Amrubicin (BioDeep_00000817678)

   

Chemicals and Drugs Antibiotics


代谢物信息卡片


Amrubicin

化学式: C25H25NO9 (483.152924)
中文名称: 氨柔比星
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC(=O)C1(CC(C2=C(C1)C(=C3C(=C2O)C(=O)C4=CC=CC=C4C3=O)O)OC5CC(C(CO5)O)O)N
InChI: InChI=1S/C25H25NO9/c1-10(27)25(26)7-13-18(16(8-25)35-17-6-14(28)15(29)9-34-17)24(33)20-19(23(13)32)21(30)11-4-2-3-5-12(11)22(20)31/h2-5,14-17,28-29,32-33H,6-9,26H2,1H3/t14-,15+,16-,17-,25-/m0/s1

描述信息

A synthetic anthracycline antibiotic with molecular formula C25H25NO9. A specific inhibitor of topoisomerase II, it is used (particularly as the hydrochloride salt) in the treatment of cancer, especially lung cancer, where it is a prodrug for the active metabolite, ambrucinol.
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
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
D000970 - Antineoplastic Agents

同义名列表

1 个代谢物同义名

Amrubicin



数据库引用编号

7 个数据库交叉引用编号

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相关代谢途径

Reactome(0)

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代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

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INOH(0)

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COVID-19 Disease Map(0)

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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

