CAS 88070-98-8|HELSS
| Common Name | HELSS | ||
|---|---|---|---|
| CAS Number | 88070-98-8 | Molecular Weight | 317.177 |
| Density | 1.5±0.1 g/cm3 | Boiling Point | 467.0±45.0 °C at 760 mmHg |
| Molecular Formula | C16H13BrO2 | Melting Point | / |
| MSDS | ChineseUSA | Flash Point | 236.2±28.7 °C |
| Symbol | GHS07 | Signal Word | Warning |
Names
| Name | (6E)-6-(bromomethylidene)-3-naphthalen-1-yloxan-2-one |
|---|---|
| Synonym | More Synonyms |
HELSS BiologicalActivity
| Description | Bromoenol lactone ((6E)-Bromoenol lactone) is a suicide-based irreversible, selective, potent inhibitor of calcium-independent phospholipase A2 (iPLA2β) with an IC50 value of approximately 7 μM, which inhibits antigen-stimulated mast cell exocytosis without blocking Ca2+ influx[1][2]. |
|---|---|
| Related Catalog | Signaling Pathways >>Metabolic Enzyme/Protease >>PhospholipaseResearch Areas >>Others |
| Target | PLA2:7 μM (IC50) |
| In Vitro | In RBL 2H3 and bone marrow-derived mast cells (BMMCs), Ca2+ entry is critical for exocytosis. Bromoenol lactone inhibits exocytosis when stimulated using a Ca2+ ionophore A23187, which passively transports Ca2+ down a concentration gradient and also in permeabilised mast cells where Ca2+ entry is no longer relevant. Moreover, Bromoenol lactone has only a minor effect on antigen- or thapsigargin-stimulated Ca2+ signalling, both the release from internal stores and sustained elevation due to Ca2+ influx[1]. |
| References | [1]. Fensome-Green A, et al. Bromoenol lactone, an inhibitor of Group V1A calcium-independent phospholipase A2 inhibits antigen-stimulated mast cell exocytosis without blocking Ca2+ influx. Cell Calcium. 2007 Feb;41(2):145-53. [2]. Takuma T, et al. Role of Ca2+-independent phospholipase A2 in exocytosis of amylase from parotid acinar cells. J Biochem. 1997 Jun;121(6):1018-24. |
Chemical & Physical Properties
| Density | 1.5±0.1 g/cm3 |
|---|---|
| Boiling Point | 467.0±45.0 °C at 760 mmHg |
| Molecular Formula | C16H13BrO2 |
| Molecular Weight | 317.177 |
| Flash Point | 236.2±28.7 °C |
| Exact Mass | 316.009888 |
| PSA | 26.30000 |
| LogP | 4.36 |
| Vapour Pressure | 0.0±1.2 mmHg at 25°C |
| Index of Refraction | 1.716 |
| InChIKey | BYUCSFWXCMTYOI-ZRDIBKRKSA-N |
| SMILES | O=C1OC(=CBr)CCC1c1cccc2ccccc12 |
| Storage condition | -20°C |
Safety Information
| Symbol | GHS07 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H315-H319-H335 |
| Precautionary Statements | P261-P305 + P351 + P338 |
| Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Gloves |
| Hazard Codes | Xi: Irritant; |
| Risk Phrases | 36/37/38 |
| Safety Phrases | 26 |
| RIDADR | NONH for all modes of transport |
Articles39
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| Bromoenol Lactone Attenuates Nicotine-Induced Breast Cancer Cell Proliferation and Migration. PLoS ONE 10 , e0143277, (2015) Calcium independent group VIA phospholipase A2 (iPLA2β) and Matrix Metalloproteinase-9 (MMP-9) are upregulated in many disease states; their involvement with cancer cell migration has been a recent su... | |
| Cytosolic phospholipase A2 plays a crucial role in ROS/NO signaling during microglial activation through the lipoxygenase pathway. J. Neuroinflammation 12 , 199, (2015) Oxidative stress and inflammation are important factors contributing to the pathophysiology of numerous neurological disorders, including Alzheimer's disease, Parkinson's disease, acute stroke, and in... |
Synonyms
| Haloenol lactone suicide substrate |
| MFCD00270871 |
| bromoenol lactone |
| 2H-Pyran-2-one, 6-(bromomethylene)tetrahydro-3-(1-naphthalenyl)-, (6Z)- |
| 6-Btnpo |
| L66J B- FT6VOYTJ CU1E |
| HELSS |
| BEL |
| (6Z)-6-(Bromomethylene)-3-(1-naphthyl)tetrahydro-2H-pyran-2-one |
| BTNP |
