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Merck
CN

68923

Esculetin

analytical standard

Synonym(s):

6,7-Dihydroxycoumarin, Cichorigenin, Esculetin

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About This Item

Empirical Formula (Hill Notation):
C9H6O4
CAS Number:
Molecular Weight:
178.14
UNSPSC Code:
12352200
NACRES:
NA.24
PubChem Substance ID:
EC Number:
206-161-5
Beilstein/REAXYS Number:
152788
MDL number:
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grade

analytical standard

Quality Level

assay

≥97.5% (HPLC), 97.5-102.5% (NT)

shelf life

limited shelf life, expiry date on the label

mp

271-273 °C (lit.)

format

neat

SMILES string

Oc1cc2OC(=O)C=Cc2cc1O

InChI

1S/C9H6O4/c10-6-3-5-1-2-9(12)13-8(5)4-7(6)11/h1-4,10-11H

InChI key

ILEDWLMCKZNDJK-UHFFFAOYSA-N

General description

Esculetin is a derivative of coumarin, found in various plant species including Cichorium intybus (chicory), Bougainvillea spectabilis, Artemisia capillaris, etc and leaves of Citrus limonia (Rutaceae), Ceratostigma willmottianum, etc. It exhibits multiple pharmacological activities and is found to be a potent inhibitor of cyclooxygenase, 5-lipoxygenase, 12-lipoxygenase, catechol-O-methyl transferase, NADPH oxidase and xanthine oxidase enzymes.

Application

Esculetin may be used as an analytical reference standard for the determination of the analyte in biological and water samples by chromatography-based techniques. It may also be used as a standard in the quantification of the analyte in traditional herbal medicines by solid-phase extraction and micellar electrokinetic capillary methods, respectively.


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Esculetin prevents liver damage induced by paracetamol and CCl4
Gilani AH, et al.
Pharmacological Research, 37(1), 31-35 (1998)
Determination of polyphenol components in herbal medicines by micellar electrokinetic capillary chromatography with Tween 20
Wang XK, et al.
Talanta, 74(1), 1-6 (2007)
Inhibition of cell cycle progression in human leukemia HL-60 cells by esculetin
Wang CJ, et al.
Cancer Letters, 183(2), 163-168 (2002)



Global Trade Item Number

SKUGTIN
68923-50MG04061832764894