Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C8H6Br2O |
| Molecular Weight | 277.941 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
BrCC(=O)C1=CC=C(Br)C=C1
InChI
InChIKey=FKJSFKCZZIXQIP-UHFFFAOYSA-N
InChI=1S/C8H6Br2O/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4H,5H2
| Molecular Formula | C8H6Br2O |
| Molecular Weight | 277.941 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: phospholipase A2 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11278180 |
|||
| 0.5 µM [IC50] |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Purification, characterization, and cDNA cloning of acidic platelet aggregation inhibiting phospholipases A(2) from the snake venom of Vipera lebetina (Levantine viper). | 2009-09-15 |
|
| Purification and characterization of the biological effects of phospholipase A(2) from sea anemone Bunodosoma caissarum. | 2009-09-15 |
|
| Nitric oxide-induced membrane tubulovesicular extensions (cytonemes) of human neutrophils catch and hold Salmonella enterica serovar Typhimurium at a distance from the cell surface. | 2009-07 |
|
| MVL-PLA2, a phospholipase A2 from Macrovipera lebetina transmediterranea venom, inhibits tumor cells adhesion and migration. | 2009-05 |
|
| Catalytic activity-independent pathway is involved in phospholipase A(2)-induced apoptotic death of human leukemia U937 cells via Ca(2+)-mediated p38 MAPK activation and mitochondrial depolarization. | 2009-03-10 |
|
| Hemolytic and anticoagulant study of the neurotoxin vipoxin and its components--basic phospholipase A2 and an acidic inhibitor. | 2009-03 |
|
| Fast quantitative determination of microbial rhamnolipids from cultivation broths by ATR-FTIR Spectroscopy. | 2008-10-07 |
|
| Involvement of cPLA2 inhibition in dexamethasone-induced thymocyte apoptosis. | 2008-10-04 |
|
| p38 MAPK activation and mitochondrial depolarization mediate the cytotoxicity of Taiwan cobra phospholipase A2 on human neuroblastoma SK-N-SH cells. | 2008-07-30 |
|
| Phospholipase A2 activation enhances inhibitory synaptic transmission in rat substantia gelatinosa neurons. | 2008-03 |
|
| Synthesis and biological evaluation of some thiazolyl and thiadiazolyl derivatives of 1H-pyrazole as anti-inflammatory antimicrobial agents. | 2008-03 |
|
| Phospholipase A2-like activity of human bocavirus VP1 unique region. | 2008-01-04 |
|
| Design of a modern liposome and bee venom formulation for the traditional VIT-venom immunotherapy. | 2008 |
|
| Phospholipase A2beta mediates light-induced stomatal opening in Arabidopsis. | 2008 |
|
| Secretory phospholipase A2-alpha from Arabidopsis thaliana: functional parameters and substrate preference. | 2007-12 |
|
| Role of phospholipase A2 (group I secreted) in the genesis of basal tone in the internal anal sphincter smooth muscle. | 2007-11 |
|
| Lysophosphatidylcholine produced by the phospholipase A2 isolated from Lachesis muta snake venom modulates natural killer activity as a protein kinase C effector. | 2007-09-01 |
|
| Purification and characterization of 45 kDa PAF acetylhydrolase from bovine colostrum. | 2007-09 |
|
| Production of medium-chain-length hydroxyalkanoic acids from Pseudomonas putida in pH stat. | 2007-07 |
|
| Secretory phospholipases A2 stimulate mucus secretion, induce airway inflammation, and produce secretory hyperresponsiveness to neutrophil elastase in ferret trachea. | 2007-01 |
|
| Preliminary X-ray crystallographic studies of a Lys49-phospholipase A2 homologue from Bothrops pirajai venom complexed with p-bromo-phenacyl bromide and alpha-tocopherol inhibitors. | 2007 |
|
| Precolumn derivatization of cysteine residues for quantitative analysis of five major cytochrome P450 isoenzymes by liquid chromatography/tandem mass spectrometry. | 2007 |
|
| Bile acid analysis in biliary tract cancer. | 2006-12-31 |
|
| Signal pathways involved in the regulation of prostaglandin E synthase-1 in human gingival fibroblasts. | 2006-12 |
|
| Bromophenacyl bromide, a phospholipase A2 inhibitor attenuates chemically induced gastroduodenal ulcers in rats. | 2006-09-28 |
|
| BE-I-PLA2, a novel acidic phospholipase A2 from Bothrops erythromelas venom: isolation, cloning and characterization as potent anti-platelet and inductor of prostaglandin I2 release by endothelial cells. | 2006-07-28 |
