1,1-Cyclobutanedicarboxylic acid (BioDeep_00000177802)

   

human metabolite blood metabolite


代谢物信息卡片


cyclobutane-1,1-dicarboxylic acid

化学式: C6H8O4 (144.0422568)
中文名称: 1,1-环丁烷二甲酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1CC(C1)(C(=O)O)C(=O)O
InChI: InChI=1S/C6H8O4/c7-4(8)6(5(9)10)2-1-3-6/h1-3H2,(H,7,8)(H,9,10)



数据库引用编号

6 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

  • Melanie Adler, Susanne Ramm, Marc Hafner, Jeremy L Muhlich, Esther Maria Gottwald, Elijah Weber, Alenka Jaklic, Amrendra Kumar Ajay, Daniel Svoboda, Scott Auerbach, Edward J Kelly, Jonathan Himmelfarb, Vishal S Vaidya. A Quantitative Approach to Screen for Nephrotoxic Compounds In Vitro. Journal of the American Society of Nephrology : JASN. 2016 Apr; 27(4):1015-28. doi: 10.1681/asn.2015010060. [PMID: 26260164]
  • Johnson J Liu, Yaeseul Kim, Fang Yan, Qi Ding, Virginia Ip, Nancy N Jong, Julian F B Mercer, Mark J McKeage. Contributions of rat Ctr1 to the uptake and toxicity of copper and platinum anticancer drugs in dorsal root ganglion neurons. Biochemical pharmacology. 2013 Jan; 85(2):207-15. doi: 10.1016/j.bcp.2012.10.023. [PMID: 23123662]
  • Shinya Sato, Hiroyuki Fujiwara, Tetsuro Oishi, Muneaki Shimada, Shizuo Machida, Yuji Takei, Hiroaki Itamochi, Mitsuaki Suzuki, Junzo Kigawa. Evaluation of a formula for individual dosage of nedaplatin based on renal function. Cancer chemotherapy and pharmacology. 2012 Mar; 69(3):599-603. doi: 10.1007/s00280-011-1739-0. [PMID: 21918903]
  • Yuh-Mou Sue, Ching-Feng Cheng, Ying Chou, Chih-Cheng Chang, Pei-Shan Lee, Shu-Hui Juan. Ectopic overexpression of haem oxygenase-1 protects kidneys from carboplatin-mediated apoptosis. British journal of pharmacology. 2011 Apr; 162(8):1716-30. doi: 10.1111/j.1476-5381.2010.01189.x. [PMID: 21198546]
  • Toshiyuki Sakaeda, Kaori Kadoyama, Yasushi Okuno. Adverse event profiles of platinum agents: data mining of the public version of the FDA adverse event reporting system, AERS, and reproducibility of clinical observations. International journal of medical sciences. 2011; 8(6):487-91. doi: 10.7150/ijms.8.487. [PMID: 21897761]
  • Linda Bíró, Etelka Farkas, Péter Buglyó. Complex formation between Ru(η(6)-p-cym)(H2O)3]2+ and (O,O) donor ligands with biological relevance in aqueous solution. Dalton transactions (Cambridge, England : 2003). 2010 Nov; 39(42):10272-8. doi: 10.1039/c0dt00469c. [PMID: 20922244]
  • Hsi-Hsien Chen, Tzen-Wen Chen, Heng Lin. Pravastatin attenuates carboplatin-induced nephrotoxicity in rodents via peroxisome proliferator-activated receptor alpha-regulated heme oxygenase-1. Molecular pharmacology. 2010 Jul; 78(1):36-45. doi: 10.1124/mol.109.061101. [PMID: 20368269]
  • Manuel Haschke, Tanja Vitins, Saskia Lüde, Liliane Todesco, Katerina Novakova, Richard Herrmann, Stephan Krähenbühl. Urinary excretion of carnitine as a marker of proximal tubular damage associated with platin-based antineoplastic drugs. Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association. 2010 Feb; 25(2):426-33. doi: 10.1093/ndt/gfp456. [PMID: 19736245]
  • Yasuyuki Kobayashi, Kenji Nishimura, Tetsuji Soda, Kazuaki Yamanaka, Toshiaki Hirai, Hidefumi Kishikawa, Yasuji Ichikawa. [Combination chemotherapy with gemcitabine and paclitaxel in a hemodialysis patient with metastatic urothelial carcinoma]. Hinyokika kiyo. Acta urologica Japonica. 2010 Jan; 56(1):29-34. doi: NULL. [PMID: 20104007]
