Alvespimycin (BioDeep_00000759331)
代谢物信息卡片
Alvespimycin
化学式: C32H48N4O8 (616.3471968)
中文名称: 阿螺旋霉素
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC1CC(C(C(C=C(C(C(C=CC=C(C(=O)NC2=CC(=O)C(=C(C1)C2=O)NCCN(C)C)C)OC)OC(=O)N)C)C)O)OC
InChI: InChI=1S/C32H48N4O8/c1-18-14-22-27(34-12-13-36(5)6)24(37)17-23(29(22)39)35-31(40)19(2)10-9-11-25(42-7)30(44-32(33)41)21(4)16-20(3)28(38)26(15-18)43-8/h9-11,16-18,20,25-26,28,30,34,38H,12-15H2,1-8H3,(H2,33,41)(H,35,40)/b11-9-,19-10+,21-16+/t18-,20+,25+,26+,28-,30+/m1/s1
描述信息
C274 - Antineoplastic Agent > C2189 - Signal Transduction Inhibitor > C129824 - Antineoplastic Protein Inhibitor
C274 - Antineoplastic Agent > C186664 - Cytotoxic Chemotherapeutic Agent > C259 - Antineoplastic Antibiotic
D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents > D007769 - Lactams
同义名列表
1 个代谢物同义名
数据库引用编号
6 个数据库交叉引用编号
- ChEBI: CHEBI:94772
- ChEBI: CHEBI:65324
- PubChem: 5288674
- DrugBank: DB12442
- CAS: 467214-20-6
- CAS: 150270-08-9
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
- Jiaming Zhang, Kai Wang, Jia Qi, Xiaodong Cao, Feng Wang. The Hsp90 Inhibitor 17-DMAG Attenuates Hyperglycemia-Enhanced Hemorrhagic Transformation in Experimental Stroke.
BioMed research international.
2021; 2021(?):6668442. doi:
10.1155/2021/6668442. [PMID: 33614785] - Mohammed M Kassem, Furqan Muqri, Mary Dacosta, David Bruch, Vivian Gahtan, Kristopher G Maier. Inhibition of heat shock protein 90 attenuates post‑angioplasty intimal hyperplasia.
Molecular medicine reports.
2020 04; 21(4):1959-1964. doi:
10.3892/mmr.2020.10994. [PMID: 32319637] - Yung-Chieh Tsai, Sy-Ying Leu, Shu-Ying Chen, Ching-Wen Kung, Yen-Mei Lee, Yia-Ping Liu, Mao-Hsiung Yen, Pao-Yun Cheng. 17-DMAG, an Hsp90 inhibitor, ameliorates ovariectomy-induced obesity in rats.
Life sciences.
2019 Sep; 232(?):116672. doi:
10.1016/j.lfs.2019.116672. [PMID: 31336120] - Michael Dunne, Brittany Epp-Ducharme, Alexandros Marios Sofias, Maximilian Regenold, David N Dubins, Christine Allen. Heat-activated drug delivery increases tumor accumulation of synergistic chemotherapies.
Journal of controlled release : official journal of the Controlled Release Society.
2019 08; 308(?):197-208. doi:
10.1016/j.jconrel.2019.06.012. [PMID: 31195059] - Azirwan Guswanto, Arifin Budiman Nugraha, Bumduuren Tuvshintulga, Dickson Stuart Tayebwa, Mohamed Abdo Rizk, Gaber El-Saber Batiha, Sambuu Gantuya, Thillaiampalam Sivakumar, Naoaki Yokoyama, Ikuo Igarashi. 17-DMAG inhibits the multiplication of several Babesia species and Theileria equi on in vitro cultures, and Babesia microti in mice.
International journal for parasitology. Drugs and drug resistance.
2018 04; 8(1):104-111. doi:
10.1016/j.ijpddr.2018.02.005. [PMID: 29499568] - Shi-hai Yan, Ning-wei Zhao, Wei-min Jiang, Xin-tong Wang, Si-qi Zhang, Xuan-xuan Zhu, Chun-bing Zhang, Yan-hong Gao, Feng Gao, Fu-ming Liu, Zhu-yuan Fang. Hsp90β is involved in the development of high salt-diet-induced nephropathy via interaction with various signalling proteins.
Open biology.
