MMAE (BioDeep_00000181029)
human metabolite blood metabolite
代谢物信息卡片
N-[1-(2-{2-[(1-hydroxy-1-phenylpropan-2-yl)carbamoyl]-1-methoxy-2-methylethyl}pyrrolidin-1-yl)-3-methoxy-5-methyl-1-oxoheptan-4-yl]-N,3-dimethyl-2-[3-methyl-2-(methylamino)butanamido]butanamide
化学式: C39H67N5O7 (717.5040231999999)
中文名称: 一甲基澳瑞他汀 E
谱图信息:
最多检出来源 Homo sapiens(blood) 64.81%
分子结构信息
SMILES: CCC(C)C(C(CC(=O)N1CCCC1C(C(C)C(=O)NC(C)C(C2=CC=CC=C2)O)OC)OC)N(C)C(=O)C(C(C)C)NC(=O)C(C(C)C)NC
InChI: InChI=1S/C39H67N5O7/c1-13-25(6)34(43(10)39(49)33(24(4)5)42-38(48)32(40-9)23(2)3)30(50-11)22-31(45)44-21-17-20-29(44)36(51-12)26(7)37(47)41-27(8)35(46)28-18-15-14-16-19-28/h14-16,18-19,23-27,29-30,32-36,40,46H,13,17,20-22H2,1-12H3,(H,41,47)(H,42,48)
数据库引用编号
6 个数据库交叉引用编号
- PubChem: 21976333
- HMDB: HMDB0254814
- Wikipedia: Monomethyl auristatin E
- KNApSAcK: C00042958
- chemspider: 10731555
- CAS: 474645-27-7
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
- Xinyue Hu, Hailun Jiang, Weiqi Bai, Xiujun Liu, Qingfang Miao, Linlin Wang, Jie Jin, Along Cui, Rui Liu, Zhuorong Li. Synthesis, characterization, and targeted chemotherapy of SCT200-linker-monomethyl auristatin E conjugates.
European journal of medicinal chemistry.
2021 Apr; 216(?):113297. doi:
10.1016/j.ejmech.2021.113297. [PMID: 33677351] - Ariana Abawi, Xiaoyi Wang, Julien Bompard, Anna Bérot, Valentina Andretto, Leslie Gudimard, Chloé Devillard, Emma Petiot, Benoit Joseph, Giovanna Lollo, Thierry Granjon, Agnès Girard-Egrot, Ofelia Maniti. Monomethyl Auristatin E Grafted-Liposomes to Target Prostate Tumor Cell Lines.
International journal of molecular sciences.
2021 Apr; 22(8):. doi:
10.3390/ijms22084103. [PMID: 33921088] - Ya Jie Chen, Qi Wen Deng, Li Wang, Xiao Chun Guo, Jian Yuan Yang, Ting Li, Zhengshuang Xu, Hon Cheung Lee, Yong Juan Zhao. GALA peptide improves the potency of nanobody-drug conjugates by lipid-induced helix formation.
Chemical communications (Cambridge, England).
2021 Feb; 57(12):1434-1437. doi:
10.1039/d0cc07706b. [PMID: 33514953] - L Li, M-Z Xu, L Wang, J Jiang, L-H Dong, F Chen, K Dong, H-F Song. Conjugating MMAE to a novel anti-HER2 antibody for selective targeted delivery.
European review for medical and pharmacological sciences.
2020 12; 24(24):12929-12937. doi:
10.26355/eurrev_202012_24196. [PMID: 33378043] - Arthur H A M van Onzen, Ron M Versteegen, Freek J M Hoeben, Ivo A W Filot, Raffaella Rossin, Tong Zhu, Jeremy Wu, Peter J Hudson, Henk M Janssen, Wolter Ten Hoeve, Marc S Robillard. Bioorthogonal Tetrazine Carbamate Cleavage by Highly Reactive trans-Cyclooctene.
Journal of the American Chemical Society.
2020 06; 142(25):10955-10963. doi:
10.1021/jacs.0c00531. [PMID: 32453557] - Igor Dovgan, Anthony Ehkirch, Victor Lehot, Isabelle Kuhn, Oleksandr Koniev, Sergii Kolodych, Alexandre Hentz, Manon Ripoll, Sylvain Ursuegui, Marc Nothisen, Sarah Cianférani, Alain Wagner. On the use of DNA as a linker in antibody-drug conjugates: synthesis, stability and in vitro potency.
Scientific reports.
