Am 580 (BioDeep_00001875163)
Main id: BioDeep_00000010791
代谢物信息卡片
化学式: C22H25NO3 (351.1834)
中文名称: AM580
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC1(CCC(C2=C1C=CC(=C2)C(=O)NC3=CC=C(C=C3)C(=O)O)(C)C)C
InChI: InChI=1S/C22H25NO3/c1-21(2)11-12-22(3,4)18-13-15(7-10-17(18)21)19(24)23-16-8-5-14(6-9-16)20(25)26/h5-10,13H,11-12H2,1-4H3,(H,23,24)(H,25,26)
描述信息
D009676 - Noxae > D013723 - Teratogens
D000970 - Antineoplastic Agents
同义名列表
数据库引用编号
9 个数据库交叉引用编号
- ChEBI: CHEBI:64210
- KEGG: C15619
- PubChem: 2126
- ChEMBL: CHEMBL69367
- CAS: 102121-60-8
- PubChem: 17396610
- PDB-CCD: EQN
- NIKKAJI: J274.306J
- KNApSAcK: 64210
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
- 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] - Qing Wang, Rodolfo Thome, Abdolmohamad Rostami, Cun-Gen Ma, Guang-Xian Zhang. The selective retinoic acid receptor-α agonist AM580 fails to control autoimmune neuroinflammation.
Cellular & molecular immunology.
2019 08; 16(8):727-729. doi:
10.1038/s41423-019-0238-9
. [PMID: 31160758] - Shuofeng Yuan, Hin Chu, Jasper Fuk-Woo Chan, Zi-Wei Ye, Lei Wen, Bingpeng Yan, Pok-Man Lai, Kah-Meng Tee, Jingjing Huang, Dongdong Chen, Cun Li, Xiaoyu Zhao, Dong Yang, Man Chun Chiu, Cyril Yip, Vincent Kwok-Man Poon, Chris Chung-Sing Chan, Kong-Hung Sze, Jie Zhou, Ivy Hau-Yee Chan, Kin-Hang Kok, Kelvin Kai-Wang To, Richard Yi-Tsun Kao, Johnson Yiu-Nam Lau, Dong-Yan Jin, Stanley Perlman, Kwok-Yung Yuen. SREBP-dependent lipidomic reprogramming as a broad-spectrum antiviral target.
Nature communications.
2019 01; 10(1):120. doi:
10.1038/s41467-018-08015-x
. [PMID: 30631056] - Ding-Yu Lee, Tung-Lin Yang, Yi-Hsuan Huang, Chih-I Lee, Li-Jing Chen, Yu-Tsung Shih, Shu-Yi Wei, Wei-Li Wang, Chih-Cheng Wu, Jeng-Jiann Chiu. Induction of microRNA-10a using retinoic acid receptor-α and retinoid x receptor-α agonists inhibits atherosclerotic lesion formation.
Atherosclerosis.
2018 04; 271(?):36-44. doi:
10.1016/j.atherosclerosis.2018.02.010
. [PMID: 29459264] - Chia-Wen Hsu, Jinghua Zhao, Ruili Huang, Jui-Hua Hsieh, Jon Hamm, Xiaoqing Chang, Keith Houck, Menghang Xia. Quantitative high-throughput profiling of environmental chemicals and drugs that modulate farnesoid X receptor.
Scientific reports.
2014 Sep; 4(?):6437. doi:
10.1038/srep06437
. [PMID: 25257666] - Hirozumi Toyama, Masaharu Nakamura, Masahiko Nakamura, Yotaro Matsumoto, Madoka Nakagomi, Yuichi Hashimoto. Development of novel silicon-containing inverse agonists of retinoic acid receptor-related orphan receptors.
Bioorganic & medicinal chemistry.
2014 Mar; 22(6):1948-59. doi:
10.1016/j.bmc.2014.01.023
. [PMID: 24559867] - Rakeshwar S Guleria, Amar B Singh, Irina T Nizamutdinova, Tatiana Souslova, Amin A Mohammad, Jonathan A Kendall, Kenneth M Baker, Jing Pan. Activation of retinoid receptor-mediated signaling ameliorates diabetes-induced cardiac dysfunction in Zucker diabetic rats.
Journal of molecular and cellular cardiology.
2013 Apr; 57(?):106-18. doi:
10.1016/j.yjmcc.2013.01.017
. [PMID: 23395853] - Chunyue Yin, Kimberley J Evason, Jacquelyn J Maher, Didier Y R Stainier. The basic helix-loop-helix transcription factor, heart and neural crest derivatives expressed transcript 2, marks hepatic stellate cells in zebrafish: analysis of stellate cell entry into the developing liver.
