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M1381

Sigma-Aldrich

4-Methylumbelliferone

≥98%

Synonym(s):

β-Methylumbelliferone, 4-MU, 7-Hydroxy-4-methylcoumarin

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25 G
$109.00
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About This Item

Empirical Formula (Hill Notation):
C10H8O3
CAS Number:
90-33-5
Molecular Weight:
176.17
Beilstein:
142217
EC Number:
201-986-7
MDL number:
MFCD00006866
UNSPSC Code:
12352100
PubChem Substance ID:
57654353
NACRES:
NA.22

$109.00

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Quality Level

200

Assay

≥98%

color

off-white to yellow

fluorescence

λex 372 nm; λem 445 nm in ethanol

SMILES string

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

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Application

4-Methylumbelliferone is primarily used in synthesizing medicinal compounds and as a building block for fluorescent probes. Applications include synthesis of:
  • coumarin triazole derivatives as potential antimicrobial agents.[1]
  • coumarin salen-based fluorescence sensors for Mg2+ detection.[2]
  • pyranocoumarin derivatives as anti-hyperglycemic and anti-dyslipidemic agents.[3]
  • coumarin piperazine derivatives as potential multireceptor atypical antipsychotics.[4]
  • 4-methylumbelliferyl T-antigen as a substrate for endo-α-N-acetylgalactosaminidase. [5]

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF5029V
WXBF2575V
BCCK2017
WXBD6958V
BCCG6844

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Pyranocoumarins: A new class of anti-hyperglycemic and anti-dyslipidemic agents.
Kumar A, et al.
Bioorganic & Medicinal Chemistry Letters, 19(22), 6447-6451 (2009)
Synthesis and evaluation of a class of new coumarin triazole derivatives as potential antimicrobial agents.
Shi Y and Zhou C-H
Bioorganic & Medicinal Chemistry Letters, 21(3), 956-960 (2011)
Na+ triggered fluorescence sensors for Mg2+ detection based on a coumarin salen moiety.
Dong Y, et al.
Organic Letters, 13(9), 2252-2255 (2011)
Tz-Ching Yeh et al.
Freshwater biology, 65(11), 1973-1988 (2020-12-09)
Bamboo, as a pioneer vegetation, often forms forests on bare lands after catastrophic landslides. Compared to evergreen forest soil, bamboo forest soil is much more labile, with a higher percentage of microbially derived organic carbon (OC), lower molecular weight, and
Yutaka Yoshioka et al.
Arthritis and rheumatism, 65(5), 1160-1170 (2013-01-22)
To clarify the roles of hyaluronan (HA) in joint inflammation and the process of joint destruction, using 4-methylumbelliferone (4-MU), an inhibitor of HA synthesis, in a mouse model of collagen-induced arthritis (CIA) and in a monolayer culture of fibroblast-like synoviocytes
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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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