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S2500

Sigma-Aldrich

Scopoletin

≥99%

Sinônimo(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

Fórmula empírica (Notação de Hill):
C10H8O4
Número CAS:
92-61-5
Peso molecular:
192.17
Beilstein:
156296
Número CE:
202-171-9
Número MDL:
MFCD00006872
Código UNSPSC:
12171501
ID de substância PubChem:
24899524
NACRES:
NA.28

Nível de qualidade

100

Ensaio

≥99%

pf

203-205 °C (lit.)

cadeia de caracteres 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

chave InChI

RODXRVNMMDRFIK-UHFFFAOYSA-N

Informações sobre genes

human ... ACHE(43)

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Aplicação

  • 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).

Ações bioquímicas/fisiológicas

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.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

Escolha uma das versões mais recentes:

Certificados de análise (COA)

Lot/Batch Number
MKCQ6745
MKCN7975
MKCM0255
MKCK3905
MKCG8403

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Umbelliferone 99%

Sigma-Aldrich

H24003

Umbelliferone

Glycine anhydride cyclic dipeptide

Sigma-Aldrich

G7251

Glycine anhydride

Sinensetin ≥98% (HPLC)

Sigma-Aldrich

SML1787

Sinensetin

5,7-Dimethoxycoumarin 98%

Sigma-Aldrich

116238

5,7-Dimethoxycoumarin

7,8-Dihydroxycoumarin ≥97%, powder

Sigma-Aldrich

D5564

7,8-Dihydroxycoumarin

Urs Lahrmann et al.
The New phytologist, 207(3), 841-857 (2015-04-29)
During a compatible interaction, the sebacinoid root-associated fungi Piriformospora indica and Sebacina vermifera induce modification of root morphology and enhance shoot growth in Arabidopsis thaliana. The genomic traits common in these two fungi were investigated and compared with those of
Yoshihiro Suzuki et al.
Journal of immunology (Baltimore, Md. : 1950), 171(11), 6119-6127 (2003-11-25)
Earlier studies, including our own, revealed that activation of mast cells is accompanied by production of reactive oxygen species (ROS) that help to mediate the release of the inflammatory mediators, including histamine and eicosanoids. However, little is known about the
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
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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