|
| Crystallization and preliminary X-ray diffraction analysis of a myotoxic Lys49-PLA2 from Bothrops jararacussu venom complexed with p-bromophenacyl bromide. | 2006-06-01 |
|
| A neurotoxic phospholipase A2 variant: isolation and characterization from eastern regional Indian cobra (Naja naja) venom. | 2006-06-01 |
|
| Inhibition of TRPM2 cation channels by N-(p-amylcinnamoyl)anthranilic acid. | 2006-06 |
|
| Simultaneous determination of captopril and hydrochlorothiazide in human plasma by reverse-phase HPLC from linear gradient elution. | 2006-05-03 |
|
| Apoptosis-inducing factor of a cytotoxic T cell line: involvement of a secretory phospholipase A2. | 2006-05 |
|
| Structure of BthA-I complexed with p-bromophenacyl bromide: possible correlations with lack of pharmacological activity. | 2005-12 |
|
| Isolation and pharmacological characterization of cannitoxin, a presynaptic neurotoxin from the venom of the Papuan Taipan (Oxyuranus scutellatus canni). | 2005-12 |
|
| A secretory PLA2 associated with tobacco hornworm hemocyte membrane preparations acts in cellular immune reactions. | 2005-11 |
|
| The human red cell voltage-dependent cation channel. Part III: Distribution homogeneity and pH dependence. | 2005-10-01 |
|
| Bothrops moojeni myotoxin-II, a Lys49-phospholipase A2 homologue: an example of function versatility of snake venom proteins. | 2005-09-22 |
|
| Protection of rats against 3-butene-1,2-diol-induced hepatotoxicity and hypoglycemia by N-acetyl-l-cysteine. | 2005-09-15 |
|
| Renal and antibacterial effects induced by myotoxin I and II isolated from Bothrops jararacussu venom. | 2005-09-15 |
|
| HPLC determination of salinomycin and related compounds in fermentation media of Streptomyces albus and premixes. | 2005-09-15 |
|
| Activation of calcium-independent phospholipase A (iPLA) in brain mitochondria and release of apoptogenic factors by BAX and truncated BID. | 2005-08 |
|
| Phospholipase A2-dependent effects of the venom from the New Guinean small-eyed snake Micropechis ikaheka. | 2005-07 |
|
| Scanning electron microscopy study of neutrophil membrane tubulovesicular extensions (cytonemes) and their role in anchoring, aggregation and phagocytosis. The effect of nitric oxide. | 2005-04-01 |
|
| G-protein coupled activation of potassium channels by endogenous neuropeptides in snail neurons. | 2005-04 |
|
| Xanthine oxidase, nitric oxide synthase and phospholipase A(2) produce reactive oxygen species via mitochondria. | 2005-03-10 |
|
| Inflammatory events induced by Lys-49 and Asp-49 phospholipases A2 isolated from Bothrops asper snake venom: role of catalytic activity. | 2005-03-01 |
|
| Biological and enzymatic activities of Micrurus sp. (Coral) snake venoms. | 2005-01 |
|
| Phospholipase A2 activation by melittin enhances spontaneous glutamatergic excitatory transmission in rat substantia gelatinosa neurons. | 2005 |
|
| Para-Bromophenacyl bromide alleviates airway hyperresponsiveness and modulates cytokines, IgE and eosinophil levels in ovalbumin-sensitized and -challenged mice. | 2004-12-15 |
|
| Bioavailability and anticataract effects of a topical ocular drug delivery system containing disulfiram and hydroxypropyl-beta-cyclodextrin on selenite-treated rats. | 2004-07 |
|
| p-Bromophenacyl bromide prevents cumene hydroperoxide-induced mitochondrial permeability transition by inhibiting pyridine nucleotide oxidation. | 2004 |
Patents
| Substance Class |
Chemical
Created
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admin
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Edited
Mon Mar 31 19:15:12 GMT 2025
by
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| Record UNII |
PN0FRW1G4Z
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| Record Status |
Validated (UNII)
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| Record Version |
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DTXSID4059201
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6224
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C006821
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