Aug; 52(15):4844-52. doi:
10.1021/jm900403j. [PMID: 19445515] - Jianmin Wang, Shuqing Lü, Jianmin Yang, Xianmin Song, Li Chen, Chongmei Huang, Jun Hou, Weiping Zhang. A homoharringtonine-based induction regimen for the treatment of elderly patients with acute myeloid leukemia: a single center experience from China.
Journal of hematology & oncology.
2009 Jul; 2(?):32. doi:
10.1186/1756-8722-2-32. [PMID: 19642997] - Thissiane L Gonçalves, Dalila M Benvegnú, Gabriela Bonfanti, Andressa V Frediani, João Batista T Rocha. Delta-ALA-D activity is a reliable marker for oxidative stress in bone marrow transplant patients.
BMC cancer.
2009 May; 9(?):138. doi:
10.1186/1471-2407-9-138. [PMID: 19426494] - Ping Ma, Xiaowei Dong, Courtney L Swadley, Anshul Gupte, Markos Leggas, Harry C Ledebur, Russell J Mumper. Development of idarubicin and doxorubicin solid lipid nanoparticles to overcome Pgp-mediated multiple drug resistance in leukemia.
Journal of biomedical nanotechnology.
2009 Apr; 5(2):151-61. doi:
10.1166/jbn.2009.1021. [PMID: 20055093] - Bradley A McGregor, Alexander W Brown, Michael B Osswald, Michael R Savona. The use of higher dose clofarabine in adults with relapsed acute lymphoblastic leukemia.
American journal of hematology.
2009 Apr; 84(4):228-30. doi:
10.1002/ajh.21365. [PMID: 19260120] - Tomoko Nanri, Eisaku Iwanaga, Satomi Fujie, Yasuhiro Yamada, Kentaro Horikawa, Hiroaki Mitsuya, Norio Asou. Micafungin-induced immune hemolysis attacks.
International journal of hematology.
2009 Mar; 89(2):139-141. doi:
10.1007/s12185-008-0246-5. [PMID: 19148589] - J P M Derikx, N M A Blijlevens, J P Donnelly, H Fujii, T Kanda, A A van Bijnen, E Heineman, W A Buurman. Loss of enterocyte mass is accompanied by diminished turnover of enterocytes after myeloablative therapy in haematopoietic stem-cell transplant recipients.
Annals of oncology : official journal of the European Society for Medical Oncology.
2009 Feb; 20(2):337-42. doi:
10.1093/annonc/mdn579. [PMID: 18725393] - Agnieszka Marczak. Fluorescence anisotropy of membrane fluidity probes in human erythrocytes incubated with anthracyclines and glutaraldehyde.
Bioelectrochemistry (Amsterdam, Netherlands).
2009 Feb; 74(2):236-9. doi:
10.1016/j.bioelechem.2008.11.004. [PMID: 19064336] - Pau Montesinos, Juan M Bergua, Edo Vellenga, Chelo Rayón, Ricardo Parody, Javier de la Serna, Angel León, Jordi Esteve, Gustavo Milone, Guillermo Debén, Concha Rivas, Marcos González, Mar Tormo, Joaquín Díaz-Mediavilla, Jose D González, Silvia Negri, Elena Amutio, Salut Brunet, Bob Lowenberg, Miguel A Sanz. Differentiation syndrome in patients with acute promyelocytic leukemia treated with all-trans retinoic acid and anthracycline chemotherapy: characteristics, outcome, and prognostic factors.
Blood.
2009 Jan; 113(4):775-83. doi:
10.1182/blood-2008-07-168617. [PMID: 18945964] - Reyad Dada, Stefan Wilop, Edgar Jost, Oliver Galm, Nikolaus Gassler, Rainhardt Osieka. Successful treatment of hepatic encephalopathy in a patient with acute lymphoblastic leukemia.
Acta haematologica.
2009; 122(4):216-20. doi:
10.1159/000253029. [PMID: 19887778] - 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] - Patrick Shenjere, Ashok Roy, Brian Eyden, Saumitra S Banerjee. Pseudo-Gaucher cells in multiple myeloma.
International journal of surgical pathology.
2008 Apr; 16(2):176-9. doi:
10.1177/1066896907311120. [PMID: 18417675] - Handan Ağirbasli, Hulya Bilgen, Sema Keceli Ozcan, Baris Otlu, Gulce Sinik, Nilgün Cerikçioğlu, Riza Durmaz, Emine Can, Nevin Yalman, Gunduz Gedikoğlu, Takashi Sugita. Two possible cases of Trichosporon infections in bone-marrow-transplanted children: the first case of T. japonicum isolated from clinical specimens.
