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:
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
grade
analytical standard
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
Quality Level
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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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Solid-phase extraction of esculetin from the ash bark of Chinese traditional medicine by using molecularly imprinted polymers
Hu SG, et al.
Journal of Chromatography A, 1062(1), 31-37 (2005)
Inhibition of cell cycle progression in human leukemia HL-60 cells by esculetin
Wang CJ, et al.
Cancer Letters, 183(2), 163-168 (2002)
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)
Simultaneous determination of esculin and its metabolite esculetin in rat plasma by LC-ESI-MS/MS and its application in pharmacokinetic study
Li YY, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 907(1), 27-33 (2012)
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