7-hydroxy-4-Methyl-2-oxo-2H-1-Benzopyran-8-carboxaldehyde
- CAS No.
- 14003-96-4
- Chemical Name:
- 7-hydroxy-4-Methyl-2-oxo-2H-1-Benzopyran-8-carboxaldehyde
- Synonyms
- 8C;4Μ8C;4u8C;4M8C;4mu8C;IRE1 INHIBITOR III;IRE1 Inhibitor III, 4μ8C;4Μ8C (IRE1 INHIBITOR III);Thioctic Acid Impurity 59;7-Hydroxy-8-formyl-4-methylcoumarin
- CBNumber:
- CB12605899
- Molecular Formula:
- C11H8O4
- Molecular Weight:
- 204.18
- MOL File:
- 14003-96-4.mol
- Modify Date:
- 2023/6/30 15:45:59
| Melting point | 189-190℃ (ethanol ) |
|---|---|
| Boiling point | 398.3±42.0 °C(Predicted) |
| Density | 1.541 |
| refractive index | 1.641 |
| storage temp. | -20°C |
| solubility | DMSO: soluble5mg/mL, clear (warmed) |
| pka | 6.22±0.20(Predicted) |
| form | Yellow powder |
| color | white to beige |
| Stability | Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month. |
| InChIKey | RTHHSXOVIJWFQP-UHFFFAOYSA-N |
| CAS DataBase Reference | 14003-96-4 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS07,GHS08 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H317-H319-H334-H335-H350 | |||||||||
| Precautionary statements | P201-P202-P261-P264b-P271-P272-P280-P285-P302+P352-P304+P340-P305+P351+P338-P308+P313-P342+P311-P362+P364-P403+P233-P501c | |||||||||
| Hazard Codes | Xn | |||||||||
| Risk Statements | 22 | |||||||||
| WGK Germany | 3 | |||||||||
| NFPA 704 |
|
7-hydroxy-4-Methyl-2-oxo-2H-1-Benzopyran-8-carboxaldehyde price More Price(3)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | SML0949 | 4μ8C ≥98% (HPLC) | 14003-96-4 | 5MG | ₹11420.38 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | SML0949 | 4μ8C ≥98% (HPLC) | 14003-96-4 | 25MG | ₹46515.03 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 412512 | IRE1 Inhibitor III, 4μ8C - CAS 14003-96-4 - Calbiochem IRE1 Inhibitor III, CAS 14003-96-4, is a cell-permeable. Covalent inhibitor of IRE1 RNase activity (IC?? = 550 and 45 nM, respectively, with 0 & 16 mi | 14003-96-4 | 25MG | ₹12220 | 2022-06-14 | Buy |
7-hydroxy-4-Methyl-2-oxo-2H-1-Benzopyran-8-carboxaldehyde Chemical Properties,Uses,Production
Uses
8-Formyl-4-methylumbelliferone is an inhibitor that blocks substrate access to the active site of IRE1 and selectively inactivates both Xbp1 splicing and IRE1-mediated mRNA degradation.
General Description
A cell-permeable coumarin o-hydroxyaldehyde compound that inhibits IRE1 RNase activity in a time- and dose-dependent manner (IC50 = 550, 230, 180, 100, and 45 nM, respectively, with 0, 2, 4, 8, 16, min drug preincubation in FRET-based RNA cleavage assays) by covalently targeting IRE1 Lys907 via Schiff base formation, effectively preventing ER stress-induced site-specific mRNA splicing as well as RIDD (Regulated IRE1-Dependent Degradation) mRNA degradation (IC50 = 6.9 and 4.1 μM, respectively, against Xbp1 splicing and Scara3 degradation) in MEF cultures following Tunicamycin (Cat. No. 654380) treatment. Also demonstrated to inhibit ER capacity expansion (Effective conc. 32 μM) and amylase secretion (IC50<2 μM) upon stress induction by Dexamethasone (Cat. No. 265005) treatment in rat AR42J tumoral acinar pancreatic cells. Structural analysis reveals that the reduced water accessibility to Lys907 in IRE1 native conformation accounts for the unusual stability of Lys907 Schiff base formation and forms the basis of selective IRE1 RNase inhibition by 4μ8C and STF083010 (Cat. No. 412510). Although 4μ8C, but not STF083010, is also shown to inhibit IRE1 autophosphorylation by Schiff base formation with IRE1 Lys599 in the absence of ADP, cellular nucleotide prevents 4μ8C from targeting IRE1 Lys599 and inhibiting IRE1 kinase activity intracellularly.
Biochem/physiol Actions
Cell permeable: yes
7-hydroxy-4-Methyl-2-oxo-2H-1-Benzopyran-8-carboxaldehyde Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | China | 32760 | 60 | Inquiry |
| career henan chemical co | +86-0371-86658258 +8613203830695 | China | 29901 | 58 | Inquiry |
| Chongqing Chemdad Co., Ltd | +86-023-6139-8061 +86-86-13650506873 | China | 39916 | 58 | Inquiry |
| Zhengzhou Alfa Chemical Co.,Ltd | +8618530059196 | China | 12962 | 58 | Inquiry |
| Zhejiang J&C Biological Technology Co.,Limited | +1-2135480471 +1-2135480471 | China | 10522 | 58 | Inquiry |
| InvivoChem | +1-708-310-1919 +1-13798911105 | United States | 6393 | 58 | Inquiry |
| Nantong HI-FUTURE Biology Co., Ltd. | +undefined18051384581 | China | 3136 | 58 | Inquiry |
| TargetMol Chemicals Inc. | +1-781-999-5354 | United States | 19973 | 58 | Inquiry |