4-Methylumbelliferone (4-MU) (Synonyms: 4-ΜU, Hymecromone, 4-Methyl-7-hydroxycoumarin, 7-Hydroxy-4-methylcoumarin) |
| Katalog-Nr.GC13451 |
4-Methylumbelliferon (4-MU) ist ein Inhibitor der HyaluronsÄure-Biosynthese mit antitumoraler und antimetastatischer Wirkung.
Products are for research use only. Not for human use. We do not sell to patients.
Cas No.: 90-33-5
Sample solution is provided at 25 µL, 10mM.
;)
,-1-7$$$37316672.jpg');)
;)
;)
$$$36806353.jpg');)
;33(7)%EF%BC%9A546-561$$$37156877.jpg');)
;)
;)
;)
%201124-1138.$$$35908550.jpg');)
%20766-780.$$$37100057.jpg');)
%20418-432.$$$36893736.jpg');)
%EF%BC%9A-240-255.$$$35108512.jpg');)
533-545$$$36543525.jpg');)
%201-13.$$$36600053.jpg');)
;)
4-Methylumbelliferone is a known synthetic inhibitor of hyaluronic acid (HA) [1, 2]. IC50 values are in the proliferation assay were 0.65±0.04mM[3].
4-Methylumbelliferone can inhibit the proliferation of Hepatocellular Carcinoma (HCC) cell lines (0.5mM , 48h) , induce apoptosis (5mM , 48h) , and inhibit the production of HA (Hyaluronan) [4]. Public database analysis predict that 4-Methylumbelliferone stimulated the activity of enzymes , which modulate protein processing (enzymes and transcription factors , including 13 members of the nuclear receptor superfamily regulating lipid and carbohydrate metabolism) , cell motility , membrane glycolipid composition and glycogen breakdown[5].
4-Methylumbelliferone (6.5mg/g/day , 6 months , systemic oral administration) reduced perineuronal nets (PNNs) formation around neurons and enhanced memory retention in mice[6]. 4-Methylumbelliferone (25mg/kg for 24 hours dissolved in DMSO/0.9% NaCl (1 : 4) by intraperitoneal injection) had a potential ability to attenuate the cardiac injury by reducing oxidative stress and inflammation in a TLR4/NF-κB/NLRP3-dependent mechanism[7] .
4-Methylumbelliferone deregulates the tumor microenvironment by inhibiting HA synthesis[2].
References:
[1] LUO Y, YANG Z, YU Y, et al. HIF1alpha lactylation enhances KIAA1199 transcription to promote angiogenesis and vasculogenic mimicry in prostate cancer [J]. Int J Biol Macromol, 2022, 222(Pt B): 2225-43.
[2] VITALE D L, ICARDI A, ROSALES P, et al. Targeting the Tumor Extracellular Matrix by the Natural Molecule 4-Methylumbelliferone: A Complementary and Alternative Cancer Therapeutic Strategy [J]. Front Oncol, 2021, 11(710061.
[3] GARCIA-VILAS J A, QUESADA A R, MEDINA M A. 4-methylumbelliferone inhibits angiogenesis in vitro and in vivo [J]. J Agric Food Chem, 2013, 61(17): 4063-71.
[4] PICCIONI F, MALVICINI M, GARCIA M G, et al. Antitumor effects of hyaluronic acid inhibitor 4-methylumbelliferone in an orthotopic hepatocellular carcinoma model in mice [J]. Glycobiology, 2012, 22(3): 400-10.