2016 04; 6(4):150159. doi:
10.1098/rsob.150159. [PMID: 27248656] - Yi-Li Wang, Hsin-Hsueh Shen, Pao-Yun Cheng, Yen-Ju Chu, Hwong-Ru Hwang, Kwok-Keung Lam, Yen-Mei Lee. 17-DMAG, an HSP90 Inhibitor, Ameliorates Multiple Organ Dysfunction Syndrome via Induction of HSP70 in Endotoxemic Rats.
PloS one.
2016; 11(5):e0155583. doi:
10.1371/journal.pone.0155583. [PMID: 27224288] - Aditya Ambade, Donna Catalano, Arlene Lim, Andre Kopoyan, Scott A Shaffer, Pranoti Mandrekar. Inhibition of heat shock protein 90 alleviates steatosis and macrophage activation in murine alcoholic liver injury.
Journal of hepatology.
2014 Oct; 61(4):903-11. doi:
10.1016/j.jhep.2014.05.024. [PMID: 24859453] - Christian J Wachsmuth, Katja Dettmer, Sven A Lang, Maria E Mycielska, Peter J Oefner. Continuous water infusion enhances atmospheric pressure chemical ionization of methyl chloroformate derivatives in gas chromatography coupled to time-of-flight mass spectrometry-based metabolomics.
Analytical chemistry.
2014 Sep; 86(18):9186-95. doi:
10.1021/ac502133r. [PMID: 25152309] - Stefan Tukaj, Benjamin Tiburzy, Rudolf Manz, Andreia de Castro Marques, Antal Orosz, Ralf J Ludwig, Detlef Zillikens, Michael Kasperkiewicz. Immunomodulatory effects of heat shock protein 90 inhibition on humoral immune responses.
Experimental dermatology.
2014 Aug; 23(8):585-90. doi:
10.1111/exd.12476. [PMID: 24961936] - Zhe-Yi Hu, Jingtao Lu, Yuansheng Zhao. A physiologically based pharmacokinetic model of alvespimycin in mice and extrapolation to rats and humans.
British journal of pharmacology.
2014 Jun; 171(11):2778-89. doi:
10.1111/bph.12609. [PMID: 24471734] - Yuanzhong Wang, Wanping Xu, Dujin Zhou, Len Neckers, Shiuan Chen. Coordinated regulation of serum- and glucocorticoid-inducible kinase 3 by a C-terminal hydrophobic motif and Hsp90-Cdc37 chaperone complex.
The Journal of biological chemistry.
2014 Feb; 289(8):4815-26. doi:
10.1074/jbc.m113.518480. [PMID: 24379398] - Dan Zhou, Yuan Liu, Josephine Ye, Weiwen Ying, Luisa Shin Ogawa, Takayo Inoue, Noriaki Tatsuta, Yumiko Wada, Keizo Koya, Qin Huang, Richard C Bates, Andrew J Sonderfan. A rat retinal damage model predicts for potential clinical visual disturbances induced by Hsp90 inhibitors.
Toxicology and applied pharmacology.
2013 Dec; 273(2):401-9. doi:
10.1016/j.taap.2013.09.018. [PMID: 24090817] - Abdulateef O Aregbe, Eric A Sherer, Merrill J Egorin, Howard I Scher, David B Solit, Ramesh K Ramanathan, Suresh Ramalingam, Chandra P Belani, Percy S Ivy, Robert R Bies. Population pharmacokinetic analysis of 17-dimethylaminoethylamino-17-demethoxygeldanamycin (17-DMAG) in adult patients with solid tumors.
Cancer chemotherapy and pharmacology.
2012 Jul; 70(1):201-5. doi:
10.1007/s00280-012-1859-1. [PMID: 22450873] - Samuel K Shimp, Cristen B Chafin, Nicole L Regna, Sarah E Hammond, Molly A Read, David L Caudell, Marissanichole Rylander, Christopher M Reilly. Heat shock protein 90 inhibition by 17-DMAG lessens disease in the MRL/lpr mouse model of systemic lupus erythematosus.
Cellular & molecular immunology.
2012 May; 9(3):255-66. doi:
10.1038/cmi.2012.5. [PMID: 22543833] - Aditya Ambade, Donna Catalano, Arlene Lim, Pranoti Mandrekar. Inhibition of heat shock protein (molecular weight 90 kDa) attenuates proinflammatory cytokines and prevents lipopolysaccharide-induced liver injury in mice.
Hepatology (Baltimore, Md.).