Japanese journal of infectious diseases.
2008 Mar; 61(2):130-2. doi:
NULL. [PMID: 18362402] - Alessandra Tedeschi, Marco Montillo, Elena Strocchi, Anna Maria Cafro, Elisabetta Tresoldi, Liliana Intropido, Michele Nichelatti, Laura Marbello, Claudia Baratè, Carlo Maurizio Camaggi, Enrica Morra. High-dose idarubicin in combination with Ara-C in patients with relapsed or refractory acute lymphoblastic leukemia: a pharmacokinetic and clinical study.
Cancer chemotherapy and pharmacology.
2007 May; 59(6):771-9. doi:
10.1007/s00280-006-0332-4. [PMID: 17256136] - Steven M Kornblau, Deborah E Banker, Derek Stirewalt, Danny Shen, Elizabeth Lemker, Srdan Verstovsek, Zeev Estrov, Stefan Faderl, Jorge Cortes, Miloslav Beran, C Ellen Jackson, Wenjing Chen, Elihu Estey, Frederick R Appelbaum. Blockade of adaptive defensive changes in cholesterol uptake and synthesis in AML by the addition of pravastatin to idarubicin + high-dose Ara-C: a phase 1 study.
Blood.
2007 Apr; 109(7):2999-3006. doi:
10.1182/blood-2006-08-044446. [PMID: 17158228] - M Albitar, M Johnson, K A Do, A Day, I Jilani, S Pierce, E Estey, H Kantarjian, M Keating, S Verstovsek, S O'brien, F J Giles. Levels of soluble HLA-I and beta2M in patients with acute myeloid leukemia and advanced myelodysplastic syndrome: association with clinical behavior and outcome of induction therapy.
Leukemia.
2007 Mar; 21(3):480-8. doi:
10.1038/sj.leu.2404506. [PMID: 17215857] - Edit Bárdi, Ildikó Bobok, Anna V Oláh, János Kappelmayer, Csongor Kiss. Anthracycline antibiotics induce acute renal tubular toxicity in children with cancer.
Pathology oncology research : POR.
2007; 13(3):249-53. doi:
10.1007/bf02893506. [PMID: 17922055] - Miguel López-Lázaro, Nuria Pastor, Sami S Azrak, Maria Jesús Ayuso, Felipe Cortés, Caroline A Austin. Digitoxin, at concentrations commonly found in the plasma of cardiac patients, antagonizes etoposide and idarubicin activity in K562 leukemia cells.
Leukemia research.
2006 Jul; 30(7):895-8. doi:
10.1016/j.leukres.2005.11.005. [PMID: 16387358] - D Crivellari, D Lombardi, G Corona, C Massacesi, R Talamini, R Sorio, M D Magri, C Lestuzzi, A Lucenti, A Veronesi, G Toffoli. Innovative schedule of oral idarubicin in elderly patients with metastatic breast cancer: comprehensive results of a phase II multi-institutional study with pharmacokinetic drug monitoring.
Annals of oncology : official journal of the European Society for Medical Oncology.
2006 May; 17(5):807-12. doi:
10.1093/annonc/mdl013. [PMID: 16497825] - Agnieszka Marczak, Aleksandra Kowalczyk, Agata Wrzesień-Kus, Tadeusz Robak, Zofia Jóźwiak. Interaction of doxorubicin and idarubicin with red blood cells from acute myeloid leukaemia patients.
Cell biology international.
2006 Feb; 30(2):127-32. doi:
10.1016/j.cellbi.2005.09.001. [PMID: 16271486] - Apichai Leelasiri, Tontanai Numbenjapol, Wichai Prayoonwiwat, Wichean Mongkolsritrakul, Chantrapa Srisawat. Successful treatment of retinoic acid syndrome with dexamethasone: a case report.
Journal of the Medical Association of Thailand = Chotmaihet thangphaet.
2005 Nov; 88 Suppl 3(?):S302-10. doi:
NULL. [PMID: 16858973] - Ridvan Ali, Fahir Ozkalemkas, Vildan Ozkocaman, Tulay Ozcelik, Halis Akalin, Atilla Ozkan, Yildiz Altundal, Ahmet Tunali. Hydatid disease in acute leukemia: effect of anticancer treatment on echinococcosis.
Microbes and infection.
2005 Jul; 7(9-10):1073-6. doi:
10.1016/j.micinf.2005.02.015. [PMID: 15996888] - Ronit Regev, Daniella Yeheskely-Hayon, Hagar Katzir, Gera D Eytan. Transport of anthracyclines and mitoxantrone across membranes by a flip-flop mechanism.
