Mitomycin (BioDeep_00000003878)

 

Secondary id: BioDeep_00001867683

human metabolite blood metabolite Chemicals and Drugs


代谢物信息卡片


[(4S,6S,7R,8S)-11-amino-7-methoxy-12-methyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.0²,⁷.0⁴,⁶]trideca-1(9),11-dien-8-yl]methyl carbamate

化学式: C15H18N4O5 (334.1277138)
中文名称: 丝裂霉素C
谱图信息: 最多检出来源 Homo sapiens(blood) 4.76%

分子结构信息

SMILES: CC1=C(C(=O)C2=C(C1=O)N1C[C@H]3[C@@H]([C@@]1([C@@H]2COC(=O)N)OC)N3)N
InChI: InChI=1S/C15H18N4O5/c1-5-9(16)12(21)8-6(4-24-14(17)22)15(23-2)13-7(18-13)3-19(15)10(8)11(5)20/h6-7,13,18H,3-4,16H2,1-2H3,(H2,17,22)/t6-,7+,13+,15-/m1/s1

描述信息

Mitomycin is only found in individuals that have used or taken this drug. It is an antineoplastic antibiotic produced by Streptomyces caespitosus. It is one of the bi- or tri-functional alkylating agents causing cross-linking of DNA and inhibition of DNA synthesis. [PubChem]Mitomycin is activated in vivo to a bifunctional and trifunctional alkylating agent. Binding to DNA leads to cross-linking and inhibition of DNA synthesis and function. Mitomycin is cell cycle phase-nonspecific.
L - Antineoplastic and immunomodulating agents > L01 - Antineoplastic agents > L01D - Cytotoxic antibiotics and related substances
C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C259 - Antineoplastic Antibiotic
D019995 - Laboratory Chemicals > D007202 - Indicators and Reagents > D003432 - Cross-Linking Reagents
C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C2842 - DNA Binding Agent
D000970 - Antineoplastic Agents > D000903 - Antibiotics, Antineoplastic > D008937 - Mitomycins
D004791 - Enzyme Inhibitors > D019384 - Nucleic Acid Synthesis Inhibitors
D009676 - Noxae > D000477 - Alkylating Agents

同义名列表

16 个代谢物同义名

[(4S,6S,7R,8S)-11-amino-7-methoxy-12-methyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.0²,⁷.0⁴,⁶]trideca-1(9),11-dien-8-yl]methyl carbamate; 7-Amino-9alpha-methoxymitosane; 7-Amino-9a-methoxymitosane; 7-Amino-9α-methoxymitosane; Mitomycin C; Mitomycin-C; Mitamycin; Mitocin C; Ametycine; Mitocin-C; Mitomycin; Mutamycin; Muamycin; MitocinC; Mit-C; MMC



数据库引用编号

21 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)

