Sirtinol (BioDeep_00001876688)
代谢物信息卡片
Sirtinol
化学式: C26H22N2O2 (394.1681192)
中文名称: 2-[[(2-羟基-1-萘基)亚甲基]氨基]-N-(1-苯基乙基)苯甲酰胺
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: CC(C1=CC=CC=C1)NC(=O)C2=CC=CC=C2N=CC3=C(C=CC4=CC=CC=C43)O
InChI: InChI=1S/C26H22N2O2/c1-18(19-9-3-2-4-10-19)28-26(30)22-13-7-8-14-24(22)27-17-23-21-12-6-5-11-20(21)15-16-25(23)29/h2-18,29H,1H3,(H,28,30)
描述信息
Sirtinol is a sirtuin (SIRT) inhibitor, with IC50s of 48 μM, 57.7 μM and 131 μM for ySir2, hSIRT2 and hSIRT2, respectively[1][2][3][4].
同义名列表
1 个代谢物同义名
数据库引用编号
7 个数据库交叉引用编号
- ChEBI: CHEBI:125379
- ChEBI: CHEBI:73158
- PubChem: 2827646
- ChEMBL: CHEMBL380797
- CAS: 1427031-54-6
- CAS: 410536-97-9
- medchemexpress: HY-13515
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
- Tsong-Long Hwang, Jing-Yi Lin, Liang-Mou Kuo, Ganesh Kumar Dhandabani, Pei-Wen Hsieh. Design and synthesis of sirtinol analogs as human neutrophil elastase inhibitors.
Bioorganic & medicinal chemistry letters.
2023 Nov; ?(?):129544. doi:
10.1016/j.bmcl.2023.129544. [PMID: 37939864] - Keke Wu, Biao Li, Yingxu Ma, Tao Tu, Qiuzhen Lin, Jiayi Zhu, Yong Zhou, Na Liu, Qiming Liu. Nicotinamide mononucleotide attenuates HIF-1α activation and fibrosis in hypoxic adipose tissue via NAD+/SIRT1 axis.
Frontiers in endocrinology.
2023; 14(?):1099134. doi:
10.3389/fendo.2023.1099134. [PMID: 36777361] - Guan Wei, Jiawei Wang, Yanbin Wu, Xiaoxin Zheng, Yile Zeng, Yasong Li, Xiangrong Chen. Sirtuin 1 alleviates neuroinflammation-induced apoptosis after traumatic brain injury.
Journal of cellular and molecular medicine.
2021 05; 25(9):4478-4486. doi:
10.1111/jcmm.16534. [PMID: 33830639] - Prashanta Kumar Panda, Srimanta Patra, Prajna Paramita Naik, Prakash Priyadarshi Praharaj, Subhadip Mukhopadhyay, Biswa Ranjan Meher, Piyush Kumar Gupta, Rama S Verma, Tapas K Maiti, Sujit K Bhutia. Deacetylation of LAMP1 drives lipophagy-dependent generation of free fatty acids by Abrus agglutinin to promote senescence in prostate cancer.
Journal of cellular physiology.
2020 03; 235(3):2776-2791. doi:
10.1002/jcp.29182. [PMID: 31544977] - Hyosang Kim, Chung Hee Baek, Jai Won Chang, Won Seok Yang, Sang Koo Lee. Febuxostat, a novel inhibitor of xanthine oxidase, reduces ER stress through upregulation of SIRT1-AMPK-HO-1/thioredoxin expression.
Clinical and experimental nephrology.
2020 Mar; 24(3):205-215. doi:
10.1007/s10157-019-01804-8. [PMID: 31677062] - Wei Zeng, Xinhua Dai, Jing Sun, Yifeng Hou, Xuan Ma, Xiaofeng Cao, Yunde Zhao, Youfa Cheng. Modulation of Auxin Signaling and Development by Polyadenylation Machinery.
Plant physiology.
2019 02; 179(2):686-699. doi:
10.1104/pp.18.00782. [PMID: 30487141] - Bing Wu, Jian-Yu Feng, Li-Ming Yu, Yan-Chun Wang, Yong-Qing Chen, Yan Wei, Jin-Song Han, Xiao Feng, Yu Zhang, Shou-Yin Di, Zhi-Qiang Ma, Chong-Xi Fan, Xiao-Qin Ha. Icariin protects cardiomyocytes against ischaemia/reperfusion injury by attenuating sirtuin 1-dependent mitochondrial oxidative damage.