  • Madoka Ogikubo, Tetsuya Isaka, Yoshihiro Ishikawa, Tetsukan Woo, Yasushi Rino, Munetaka Masuda, Mai Matsumura, Koji Okudela, Nobuaki Kobayashi, Takeshi Kaneko. [Postoperative Relapse of Combined Large‒Cell Neuroendocrine Carcinoma of the Lung with a Remarkable Transient Response to Amrubicin Monotherapy in an Elderly Patient-A Case Report]. Gan to kagaku ryoho. Cancer & chemotherapy. 2021 May; 48(5):681-683. doi: NULL. [PMID: 34006713]
  • Dong Dang, Chao Jiang, Ming-Rui Xie. Efficacy of weekly amrubicin for refractory or relapsed non-small cell lung cancer: A protocol of systematic review and meta-analysis. Medicine. 2020 Jun; 99(25):e20454. doi: 10.1097/md.0000000000020454. [PMID: 32569168]
  • Kaori Ozawa, Kazuya Yuhara, Hiroto Kotaka, Daiki Kato, Manabu Takai, Koji Iinuma, Keita Nakane, Kiyohisa Okamoto, Takuya Koie. [The Efficacy of Amrubicin Therapy as a Second Line Treatment in Patients with Small Cell Carcinoma of the Prostate : A Case Report]. Hinyokika kiyo. Acta urologica Japonica. 2020 Apr; 66(4):121-125. doi: 10.14989/actauroljap_66_4_121. [PMID: 32483946]
  • Yoshinori Makino, Reiko Makihara-Ando, Takanori Ogawa, Hitoshi Sato, Yasushi Goto, Shintaro Kanda, Hidehito Horinouchi, Yutaka Fujiwara, Yuichiro Ohe, Noboru Yamamoto. Individual optimal dose of amrubicin to prevent severe neutropenia in Japanese patients with lung cancer. Cancer science. 2019 Nov; 110(11):3573-3583. doi: 10.1111/cas.14194. [PMID: 31505087]
  • Hiroaki Sakurada, Yoji Kawase, Hidekazu Mizuno, Kazuyuki Naito, Masumi Yamamura. [A Case of Hypophosphatemia Induced by Administration of Amrubicin in a Patient with Small Cell Lung Cancer]. Gan to kagaku ryoho. Cancer & chemotherapy. 2018 Sep; 45(9):1369-1371. doi: NULL. [PMID: 30237384]
  • Minehiko Inomata, Ryuji Hayashi, Kotaro Tokui, Chihiro Taka, Seisuke Okazawa, Kenta Kambara, Tomomi Ichikawa, Toru Yamada, Toshiro Miwa, Tatsuhiko Kashii, Shoko Matsui, Kazuyuki Tobe. Lactate dehydrogenase and body mass index are prognostic factors in patients with recurrent small cell lung cancer receiving amrubicin. Tumori. 2016 Dec; 102(6):606-609. doi: 10.5301/tj.5000435. [PMID: 26429641]
  • Yoshinori Makino, Michiko Watanabe, Reiko Ando Makihara, Hiroshi Nokihara, Noboru Yamamoto, Yuichiro Ohe, Erika Sugiyama, Hitoshi Sato, Yoshikazu Hayashi. Simultaneous optimization of limited sampling points for pharmacokinetic analysis of amrubicin and amrubicinol in cancer patients. Asia-Pacific journal of clinical oncology. 2016 Sep; 12(3):259-64. doi: 10.1111/ajco.12485. [PMID: 26948073]
  • Masaru Hirai, Tsuzumi Konishi, Kimitoshi Saito, Satoshi Washino, Yutaka Kobayashi, Mitsuhiro Nokubi, Tomoaki Miyagawa. [SMALL CELL CARCINOMA OF THE PROSTATE: A CASE REPORT OF RELATIVE LONG-TERM SURVIVAL]. Nihon Hinyokika Gakkai zasshi. The japanese journal of urology. 2015 Oct; 106(4):280-4. doi: 10.5980/jpnjurol.106.280. [PMID: 26717788]
  • Nianhang Chen, Sant P Chawla, Elena Gabriela Chiorean, William L Read, Mayer Gorbaty, Alain C Mita, Lotus Yung, Peter Bryan, Richard McNally, Markus F Renschler, Sunil Sharma. Phase I study to assess the pharmacokinetics and the effect on cardiac repolarization of amrubicin and amrubicinol in patients with advanced solid tumors. Cancer chemotherapy and pharmacology. 2013 Apr; 71(4):1083-94. doi: 10.1007/s00280-013-2093-1. [PMID: 23400695]
  • Shuji Murakami, Fumihiro Oshita, Makiko Sugiura, Tetsuro Kondo, Haruhiro Saito, Kouzo Yamada. Phase I/II study of amrubicin in combination with S-1 as second-line chemotherapy for non-small-cell lung cancer without EGFR mutation. Cancer chemotherapy and pharmacology. 2013 Mar; 71(3):705-11. doi: 10.1007/s00280-012-2061-1. [PMID: 23328865]
  • Hironori Satoh, Ryoko Saito, Shu Hisata, Jun Shiihara, Shinji Taniuchi, Yasuhiro Nakamura, Toshihiro Nukiwa, Masahito Ebina, Hironobu Sasano. An ectopic ACTH-producing small cell lung carcinoma associated with enhanced corticosteroid biosynthesis in the peritumoral areas of adrenal metastasis. Lung cancer (Amsterdam, Netherlands). 2012 Jun; 76(3):486-90. doi: 10.1016/j.lungcan.2011.12.007. [PMID: 22251774]
