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Merck

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:
5980-33-6
Molecular Weight:
198.15
NACRES:
NA.32
PubChem Substance ID:
24896658
UNSPSC Code:
12352204
EC Number:
227-790-1
MDL number:
MFCD00069856

Key Documents

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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

200

General description

4-methylumbelliferone (4-MU) is a coumarin derivative.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

M1508-25G: + M1508-100G: + M1508-BULK: + M1508-VAR: + M1508-10G:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD5871
BCBW1047
BCCL1728
BCBQ9352V
BCBQ9352

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Valérie Jaulneau et al.
Journal of biomedicine & biotechnology, 2010, 525291-525291 (2010-05-07)
The industrial use of elicitors as alternative tools for disease control needs the identification of abundant sources of them. We report on an elicitor obtained from the green algae Ulva spp. A fraction containing most exclusively the sulfated polysaccharide known
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
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.
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
Peter Pushko et al.
Virology, 501, 176-182 (2016-12-10)
Avian influenza (AI) viruses circulating in wild birds pose a serious threat to public health. Human and veterinary vaccines against AI subtypes are needed. Here we prepared triple-subtype VLPs that co-localized H5, H7 and H9 antigens derived from H5N1, H7N3
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