2020 05; 10(1):7691. doi:
10.1038/s41598-020-64518-y. [PMID: 32376903] - Jessica K Simmons, Patrick J Burke, Julia H Cochran, Paul G Pittman, Robert P Lyon. Reducing the antigen-independent toxicity of antibody-drug conjugates by minimizing their non-specific clearance through PEGylation.
Toxicology and applied pharmacology.
2020 04; 392(?):114932. doi:
10.1016/j.taap.2020.114932. [PMID: 32109510] - Xiang-Min Tong, Liang Feng, Sreedhar Reddy Suthe, Tian-Hao Weng, Chen-Yu Hu, Yi-Zhi Liu, Zhi-Gang Wu, Ming-Hai Wang, Hang-Ping Yao. Therapeutic efficacy of a novel humanized antibody-drug conjugate recognizing plexin-semaphorin-integrin domain in the RON receptor for targeted cancer therapy.
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Journal of drug targeting.
2018 12; 26(10):905-912. doi:
10.1080/1061186x.2018.1450413. [PMID: 29630426] - Hang-Ping Yao, Liang Feng, Tian-Hao Weng, Chen-Yu Hu, Sreedhar Reddy Suthe, A G M Mostofa, Ling-Hui Chen, Zhi-Gang Wu, Wei-Lin Wang, Ming-Hai Wang. Preclinical Efficacy of Anti-RON Antibody-Drug Conjugate Zt/g4-MMAE for Targeted Therapy of Pancreatic Cancer Overexpressing RON Receptor Tyrosine Kinase.
Molecular pharmaceutics.
2018 08; 15(8):3260-3271. doi:
10.1021/acs.molpharmaceut.8b00298. [PMID: 29944378] - Wen-Bin Zhao, Chi-Xiao Qiu, Ying Shen, Wen-Hui Liu, Jie Zhou, Ying-Chun Xu, Zhan Zhou, Shu-Qing Chen. In situ quantitative bioanalysis of monomethyl auristatin E-conjugated antibody-drug conjugates by flow cytometry.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.
2018 Jul; 120(?):89-95. doi:
10.1016/j.ejps.2018.04.046. [PMID: 29727724] - Francis S Wolenski, Cindy Q Xia, Bingli Ma, Tae H Han, Wen C Shyu, Suresh K Balani. CYP Suppression in Human Hepatocytes by Monomethyl Auristatin E, the Payload in Brentuximab Vedotin (Adcetris®), is Associated with Microtubule Disruption.
European journal of drug metabolism and pharmacokinetics.
2018 Jun; 43(3):347-354. doi:
10.1007/s13318-017-0455-5. [PMID: 29264831] - Karl-Heinz Altmann. Tumor Targeting with Small Molecule-Drug Conjugates (SMDCs) - Can They be Better than ADCs?.
Chimia.
2018 Mar; 72(3):154-155. doi:
10.2533/chimia.2018.154. [PMID: 29631670] - Rachana Ohri, Sunil Bhakta, Aimee Fourie-O'Donohue, Josefa Dela Cruz-Chuh, Siao Ping Tsai, Ryan Cook, Binqing Wei, Carl Ng, Athena W Wong, Aaron B Bos, Farzam Farahi, Jiten Bhakta, Thomas H Pillow, Helga Raab, Richard Vandlen, Paul Polakis, Yichin Liu, Hans Erickson, Jagath R Junutula, Katherine R Kozak. High-Throughput Cysteine Scanning To Identify Stable Antibody Conjugation Sites for Maleimide- and Disulfide-Based Linkers.
Bioconjugate chemistry.
2018 02; 29(2):473-485. doi:
10.1021/acs.bioconjchem.7b00791. [PMID: 29425028] - Roger Gilabert-Oriol, Sebastian G B Furness, Brett W Stringer, Alexander Weng, Hendrik Fuchs, Bryan W Day, Angela Kourakis, Andrew W Boyd, David L Hare, Mayank Thakur, Terrance G Johns, Peter J Wookey. Dianthin-30 or gelonin versus monomethyl auristatin E, each configured with an anti-calcitonin receptor antibody, are differentially potent in vitro in high-grade glioma cell lines derived from glioblastoma.
Cancer immunology, immunotherapy : CII.
2017 Sep; 66(9):1217-1228. doi:
10.1007/s00262-017-2013-z. [PMID: 28501939] - Daniel L Kernan, Amy M Wen, Andrzej S Pitek, Nicole F Steinmetz. Featured Article: Delivery of chemotherapeutic vcMMAE using tobacco mosaic virus nanoparticles.
Experimental biology and medicine (Maywood, N.J.).