  • Tomoya Kono, Sinnam Lee, Jun Nohara, Yasuto Sakaguchi, Tetsuo Noguchi, Yasuji Terada. [A case of bronchogenic carcinoma which obtained long-term relapse free survival by argon plasma coagulation]. Nihon Kokyuki Gakkai zasshi = the journal of the Japanese Respiratory Society. 2009 Dec; 47(12):1093-7. doi: NULL. [PMID: 20058685]
  • Roderick Skinner, Annie Parry, Lisa Price, Michael Cole, Alan W Craft, Andrew D J Pearson. Persistent nephrotoxicity during 10-year follow-up after cisplatin or carboplatin treatment in childhood: relevance of age and dose as risk factors. European journal of cancer (Oxford, England : 1990). 2009 Dec; 45(18):3213-9. doi: 10.1016/j.ejca.2009.06.032. [PMID: 19850470]
  • Yuka Tanaka, Rie Matsumoto, Tomoaki Yoshimura, Toshiya Nakao, Michio Kimura, Eiseki Usami, Kazutomo Okada, Shino Adachi, Tomoko Matsuoka, Tadashi Yasuda. [Clinical evaluation of calculating carboplatin doses using modification of diet in renal disease (MDRD) estimate and adverse events]. Gan to kagaku ryoho. Cancer & chemotherapy. 2009 Dec; 36(13):2593-8. doi: NULL. [PMID: 20009461]
  • Tomoki Fujii, Hiroshi Kunikane, Hiroaki Okamoto, Koshiro Watanabe, Hideo Kunitoh, Kiyoshi Mori, Akira Yokoyama, Haruhiko Fukuda, Tomohide Tamura, Nagahiro Saijo. A phase II study of cisplatin and irinotecan as induction chemotherapy followed by accelerated hyperfractionated thoracic radiotherapy with daily low-dose carboplatin in unresectable stage III non-small cell lung cancer: JCOG 9510. Japanese journal of clinical oncology. 2009 Dec; 39(12):784-90. doi: 10.1093/jjco/hyp102. [PMID: 19770129]
  • Danielle D Jandial, Karen Messer, Salman Farshchi-Heydari, Minya Pu, Stephen B Howell. Tumor platinum concentration following intraperitoneal administration of cisplatin versus carboplatin in an ovarian cancer model. Gynecologic oncology. 2009 Dec; 115(3):362-6. doi: 10.1016/j.ygyno.2009.08.028. [PMID: 19775736]
  • Yuichi Tange, Masahiro Miyazaki, Junko Iwata, Yasuhisa Aiko, Shinichi Sakamoto, Kentaro Mori. Novel antitumor effect of carboplatin delivered by intracerebral microinfusion in a rat malignant glioma model. Neurologia medico-chirurgica. 2009 Dec; 49(12):572-9. doi: 10.2176/nmc.49.572. [PMID: 20035131]
  • Chiaki Kondo, Yohsuke Minowa, Takeki Uehara, Yasushi Okuno, Noriyuki Nakatsu, Atsushi Ono, Toshiyuki Maruyama, Ikuo Kato, Jyoji Yamate, Hiroshi Yamada, Yasuo Ohno, Tetsuro Urushidani. Identification of genomic biomarkers for concurrent diagnosis of drug-induced renal tubular injury using a large-scale toxicogenomics database. Toxicology. 2009 Nov; 265(1-2):15-26. doi: 10.1016/j.tox.2009.09.003. [PMID: 19761811]
  • Mark A Socinski, Egbert F Smit, Paul Lorigan, Kartik Konduri, Martin Reck, Aleksandra Szczesna, Johnetta Blakely, Piotr Serwatowski, Nina A Karaseva, Tudor Ciuleanu, Jacek Jassem, Mircea Dediu, Shengyan Hong, Carla Visseren-Grul, Axel-Rainer Hanauske, Coleman K Obasaju, Susan C Guba, Nick Thatcher. Phase III study of pemetrexed plus carboplatin compared with etoposide plus carboplatin in chemotherapy-naive patients with extensive-stage small-cell lung cancer. Journal of clinical oncology : official journal of the American Society of Clinical Oncology. 2009 Oct; 27(28):4787-92. doi: 10.1200/jco.2009.23.1548. [PMID: 19720897]