British journal of pharmacology.
2018 11; 175(21):4137-4153. doi:
10.1111/bph.14457. [PMID: 30051466] - Jun-Kyu Shin, Sun-Mee Lee. Genipin protects the liver from ischemia/reperfusion injury by modulating mitochondrial quality control.
Toxicology and applied pharmacology.
2017 08; 328(?):25-33. doi:
10.1016/j.taap.2017.05.002. [PMID: 28477916] - Sharmila Singh, Alka Singh, Sandeep Yadav, Vibhav Gautam, Archita Singh, Ananda K Sarkar. Sirtinol, a Sir2 protein inhibitor, affects stem cell maintenance and root development in Arabidopsis thaliana by modulating auxin-cytokinin signaling components.
Scientific reports.
2017 02; 7(?):42450. doi:
10.1038/srep42450. [PMID: 28195159] - Yun-Hua Wang, Guo-Xia Zheng, Ya-Jie Li. Giardia duodenalis GlSir2.2, homolog of SIRT1, is a nuclear-located and NAD(+)-dependent deacethylase.
Experimental parasitology.
2016 Oct; 169(?):28-33. doi:
10.1016/j.exppara.2016.07.002. [PMID: 27423969] - Takamasa Tobita, Jorge Guzman-Lepe, Kazuki Takeishi, Toshimasa Nakao, Yang Wang, Fanying Meng, Chu-Xia Deng, Alexandra Collin de l'Hortet, Alejandro Soto-Gutierrez. SIRT1 Disruption in Human Fetal Hepatocytes Leads to Increased Accumulation of Glucose and Lipids.
PloS one.
2016; 11(2):e0149344. doi:
10.1371/journal.pone.0149344. [PMID: 26890260] - Maria-Christina Scherzberg, Andreas Kiehl, Aleksandra Zivkovic, Holger Stark, Jürgen Stein, Robert Fürst, Dieter Steinhilber, Sandra Ulrich-Rückert. Structural modification of resveratrol leads to increased anti-tumor activity, but causes profound changes in the mode of action.
Toxicology and applied pharmacology.
2015 Aug; 287(1):67-76. doi:
10.1016/j.taap.2015.05.020. [PMID: 26044878] - Yung-Fong Tsai, Huang-Ping Yu, Wen-Yi Chang, Fu-Chao Liu, Zhen-Cheng Huang, Tsong-Long Hwang. Sirtinol inhibits neutrophil elastase activity and attenuates lipopolysaccharide-mediated acute lung injury in mice.
Scientific reports.
2015 Feb; 5(?):8347. doi:
10.1038/srep08347. [PMID: 25666548] - Hye Rin Lee, Hwa Kyoung Shin, So Youn Park, Hye Young Kim, Won Suk Lee, Byung Yong Rhim, Ki Whan Hong, Chi Dae Kim. Cilostazol suppresses β-amyloid production by activating a disintegrin and metalloproteinase 10 via the upregulation of SIRT1-coupled retinoic acid receptor-β.
Journal of neuroscience research.
2014 Nov; 92(11):1581-90. doi:
10.1002/jnr.23421. [PMID: 24903973] - Giulio Ceolotto, Saula Vigili De Kreutzenberg, Arianna Cattelan, Aline S C Fabricio, Elisa Squarcina, Massimo Gion, Andrea Semplicini, Gian Paolo Fadini, Angelo Avogaro. Sirtuin 1 stabilization by HuR represses TNF-α- and glucose-induced E-selectin release and endothelial cell adhesiveness in vitro: relevance to human metabolic syndrome.
Clinical science (London, England : 1979).
2014 Oct; 127(7):449-61. doi:
10.1042/cs20130439. [PMID: 24702436] - Murugavel Ponnusamy, Xiaoxu Zhou, Yanli Yan, Jinhua Tang, Evelyn Tolbert, Ting C Zhao, Rujun Gong, Shougang Zhuang. Blocking sirtuin 1 and 2 inhibits renal interstitial fibroblast activation and attenuates renal interstitial fibrosis in obstructive nephropathy.
