287194-41-6
287194-41-6 structure
- Name: (+)-DHMEQ
- Chemical Name: (+)-DHMEQ
- CAS Number: 287194-41-6
- Molecular Formula: C13H11NO5
- Molecular Weight: 261.230
- Catalog: Signaling Pathways NF-κB Keap1-Nrf2
- Create Date: 2018-06-26 17:55:14
- Modify Date: 2024-01-08 16:34:05
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(+)-DHMEQ is an activator of antioxidant transcription factor Nrf2. (+)-DHMEQ is the enantiomer of (-)-DHMEQ. (-)-DHMEQ inhibits NF-kB than its enantiomer (+)-DHMEQ.
| Name | (+)-DHMEQ |
|---|---|
| Synonyms |
2-Hydroxy-N-[(1R,2R,6R)-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]benzamide
Benzamide, 2-hydroxy-N-[(1R,2R,6R)-2-hydroxy-5-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]- |
| Description | (+)-DHMEQ is an activator of antioxidant transcription factor Nrf2. (+)-DHMEQ is the enantiomer of (-)-DHMEQ. (-)-DHMEQ inhibits NF-kB than its enantiomer (+)-DHMEQ. |
|---|---|
| Related Catalog | |
| Target |
Nrf2[1] |
| In Vitro | (+)-DHMEQ ((2R,3R,4R)-DHMEQ) activates Nrf2, which is a transcription factor that induces the expression of multiple antioxidant enzymes. (+)-DHMEQ activates Nrf2 in a promoter reporter assay. (+)-DHMEQ also increases the expression of target antioxidant proteins and cancelled reactive oxygen species (ROS)-induced cell death in a neuronal cell line. ROS generating 6-hydroxydopamine hydrochloride (6-OHDA) induces the death of SK-N-SH cells, and (+)-DHMEQ decreases the cytotoxic effect of 6-OHDA, whereas its effect is weaker in Nrf2-knockdown cells prepared with siRNA. Thus, enhancement of the neural cell viability by (+)-DHMEQ is due to the activation of Nrf2[1]. |
| Cell Assay | SK-N-SH cells are seeded at 1.75×104 cells/well in a 24-well plate and cultured overnight. The cells are treated with various concentrations of (+)-DHMEQ (1, 3, and 10 μg/mL) for 24 h and subsequently treated with 300 μM 6-OHDA for 24 h. Then, cells are stained with Trypan blue, and the number of stained cells is counted[1]. |
| References |
| Density | 1.6±0.1 g/cm3 |
|---|---|
| Boiling Point | 617.2±55.0 °C at 760 mmHg |
| Molecular Formula | C13H11NO5 |
| Molecular Weight | 261.230 |
| Flash Point | 327.1±31.5 °C |
| Exact Mass | 261.063721 |
| LogP | 0.39 |
| Vapour Pressure | 0.0±1.9 mmHg at 25°C |
| Index of Refraction | 1.694 |