Hepatology (Baltimore, Md.).
2012 Nov; 56(5):1958-70. doi:
10.1002/hep.25757
. [PMID: 22488653] - Yifei Zhong, Yingwei Wu, Ruijie Liu, Yueyi Deng, Sandeep K Mallipattu, Paul E Klotman, Peter Y Chuang, John C He. Roflumilast enhances the renal protective effects of retinoids in an HIV-1 transgenic mouse model of rapidly progressive renal failure.
Kidney international.
2012 May; 81(9):856-64. doi:
10.1038/ki.2011.467
. [PMID: 22258322] - Patricio E Ray. Can we cure HIV-1-associated nephropathy in transgenic mice?.
Kidney international.
2012 May; 81(9):811-3. doi:
10.1038/ki.2012.13
. [PMID: 22499139] - Kathrin Weiss, Johanna Mihály, Gerhard Liebisch, Tamás Marosvölgyi, Gerd Schmitz, Tamás Decsi, Ralph Rühl. Effect of synthetic ligands of PPAR α, β/δ, γ, RAR, RXR and LXR on the fatty acid composition of phospholipids in mice.
Lipids.
2011 Nov; 46(11):1013-20. doi:
10.1007/s11745-011-3593-6
. [PMID: 21792736] - Krishna K Ratnam, Xiaobei Feng, Peter Y Chuang, Vikram Verma, Ting-Chi Lu, Jinshan Wang, Yuanmeng Jin, Eduardo F Farias, Joseph L Napoli, Nan Chen, Lewis Kaufman, Tomoko Takano, Vivette D D'Agati, Paul E Klotman, John C He. Role of the retinoic acid receptor-α in HIV-associated nephropathy.
Kidney international.
2011 Mar; 79(6):624-634. doi:
10.1038/ki.2010.470
. [PMID: 21150871] - Yifei Zhong, Yingwei Wu, Ruijie Liu, Zhengzhe Li, Yibang Chen, Todd Evans, Peter Chuang, Bhaskar Das, John Cijiang He. Novel retinoic acid receptor alpha agonists for treatment of kidney disease.
PloS one.
2011; 6(11):e27945. doi:
10.1371/journal.pone.0027945
. [PMID: 22125642] - Lili Wu, A Catharine Ross. Acidic retinoids synergize with vitamin A to enhance retinol uptake and STRA6, LRAT, and CYP26B1 expression in neonatal lung.
Journal of lipid research.
2010 Feb; 51(2):378-87. doi:
10.1194/jlr.m001222
. [PMID: 19700416] - Makoto Osanai, Nami Nishikiori, Masaki Murata, Hideki Chiba, Takashi Kojima, Norimasa Sawada. Cellular retinoic acid bioavailability determines epithelial integrity: Role of retinoic acid receptor alpha agonists in colitis.
Molecular pharmacology.
2007 Jan; 71(1):250-8. doi:
10.1124/mol.106.029579
. [PMID: 17035595] - Istvan Szatmari, Attila Pap, Ralph Rühl, Jiang-Xing Ma, Petr A Illarionov, Gurdyal S Besra, Eva Rajnavolgyi, Balazs Dezso, Laszlo Nagy. PPARgamma controls CD1d expression by turning on retinoic acid synthesis in developing human dendritic cells.
The Journal of experimental medicine.
2006 Oct; 203(10):2351-62. doi:
10.1084/jem.20060141
. [PMID: 16982809] - Yuichi Inoue, Hiroharu Kawahara, Sanetaka Shirahata, Yasushi Sugimoto. Retinoic acid improves a hybridoma culture in a fructose-based medium by up-regulation of fructose incorporation via retinoid nuclear receptors.
Bioscience, biotechnology, and biochemistry.
2006 Sep; 70(9):2248-53. doi:
10.1271/bbb.60178
. [PMID: 16960373] - Xin M Luo, A Catharine Ross. Physiological and receptor-selective retinoids modulate interferon gamma signaling by increasing the expression, nuclear localization, and functional activity of interferon regulatory factor-1.
The Journal of biological chemistry.
2005 Oct; 280(43):36228-36. doi:
10.1074/jbc.m505749200
. [PMID: 16085646] - Herman K W Tse, Maran B W Leung, Adrian S Woolf, Aswin L Menke, Nicholas D Hastie, John A Gosling, Chi-Pui Pang, Alisa S W Shum. Implication of Wt1 in the pathogenesis of nephrogenic failure in a mouse model of retinoic acid-induced caudal regression syndrome.
The American journal of pathology.