11 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

  • Ya-Mei Wu, Xue-Qiong Yang, Ya-Bin Yang, Le Cai, Fei-Fei He, Zhong-Tao Ding. The antifungal metabolites from coculture of Aspergillus fumigatus and Alternaria alternata associated with Coffea arabica. Natural product research. 2024 Feb; 38(5):753-758. doi: 10.1080/14786419.2023.2196722. [PMID: 37021795]
  • Jingya Wang, Jiangli Xu, Shuhui Yang, Liu He, Wenhuai Xu, Yan'e Liu, Baoshan Cao, Siwang Yu. SN-38, an active metabolite of irinotecan, inhibits transcription of nuclear factor erythroid 2-related factor 2 and enhances drug sensitivity of colorectal cancer cells. Molecular carcinogenesis. 2024 Jan; ?(?):. doi: 10.1002/mc.23685. [PMID: 38270247]
  • Qian Wang. Five cuprotosis-related lncRNA signatures for prognosis prediction in acute myeloid leukaemia. Hematology (Amsterdam, Netherlands). 2023 Dec; 28(1):2231737. doi: 10.1080/16078454.2023.2231737. [PMID: 37417765]
  • Piotr Jarocki, Elwira Komoń-Janczara, Agata Młodzińska, Jan Sadurski, Kinga Kołodzińska, Łukasz Łaczmański, Jacek Panek, Magdalena Frąc. Occurrence and genetic diversity of prophage sequences identified in the genomes of L. casei group bacteria. Scientific reports. 2023 05; 13(1):8603. doi: 10.1038/s41598-023-35823-z. [PMID: 37237003]
  • Deniz Yuzbasioglu, Ummugulsum Kubra Dilek, Esra Erikel, Fatma Unal. Antigenotoxic effect of hyperoside against Mitomycin C and hydrogen peroxide-induced genotoxic damage on human lymphocytes. Toxicology in vitro : an international journal published in association with BIBRA. 2023 May; 90(?):105604. doi: 10.1016/j.tiv.2023.105604. [PMID: 37137419]
  • Feng Yang, Eduardo F C Scopel, Hao Li, Liu-Liu Sun, Nora Kawar, Yong-Bing Cao, Yuan-Ying Jiang, Judith Berman. Antifungal Tolerance and Resistance Emerge at Distinct Drug Concentrations and Rely upon Different Aneuploid Chromosomes. mBio. 2023 04; 14(2):e0022723. doi: 10.1128/mbio.00227-23. [PMID: 36877011]
  • Weihua Chen, Mingyue Tan, Chao Yu, Guoqiang Liao, Dehui Kong, Jie Bai, Bo Yang, Hua Gong. ARHGAP6 inhibits bladder cancer cell viability, migration, and invasion via β-catenin signaling and enhances mitomycin C sensitivity. Human cell. 2023 Mar; 36(2):786-797. doi: 10.1007/s13577-023-00860-3. [PMID: 36715867]
  • Margarita Dormousoglou, Vasiliki Boti, Dimitra Hela, Dimitris Vlastos, Maria Antonopoulou, Christos Chondrogiannis, Yiola Petropoulou, Stefanos Dailianis. Beneficial properties of Drimia numidica leaf methanolic extract against the cytogenotoxic effects of mitomycin C on human lymphocytes. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2023 Mar; 173(?):113626. doi: 10.1016/j.fct.2023.113626. [PMID: 36682415]
  • Anastasiya Vinokurtseva, James J Armstrong, Hong Liu, Cindy M L Hutnik. Differential effects of acetylsalicylic acid and mitomycin C on cytokine-induced Tenon's capsule myofibroblast transdifferentiation and activity: Implications for glaucoma surgery. Experimental eye research. 2022 12; 225(?):109284. doi: 10.1016/j.exer.2022.109284. [PMID: 36273575]
  • Michael Mimouni, Dean Ouano. Initial outcomes of mitomycin intravascular chemoembolization (MICE) for corneal neovascularization. International ophthalmology. 2022 Aug; 42(8):2407-2416. doi: 10.1007/s10792-022-02240-6. [PMID: 35099664]
  • Geoffrey H Rosen, Ankita Nallani, Catherine Muzzey, Katie S Murray. Antegrade Instillation of UGN-101 (Mitomycin for Pyelocalyceal Solution) for Low-Grade Upper Tract Urothelial Carcinoma: Initial Clinical Experience. The Journal of urology. 2022 06; 207(6):1302-1311. doi: 10.1097/ju.0000000000002454. [PMID: 35130080]
  • Swati D G Rayasam, Max T Aung, Courtney Cooper, Carol Kwiatkowski, Dori R Germolec, Andrew A Rooney, Vickie R Walker, Chanese Forte, Tracey J Woodruff, Nicholas Chartres. Identifying environmental factors that influence immune response to SARS-CoV-2: Systematic evidence map protocol. Environment international. 2022 06; 164(?):107230. doi: 10.1016/j.envint.2022.107230. [PMID: 35447423]
