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410536-97-9,MFCD00810186
Catalog No.:AA00BYAU

410536-97-9 | Sirtinol

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1mg
98%
in stock  
$90.00   $63.00
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5mg
≥98%
in stock  
$98.00   $68.00
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10mg
≥98%
in stock  
$166.00   $116.00
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250mg
97%
in stock  
$278.00   $195.00
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1g
97%
in stock  
$677.00   $474.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00BYAU
Chemical Name:
Sirtinol
CAS Number:
410536-97-9
Molecular Formula:
C26H22N2O2
Molecular Weight:
394.4651
MDL Number:
MFCD00810186
SMILES:
O=C(c1ccccc1/N=C/c1c(O)ccc2c1cccc2)N[C@@H](c1ccccc1)C
Properties
Computed Properties
 
Complexity:
586  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
30  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
5  
Undefined Atom Stereocenter Count:
1  
XLogP3:
5.3  

Downstream Synthesis Route

[1]Patent:US2009/137681,2009,A1.Locationinpatent:Page/Pagecolumn30;32-33

[1]SyntheticCommunications,2014,vol.44,p.665-673

410536-97-9   
C26H21FN2O4S 

[1]JournaloftheAmericanChemicalSociety,2018,vol.140,p.2919-2925

Literature

Title: Genipin protects the liver from ischemia/reperfusion injury by modulating mitochondrial quality control.

Journal: Toxicology and applied pharmacology 20170801

Title: Acute Treatment of Resveratrol Alleviates Doxorubicin-Induced Myotoxicity in Aged Skeletal Muscle Through SIRT1-Dependent Mechanisms.

Journal: The journals of gerontology. Series A, Biological sciences and medical sciences 20160601

Title: The Effects of Class-Specific Histone Deacetylase Inhibitors on the Development of Limbs During Organogenesis.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20151101

Title: Structural modification of resveratrol leads to increased anti-tumor activity, but causes profound changes in the mode of action.

Journal: Toxicology and applied pharmacology 20150815

Title: Resveratrol protects against doxorubicin-induced cardiotoxicity in aged hearts through the SIRT1-USP7 axis.

Journal: The Journal of physiology 20150415

Title: Melatonin Improves mitochondrial function by promoting MT1/SIRT1/PGC-1 alpha-dependent mitochondrial biogenesis in cadmium-induced hepatotoxicity in vitro.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20141101

Title: Non-specific SIRT inhibition as a mechanism for the cytotoxicity of ginkgolic acids and urushiols.

Journal: Toxicology letters 20140902

Title: Resveratrol-enhanced autophagic flux ameliorates myocardial oxidative stress injury in diabetic mice.

Journal: Journal of cellular and molecular medicine 20140801

Title: Attenuation of β-amyloid-induced tauopathy via activation of CK2α/SIRT1: targeting for cilostazol.

Journal: Journal of neuroscience research 20140201

Title: Resveratrol restores sirtuin 1 (SIRT1) activity and pyruvate dehydrogenase kinase 1 (PDK1) expression after hemorrhagic injury in a rat model.

Journal: Molecular medicine (Cambridge, Mass.) 20140101

Title: Protective effect of SIRT1 on toxicity of microglial-derived factors induced by LPS to PC12 cells via the p53-caspase-3-dependent apoptotic pathway.

Journal: Neuroscience letters 20131011

Title: Pleiotropic effects of the sirtuin inhibitor sirtinol involves concentration-dependent modulation of multiple nuclear receptor-mediated pathways in androgen-responsive prostate cancer cell LNCaP.

Journal: Molecular carcinogenesis 20130901

Title: Growth inhibition and apoptosis-inducing effects of cudraflavone B in human oral cancer cells via MAPK, NF-κB, and SIRT1 signaling pathway.

Journal: Planta medica 20130901

Title: S-allyl cysteine attenuates free fatty acid-induced lipogenesis in human HepG2 cells through activation of the AMP-activated protein kinase-dependent pathway.

Journal: The Journal of nutritional biochemistry 20130801

Title: SIRT1 inhibits TNF-α-induced apoptosis of vascular adventitial fibroblasts partly through the deacetylation of FoxO1.

Journal: Apoptosis : an international journal on programmed cell death 20130601

Title: Visfatin is expressed in human granulosa cells: regulation by metformin through AMPK/SIRT1 pathways and its role in steroidogenesis.

Journal: Molecular human reproduction 20130501

Title: SIRT1 inhibits NADPH oxidase activation and protects endothelial function in the rat aorta: implications for vascular aging.

Journal: Biochemical pharmacology 20130501

Title: Sirt1 inhibits the transcription factor CREB to regulate pituitary growth hormone synthesis.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20130401

Title: SIRT1, a class III histone deacetylase, regulates TNF-α-induced inflammation in human chondrocytes.

Journal: Osteoarthritis and cartilage 20130301

Title: Resveratrol reduces vascular cell senescence through attenuation of oxidative stress by SIRT1/NADPH oxidase-dependent mechanisms.