2012 May; 55(5):1585-95. doi:
10.1002/hep.24802. [PMID: 22105779] - Hong-Mei Zhang, Howard Dang, Amrita Kamat, Chih-Ko Yeh, Bin-Xian Zhang. Geldanamycin derivative ameliorates high fat diet-induced renal failure in diabetes.
PloS one.
2012; 7(3):e32746. doi:
10.1371/journal.pone.0032746. [PMID: 22412919] - Takahiro Miyauchi, Masaaki Miyata, Yoshiyuki Ikeda, Yuichi Akasaki, Narisato Hamada, Takahiro Shirasawa, Yuko Furusho, Chuwa Tei. Waon therapy upregulates Hsp90 and leads to angiogenesis through the Akt-endothelial nitric oxide synthase pathway in mouse hindlimb ischemia.
Circulation journal : official journal of the Japanese Circulation Society.
2012; 76(7):1712-21. doi:
10.1253/circj.cj-11-0915. [PMID: 22481103] - Michael Kasperkiewicz, Ralf Müller, Rudolf Manz, Moritz Magens, Christoph M Hammers, Csaba Somlai, Jürgen Westermann, Enno Schmidt, Detlef Zillikens, Ralf J Ludwig, Antal Orosz. Heat-shock protein 90 inhibition in autoimmunity to type VII collagen: evidence that nonmalignant plasma cells are not therapeutic targets.
Blood.
2011 Jun; 117(23):6135-42. doi:
10.1182/blood-2010-10-314609. [PMID: 21490339] - Simon Pacey, Richard H Wilson, Mike Walton, Martin M Eatock, Anthea Hardcastle, Anna Zetterlund, Hendrik-Tobias Arkenau, Javier Moreno-Farre, Udai Banerji, Belle Roels, Heidi Peachey, Wynne Aherne, Johan S de Bono, Florence Raynaud, Paul Workman, Ian Judson. A phase I study of the heat shock protein 90 inhibitor alvespimycin (17-DMAG) given intravenously to patients with advanced solid tumors.
Clinical cancer research : an official journal of the American Association for Cancer Research.
2011 Mar; 17(6):1561-70. doi:
10.1158/1078-0432.ccr-10-1927. [PMID: 21278242] - Catalin M Filipeanu, René de Vries, A H Jan Danser, Daniel R Kapusta. Modulation of α(2C) adrenergic receptor temperature-sensitive trafficking by HSP90.
Biochimica et biophysica acta.
2011 Feb; 1813(2):346-57. doi:
10.1016/j.bbamcr.2010.11.020. [PMID: 21145921] - Julio Madrigal-Matute, Oscar López-Franco, Luis Miguel Blanco-Colio, Begoña Muñoz-García, Priscila Ramos-Mozo, Luis Ortega, Jesus Egido, Jose Luis Martín-Ventura. Heat shock protein 90 inhibitors attenuate inflammatory responses in atherosclerosis.
Cardiovascular research.
2010 May; 86(2):330-7. doi:
10.1093/cvr/cvq046. [PMID: 20154064] - Rosemary A Ndolo, M Laird Forrest, Jeffrey P Krise. The role of lysosomes in limiting drug toxicity in mice.
The Journal of pharmacology and experimental therapeutics.
2010 Apr; 333(1):120-8. doi:
10.1124/jpet.109.160226. [PMID: 20056778] - Ramesh K Ramanathan, Merrill J Egorin, Charles Erlichman, Scot C Remick, Suresh S Ramalingam, Cynthia Naret, Julianne L Holleran, Cynthia J TenEyck, S Percy Ivy, Chandra P Belani. Phase I pharmacokinetic and pharmacodynamic study of 17-dimethylaminoethylamino-17-demethoxygeldanamycin, an inhibitor of heat-shock protein 90, in patients with advanced solid tumors.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology.
2010 Mar; 28(9):1520-6. doi:
10.1200/jco.2009.25.0415. [PMID: 20177028] - Juliann G Kiang, Joan T Smith, Neil G Agravante. Geldanamycin analog 17-DMAG inhibits iNOS and caspases in gamma-irradiated human T cells.
Radiation research.
2009 Sep; 172(3):321-30. doi:
10.1667/rr1585.1. [PMID: 19708781] - Ewen M Harrison, Eva Sharpe, Christopher O Bellamy, Stephen J McNally, Luke Devey, O James Garden, James A Ross, Stephen J Wigmore. Heat shock protein 90-binding agents protect renal cells from oxidative stress and reduce kidney ischemia-reperfusion injury.