  • Surena F Matin, Phillip M Pierorazio, Nir Kleinmann, John L Gore, Ahmad Shabsigh, Brian Hu, Karim Chamie, Guilherme Godoy, Scott G Hubosky, Marcelino Rivera, Michael O'Donnell, Marcus Quek, Jay D Raman, John J Knoedler, Douglas Scherr, Christopher Weight, Alon Weizer, Michael Woods, Hristos Kaimakliotis, Angela B Smith, Jennifer Linehan, Jonathan Coleman, Mitchell R Humphreys, Raymond Pak, David Lifshitz, Michael Verni, Ifat Klein, Marina Konorty, Dalit Strauss-Ayali, Gil Hakim, Elyse Seltzer, Mark Schoenberg, Seth P Lerner. Durability of Response to Primary Chemoablation of Low-Grade Upper Tract Urothelial Carcinoma Using UGN-101, a Mitomycin-Containing Reverse Thermal Gel: OLYMPUS Trial Final Report. The Journal of urology. 2022 Apr; 207(4):779-788. doi: 10.1097/ju.0000000000002350. [PMID: 34915741]
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  • P Rollin, E Xylinas, C Lanz, F Audenet, S Brunelle, E Compérat, N Houédé, S Larré, A Masson-Lecomte, G Pignot, M Roumiguié, A Méjean, M Rouprêt, Y Neuzillet. [Intravesical adjuvant regimen of epitubicin for intermediate risk NMIBC: Feasability study from CC-AFU vessie]. Progres en urologie : journal de l'Association francaise d'urologie et de la Societe francaise d'urologie. 2022 Apr; 32(5):326-331. doi: 10.1016/j.purol.2021.12.008. [PMID: 35151544]
  • Aleksandra Marković, Jovana Tubić Vukajlović, Darko Grujičić, Marina Radović Jakovljević, Milan Stanković, Katarina Djordjević, Ninoslav Djelić, Milena Radaković, Olivera Milošević-Djordjević. Methanol extracts of Teucrium arduini L. and Teucrium flavum L. induce protective effect against mitomycin C in human lymphocytes in vitro. Drug and chemical toxicology. 2022 Mar; 45(2):940-946. doi: 10.1080/01480545.2020.1802477. [PMID: 32752893]
  • Naheema S Gordon, Laura A Baxter, Anshita Goel, Roland Arnold, Baljit Kaur, Wenyu Liu, Sarah J Pirrie, Syed Hussain, Richard Viney, Daniel Ford, Anjali Zarkar, Mary A Wood, Timur Mitin, Reid F Thompson, Nicholas D James, Douglas G Ward, Richard T Bryan. Urine DNA for monitoring chemoradiotherapy response in muscle-invasive bladder cancer: a pilot study. BJU international. 2022 01; 129(1):32-34. doi: 10.1111/bju.15589. [PMID: 34491610]
  • Marina Martinez-Garcia, Charles I White, F Chris H Franklin, Eugenio Sanchez-Moran. The Role of Topoisomerase II in DNA Repair and Recombination in Arabidopsis thaliana. International journal of molecular sciences. 2021 Dec; 22(23):. doi: 10.3390/ijms222313115. [PMID: 34884922]
  • F Edward Boas, Nancy E Kemeny, Constantinos T Sofocleous, Randy Yeh, Vanessa R Thompson, Meier Hsu, Chaya S Moskowitz, Etay Ziv, Hooman Yarmohammadi, Achiude Bendet, Stephen B Solomon. Bronchial or Pulmonary Artery Chemoembolization for Unresectable and Unablatable Lung Metastases: A Phase I Clinical Trial. Radiology. 2021 11; 301(2):474-484. doi: 10.1148/radiol.2021210213. [PMID: 34463550]
  • Serpil Yazgan, Ishak Ozel Tekin, Nusret Akpolat, Ozhan Koc. Novel Bacterial Cellulose Membrane to Reduce Fibrosis Following Trabeculectomy. Journal of glaucoma. 2021 11; 30(11):1001-1010. doi: 10.1097/ijg.0000000000001907. [PMID: 34224487]
  • Karl H Pang, Christopher R Chapple, Robin Chatters, Alison P Downey, Christopher K Harding, Daniel Hind, Nick Watkin, Nadir I Osman. A Systematic Review and Meta-analysis of Adjuncts to Minimally Invasive Treatment of Urethral Stricture in Men. European urology. 2021 10; 80(4):467-479. doi: 10.1016/j.eururo.2021.06.022. [PMID: 34275660]
  • Patricia B Lodato. The effect of two ribonucleases on the production of Shiga toxin and stx-bearing bacteriophages in Enterohaemorrhagic Escherichia coli. Scientific reports. 2021 09; 11(1):18372. doi: 10.1038/s41598-021-97736-z. [PMID: 34526533]
