Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C10H9NO2S |
| Molecular Weight | 207.249 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1=CC=C(C=C1)S(=O)(=O)\C=C\C#N
InChI
InChIKey=DOEWDSDBFRHVAP-KRXBUXKQSA-N
InChI=1S/C10H9NO2S/c1-9-3-5-10(6-4-9)14(12,13)8-2-7-11/h2-6,8H,1H3/b8-2+
| Molecular Formula | C10H9NO2S |
| Molecular Weight | 207.249 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 1 |
| Optical Activity | NONE |
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL2094258 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24533857 |
2.0 µM [IC50] | ||
Target ID: CHEMBL5533 Sources: https://www.ncbi.nlm.nih.gov/pubmed/18024113 |
3.0 µM [IC50] |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Cadmium induces matrix metalloproteinase-9 expression via ROS-dependent EGFR, NF-кB, and AP-1 pathways in human endothelial cells. | 2015-12-02 |
|
| Nickel may contribute to EGFR mutation and synergistically promotes tumor invasion in EGFR-mutated lung cancer via nickel-induced microRNA-21 expression. | 2015-08-19 |
|
| Tetramethylpyrazine (TMP) protects against sodium arsenite-induced nephrotoxicity by suppressing ROS production, mitochondrial dysfunction, pro-inflammatory signaling pathways and programed cell death. | 2015-07 |
|
| Cyclosporin A upregulates ETB receptor in vascular smooth muscle via activation of mitogen-activating protein kinases and NF-κB pathways. | 2015-05-19 |
|
| Antroquinonol from Antrodia Camphorata suppresses breast tumor migration/invasion through inhibiting ERK-AP-1- and AKT-NF-κB-dependent MMP-9 and epithelial-mesenchymal transition expressions. | 2015-04 |
|
| The role of NF-κB signaling pathway in polyhexamethylene guanidine phosphate induced inflammatory response in mouse macrophage RAW264.7 cells. | 2015-03-04 |
|
| NF-κB directs dynamic super enhancer formation in inflammation and atherogenesis. | 2014-10-23 |
|
| Lipopolysaccharide-induced microRNA-146a targets CARD10 and regulates angiogenesis in human umbilical vein endothelial cells. | 2014-08-01 |
|
| Long-term low-dose exposure of human urothelial cells to sodium arsenite activates lipocalin-2 via promoter hypomethylation. | 2014-08 |
|
| Preferential expression of PAPPA in human preadipocytes from omental fat. | 2014-07 |
|
| Subneurotoxic copper(II)-induced NF-κB-dependent microglial activation is associated with mitochondrial ROS. | 2014-04-15 |
|
| Apigenin potentiates the growth inhibitory effects by IKK-β-mediated NF-κB activation in pancreatic cancer cells. | 2014-01-03 |
|
| Crucial role of Toll-like receptors in the zinc/nickel-induced inflammatory response in vascular endothelial cells. | 2013-12-15 |
|
| Induction of steroid sulfatase expression in PC-3 human prostate cancer cells by insulin-like growth factor II. | 2013-11-25 |
|
| Ethanol increases matrix metalloproteinase-12 expression via NADPH oxidase-dependent ROS production in macrophages. | 2013-11-15 |
|
| NADPH oxidase/ROS-dependent PYK2 activation is involved in TNF-α-induced matrix metalloproteinase-9 expression in rat heart-derived H9c2 cells. | 2013-10-15 |
|
| NF-κB-mediated inflammation leading to EMT via miR-200c is involved in cell transformation induced by cigarette smoke extract. | 2013-10 |
|
| Immunostimulatory activity of polysaccharides from Cheonggukjang. | 2013-09 |
|
| Xanthohumol attenuates tumour cell-mediated breaching of the lymphendothelial barrier and prevents intravasation and metastasis. | 2013-07 |
|
| Apoptosis induced by trimethyltin chloride in human neuroblastoma cells SY5Y is regulated by a balance and cross-talk between NF-κB and MAPKs signaling pathways. | 2013-07 |
|
| Interaction of inflammatory and anti-inflammatory responses in microglia by Staphylococcus aureus-derived lipoteichoic acid. | 2013-05-15 |
|
| The anti-inflammatory drug BAY 11-7082 suppresses the MyD88-dependent signalling network by targeting the ubiquitin system. | 2013-05-01 |
|
| A broad activity screen in support of a chemogenomic map for kinase signalling research and drug discovery. | 2013-04-15 |
|
| Diclofenac enhances proinflammatory cytokine-induced phagocytosis of cultured microglia via nitric oxide production. | 2013-04-15 |
|
| Yu Ping Feng San, an ancient Chinese herbal decoction containing Astragali Radix, Atractylodis Macrocephalae Rhizoma and Saposhnikoviae Radix, regulates the release of cytokines in murine macrophages. | 2013 |
|
| TNF-Α may mediate inflammasome activation in the absence of bacterial infection in more than one way. | 2013 |
|
