4-Methylesculetin
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4-Methylesculetin
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CAS No:
529-84-0
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Formula:
C10H8O4
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Chemical Name:
4-Methylesculetin
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Synonyms:
2H-1-Benzopyran-2-one,6,7-dihydroxy-4-methyl-;Coumarin,6,7-dihydroxy-4-methyl-;Esculetin,4-methyl-;6,7-Dihydroxy-4-methyl-2H-1-benzopyran-2-one;4-Methylesculetin;4-Methyl-6,7-dihydroxycoumarin;4-Methylaesculetin;6,7-Dihydroxy-4-methylcoumarin;Methylesculetin;4-Methylesculetol;NSC 11828;NSC 688807
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CAS No:
Description
4-Methylesculetin is an orally active natural coumarin derivative, with potent anti-oxidant and anti-inflammatory activities. 4-Methylesculetin inhibits myeloperoxidase activity and reduces IL-6 level[1].
6,7-dihydroxy-4-methylcoumarin is a hydroxycoumarin that is 4-methylcuomarin which is substituted by hydroxy groups at positions 3 and 4. A hyaluronan synthesis inhibitor. It has also been used as a fluorescent sensor to monitor the consumption of a boronic acid in Suzuki coupling reactions; fluorescence is readily detectable by the naked eye using a standard 365 nm UV lamp. It has a role as a hyaluronan synthesis inhibitor, an antioxidant and an anti-inflammatory agent.
4-Methylesculetin Basic Attributes
192.17
192.17
162550
208-470-0
132H8N0A91
688807|11828
DTXSID6060187
2932209090
Characteristics
66.8
2.08
Light brown powder
1.5±0.1 g/cm3
199 °C
455.5±45.0 °C at 760 mmHg
190.8±22.2 °C
1.652
DMF: soluble
2-8°C
Safety Information
IRRITANT
2
36/37/38
26-36
GN6384500
Xi
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
H315
4-Methylesculetin Use and Manufacturing
From benzoquinone and acetic anhydride in the presence of concentrated acid to generate phenyl triacetate. Under the action of dilute sulfuric acid, it reacts with ethyl acetoacetate, the reactant is poured into ice water to precipitate the crude methyl esculetine, and the filtered crystals are recrystallized with water to obtain the finished product.
Used as a fluorescent indicator.
2H-1-Benzopyran-2-one, 6,7-dihydroxy-4-methyl-: INACTIVE
Computed Properties
Molecular Weight:192.17
XLogP3:1.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Exact Mass:192.04225873
Monoisotopic Mass:192.04225873
Topological Polar Surface Area:66.8
Heavy Atom Count:14
Complexity:284
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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