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Merck
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S2500

Sigma-Aldrich

Scopoletin

≥99%

Synonyme(s) :

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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About This Item

Formule empirique (notation de Hill):
C10H8O4
Numéro CAS:
92-61-5
Poids moléculaire :
192.17
Numéro Beilstein :
156296
Numéro CE :
202-171-9
Numéro MDL:
MFCD00006872
Code UNSPSC :
12171501
ID de substance PubChem :
24899524
Nomenclature NACRES :
NA.28

Niveau de qualité

100

Pureté

≥99%

Pf

203-205 °C (lit.)

Chaîne SMILES 

COc1cc2C=CC(=O)Oc2cc1O

InChI

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

Clé InChI

RODXRVNMMDRFIK-UHFFFAOYSA-N

Informations sur le gène

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).

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
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
An-Sheng Cheng et al.
Food & function, 3(8), 886-890 (2012-06-27)
Scopoletin is an antioxidant found in certain weedy plants. It exerts anti-inflammatory, anti-allergic, and anti-diabetic activities. It remains unknown whether scopoletin regulates T helper (Th) cells, including Th 1 and Th 2 cells. We found that scopoletin significantly inhibited phorbol
Wukun Liu et al.
Bioorganic & medicinal chemistry letters, 22(15), 5008-5012 (2012-07-07)
Twenty scopoletin derivatives were developed by a systematic combinatorial chemical approach and their chemical structures were confirmed by MS, IR, (1)H NMR spectra and elemental analysis. Primary screening against mammary (MCF-7 and MDA-MB 231) and colon (HT-29) carcinoma cells indicated
Kamal Massoud et al.
Plant physiology, 159(1), 286-298 (2012-03-13)
Phosphite (Phi), a phloem-mobile oxyanion of phosphorous acid (H(3)PO(3)), protects plants against diseases caused by oomycetes. Its mode of action is unclear, as evidence indicates both direct antibiotic effects on pathogens as well as inhibition through enhanced plant defense responses
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