[5] TSITRINA A A, HALIMANI N, ANDREICHENKO I N, et al. 4-Methylumbelliferone Targets Revealed by Public Data Analysis and Liver Transcriptome Sequencing [J]. International Journal of Molecular Sciences, 2023, 24(3):
[6] JANA DUBISOVA J S B, LUCIE SVOBODOVA , PAVOL MAKOVICKY , NOELIA MARTINEZ-VAREA , ANDA CIMPEAN , JAMES W FAWCETT , JESSICA C F KWOK , SARKA KUBINOVA. Oral treatment of 4-methylumbelliferone reduced perineuronal nets and improved recognition memory in mice [J]. 2022,
[7] BISTOLETTI M, BOSI A, CAON I, et al. Involvement of hyaluronan in the adaptive changes of the rat small intestine neuromuscular function after ischemia/reperfusion injury [J]. Sci Rep, 2020, 10(1): 11521.
|
Cell experiment[1]: |
|
|
Cell lines |
Human prostate adenocarcinoma PC-3 (metastatic to the bone) |
|
Preparation method |
The cells were maintained in RPMI 1640 medium supplemented with 10 % fetal bovine serum containing 1 % penicillin/streptomycin at 37°C in 5 % CO2 and 95 % humidified air (normoxia).The cells were treated with 0.6mM 4-Methylumbelliferone for 48h . |
|
Reaction Conditions |
0.6mM for 48h . |
|
Applications |
4-Methylumbelliferone prevented angiogenesis by inhibiting the synthesis of hyaluronic acid . |
|
Animal experiment[2]: |
|
|
Animal models |
Choline-deficient amino acid (CDAA) diet murine model |
|
Preparation method |
The mice were feed PBS or 4-Methylumbelliferone orally once-daily during the last 2 weeks of the diet feeding . |
|
Dosage form |
200mg/kg ; 2 weeks ; Oral administration . |
|
Applications |
4-Methylumbelliferone treatment inhibited liver steatosis and steatohepatitis in a mouse model of nonalcoholic steatohepatitis (NASH) . |
|
References: [1] LUO Y, YANG Z, YU Y, et al. HIF1alpha lactylation enhances KIAA1199 transcription to promote angiogenesis and vasculogenic mimicry in prostate cancer [J]. Int J Biol Macromol, 2022, 222(Pt B): 2225-43. [2] YANG Y M, WANG Z, MATSUDA M, et al. Inhibition of hyaluronan synthesis by 4-methylumbelliferone ameliorates non-alcoholic steatohepatitis in choline-deficient L-amino acid-defined diet-induced murine model [J]. Arch Pharm Res, 2021, 44(2): 230-40. |
|
| Cas No. | 90-33-5 | SDF | |
| Überlieferungen | 4-ΜU, Hymecromone, 4-Methyl-7-hydroxycoumarin, 7-Hydroxy-4-methylcoumarin | ||
| Chemical Name | 7-hydroxy-4-methyl-2H-chromen-2-one | ||
| Canonical SMILES | CC(C1=C(O2)C=C(O)C=C1)=CC2=O | ||
| Formula | C10H8O3 | M.Wt | 176.17 |
| Löslichkeit | ≥ 8.8mg/mL in DMSO | Storage | Store at-20°C |
| General tips | Please select the appropriate solvent to prepare the stock solution according to the
solubility of the product in different solvents; once the solution is prepared, please store it in
separate packages to avoid product failure caused by repeated freezing and thawing.Storage method
and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored
at -20°C, please use it within 1 month. To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time. |
||
| Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. | ||
| Prepare stock solution | |||
|
1 mg | 5 mg | 10 mg |
| 1 mM | 5.6763 mL | 28.3817 mL | 56.7634 mL |
| 5 mM | 1.1353 mL | 5.6763 mL | 11.3527 mL |
| 10 mM | 0.5676 mL | 2.8382 mL | 5.6763 mL |
Step 1: Enter information below (Recommended: An additional animal making an allowance for loss during the experiment)
g
μL
Step 2: Enter the in vivo formulation (This is only the calculator, not formulation. Please contact us first if there is no in vivo formulation at the solubility Section.)
Calculation results:
Working concentration: mg/ml;
Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )
Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.
Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.
Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.
3. All of the above co-solvents are available for purchase on the GlpBio website.
Quality Control & SDS
- View current batch:
- Purity: >99.50%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Average Rating: 5 (Based on Reviews and 40 reference(s) in Google Scholar.)
GLPBIO products are for RESEARCH USE ONLY. Please make sure your review or question is research based.
Required fields are marked with *