  • Leen Naji, Brittany Dennis, Rebecca L Morgan, Nitika Sanger, Andrew Worster, James Paul, Lehana Thabane, Zainab Samaan. Investigating and addressing the immediate and long-term consequences of the COVID-19 pandemic on patients with substance use disorders: a scoping review and evidence map protocol. BMJ open. 2021 09; 11(9):e045946. doi: 10.1136/bmjopen-2020-045946. [PMID: 34493506]
  • Rahul Dwivedi, Tobi Somerville, Robert Cheeseman, Clare Rogers, Mark Batterbury, Anshoo Choudhary. Deep sclerectomy and trabeculectomy augmented with Mitomycin C: 2-year post-operative outcomes. Graefe's archive for clinical and experimental ophthalmology = Albrecht von Graefes Archiv fur klinische und experimentelle Ophthalmologie. 2021 Jul; 259(7):1965-1974. doi: 10.1007/s00417-021-05144-w. [PMID: 33683432]
  • Jason M Farrow, Sean Q Kern, Gustavo M Gryzinski, Chandru P Sundaram. Nephron-sparing management of upper tract urothelial carcinoma. Investigative and clinical urology. 2021 07; 62(4):389-398. doi: 10.4111/icu.20210113. [PMID: 34190434]
  • Taygun Timocin, Mehmet Arslan, Hasan Basri Ila. Evaluation of in vitro and in vivo genotoxic and antigenotoxic effects of Rhus coriaria. Drug and chemical toxicology. 2021 Jul; 44(4):409-417. doi: 10.1080/01480545.2019.1593433. [PMID: 30945575]
  • Ahmad Shabsigh, Nir Kleinmann, Angela B Smith, Douglas Scherr, Elyse Seltzer, Mark Schoenberg, Seth P Lerner. Pharmacokinetics of UGN-101, a mitomycin-containing reverse thermal gel instilled via retrograde catheter for the treatment of low-grade upper tract urothelial carcinoma. Cancer chemotherapy and pharmacology. 2021 06; 87(6):799-805. doi: 10.1007/s00280-021-04246-w. [PMID: 33677615]
  • A Taibi, M-L Perrin, J Albouys, J Jacques, C Yardin, S Durand-Fontanier, S M Bardet. 10 ns PEFs induce a histological response linked to cell death and cytotoxic T-lymphocytes in an immunocompetent mouse model of peritoneal metastasis. Clinical & translational oncology : official publication of the Federation of Spanish Oncology Societies and of the National Cancer Institute of Mexico. 2021 Jun; 23(6):1220-1237. doi: 10.1007/s12094-020-02525-1. [PMID: 33677709]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Yeong-Chin Jou, Shou-Chieh Wang, Yuan-Chang Dia, Shou-Tsung Wang, Min-Hua Yu, Hsin-Yi Yang, Lei-Chin Chen, Cheng-Huang Shen, Yi-Wen Liu. Anti-Cancer Effects and Tumor Marker Role of Glutathione S-Transferase Mu 5 in Human Bladder Cancer. International journal of molecular sciences. 2021 Mar; 22(6):. doi: 10.3390/ijms22063056. [PMID: 33802702]
  • Francesco Pierconti, Maurizio Martini, Vincenzo Fiorentino, Tonia Cenci, Sara Capodimonti, Patrizia Straccia, Emilio Sacco, Dario Pugliese, Luca Cindolo, Luigi Maria Larocca, Pier Francesco Bassi. The combination cytology/epichek test in non muscle invasive bladder carcinoma follow-up: Effective tool or useless expence?. Urologic oncology. 2021 02; 39(2):131.e17-131.e21. doi: 10.1016/j.urolonc.2020.06.018. [PMID: 32773233]
  • Ronald M Sanchez-Avila, Edmar E Uribe-Badillo, Javier Fernández-Vega Sanz, Francisco Muruzabal, Nancy Jurado, Belén Alfonso-Bartolozzi, Jose F Alfonso, Begoña Baamonde, Eduardo Anitua, Jesus Merayo-Lloves. Plasma rich in growth factors versus Mitomycin C in photorefractive keratectomy. Medicine. 2021 Jan; 100(3):e24139. doi: 10.1097/md.0000000000024139. [PMID: 33546027]
  • Aïcha Sassi, Jihed Boubaker, Amira Loussaief, Khaoula Jomaa, Kamel Ghedira, Leila Chekir-Ghedira. Protective Effect of Chrysin, a Dietary Flavone against Genotoxic and Oxidative Damage Induced by Mitomycin C in Balb/C Mice. Nutrition and cancer. 2021; 73(2):329-338. doi: 10.1080/01635581.2020.1749289. [PMID: 32270711]
