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Merck

S2500

Scopoletin

≥99%

Sinónimos:

6-Methoxyumbelliferone, 6-Methylesculetin, 7-Hydroxy-6-methoxy-2H-1-benzopyran-2-one, 7-Hydroxy-6-methoxycoumarin, Buxuletin, Chrysatropic acid, Escopoletin, Esculetin-6-methyl ether, Gelseminic acid, Murrayetin

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Fórmula empírica (notación de Hill):
C10H8O4
Número CAS:
92-61-5
Peso molecular:
192.17
UNSPSC Code:
12171501
NACRES:
NA.28
PubChem Substance ID:
24899524
EC Number:
202-171-9
Beilstein/REAXYS Number:
156296
MDL number:
MFCD00006872

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Nombre del producto

Scopoletin, ≥99%

InChI

1S/C10H8O4/c1-13-9-4-6-2-3-10(12)14-8(6)5-7(9)11/h2-5,11H,1H3

InChI key

RODXRVNMMDRFIK-UHFFFAOYSA-N

SMILES string

COc1cc2C=CC(=O)Oc2cc1O

assay

≥99%

mp

203-205 °C (lit.)

Quality Level

100

Gene Information

human ... ACHE(43)

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Application

  • Production of Polyphenolic Natural Products by Bract-Derived Tissue Cultures of Three Medicinal Tilia spp.: A Comparative Untargeted Metabolomics Study.: This study investigates the production of polyphenolic compounds, including scopoletin, in tissue cultures derived from the bracts of three medicinal Tilia species. The research highlights the potential of these cultures in producing valuable natural products (Szűcs et al., 2024).

Biochem/physiol Actions

Dye that can be used to detect the release of reactive oxygen species during the oxidative burst; peroxynitrite scavenger; acetylcholinesterase inhibitor.
Scopoletin significantly increases activity of lipoprotein lipase in adipocytes by promoting transcription of the LPL gene. It also partially reverses inhibition of LPL by TNF-α.

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
0000493814
0000493799
0000493799
0000493814
0000486430

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Ae Ra Kim et al.
Phytotherapy research : PTR, 18(1), 1-7 (2004-01-30)
Peroxynitrite (ONOO(-)) is one of cytotoxic species produced by the reaction between superoxide (*O(2) (-)) and nitric oxide (NO). The main aim of this study was to identify ONOO(-) scavenging constituents from herbs. Methanolic extracts derived from one hundred thirty
M Baz et al.
Journal of applied microbiology, 112(4), 782-792 (2012-02-02)
The early molecular events underlying the elicitation of plant defence reactions by Gram-positive bacteria are relatively unknown. In plants, calcium and reactive oxygen species are commonly involved as cellular messengers of a wide range of biotic stimuli from pathogenic to
Sang-Hyun Lee et al.
Journal of natural products, 76(4), 615-620 (2013-03-21)
Artemisia iwayomogi has been used as a folk medicine for treating various diseases including inflammatory and immune-related diseases. Scopoletin (1) and scopolin (2) were isolated from this species. Scopoletin (1) showed more potent peroxyl radical-scavenging capacity, reducing capacity, and cellular
Shakti Deep Pachauri et al.
Journal of ethnopharmacology, 139(1), 34-41 (2011-11-24)
Noni (Morinda citrifolia L.) is widely used for different illnesses including CNS disorders. Recently Noni has been reported to prevent amyloid beta induced memory impairment in mice. However, the influence of Noni on cholinergic system has not been explored so
J T Corbett
Journal of biochemical and biophysical methods, 18(4), 297-307 (1989-06-01)
Scopoletin, 7-hydroxy-6-methoxy-2H-1-benzopyran-2-one, a naturally occurring component in cotton leaf and citrus peel is a fluorescent substrate for peroxidase which has been used by many investigators for the determination of hydrogen peroxide concentration. The technical details of these investigations are application-specific
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