The Journal of pharmacology and experimental therapeutics.
2014 Aug; 350(2):243-56. doi:
10.1124/jpet.113.212076. [PMID: 24833701] - Bo Wang, Qing Yang, Yuan-yuan Sun, Yi-fan Xing, Ying-bin Wang, Xiao-ting Lu, Wen-wu Bai, Xiao-qiong Liu, Yu-xia Zhao. Resveratrol-enhanced autophagic flux ameliorates myocardial oxidative stress injury in diabetic mice.
Journal of cellular and molecular medicine.
2014 Aug; 18(8):1599-611. doi:
10.1111/jcmm.12312. [PMID: 24889822] - Hye Rin Lee, Hwa Kyoung Shin, So Youn Park, Hye Young Kim, Won Suk Lee, Byung Yong Rhim, Ki Whan Hong, Chi Dae Kim. Attenuation of β-amyloid-induced tauopathy via activation of CK2α/SIRT1: targeting for cilostazol.
Journal of neuroscience research.
2014 Feb; 92(2):206-17. doi:
10.1002/jnr.23310. [PMID: 24254769] - Weirong Wang, Ling Bai, Hu Qiao, Yanxiang Lu, Lina Yang, Jiye Zhang, Rong Lin, Feng Ren, Jianfeng Zhang, Meixi Ji. The protective effect of fenofibrate against TNF-α-induced CD40 expression through SIRT1-mediated deacetylation of NF-κB in endothelial cells.
Inflammation.
2014 Feb; 37(1):177-85. doi:
10.1007/s10753-013-9728-6. [PMID: 24022598] - Hwa-Jeong Lee, Q-Schick Auh, Young-Man Lee, Soo-Kyung Kang, Seok-Woo Chang, Dong-Sung Lee, Youn-Chul Kim, Eun-Cheol Kim. Growth inhibition and apoptosis-inducing effects of cudraflavone B in human oral cancer cells via MAPK, NF-κB, and SIRT1 signaling pathway.
Planta medica.
2013 Sep; 79(14):1298-306. doi:
10.1055/s-0033-1350619. [PMID: 23881456] - Thomas T Y Wang, Norberta W Schoene, Eun-Kyung Kim, Young S Kim. Pleiotropic effects of the sirtuin inhibitor sirtinol involves concentration-dependent modulation of multiple nuclear receptor-mediated pathways in androgen-responsive prostate cancer cell LNCaP.
Molecular carcinogenesis.
2013 Sep; 52(9):676-85. doi:
10.1002/mc.21906. [PMID: 22495798] - Yong Pil Hwang, Hyung Gyun Kim, Jae Ho Choi, Minh Truong Do, Young Chul Chung, Tae Cheon Jeong, Hye Gwang Jeong. S-allyl cysteine attenuates free fatty acid-induced lipogenesis in human HepG2 cells through activation of the AMP-activated protein kinase-dependent pathway.
The Journal of nutritional biochemistry.
2013 Aug; 24(8):1469-78. doi:
10.1016/j.jnutbio.2012.12.006. [PMID: 23465592] - Fu-Chao Liu, Yung-Fong Tsai, Huang-Ping Yu. Sirtinol attenuates trauma hemorrhage-induced hepatic injury through Akt-dependent pathway in rats.
The journal of trauma and acute care surgery.
2013 Apr; 74(4):1027-32. doi:
10.1097/ta.0b013e3182858389. [PMID: 23511141] - Seok Hwan Kim, Joo Hyun Park, Yu Jeong Kim, Ki Ho Park. The neuroprotective effect of resveratrol on retinal ganglion cells after optic nerve transection.
Molecular vision.
2013; 19(?):1667-76. doi:
NULL. [PMID: 23901250] - Qin-Qin Lin, Chun-Fang Yan, Rong Lin, Ji-Ye Zhang, Wei-Rong Wang, Li-Na Yang, Kai-Fan Zhang. SIRT1 regulates TNF-α-induced expression of CD40 in 3T3-L1 adipocytes via NF-κB pathway.
Cytokine.