  • Jennifer Linehan, Mark Schoenberg, Elyse Seltzer, Kim Thacker, Angela B Smith. Complications Associated With Ureteroscopic Management of Upper Tract Urothelial Carcinoma. Urology. 2021 01; 147(?):87-95. doi: 10.1016/j.urology.2020.09.036. [PMID: 33031842]
  • Yu-Ching Wen, Liang-Ming Lee, Yung-Wei Lin, Syuan-Hao Syu, Ke-Hsun Lin, Yen-Chun Fan, Hsin-Lun Lee, Benjamin Chung Howe Lai, Hung-Jen Shih. Loco-regional deep hyperthermia combined with intravesical Mitomycin instillation reduces the recurrence of non-muscle invasive papillary bladder cancer. International journal of hyperthermia : the official journal of European Society for Hyperthermic Oncology, North American Hyperthermia Group. 2021; 38(1):1627-1632. doi: 10.1080/02656736.2021.2001582. [PMID: 34775895]
  • Camillo Porta, Patrizia Giannatempo, Mimma Rizzo, Giuseppe Lucarelli, Pasquale Ditonno, Michele Battaglia. An evaluation of UGN-101, a sustained-release hydrogel polymer-based formulation containing mitomycin-C, for the treatment of upper urothelial carcinomas. Expert opinion on pharmacotherapy. 2020 Dec; 21(18):2199-2204. doi: 10.1080/14656566.2020.1805433. [PMID: 32870051]
  • Aziz Gulamhusein, Pedro Silva, David Cullen, Maxine Tran, Faiz Mumtaz, Prasad Patki, Ravi Barod, Axel Bex. Safety and feasibility of early single-dose mitomycin C bladder instillation after robot-assisted radical nephroureterectomy. BJU international. 2020 12; 126(6):739-744. doi: 10.1111/bju.15162. [PMID: 32638490]
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  • Alberto A Gabizon, Esther Tahover, Talia Golan, Ravit Geva, Ruth Perets, Yasmine Amitay, Hilary Shmeeda, Patricia Ohana. Pharmacokinetics of mitomycin-c lipidic prodrug entrapped in liposomes and clinical correlations in metastatic colorectal cancer patients. Investigational new drugs. 2020 10; 38(5):1411-1420. doi: 10.1007/s10637-020-00897-3. [PMID: 31955309]
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  • Yuval Freifeld, Rashed Ghandour, Nirmish Singla, Solomon Woldu, Aditya Bagrodia, Yair Lotan, Leonid M Rapoport, Magomet Gazimiev, Karen Delafuente, Rohan Kulangara, Haley Robyak, Firas G Petros, Jay D Raman, Surena F Matin, Vitaly Margulis. Intraoperative prophylactic intravesical chemotherapy to reduce bladder recurrence following radical nephroureterectomy. Urologic oncology. 2020 09; 38(9):737.e11-737.e16. doi: 10.1016/j.urolonc.2020.05.002. [PMID: 32641241]
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  • Nir Kleinmann, Surena F Matin, Phillip M Pierorazio, John L Gore, Ahmad Shabsigh, Brian Hu, Karim Chamie, Guilherme Godoy, Scott Hubosky, Marcelino Rivera, Michael O'Donnell, Marcus Quek, Jay D Raman, John J Knoedler, Douglas Scherr, Joshua Stern, Christopher Weight, Alon Weizer, Michael Woods, Hristos Kaimakliotis, Angela B Smith, Jennifer Linehan, Jonathan Coleman, Mitchell R Humphreys, Raymond Pak, David Lifshitz, Michael Verni, Mehrad Adibi, Mahul B Amin, Elyse Seltzer, Ifat Klein, Marina Konorty, Dalit Strauss-Ayali, Gil Hakim, Mark Schoenberg, Seth P Lerner. Primary chemoablation of low-grade upper tract urothelial carcinoma using UGN-101, a mitomycin-containing reverse thermal gel (OLYMPUS): an open-label, single-arm, phase 3 trial. The Lancet. Oncology. 2020 06; 21(6):776-785. doi: 10.1016/s1470-2045(20)30147-9. [PMID: 32631491]
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  • Andrea Gallioli, Romain Boissier, Angelo Territo, Helena Vila Reyes, Francesco Sanguedolce, José Maria Gaya, Federica Regis, José Daniel Subiela, Joan Palou, Alberto Breda. Adjuvant Single-Dose Upper Urinary Tract Instillation of Mitomycin C After Therapeutic Ureteroscopy for Upper Tract Urothelial Carcinoma: A Single-Centre Prospective Non-Randomized Trial. Journal of endourology. 2020 05; 34(5):573-580. doi: 10.1089/end.2019.0750. [PMID: 32164441]
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