  • Chiyoe Kitagawa, Hideo Saka, Shigehisa Kajikawa, Kouki Mori, Masahide Oki, Ryujiro Suzuki. Phase I and pharmacologic study of weekly amrubicin in patients with refractory or relapsed lung cancer: Central Japan Lung Study Group (CJLSG) 0601 trial. Cancer chemotherapy and pharmacology. 2012 May; 69(5):1379-85. doi: 10.1007/s00280-011-1812-8. [PMID: 22237957]
  • Emanuela Salvatorelli, Pierantonio Menna, Sekhar Surapaneni, Sharon L Aukerman, Massimo Chello, Elvio Covino, Victoria Sung, Giorgio Minotti. Pharmacokinetic characterization of amrubicin cardiac safety in an ex vivo human myocardial strip model. I. Amrubicin accumulates to a lower level than doxorubicin or epirubicin. The Journal of pharmacology and experimental therapeutics. 2012 May; 341(2):464-73. doi: 10.1124/jpet.111.190256. [PMID: 22338033]
  • Yoshinori Makino, Noboru Yamamoto, Hitoshi Sato, Reiko Ando, Yasushi Goto, Chiharu Tanai, Hajime Asahina, Hiroshi Nokihara, Ikuo Sekine, Hideo Kunitoh, Yuichiro Ohe, Erika Sugiyama, Nobuaki Yokote, Tomohide Tamura, Hiroshi Yamamoto. Pharmacokinetic and pharmacodynamic study on amrubicin and amrubicinol in Japanese patients with lung cancer. Cancer chemotherapy and pharmacology. 2012 Apr; 69(4):861-9. doi: 10.1007/s00280-011-1768-8. [PMID: 22042514]
  • Liangran Guo, Li Fan, Jinfeng Ren, Zhiqing Pang, Yulong Ren, Jingwei Li, Ziyi Wen, Yong Qian, Lin Zhang, Hang Ma, Xinguo Jiang. Combination of TRAIL and actinomycin D liposomes enhances antitumor effect in non-small cell lung cancer. International journal of nanomedicine. 2012; 7(?):1449-60. doi: 10.2147/ijn.s24711. [PMID: 22619505]
  • Kazutoshi Isobe, Riya Nagata, Hiroki Ota, Keishi Sugino, Kazutoshi Shibuya, Sakae Homma. [A case of small-cell lung cancer associated with paraneoplastic limbic encephalitis during chemotherapy]. Nihon Kokyuki Gakkai zasshi = the journal of the Japanese Respiratory Society. 2011 Aug; 49(8):602-6. doi: NULL. [PMID: 21894777]
  • Yukiko Maeda, Akinobu Hamada, Emiko Sanematsu, Ji-ichro Sasaki, Koji Yokoo, Asumi Hira, Hideyuki Saito. Co-administration of irinotecan decreases the plasma concentration of an active metabolite of amrubicin, amrubicinol in rats. Cancer chemotherapy and pharmacology. 2010 Apr; 65(5):953-9. doi: 10.1007/s00280-009-1102-x. [PMID: 19697031]
  • Reiko Ando, Yoshinori Makino, Tomohide Tamura, Noboru Yamamoto, Rena Nishigaki, Takehiro Kimura, Nobuaki Yokote, Hiroshi Yamamoto. Simple and sensitive HPLC method for determination of amrubicin and amrubicinol in human plasma: application to a clinical pharmacokinetic study. Biomedical chromatography : BMC. 2010 Mar; 24(3):301-6. doi: 10.1002/bmc.1289. [PMID: 19634123]
  • Osamu Takakuwa, Tetsuya Oguri, Shigeki Sato, Makoto Nakao, Chiharu Ohta, Yasuhito Iwashima, Mikinori Miyazaki, Ken Maeno, Takeo Kutsuna, Atsushi Nakamura, Ryuzo Ueda. [Two cases of recurrent non-small cell lung cancer successfully treated with S-1 as fifth-line chemotherapy]. Gan to kagaku ryoho. Cancer & chemotherapy. 2009 Oct; 36(10):1721-4. doi: NULL. [PMID: 19838034]
  • Machiko Ohsawa, Mutsuko Demizu, Satomi Chihara, Hiroshi Ueda, Tsutomu Igarashi, Naoki Tomiyama, Yuko Nakashima, Keita Hosoi, Kyonyobi Min. [Pharmacokinetic study of amrubicin in a case of small lung cancer on hemodialysis]. Gan to kagaku ryoho. Cancer & chemotherapy. 2009 Aug; 36(8):1311-4. doi: NULL. [PMID: 19692770]
  • Tatsuo Kimura, Shinzoh Kudoh, Shigeki Mitsuoka, Naruo Yoshimura, Hidenori Tanaka, Kazuhisa Asai, Shigenori Kyoh, Yoshihiro Tochino, Kanako Umekawa, Kazuto Hirata. Plasma concentration of amrubicinol in plateau phase in patients treated for 3 days with amrubicin is correlated with hematological toxicities. Anti-cancer drugs. 2009 Jul; 20(6):513-8. doi: 10.1097/cad.0b013e32832b0585. [PMID: 19352172]