2017 08; 242(14):1405-1411. doi:
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British journal of pharmacology.
2017 04; 174(8):628-640. doi:
10.1111/bph.13697. [PMID: 28009435] - Samuele Cazzamalli, Alberto Dal Corso, Dario Neri. Linker stability influences the anti-tumor activity of acetazolamide-drug conjugates for the therapy of renal cell carcinoma.
Journal of controlled release : official journal of the Controlled Release Society.
2017 01; 246(?):39-45. doi:
10.1016/j.jconrel.2016.11.023. [PMID: 27890855] - Patrick J Burke, Joseph Z Hamilton, Scott C Jeffrey, Joshua H Hunter, Svetlana O Doronina, Nicole M Okeley, Jamie B Miyamoto, Martha E Anderson, Ivan J Stone, Michelle L Ulrich, Jessica K Simmons, Erica E McKinney, Peter D Senter, Robert P Lyon. Optimization of a PEGylated Glucuronide-Monomethylauristatin E Linker for Antibody-Drug Conjugates.
Molecular cancer therapeutics.
2017 01; 16(1):116-123. doi:
10.1158/1535-7163.mct-16-0343. [PMID: 28062707] - Khaldoun Almhanna, Thea Kalebic, Cristina Cruz, Jason E Faris, David P Ryan, JungAh Jung, Tim Wyant, Adedigbo A Fasanmade, Wells Messersmith, Jordi Rodon. Phase I Study of the Investigational Anti-Guanylyl Cyclase Antibody-Drug Conjugate TAK-264 (MLN0264) in Adult Patients with Advanced Gastrointestinal Malignancies.
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2016 Oct; 22(20):5049-5057. doi:
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Journal of pharmaceutical and biomedical analysis.
2016 Sep; 128(?):226-235. doi:
10.1016/j.jpba.2016.05.043. [PMID: 27281578] - Kendall Morrison, Pia M Challita-Eid, Arthur Raitano, Zili An, Peng Yang, Joseph D Abad, Wendy Liu, Dawn Ratay Lortie, Josh T Snyder, Linnette Capo, Alla Verlinsky, Hector Aviña, Fernando Doñate, Ingrid B J Joseph, Daniel S Pereira, Karen Morrison, David R Stover. Development of ASG-15ME, a Novel Antibody-Drug Conjugate Targeting SLITRK6, a New Urothelial Cancer Biomarker.
Molecular cancer therapeutics.
2016 06; 15(6):1301-10. doi:
10.1158/1535-7163.mct-15-0570. [PMID: 26944921] - R James Christie, Ryan Fleming, Binyam Bezabeh, Rob Woods, Shenlan Mao, Jay Harper, Augustine Joseph, Qianli Wang, Ze-Qi Xu, Herren Wu, Changshou Gao, Nazzareno Dimasi. Stabilization of cysteine-linked antibody drug conjugates with N-aryl maleimides.
Journal of controlled release : official journal of the Controlled Release Society.
2015 Dec; 220(Pt B):660-70. doi:
10.1016/j.jconrel.2015.09.032. [PMID: 26387744] - Kelly E Burns, Matthew K Robinson, Damien Thévenin. Inhibition of cancer cell proliferation and breast tumor targeting of pHLIP-monomethyl auristatin E conjugates.
Molecular pharmaceutics.
2015 Apr; 12(4):1250-8. doi:
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Analytical biochemistry.
2011 May; 412(1):56-66. doi:
10.1016/j.ab.2011.01.004. [PMID: 21216214] - Kai Temming, Damon L Meyer, Roger Zabinski, Eli C F Dijkers, Klaas Poelstra, Grietje Molema, Robbert J Kok. Evaluation of RGD-targeted albumin carriers for specific delivery of auristatin E to tumor blood vessels.
Bioconjugate chemistry.
2006 Nov; 17(6):1385-94. doi:
10.1021/bc060087z. [PMID: 17105215] - Che-Leung Law, Kristine A Gordon, Brian E Toki, Andrew K Yamane, Michelle A Hering, Charles G Cerveny, Joseph M Petroziello, Maureen C Ryan, Leia Smith, Ronald Simon, Guido Sauter, Ezogelin Oflazoglu, Svetlana O Doronina, Damon L Meyer, Joseph A Francisco, Paul Carter, Peter D Senter, John A Copland, Christopher G Wood, Alan F Wahl. Lymphocyte activation antigen CD70 expressed by renal cell carcinoma is a potential therapeutic target for anti-CD70 antibody-drug conjugates.
Cancer research.
2006 Feb; 66(4):2328-37. doi:
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