M1508
4-Methylumbelliferone sodium salt
fluorogenic, ≥98% (HPLC), crystalline
Synonym(s):
β-Methylumbelliferone, 7-Hydroxy-4-methylcoumarin
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About This Item
Linear Formula:
C10H7O3Na
CAS Number:
Molecular Weight:
198.15
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352204
EC Number:
227-790-1
MDL number:
Product Name
4-Methylumbelliferone sodium salt, ≥98% (HPLC), crystalline
InChI key
JGMQHDNPUCPRQE-UHFFFAOYSA-M
InChI
1S/C10H8O3.Na/c1-6-4-10(12)13-9-5-7(11)2-3-8(6)9;/h2-5,11H,1H3;/q;+1/p-1
SMILES string
[Na+].CC1=CC(=O)Oc2cc([O-])ccc12
assay
≥98% (HPLC)
form
crystalline
color
yellow
solubility
water: 50 mg/mL
Quality Level
Application
4-Methylumbelliferone sodium salt has been used:
- as a substrate to analyze the enzyme kinetics of its glucuronidation in the human liver
- as a standard to quantify the free 4-methylumbelliferone released as a result of enzyme-substrate action
- in cell survival assay to inhibit hyaluronan (HA) production and to study its effect on chemoresistance in ovarian cancer
Biochem/physiol Actions
4-methylumbelliferone (4-MU) serves as a hyaluronan (HA) synthesis blocker. It exhibits anti-inflammatory, anti-fibrogenic, and antitumor properties. 4-MU is used to treat biliary spasms and might also be beneficial in nonalcoholic steatohepatitis (NASH), inflammation, hepatocyte injury, and fibrotic response. 4-MU is known to be glucuronidated by most of the uridine 5ฺ-diphospho-glucuronosyltransferase (UGT) isoforms of the human liver. This makes it a potent probe substrate to examine the overall hepatic UGTs activity.
General description
4-methylumbelliferone (4-MU) is a coumarin derivative.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Gale E Smith et al.
Virology, 509, 90-97 (2017-06-19)
Avian influenza A (H5N1) viruses represent a growing threat for an influenza pandemic. The presence of widespread avian influenza virus infections further emphasizes the need for vaccine strategies for control of pre-pandemic H5N1 and other avian influenza subtypes. Influenza neuraminidase
Ai-Sheng Xiong et al.
PloS one, 6(11), e26773-e26773 (2011-11-19)
A β-glucuronidase variant, GUS-TR3337, that was obtained by directed evolution exhibited higher thermostability than the wild-type enzyme, GUS-WT. In this study, the utility of GUS-TR337 as an improved reporter was evaluated. The corresponding gus-tr3337 and gus-wt genes were independently cloned
Matías A Pibuel et al.
Glycobiology, 31(1), 29-43 (2020-05-31)
Glioblastoma (GBM), the most frequent primary tumor of the central nervous system, has a median survival of 14.6 months. 4-Methylumbelliferone (4MU) is a coumarin derivative widely used as a hyaluronan synthesis inhibitor with proven antitumor activity and without toxic effects reported.
Rebecca M DuBois et al.
PLoS pathogens, 7(12), e1002398-e1002398 (2011-12-07)
Highly pathogenic avian influenza viruses of the H5N1 subtype continue to threaten agriculture and human health. Here, we use biochemistry and x-ray crystallography to reveal how amino-acid variations in the hemagglutinin (HA) protein contribute to the pathogenicity of H5N1 influenza
Molly Stapleton et al.
Molecular genetics and metabolism reports, 22, 100563-100563 (2020-01-21)
Mucopolysaccharidoses (MPS) are a family of lysosomal storage disorders which can lead to degenerative and irreversible skeletal, cardiovascular, pulmonary, and neurological damage. Current treatments, including hematopoietic stem cell transplantation and enzyme replacement therapy, have been found most effective if administered
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