CAS Number90-33-5
SynonymsLM 94; 7-hydroxy-4-methyl-coumarin; BMU; CantabbY; Medilla; 7-hydroxy-4-methyl-chromen-2-one; 4-Methylumbelliferone; EINECS 201-986-7; Crodimon; 4-methyl-7-hydroxy coumarin; Bilcolic; Himecol; MFCD00006866; 7-hydroxy-4-methyl-2H-chromen-2-one; Eurogale; 7-Hydroxy-4-methylcoumarin
Molecular FormulaC10H8O3
Molecular Weight176.17
Purity≥98%
Density1.319 g/cm3
Boiling Point377.4ºC at 760 mmHg
Melting Point188.5-190 °C(lit.)
Appearancesolid
EINECS201-986-7
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 90-33-5 |
| Catalog No. | 2A-9017663 |
| Chinese Name | 4-甲基伞形酮 |
| Synonyms | LM 94; 7-hydroxy-4-methyl-coumarin; BMU; CantabbY; Medilla; 7-hydroxy-4-methyl-chromen-2-one; 4-Methylumbelliferone; EINECS 201-986-7; Crodimon; 4-methyl-7-hydroxy coumarin; Bilcolic; Himecol; MFCD00006866; 7-hydroxy-4-methyl-2H-chromen-2-one; Eurogale; 7-Hydroxy-4-methylcoumarin |
| Molecular Formula | C10H8O3 |
| Molecular Weight | 176.17 |
| Purity | ≥98 |
| Density | 1.319 g/cm3 |
| Boiling Point | 377.4ºC at 760 mmHg |
| Melting Point | 188.5-190 °C(lit.) |
| Appearance | solid |
| Water Solubility | slightly soluble |
| Storage Condition | This product should be sealed and stored in a cool |
| Application | 4-Methylumbelliferone is a hyaluronic acid biosynthesis inhibitor with anti-tumor and antimetastatic effects. |
| EINECS | 201-986-7 |
| PubChem ID | 57654353 |
| MDL Number | MFCD00006866 |
| SMILES | CC1=CC(=O)Oc2cc(O)ccc12 |
| InChI | 1S/C10H8O3/c1-6-4-10(12)13-9-5-7(11)2-3-8(6)9/h2-5,11H,1H3 |
| InChI Key | HSHNITRMYYLLCV-UHFFFAOYSA-N |
| Beilstein/REAXYS | 142217 |
| NACRES Code | NA.22 |
| UNSPSC | 12352100 |
| Hazard Symbols | Transport |
| MSDS | msds/17663_1_90_33_5.pdf |
| Bioactivity | 4-Methylumbelliferone is a hyaluronic acid biosynthesis inhibitor with antitumoral and antimetastatic effects. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Cancer Research Areas >> Cardiovascular Disease Natural Products >> Phenylpropanoids Target hyaluronic acid[1] In Vitro 4-Methylumbelliferone (4-MU) affects several key steps of angiogenesis, including endothelial cell proliferation, adhesion, tube formation, and extracellular matrix remodeling. Half-maximal inhibitory concentrations (IC50) values in the proliferation assay are 0.65±0.04 and 0.37±0.03 mM for HMEC and RF-24 endothelial cells, respectively. 4-Methylumbelliferone (2 mM) treatment for 24 h induces apoptosis in 13% of HMEC and 5% of RF-24 cells. The number of adherent endothelial cells decreases by >20% after 24 h of treatment with 1 mM 4-Methylumbelliferone. Minimal inhibitory concentrations in the tube formation assay are 2 and 0.5 mM 4-Methylumbelliferone for HMEC and RF-24, respectively. Matrix metalloproteinase-2 expression is differentially altered upon 4-Methylumbelliferone treatment in both tested endothelial cell lines[1]. Cell Assay The MTT dye reduction assay in 96-well microplates is used. The assay is dependent on the reduction of MTT by mitochondrial dehydrogenases of viable cells to a blue formazan product, which can be measured spectrophotometrically. Endothelial cells (2.5×103 cells in a total volume of 100 μL of complete medium) are incubated in each well with serial dilutions of 4-Methylumbelliferone (4-MU) (0, 0.5, 1, 1.5 and 2 mM). After 3 days of incubation in the dark (37°C, 5% CO2 in a humid atmosphere), 10 μL of MTT (5 mg/mL in PBS) is added to each well, and the plate is incubated for further a 4 h (37°C). The formazan is dissolved in 150 μL of 0.04 N HCl-2 propanol, and samples are spectrophotometrically measured at 550 nm. All determinations are carried out in quadruplicate, and at least three independent experiments are carried out. IC50 values are calculated as those concentrations of compound yielding 50% cell survival, taking the values obtained for control as 100%[1]. References [1]. García-Vilas JA, et al. 4-methylumbelliferone inhibits angiogenesis in vitro and in vivo. J Agric Food Chem. 2013 May 1;61(17):4063-71. Chemical & Physical Properties Density 1.319 g/cm3 Boiling Point 377.4ºC at 760 mmHg Melting Point 188.5-190 °C(lit.) Molecular Formula C10H8O3 Molecular Weight 176.16900 Flash Point 174.5ºC Exact Mass 176.04700 PSA 50.44000 LogP 1.80700 InChIKey HSHNITRMYYLLCV-UHFFFAOYSA-N SMILES Cc1cc(=O)oc2cc(O)ccc12 Storage condition -20°C Freezer Stability Stable. Combustible. Incompatible with strong oxidizing agents. Water Solubility slightly soluble |
| Use of | 4-Methylumbelliferone is a hyaluronic acid biosynthesis inhibitor with antitumoral and antimetastatic effects. Properties Articles103 Name 4-Methylumbelliferone Synonym More Synonyms 4-Methylumbelliferone Biological Activity Description 4-Methylumbelliferone is a hyaluronic acid biosynthesis inhibitor with antitumoral and antimetastatic effects. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Cancer Research Areas >> Cardiovascular Disease Natural Products >> Phenylpropanoids hyaluronic acid[1] References [1]. García-Vilas JA, et al. 4-methylumbelliferone inhibits angiogenesis in vitro and in vivo. J Agric Food Chem. 2013 May 1;61(17):4063-71. Chemical & Physical Properties Molecular Formula C10H8O3 Exact Mass 176.04700 PSA 50.44000 LogP 1.80700 InChIKey HSHNITRMYYLLCV-UHFFFAOYSA-N Stability Stable. Combustible. Incompatible with strong oxidizing agents. Water Solubility slightly soluble |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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