American journal of physiology. Renal physiology.
2008 Aug; 295(2):F397-405. doi:
10.1152/ajprenal.00361.2007. [PMID: 18562631] - Xiaohong Chen, Erin R Gardner, Martin Gutierrez, Shivaani Kummar, William D Figg. Determination of 17-dimethylaminoethylamino-17-demethoxygeldanamycin in human plasma by liquid chromatography with mass-spectrometric detection.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2007 Oct; 858(1-2):302-6. doi:
10.1016/j.jchromb.2007.08.022. [PMID: 17851142] - Shin-ichiro Nakagawa, Takuya Umehara, Chiho Matsuda, Shusuke Kuge, Masayuki Sudoh, Michinori Kohara. Hsp90 inhibitors suppress HCV replication in replicon cells and humanized liver mice.
Biochemical and biophysical research communications.
2007 Feb; 353(4):882-8. doi:
10.1016/j.bbrc.2006.12.117. [PMID: 17196931] - Manik Chatterjee, Sarika Jain, Thorsten Stühmer, Mindaugas Andrulis, Ute Ungethüm, Ralf-Jürgen Kuban, Heike Lorentz, Kurt Bommert, Max Topp, Doris Krämer, Hans Konrad Müller-Hermelink, Hermann Einsele, Axel Greiner, Ralf C Bargou. STAT3 and MAPK signaling maintain overexpression of heat shock proteins 90alpha and beta in multiple myeloma cells, which critically contribute to tumor-cell survival.
Blood.
2007 Jan; 109(2):720-8. doi:
10.1182/blood-2006-05-024372. [PMID: 17003370] - Kyunghwa Hwang, Charity D Scripture, Martin Gutierrez, Shivaani Kummar, William D Figg, Alex Sparreboom. Determination of the heat shock protein 90 inhibitor 17-dimethylaminoethylamino-17-demethoxygeldanamycin in plasma by liquid chromatography-electrospray mass spectrometry.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.
2006 Jan; 830(1):35-40. doi:
10.1016/j.jchromb.2005.10.019. [PMID: 16260191] - Javier Moreno-Farre, Yasmin Asad, Simon Pacey, Paul Workman, Florence I Raynaud. Development and validation of a liquid chromatography/tandem mass spectrometry method for the determination of the novel anticancer agent 17-DMAG in human plasma.
Rapid communications in mass spectrometry : RCM.
2006; 20(19):2845-50. doi:
10.1002/rcm.2668. [PMID: 16941534] - Elizabeth R Glaze, Amy L Lambert, Adaline C Smith, John G Page, William D Johnson, David L McCormick, Alan P Brown, Barry S Levine, Joseph M Covey, Merrill J Egorin, Julie L Eiseman, Julianne L Holleran, Edward A Sausville, Joseph E Tomaszewski. Preclinical toxicity of a geldanamycin analog, 17-(dimethylaminoethylamino)-17-demethoxygeldanamycin (17-DMAG), in rats and dogs: potential clinical relevance.
Cancer chemotherapy and pharmacology.
2005 Dec; 56(6):637-47. doi:
10.1007/s00280-005-1000-9. [PMID: 15986212] - Julie L Eiseman, Jing Lan, Theodore F Lagattuta, Deborah R Hamburger, Erin Joseph, Joseph M Covey, Merrill J Egorin. Pharmacokinetics and pharmacodynamics of 17-demethoxy 17-[[(2-dimethylamino)ethyl]amino]geldanamycin (17DMAG, NSC 707545) in C.B-17 SCID mice bearing MDA-MB-231 human breast cancer xenografts.
Cancer chemotherapy and pharmacology.
2005 Jan; 55(1):21-32. doi:
10.1007/s00280-004-0865-3. [PMID: 15338192] - Merrill J Egorin, Theodore F Lagattuta, Deborah R Hamburger, Joseph M Covey, Kevin D White, Steven M Musser, Julie L Eiseman. Pharmacokinetics, tissue distribution, and metabolism of 17-(dimethylaminoethylamino)-17-demethoxygeldanamycin (NSC 707545) in CD2F1 mice and Fischer 344 rats.
Cancer chemotherapy and pharmacology.
2002 Jan; 49(1):7-19. doi:
10.1007/s00280-001-0380-8. [PMID: 11855755]