2012 Nov; 60(2):447-55. doi:
10.1016/j.cyto.2012.05.025. [PMID: 22717288] - Ilse P G Botden, Hisko Oeseburg, Matej Durik, Frank P J Leijten, Leonie C Van Vark-Van Der Zee, Usha M Musterd-Bhaggoe, Ingrid M Garrelds, Ann L B Seynhaeve, Janneke G Langendonk, Eric J G Sijbrands, A H Jan Danser, Anton J M Roks. Red wine extract protects against oxidative-stress-induced endothelial senescence.
Clinical science (London, England : 1979).
2012 Oct; 123(8):499-507. doi:
10.1042/cs20110679. [PMID: 22563892] - Bixi Jian, Shaolong Yang, Irshad H Chaudry, Raghavan Raju. Resveratrol improves cardiac contractility following trauma-hemorrhage by modulating Sirt1.
Molecular medicine (Cambridge, Mass.).
2012 Mar; 18(?):209-14. doi:
10.2119/molmed.2011.00365. [PMID: 22113495] - Douglas A Velásquez, Gloria Martínez, Amparo Romero, María J Vázquez, Katia D Boit, Iria G Dopeso-Reyes, Miguel López, Anxo Vidal, Ruben Nogueiras, Carlos Diéguez. The central Sirtuin 1/p53 pathway is essential for the orexigenic action of ghrelin.
Diabetes.
2011 Apr; 60(4):1177-85. doi:
10.2337/db10-0802. [PMID: 21386086] - Amy K Walker, Fajun Yang, Karen Jiang, Jun-Yuan Ji, Jennifer L Watts, Aparna Purushotham, Olivier Boss, Michael L Hirsch, Scott Ribich, Jesse J Smith, Kristine Israelian, Christoph H Westphal, Joseph T Rodgers, Toshi Shioda, Sarah L Elson, Peter Mulligan, Hani Najafi-Shoushtari, Josh C Black, Jitendra K Thakur, Lisa C Kadyk, Johnathan R Whetstine, Raul Mostoslavsky, Pere Puigserver, Xiaoling Li, Nicholas J Dyson, Anne C Hart, Anders M Näär. Conserved role of SIRT1 orthologs in fasting-dependent inhibition of the lipid/cholesterol regulator SREBP.
Genes & development.
2010 Jul; 24(13):1403-17. doi:
10.1101/gad.1901210. [PMID: 20595232] - F-C Liu, Y-J Day, J-T Liou, Y-T Lau, H-P Yu. Sirtinol attenuates hepatic injury and pro-inflammatory cytokine production following trauma-hemorrhage in male Sprague-Dawley rats.
Acta anaesthesiologica Scandinavica.
2008 May; 52(5):635-40. doi:
10.1111/j.1399-6576.2008.01592.x. [PMID: 18419717] - Farnusch Kaschani, Renier van der Hoorn. Small molecule approaches in plants.
Current opinion in chemical biology.
2007 Feb; 11(1):88-98. doi:
10.1016/j.cbpa.2006.11.038. [PMID: 17208036] - Ralph R Alcendor, Lorrie A Kirshenbaum, Shin-ichiro Imai, Stephen F Vatner, Junichi Sadoshima. Silent information regulator 2alpha, a longevity factor and class III histone deacetylase, is an essential endogenous apoptosis inhibitor in cardiac myocytes.
Circulation research.
2004 Nov; 95(10):971-80. doi:
10.1161/01.res.0000147557.75257.ff. [PMID: 15486319] - Stefan Kepinski, Ottoline Leyser. Auxin-induced SCFTIR1-Aux/IAA interaction involves stable modification of the SCFTIR1 complex.
Proceedings of the National Academy of Sciences of the United States of America.
2004 Aug; 101(33):12381-6. doi:
10.1073/pnas.0402868101. [PMID: 15295098] - Youfa Cheng, Xinhua Dai, Yunde Zhao. AtCAND1, a HEAT-repeat protein that participates in auxin signaling in Arabidopsis.
Plant physiology.
2004 Jun; 135(2):1020-6. doi:
10.1104/pp.104.044495. [PMID: 15181201] - Yunde Zhao, Xinhua Dai, Helen E Blackwell, Stuart L Schreiber, Joanne Chory. SIR1, an upstream component in auxin signaling identified by chemical genetics.
Science (New York, N.Y.).
2003 Aug; 301(5636):1107-10. doi:
10.1126/science.1084161. [PMID: 12893885]