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Q-VD-Oph

CAS No.:
1135695-98-5
Catalog Number:
AG008SSU
Molecular Formula:
C26H25F2N3O6
Molecular Weight:
513.4900
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
99%
1 week
United States
$140
- +
5mg
99%
1 week
United States
$207
- +
10mg
99%
1 week
United States
$307
- +
25mg
99%
1 week
United States
$457
- +
50mg
99%
1 week
United States
$790
- +
Product Description
Catalog Number:
AG008SSU
Chemical Name:
Q-VD-Oph
CAS Number:
1135695-98-5
Molecular Formula:
C26H25F2N3O6
Molecular Weight:
513.4900
MDL Number:
MFCD08669741
IUPAC Name:
(3S)-5-(2,6-difluorophenoxy)-3-[[(2S)-3-methyl-2-(quinoline-2-carbonylamino)butanoyl]amino]-4-oxopentanoic acid
InChI:
InChI=1S/C26H25F2N3O6/c1-14(2)23(31-25(35)19-11-10-15-6-3-4-9-18(15)29-19)26(36)30-20(12-22(33)34)21(32)13-37-24-16(27)7-5-8-17(24)28/h3-11,14,20,23H,12-13H2,1-2H3,(H,30,36)(H,31,35)(H,33,34)/t20-,23-/m0/s1
InChI Key:
OOBJCYKITXPCNS-REWPJTCUSA-N
SMILES:
OC(=O)CC(C(=O)COc1c(F)cccc1F)NC(=O)C(C(C)C)NC(=O)c1ccc2c(n1)cccc2
Properties
Complexity:
818  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
0
Exact Mass:
513.171g/mol
Formal Charge:
0
Heavy Atom Count:
37  
Hydrogen Bond Acceptor Count:
9  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
513.498g/mol
Monoisotopic Mass:
513.171g/mol
Rotatable Bond Count:
11  
Topological Polar Surface Area:
135A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.7  
Literature
Title Journal
The anti-caspase inhibitor Q-VD-OPH prevents AIDS disease progression in SIV-infected rhesus macaques. The Journal of clinical investigation 20180402
3-Monochloro-1,2-propanediol (3-MCPD) induces apoptosis via mitochondrial oxidative phosphorylation system impairment and the caspase cascade pathway. Toxicology 20161130
An Early and Robust Activation of Caspases Heads Cells for a Regulated Form of Necrotic-like Cell Death. The Journal of biological chemistry 20150821
Smac mimetic Birinapant induces apoptosis and enhances TRAIL potency in inflammatory breast cancer cells in an IAP-dependent and TNF-α-independent mechanism. Breast cancer research and treatment 20130101
Differential effects of the autophagy inhibitors 3-methyladenine and chloroquine on spontaneous and TNF-α-induced neutrophil apoptosis. Apoptosis : an international journal on programmed cell death 20121001
The pan-caspase inhibitor Q-VD-OPh has anti-leukemia effects and can interact with vitamin D analogs to increase HPK1 signaling in AML cells. Leukemia research 20120701
Calpain activation is involved in acute manganese neurotoxicity in the rat striatum in vivo. Experimental neurology 20120101
Radiolabeled isatin binding to caspase-3 activation induced by anti-Fas antibody. Nuclear medicine and biology 20120101
Dose-dependent effects of the caspase inhibitor Q-VD-OPh on different apoptosis-related processes. Journal of cellular biochemistry 20111101
Astragalin heptaacetate-induced cell death in human leukemia cells is dependent on caspases and activates the MAPK pathway. Cancer letters 20111001
Multiple caspases mediate acute renal cell apoptosis induced by bacterial cell wall components. Renal failure 20110101
Caspase activation is not required for villous cytotrophoblast fusion into syncytiotrophoblasts. Placenta 20101101
Mitochondrial remodeling following fission inhibition by 15d-PGJ2 involves molecular changes in mitochondrial fusion protein OPA1. Biochemical and biophysical research communications 20100903
Autophagy is the predominant process induced by arsenite in human lymphoblastoid cell lines. Toxicology and applied pharmacology 20100501
Macrophage response to apoptotic cells varies with the apoptotic trigger and is not altered by a deficiency in LRP expression. Journal of innate immunity 20100401
The small 11 kDa nonstructural protein of human parvovirus B19 plays a key role in inducing apoptosis during B19 virus infection of primary erythroid progenitor cells. Blood 20100204
Contractile response of norepinephrine is modulated by caspase-3 in adult rat ventricular myocytes isolated from septic rat heart. Pharmacological research 20091001
Sex differences in caspase activation after stroke. Stroke 20090501
Modulation of caspase-independent cell death leads to resensitization of imatinib mesylate-resistant cells. Cancer research 20090401
Small-molecule activation of neuronal cell fate. Nature chemical biology 20080701
Enteropathogenic E. coli-induced barrier function alteration is not a consequence of host cell apoptosis. American journal of physiology. Gastrointestinal and liver physiology 20080501
Straw blood cell count, growth, inhibition and comparison to apoptotic bodies. BMC cell biology 20080101
Influence of pan-caspase inhibitors on coxsackievirus B3-infected CD19+ B lymphocytes. Apoptosis : an international journal on programmed cell death 20070901
Caspase inhibition reduces cardiac myocyte dyshomeostasis and improves cardiac contractile function after major burn injury. Journal of applied physiology (Bethesda, Md. : 1985) 20070701
Novel molecular imaging of cell death in experimental cerebral stroke. Brain research 20070504
Apoptosis-inducing factor is a major contributor to neuronal loss induced by neonatal cerebral hypoxia-ischemia. Cell death and differentiation 20070401
Broad-spectrum caspase inhibitors: from myth to reality? Cell death and differentiation 20070201
Caspase inhibition blocks cell death and results in cell cycle arrest in cytokine-deprived hematopoietic cells. The Journal of biological chemistry 20070126
Retinal ganglion cell survival in development: mechanisms of retinal growth hormone action. Experimental eye research 20061101
7-Bromoindirubin-3'-oxime induces caspase-independent cell death. Oncogene 20061012
Caspases and calpain are independent mediators of cisplatin-induced endothelial cell necrosis. American journal of physiology. Renal physiology 20060901
Copper-induced stimulation of extracellular signal-regulated kinase in trout hepatocytes: the role of reactive oxygen species, Ca2+, and cell energetics and the impact of extracellular signal-regulated kinase signaling on apoptosis and necrosis. Toxicological sciences : an official journal of the Society of Toxicology 20060801
Motexafin gadolinium induces mitochondrially-mediated caspase-dependent apoptosis. Apoptosis : an international journal on programmed cell death 20051001
Functional role of caspases in heat-induced testicular germ cell apoptosis. Biology of reproduction 20050301
A novel systemically active caspase inhibitor attenuates the toxicities of MPTP, malonate, and 3NP in vivo. Neurobiology of disease 20041101
Q-VD-OPh, next generation caspase inhibitor. Advances in experimental medicine and biology 20040101
Q-VD-OPh, a broad spectrum caspase inhibitor with potent antiapoptotic properties. Apoptosis : an international journal on programmed cell death 20030801
Neutrophil-independent mechanisms of caspase-1- and IL-18-mediated ischemic acute tubular necrosis in mice. The Journal of clinical investigation 20021015
Properties