4-Methylumbelliferyl-beta-D-glucuronide
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4-Methylumbelliferyl-beta-D-glucuronide
structure -
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CAS No:
6160-80-1
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Formula:
C16H16O9
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Chemical Name:
4-Methylumbelliferyl-beta-D-glucuronide
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Synonyms:
4-METHYL-2-OXO-2H-1-BENZOPYRAN-7-YL, BETA-D-GLUCO-PYRANOSIDURONIC ACID;4-METHYLUMBELLIFERYL B-D-GLUCURONIDE;4-METHYLUMBELLIFERYL-BETA-D-GLUCURONIC ACID;4-METHYLUMBELLIFERYL-BETA-D-GLUCURONIDE;MUG;MUGLCU;4-Methylumbelliferyl-b-D-glucuronide hydrate;4-methylumberiferryl-beta-D-glucuronide trihydrate
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CAS No:
Description
Crystalline
4-methylumbelliferone beta-D-glucuronide is a beta-D-glucosiduronic acid having a 4-methylumbelliferyl substituent at the anomeric position. A hyaluronan synthesis inhibitor, it is anti-tumourigenic for various malignant tumours. It has a role as a chromogenic compound, an antineoplastic agent and a hyaluronan synthesis inhibitor. It is a member of coumarins, a monosaccharide derivative and a beta-D-glucosiduronic acid. It derives from a 4-methylumbelliferone. It is a conjugate acid of a 4-methylumbelliferone beta-D-glucuronide(1-).
4-Methylumbelliferyl-beta-D-glucuronide is a fluorescent substrate of β-glucuronidase. Once cleaved, 4-Methylumbelliferyl-beta-D-glucuronide yields blue fluorescence seen under UV light which is pH-dependent with excitation maxima of 320 and 360 nm at low (1.97-6.72) and high (7.12-10.3) pH, respectively. It is ideal for working with Escherichia coli and plant molecular studies.
ChEBI: A beta-D-glucosiduronic acid having a 4-methylumbelliferyl substituent at the anomeric position.
4-Methylumbelliferyl-beta-D-glucuronide Basic Attributes
352.3
352.29
228-186-0
TSCA listed
White
29329990
Characteristics
146.66000
-0.63
1.632±0.06 g/cm3(Predicted)
102 °C
683.1±55.0 °C(Predicted)
255.0±25.0 °C
1.664
slightly soluble
2.76±0.70(Predicted)
−20°C
Drug Information
Chemicals that emit light after excitation by light. The wave length of the emitted light is usually longer than that of the incident light. Fluorochromes are substances that cause fluorescence in other substances, i.e., dyes used to mark or label other compounds with fluorescent tags. (See all compounds classified as Fluorescent Dyes.)
4-Methylumbelliferone O-glucuronide is a known human metabolite of 4-Methylumbelliferone.
4-methylumbelliferyl glucuronide
4-Methylumbelliferyl-beta-D-glucuronide Use and Manufacturing
4-Methylumbelliferyl-beta-D-glucuronide is a substrate for glucuronidase. Also used as a test for coliform bacteria in water. Fluorescence: max. Abs. 316nm; max. Em. 375nm; e x 10-3: 12 Substrate for ?-D-glucuronidase assay. MUG is widely used as component of selective microbial culture media.
4-Methylumbelliferyl β-D-glucuronide dihydrate is a useful building block and a fluorophore.
.beta.-D-Glucopyranosiduronic acid, 4-methyl-2-oxo-2H-1-benzopyran-7-yl: ACTIVE|PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.
Computed Properties
Molecular Weight:352.29
XLogP3:-0.5
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:3
Exact Mass:352.07943208
Monoisotopic Mass:352.07943208
Topological Polar Surface Area:143
Heavy Atom Count:25
Complexity:574
Defined Atom Stereocenter Count:5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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4-Methylumbelliferyl-beta-D-glucuronide
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