  • Hirofumi Kamata, Koichiro Asano, Kenzo Soejima, Toru Shirahata, Michie Nakatani, Hajime Inamoto, Osamu Iketani, Yasuko Yamayoshi, Yusuke Tanigawara, Akitoshi Ishizaka. [Appropriate hemodialysis scheduling based on therapeutic drug monitoring of carboplatin in a patient with lung cancer and chronic renal failure]. Gan to kagaku ryoho. Cancer & chemotherapy. 2009 Sep; 36(9):1529-32. doi: NULL. [PMID: 19755826]
  • Atsushi Morio, Hiroki Ninomiya, Koichi Sunada, Kazuyuki Tomioka, Kazuki Nakahara. [A case of advanced non-small-cell lung cancer successfully treated with S-1 plus CBDCA after multiple chemotherapy]. Gan to kagaku ryoho. Cancer & chemotherapy. 2009 Sep; 36(9):1533-6. doi: NULL. [PMID: 19755827]
  • Brian G Blair, Christopher A Larson, Roohangiz Safaei, Stephen B Howell. Copper transporter 2 regulates the cellular accumulation and cytotoxicity of Cisplatin and Carboplatin. Clinical cancer research : an official journal of the American Association for Cancer Research. 2009 Jul; 15(13):4312-21. doi: 10.1158/1078-0432.ccr-09-0311. [PMID: 19509135]
  • Hossam M M Arafa. Carnitine deficiency aggravates carboplatin nephropathy through deterioration of energy status, oxidant/anti-oxidant balance, and inflammatory endocoids. Toxicology. 2008 Dec; 254(1-2):51-60. doi: 10.1016/j.tox.2008.09.010. [PMID: 18852009]
  • Rie Hirai, Yukako Shimano, Kazutoshi Isobe, Issei Koshikawa, Keiko Ohno, Satoshi Kishino, Sakae Homma, Noriko Suga. [Study of the predictive method of 24-hour creatinine clearance in calculating the appropriate dosage of Carboplatin]. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan. 2008 Aug; 128(8):1209-14. doi: 10.1248/yakushi.128.1209. [PMID: 18670187]
  • Hiromi Suzuki, Tomoaki Inoue, Tomochika Matsushita, Kazuko Kobayashi, Ikuo Horii, Yoko Hirabayashi, Tohru Inoue. In vitro gene expression analysis of nephrotoxic drugs in rat primary renal cortical tubular cells. Journal of applied toxicology : JAT. 2008 Mar; 28(2):237-48. doi: 10.1002/jat.1329. [PMID: 18172885]
  • Srivilliputtur G Santhana Krishnan, Brian VanderBrink, Gary Weiss, Pravin C Singhal, Hitesh H Shah. Renal pelvic hemorrhage and acute renal failure associated with carboplatin therapy. Urology. 2007 Dec; 70(6):1222.e5-7. doi: 10.1016/j.urology.2007.08.059. [PMID: 18158057]
  • Anthony J Di Pasqua, Jerry Goodisman, Deborah J Kerwood, Bonnie B Toms, Ronald L Dubowy, James C Dabrowiak. Role of carbonate in the cytotoxicity of carboplatin. Chemical research in toxicology. 2007 Jun; 20(6):896-904. doi: 10.1021/tx700058f. [PMID: 17497898]
  • C Courtellemont, J Guitard, M Mehrenberger, S Pontier, D Ribes, N Kamar, L Esposito, A Modesto, L Rostaing. Thrombotic microangiopathy in a sirolimus-treated renal transplant patient receiving gemcitabine for lung cancer. Clinical nephrology. 2007 Feb; 67(2):114-8. doi: 10.5414/cnp67114. [PMID: 17338432]
  • Faissal Tarrass, Mostafa Benmensour, Abdelaziz Bayla. End-stage renal disease following carboplatin chemotherapy for a nasopharyngeal carcinoma. Renal failure. 2007; 29(8):1049-51. doi: 10.1080/08860220701643591. [PMID: 18067055]
  • Cédric Mercier, Joseph Ciccolini, Bertrand Pourroy, Raphaelle Fanciullino, Florence Duffaud, Laurence Digue, Brigitte Tranchand, Suzanne Monjanel-Mouterde, Pierre Guillet, Adriana Nicoara, Marjorie Baciuchka, Danielle Bagarry-Liegey, Bruno Lacarelle, Alex Noble, Alain Durand, Roger Favre. Dose individualization of carboplatin after a 120-hour infusion schedule: higher dose intensity but fewer toxicities. Therapeutic drug monitoring. 2006 Apr; 28(2):212-8. doi: 10.1097/01.ftd.0000198646.32128.ef. [PMID: 16628133]