2005 May; 166(5):1295-307. doi:
10.1016/s0002-9440(10)62349-8
. [PMID: 15855632] - M M A Elmazar, H Nau. Potentiation of the teratogenic effects induced by coadministration of retinoic acid or phytanic acid/phytol with synthetic retinoid receptor ligands.
Archives of toxicology.
2004 Nov; 78(11):660-8. doi:
10.1007/s00204-004-0586-8
. [PMID: 15558240] - Shinichiro Orita, Masao Hirose, Satoru Takahashi, Katsumi Imaida, Nobuyuki Ito, Koichi Shudo, Hajime Ohigashi, Akira Murakami, Tomoyuki Shirai. Modifying effects of 1'-acetoxychavicol acetate (ACA) and the novel synthetic retinoids Re-80, Am-580 and Am-55P in a two-stage carcinogenesis model in female rats.
Toxicologic pathology.
2004 Mar; 32(2):250-7. doi:
10.1080/01926230490274425
. [PMID: 15200164] - Olubunmi Afonja, Bruce M Raaka, Ambrose Huang, Sharmistha Das, Xinyu Zhao, Elizabeth Helmer, Dominique Juste, Herbert H Samuels. RAR agonists stimulate SOX9 gene expression in breast cancer cell lines: evidence for a role in retinoid-mediated growth inhibition.
Oncogene.
2002 Nov; 21(51):7850-60. doi:
10.1038/sj.onc.1205985
. [PMID: 12420222] - Carole Seguin-Devaux, Yvan Devaux, Véronique Latger-Cannard, Sandrine Grosjean, Cécile Rochette-Egly, Faiez Zannad, Claude Meistelman, Paul-Michel Mertes, Dan Longrois. Enhancement of the inducible NO synthase activation by retinoic acid is mimicked by RARalpha agonist in vivo.
American journal of physiology. Endocrinology and metabolism.
2002 Sep; 283(3):E525-35. doi:
10.1152/ajpendo.00008.2002
. [PMID: 12169446] - M Worm, U Herz, J M Krah, H Renz, B M Henz. Effects of retinoids on in vitro and in vivo IgE production.
International archives of allergy and immunology.
2001 Jan; 124(1-3):233-6. doi:
10.1159/000053721
. [PMID: 11306979] - T Kinoshita, K Koike, H H Mwamtemi, S Ito, S Ishida, Y Nakazawa, Y Kurokawa, K Sakashita, T Higuchi, K Takeuchi, N Sawai, M Shiohara, T Kamijo, S Kawa, T Yamashita, A Komiyama. Retinoic acid is a negative regulator for the differentiation of cord blood-derived human mast cell progenitors.
Blood.
2000 May; 95(9):2821-8. doi:
10.1182/blood.v95.9.2821.009k11_2821_2828
. [PMID: 10779427] - M J Kim, N Ciletti, S Michel, U Reichert, R L Rosenfield. The role of specific retinoid receptors in sebocyte growth and differentiation in culture.
The Journal of investigative dermatology.
2000 Feb; 114(2):349-53. doi:
10.1046/j.1523-1747.2000.00868.x
. [PMID: 10651997] - H M Arafa, M M Elmazar, F M Hamada, U Reichert, B Shroot, H Nau. Selective agonists of retinoic acid receptors: comparative toxicokinetics and embryonic exposure.
Archives of toxicology.
2000 Jan; 73(10-11):547-56. doi:
10.1007/s002040050007
. [PMID: 10663386] - Y S López-Boado, M Klaus, M I Dawson, C López-Otín. Retinoic acid-induced expression of apolipoprotein D and concomitant growth arrest in human breast cancer cells are mediated through a retinoic acid receptor RARalpha-dependent signaling pathway.
The Journal of biological chemistry.
1996 Dec; 271(50):32105-11. doi:
10.1074/jbc.271.50.32105
. [PMID: 8943263] - H M Arafa, F M Hamada, M M Elmazar, H Nau. Fully automated determination of selective retinoic acid receptor ligands in mouse plasma and tissue by reversed-phase liquid chromatography coupled on-line with solid-phase extraction.
Journal of chromatography. A.
1996 Apr; 729(1-2):125-36. doi:
10.1016/0021-9673(95)00980-9
. [PMID: 9004933] - B Dimitrova, S Caccia, E Garattini, G Guiso. Determination of the retinobenzoic acid derivative Am580 in rat plasma by high-performance liquid chromatography.
Journal of chromatography. B, Biomedical applications.
1995 May; 667(2):301-6. doi:
10.1016/0378-4347(95)00014-a
. [PMID: 7663703]