| A novel interleukin 33/ST2 signaling regulates inflammatory response in human corneal epithelium. | 2013 |
|
| Expression of macrophage migration inhibitory factor by osteoblastic cells: protection against cadmium toxicity. | 2012-12-17 |
|
| Inflammatory regulation of ATP binding cassette efflux transporter expression and function in microglia. | 2012-12 |
|
| Cytokine expression in trichloroethylene-induced hypersensitivity dermatitis: an in vivo and in vitro study. | 2012-11-23 |
|
| Opposed arsenite-mediated regulation of p53-survivin is involved in neoplastic transformation, DNA damage, or apoptosis in human keratinocytes. | 2012-10-28 |
|
| Pro-inflammatory NF-κB and early growth response gene 1 regulate epithelial barrier disruption by food additive carrageenan in human intestinal epithelial cells. | 2012-06-20 |
|
| Arsenic modulates heme oxygenase-1, interleukin-6, and vascular endothelial growth factor expression in endothelial cells: roles of ROS, NF-κB, and MAPK pathways. | 2012-06 |
|
| Prostanoid EP₁ receptors mediate up-regulation of the orphan nuclear receptor Nurr1 by cAMP-independent activation of protein kinase A, CREB and NF-κB. | 2012-06 |
|
| Regulation of miRNA-21 by reactive oxygen species-activated ERK/NF-κB in arsenite-induced cell transformation. | 2012-05-01 |
|
| Cadmium-mediated toxicity of lung epithelia is enhanced through NF-κB-mediated transcriptional activation of the human zinc transporter ZIP8. | 2012-05-01 |
|
| Inhibitory effects of melatonin on the lipopolysaccharide-induced CC chemokine expression in BV2 murine microglial cells are mediated by suppression of Akt-induced NF-κB and STAT/GAS activity. | 2012-04 |
|
| Nicotine stimulates urokinase-type plasminogen activator receptor expression and cell invasiveness through mitogen-activated protein kinase and reactive oxygen species signaling in ECV304 endothelial cells. | 2012-03-01 |
|
| An NF-κB-independent and Erk1/2-dependent mechanism controls CXCL8/IL-8 responses of airway epithelial cells to cadmium. | 2012-02 |
|
| Curcumin regulates airway epithelial cell cytokine responses to the pollutant cadmium. | 2012-01-06 |
|
| Involvement of JNK and NF-κB pathways in lipopolysaccharide (LPS)-induced BAG3 expression in human monocytic cells. | 2012-01-01 |
|
| Microarray-assisted pathway analysis identifies MT1X & NFκB as mediators of TCRP1-associated resistance to cisplatin in oral squamous cell carcinoma. | 2012 |
|
| STAT1 mediates oroxylin a inhibition of iNOS and pro-inflammatory cytokines expression in microglial BV-2 cells. | 2012 |
|
| Dienogest inhibits Toll-like receptor 4 expression induced by costimulation of lipopolysaccharide and high-mobility group box 1 in endometrial epithelial cells. | 2011-12 |
|
| Comprehensive assay of kinase catalytic activity reveals features of kinase inhibitor selectivity. | 2011-10-30 |
|
| Up-regulation of breast cancer resistance protein plays a role in HER2-mediated chemoresistance through PI3K/Akt and nuclear factor-kappa B signaling pathways in MCF7 breast cancer cells. | 2011-08 |
|
| Divalent lead cations induce cyclooxygenase-2 gene expression by epidermal growth factor receptor/nuclear factor-kappa B signaling in A431carcinoma cells. | 2011-06-10 |
|
| The epigenetic effect of glucosamine and a nuclear factor-kappa B (NF-kB) inhibitor on primary human chondrocytes--implications for osteoarthritis. | 2011-02-18 |
|
| Anticancer effects of 15d-prostaglandin-J2 in wild-type and doxorubicin-resistant ovarian cancer cells: novel actions on SIRT1 and HDAC. | 2011 |
|
| Transcriptional activation of TINF2, a gene encoding the telomere-associated protein TIN2, by Sp1 and NF-κB factors. | 2011 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:33:57 GMT 2025
by
admin
on
Mon Mar 31 19:33:57 GMT 2025
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| Record UNII |
4Y5G2A4F6O
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| Record Status |
Validated (UNII)
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| Record Version |
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EPA PESTICIDE CODE |
128828
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19542-67-7
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5353431
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4Y5G2A4F6O
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DTXSID90859645
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85928
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1424-48-2
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NON-SPECIFIC STEREOCHEMISTRY |