  • Anthony J Di Pasqua, Jerry Goodisman, Deborah J Kerwood, Bonnie B Toms, Ronald L Dubowy, James C Dabrowiak. Activation of carboplatin by carbonate. Chemical research in toxicology. 2006 Jan; 19(1):139-49. doi: 10.1021/tx050261s. [PMID: 16411667]
  • Julian R Molina, Joel M Reid, Charles Erlichman, Jeff A Sloan, Alfred Furth, Stephanie L Safgren, Chetan D Lathia, Steven R Alberts. A phase I and pharmacokinetic study of the selective, non-peptidic inhibitor of matrix metalloproteinase BAY 12-9566 in combination with etoposide and carboplatin. Anti-cancer drugs. 2005 Oct; 16(9):997-1002. doi: 10.1097/01.cad.0000176504.86551.5c. [PMID: 16162976]
  • C Bergeron, L Dubourg, P Chastagner, F Mechinaud, E Plouvier, A S Desfachelles, F Dusol, B Pautard, C Edan, D Plantaz, P Froehlich, H Rubie. Long-term renal and hearing toxicity of carboplatin in infants treated for localized and unresectable neuroblastoma: results of the SFOP NBL90 study. Pediatric blood & cancer. 2005 Jul; 45(1):32-6. doi: 10.1002/pbc.20379. [PMID: 15768383]
  • Dj Argirović. Germ cell testicular tumors in clinical stage A and normal values of serum tumor mark-ers post-orchiectomy: the experience in the management of 300 consecutive patients. Journal of B.U.ON. : official journal of the Balkan Union of Oncology. 2005 Apr; 10(2):195-200. doi: NULL. [PMID: 17343328]
  • Y Yokoyama, T Shigeto, M Futagami, H Mizunuma. Syndrome of inappropriate secretion of anti-diuretic hormone following carboplatin-paclitaxel administration in a patient with recurrent ovarian cancer. European journal of gynaecological oncology. 2005; 26(5):531-2. doi: NULL. [PMID: 16285572]
  • Satoshi Ohi, Shigeki Niimi, Naoya Okada, Kyosuke Yamada, Toshiaki Tachibana, Hisashi Hashimoto, Masako Nakajima, Mitsuru Yasuda, Tadao Tanaka, Kahei Sato, Hiroshi Ishikawa. Establishment and characterization of a human ovarian small cell carcinoma, hypercalcemic type, cell line (OS-1) secreting PTH, PthrP and ACTH--special reference to the susceptibility of anti-cancer drugs. Human cell. 2004 Dec; 17(4):203-9. doi: 10.1111/j.1749-0774.2004.tb00044.x. [PMID: 16035505]
  • Ralf Ulrich Trappe, Hanno Riess, Frank Lippek, Michail Plotkin, Valerie Schumacher, Brigitte Royer-Pokora, Bert Hildebrandt, Johannes Zuber, Markus Y Mapara, Stephan Oertel, Bernd Dörken. Effective use of high-dose chemotherapy and autologous stem cell rescue for relapsed adult Wilms' tumor and a novel alteration in intron 1 of the WT1 gene. Journal of pediatric hematology/oncology. 2004 Dec; 26(12):820-3. doi: NULL. [PMID: 15591903]
  • André Warnecke, Iduna Fichtner, Dirk Garmann, Ulrich Jaehde, Felix Kratz. Synthesis and biological activity of water-soluble maleimide derivatives of the anticancer drug carboplatin designed as albumin-binding prodrugs. Bioconjugate chemistry. 2004 Nov; 15(6):1349-59. doi: 10.1021/bc049829j. [PMID: 15546202]
  • Kazim Husain, Craig Whitworth, Leonard P Rybak. Time response of carboplatin-induced nephrotoxicity in rats. Pharmacological research. 2004 Sep; 50(3):291-300. doi: 10.1016/j.phrs.2004.04.001. [PMID: 15225673]