Journal: The Journal of nutritional biochemistry 20121101

Title: SIRT1 regulates TNF-α-induced expression of CD40 in 3T3-L1 adipocytes via NF-κB pathway.

Journal: Cytokine 20121101

Title: Red wine extract protects against oxidative-stress-induced endothelial senescence.

Journal: Clinical science (London, England : 1979) 20121001

Title: Evaluation of sirtuin role in neuroprotection of retinal ganglion cells in hypoxia.

Journal: Investigative ophthalmology & visual science 20120628

Title: Mechanical stress-activated immune response genes via Sirtuin 1 expression in human periodontal ligament cells.

Journal: Clinical and experimental immunology 20120401

Title: Resveratrol induces apoptosis MH7A human rheumatoid arthritis synovial cells in a sirtuin 1-dependent manner.

Journal: Rheumatology international 20120101

Title: Resveratrol reverses monocrotaline-induced pulmonary vascular and cardiac dysfunction: a potential role for atrogin-1 in smooth muscle.

Journal: Vascular pharmacology 20120101

Title: Hypoxia initiates sirtuin1-mediated vascular endothelial growth factor activation in choroidal endothelial cells through hypoxia inducible factor-2α.

Journal: Molecular vision 20120101

Title: The role of sirtuin 1 in osteoblastic differentiation in human periodontal ligament cells.

Journal: Journal of periodontal research 20111201

Title: Repression of P66Shc expression by SIRT1 contributes to the prevention of hyperglycemia-induced endothelial dysfunction.

Journal: Circulation research 20110902

Title: Sirt1 inhibition promotes in vivo arterial thrombosis and tissue factor expression in stimulated cells.

Journal: Cardiovascular research 20110201

Title: Anti-inflammatory effect of resveratrol on adipokine expression and secretion in human adipose tissue explants.

Journal: International journal of obesity (2005) 20101001

Title: Resveratrol reverses endothelial nitric-oxide synthase uncoupling in apolipoprotein E knockout mice.

Journal: The Journal of pharmacology and experimental therapeutics 20101001

Title: Early apoptotic vascular signaling is determined by Sirt1 through nuclear shuttling, forkhead trafficking, bad, and mitochondrial caspase activation.

Journal: Current neurovascular research 20100501

Title: Activation of SIRT1 by resveratrol induces KLF2 expression conferring an endothelial vasoprotective phenotype.

Journal: Cardiovascular research 20100201

Title: SIRT1 confers protection against UVB- and H2O2-induced cell death via modulation of p53 and JNK in cultured skin keratinocytes.

Journal: Journal of cellular and molecular medicine 20090901

Title: Hemeoxygenase-1 upregulation is critical for sirtinol-mediated attenuation of lung injury after trauma-hemorrhage in a rodent model.

Journal: Anesthesia and analgesia 20090601

Title: Nicotinamide prevents NAD+ depletion and protects neurons against excitotoxicity and cerebral ischemia: NAD+ consumption by SIRT1 may endanger energetically compromised neurons.

Journal: Neuromolecular medicine 20090101

Title: A fasting inducible switch modulates gluconeogenesis via activator/coactivator exchange.

Journal: Nature 20081113

Title: Roles of PI3-K/Akt pathways in nanoparticle realgar powders-induced apoptosis in U937 cells.

Journal: Acta pharmacologica Sinica 20080301

Title: SIRT1 activation confers neuroprotection in experimental optic neuritis.

Journal: Investigative ophthalmology & visual science 20070801

Title: Sirtuin regulates cigarette smoke-induced proinflammatory mediator release via RelA/p65 NF-kappaB in macrophages in vitro and in rat lungs in vivo: implications for chronic inflammation and aging.

Journal: American journal of physiology. Lung cellular and molecular physiology 20070201

Title: Design, synthesis, and biological evaluation of sirtinol analogues as class III histone/protein deacetylase (Sirtuin) inhibitors.

Journal: Journal of medicinal chemistry 20051201

Title: Wang J, et al. Sirtinol, a class III HDAC inhibitor, induces apoptotic and autophagic cell death in MCF-7 human breast cancer cells. Int J Oncol. 2012 Sep;41(3):1101-1109.

Title: Fong Y, et al. The antiproliferative and apoptotic effects of sirtinol, a sirtuin inhibitor on human lung cancer cells by modulating Akt/β-catenin-Foxo3a axis. ScientificWorldJournal. 2014;2014:937051.

Title: Mai A, et al. Design, synthesis, and biological evaluation of sirtinol analogues as class III histone/protein deacetylase (Sirtuin) inhibitors. J Med Chem. 2005 Dec 1;48(24):7789-95.

Title: Tsai YF, et al. Sirtinol inhibits neutrophil elastase activity and attenuates lipopolysaccharide-mediated acute lung injury in mice. Sci Rep. 2015 Feb 10;5:8347.

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