Biochemical pharmacology.
2005 Jul; 70(1):161-9. doi:
10.1016/j.bcp.2005.03.032. [PMID: 15919056] - Nancy Dos Santos, Dawn Waterhouse, Dana Masin, Paul G Tardi, Göran Karlsson, Katarina Edwards, Marcel B Bally. Substantial increases in idarubicin plasma concentration by liposome encapsulation mediates improved antitumor activity.
Journal of controlled release : official journal of the Controlled Release Society.
2005 Jun; 105(1-2):89-105. doi:
10.1016/j.jconrel.2005.03.007. [PMID: 15878792] - N M A Blijlevens, J P Donnelly, B E de Pauw. Prospective evaluation of gut mucosal barrier injury following various myeloablative regimens for haematopoietic stem cell transplant.
Bone marrow transplantation.
2005 Apr; 35(7):707-11. doi:
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Neoplasma.
2005; 52(5):430-4. doi:
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European journal of haematology.
2004 Dec; 73(6):441-6. doi:
10.1111/j.1600-0609.2004.00320.x. [PMID: 15522068] - Joachim Drevs, Julia Fakler, Silke Eisele, Michael Medinger, Gerlinde Bing, Norbert Esser, Dieter Marmé, Clemens Unger. Antiangiogenic potency of various chemotherapeutic drugs for metronomic chemotherapy.
Anticancer research.
2004 May; 24(3a):1759-63. doi:
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British journal of cancer.
2004 Apr; 90(7):1312-7. doi:
10.1038/sj.bjc.6601673. [PMID: 15054447] - S Karakus, O Ozyilkan, Z Akçali, B Demirhan, M Haberal. Acute myeloid leukemia 4 years after Kaposi's sarcoma in a renal transplant recipient.
Onkologie.
2004 Apr; 27(2):163-5. doi:
10.1159/000076906. [PMID: 15138349] - G Toffoli, R Sorio, B Basso, P Aita, G Corona, M Rupolo, G Ruolo, M Boiocchi. Pharmacokinetic comparison of 120-hour infusion versus hyperfractionated oral administration of idarubicin.
Journal of chemotherapy (Florence, Italy).
2004 Apr; 16(2):193-200. doi:
10.1179/joc.2004.16.2.193. [PMID: 15216956] - R J Veldman, S Zerp, W J van Blitterswijk, M Verheij. N-hexanoyl-sphingomyelin potentiates in vitro doxorubicin cytotoxicity by enhancing its cellular influx.
British journal of cancer.
2004 Feb; 90(4):917-25. doi:
10.1038/sj.bjc.6601581. [PMID: 14970874] - Cristina Sottani, Giovanna Tranfo, Maurizio Bettinelli, Paolo Faranda, Mariangela Spagnoli, Claudio Minoia. Trace determination of anthracyclines in urine: a new high-performance liquid chromatography/tandem mass spectrometry method for assessing exposure of hospital personnel.
Rapid communications in mass spectrometry : RCM.
2004; 18(20):2426-36. doi:
10.1002/rcm.1642. [PMID: 15386628] - Frank Kroschinsky, Eberhard Schleyer, Ulf Renner, Claudia Schimming, Christoph Schimmelpfennig, Martin Bornhäuser, Thomas Illmer, Lorenz Trümper, Gerhard Ehninger, Markus Schaich. Increased myelotoxicity of idarubicin: is there a pharmacological basis? Results of a pharmacokinetic and an in vitro cytotoxicity study.
Cancer chemotherapy and pharmacology.
2004 Jan; 53(1):61-7. doi:
10.1007/s00280-003-0700-2. [PMID: 12955471] - Jiroh Yamasaki, Tomoko Hata, Kengo Fuchigami, Katsuhiro Togami, Miyuki Honda, Takuya Fukushima, Yasushi Miyazaki, Itsuro Jinnai, Kazutaka Kuriyama, Masao Tomonaga. [Intensive multi-drug chemotherapy for acute myeloid leukemia in a renal allograft recipient].
[Rinsho ketsueki] The Japanese journal of clinical hematology.
2003 Oct; 44(10):1015-9. doi:
NULL. [PMID: 14639948] - ZoAnn E Dreyer, Richard P Kadota, Clinton F Stewart, Henry S Friedman, Donald H Mahoney, Larry E Kun, Charles W McCluggage, Peter C Burger, James Kepner, Richard L Heideman. Phase 2 study of idarubicin in pediatric brain tumors: Pediatric Oncology Group study POG 9237.
Neuro-oncology.
2003 Oct; 5(4):261-7. doi:
10.1215/s115285170200056x. [PMID: 14565163]