  • Sumito Isogai, Yoshitaka Totani, Yasuo Kohashi, Yuuki Mieno, Hiromi Imizu, Yukiko Yoneda, Hideyasu Shimizu, Tami Hoshino, Yasuhiro Uchiyama, Yasuo Takeuchi, Masamichi Hayashi, Yuji Saitoh, Fumihiko Sasaki, Mitsushi Okazawa, Hiroki Sakakibara. [A case of advanced small cell lung cancer complicated by chronic renal failure treated with amrubicin]. Gan to kagaku ryoho. Cancer & chemotherapy. 2008 Sep; 35(9):1591-3. doi: NULL. [PMID: 18799918]
  • Yingfei Li, Yan Sun, Feifei Du, Kaihong Yuan, Chuan Li. Pulse gradient, large-volume injection, high-throughput ultra-performance liquid chromatographic/tandem mass spectrometry bioanalysis for measurement of plasma amrubicin and its metabolite amrubicinol. Journal of chromatography. A. 2008 Jun; 1193(1-2):109-16. doi: 10.1016/j.chroma.2008.04.014. [PMID: 18452925]
  • Manabu Katou, Norihito Soga, Takehisa Onishi, Kiminobu Arima, Yoshiki Sugimura. Small cell carcinoma of the prostate treated with amrubicin. International journal of clinical oncology. 2008 Apr; 13(2):169-72. doi: 10.1007/s10147-007-0702-x. [PMID: 18463964]
  • Xinghua Jin, Xiu-Xian Wu, Mohammed Ahmed Abdel-Muneem Nouh, Yoshiyuki Kakehi. Enhancement of death receptor 4 mediated apoptosis and cytotoxicity in renal cell carcinoma cells by subtoxic concentrations of doxorubicin. The Journal of urology. 2007 May; 177(5):1894-9. doi: 10.1016/j.juro.2007.01.018. [PMID: 17437844]
  • Naoto Goto, Hideki Shibuya, Kei Har, Tetsuya Hisada. [A case of small cell lung cancer under hemodialysis with chronic renal failure treated with amrubicin while measuring blood concentration of the drug]. Nihon Kokyuki Gakkai zasshi = the journal of the Japanese Respiratory Society. 2007 Apr; 45(4):337-43. doi: NULL. [PMID: 17491313]
  • Takuo Shibayama, Katsuyuki Hotta, Nagio Takigawa, Atsuhiko Tada, Hiroshi Ueoka, Shingo Harita, Katsuyuki Kiura, Masahiro Tabata, Yoshihiko Segawa, Naoyuki Nogami, Shoichi Kuyama, Tetsu Shinkai, Mitsune Tanimoto. A phase I and pharmacological study of amrubicin and topotecan in patients of small-cell lung cancer with relapsed or extensive-disease small-cell lung cancer. Lung cancer (Amsterdam, Netherlands). 2006 Aug; 53(2):189-95. doi: 10.1016/j.lungcan.2006.05.008. [PMID: 16806573]
  • Yusuke Matsunaga, Akinobu Hamada, Isamu Okamoto, Ji-ichiro Sasaki, Eiji Moriyama, Hiroto Kishi, Mitsuhiro Matsumoto, Asumi Hira, Hiroshi Watanabe, Hideyuki Saito. Pharmacokinetics of amrubicin and its active metabolite amrubicinol in lung cancer patients. Therapeutic drug monitoring. 2006 Feb; 28(1):76-82. doi: 10.1097/01.ftd.0000185771.82620.ee. [PMID: 16418698]
  • Isamu Okamoto, Akinobu Hamada, Yusuke Matsunaga, Ji-ichiro Sasaki, Shinji Fujii, Hideshi Uramoto, Haruhiko Yamagata, Ichiro Mori, Hiroto Kishi, Hiroshi Semba, Hideyuki Saito. Phase I and pharmacokinetic study of amrubicin, a synthetic 9-aminoanthracycline, in patients with refractory or relapsed lung cancer. Cancer chemotherapy and pharmacology. 2006 Feb; 57(3):282-8. doi: 10.1007/s00280-005-0051-2. [PMID: 16028099]
  • Akinobu Hamada. [Development of an individualized therapy for establishing the optimal dosage by the pharmacokinetics profiles of anticancer agents]. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan. 2005 Aug; 125(8):631-7. doi: 10.1248/yakushi.125.631. [PMID: 16079613]
  • M Akutsu, Y Kano, M Ogawa, A Miura, M Hirano, T Masaoka, N Tatsumi. [Late phase II clinical study of amrubicin hydrochloride, a novel synthetic anthracycline derivative anticancer agent, for malignant lymphoma]. Gan to kagaku ryoho. Cancer & chemotherapy. 2001 Nov; 28(12):1867-76. doi: NULL. [PMID: 11729479]
  • T Yamaoka, M Hanada, S Ichii, S Morisada, T Noguchi, Y Yanagi. Cytotoxicity of amrubicin, a novel 9-aminoanthracycline, and its active metabolite amrubicinol on human tumor cells. Japanese journal of cancer research : Gann. 1998 Oct; 89(10):1067-73. doi: 10.1111/j.1349-7006.1998.tb00498.x. [PMID: 9849587]
  • H Ohmori, T Tsushima, K Kobashi. [Experimental studies on intravesical instillation of SM-5887, a novel anthracycline derivative for treatment of bladder carcinoma]. Gan to kagaku ryoho. Cancer & chemotherapy. 1996 Apr; 23(5):601-6. doi: NULL. [PMID: 8678519]
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