  • A Inoue, Y Saijo, T Kikuchi, K Gomi, T Suzuki, M Maemondo, M Miki, T Sato, T Nukiwa. Pharmacokinetic analysis of combination chemotherapy with carboplatin and etoposide in small-cell lung cancer patients undergoing hemodialysis. Annals of oncology : official journal of the European Society for Medical Oncology. 2004 Jan; 15(1):51-4. doi: 10.1093/annonc/mdh008. [PMID: 14679119]
  • Lavjay Butani, Daniel C West, Douglas S Taylor. End-stage renal disease after high-dose carboplatinum in preparation of autologous stem cell transplantation. Pediatric transplantation. 2003 Oct; 7(5):408-12. doi: 10.1034/j.1399-3046.2003.00071.x. [PMID: 14738305]
  • Elene Pereira-Maia, Arlette Garnier-Suillerot. Impaired hydrolysis of cisplatin derivatives to aquated species prevents energy-dependent uptake in GLC4 cells resistant to cisplatin. Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry. 2003 Jul; 8(6):626-34. doi: 10.1007/s00775-003-0458-3. [PMID: 12756611]
  • Jun Miyazaki, Koji Kawai. [Prevention and management of nephrotoxicity from anti-cancer agents]. Nihon rinsho. Japanese journal of clinical medicine. 2003 Jun; 61(6):973-7. doi: NULL. [PMID: 12806945]
  • C Tanguay, I Harvey, M Houde, J R Srigley, B Têtu. Leiomyosarcoma of urinary bladder following cyclophosphamide therapy: report of two cases. Modern pathology : an official journal of the United States and Canadian Academy of Pathology, Inc. 2003 May; 16(5):512-4. doi: 10.1097/01.mp.0000068237.38715.d9. [PMID: 12748258]
  • M Karim, E Vaux, D R Davies, P D Mason. Renal failure due to scleroderma with thrombotic microangiopathy developing in a woman treated with carboplatin for ovarian cancer. Clinical nephrology. 2002 Nov; 58(5):384-8. doi: 10.5414/cnp58384. [PMID: 12425490]
  • Takashi Obana, Yoshiro Tanio, Masahiko Takenaka, Dai Watanabe, Masahiko Yanagita, Sumihiro Nakajima, Keiko Okuda, Yoshiharu Tsubakihara, Hiroaki Fushimi. [Chemotherapy for small-cell lung cancer (SCLC) patients with renal failure]. Gan to kagaku ryoho. Cancer & chemotherapy. 2002 Mar; 29(3):435-8. doi: NULL. [PMID: 11915735]
  • T Oguri, T Isobe, K Mitsuta, K Masuda, H Daga, N Ishikawa, K Fujitaka, M Miyazaki, N Kohno. Carboplatin AUC and gamma-glutamylcysteine synthetase gene expression in peripheral mononuclear cells of lung cancer patients. Anticancer research. 2001 Nov; 21(6A):3933-6. doi: NULL. [PMID: 11911273]
  • A Arakawa, H Nishikawa, K Suzumori, N Kato. Pharmacokinetic and pharmacodynamic analysis of combined chemotherapy with carboplatin and paclitaxel for patients with ovarian cancer. International journal of clinical oncology. 2001 Oct; 6(5):248-52. doi: 10.1007/pl00012113. [PMID: 11723747]
  • G Konecny, M Untch, D Slamon, M Beryt, S Kahlert, M Felber, E Langer, S Lude, H Hepp, M Pegram. Drug interactions and cytotoxic effects of paclitaxel in combination with carboplatin, epirubicin, gemcitabine or vinorelbine in breast cancer cell lines and tumor samples. Breast cancer research and treatment. 2001 Jun; 67(3):223-33. doi: 10.1023/a:1017980411398. [PMID: 11561768]
  • K Shimoya, I Kunishige, Y Okuno, S Hayashi, H Komura, Y Arimoto, Y Otsuki. [A case of papillary adenocarcinoma of the ovary that responded favorably to irinotecan hydrochloride and cisplatin after the administration of paclitaxel and carboplatin]. Gan to kagaku ryoho. Cancer & chemotherapy. 2001 Jun; 28(6):845-8. doi: NULL. [PMID: 11432356]
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