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Merck

38332

Scopoletin

analytical standard

Synonym(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

Empirical Formula (Hill Notation):
C10H8O4
CAS Number:
Molecular Weight:
192.17
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
EC Number:
202-171-9
Beilstein/REAXYS Number:
156296
MDL number:

Product Name

Scopoletin, analytical standard

InChI

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

SMILES string

COc1cc2C=CC(=O)Oc2cc1O

InChI key

RODXRVNMMDRFIK-UHFFFAOYSA-N

grade

analytical standard

assay

≥97.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

203-205 °C (lit.)

application(s)

food and beverages

format

neat

storage temp.

2-8°C

Quality Level

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Scopoletin may be used as a reference standard for the determination of scopoletin in:
  • Roots, stems, branches, and seeds as well as leaves of Chimonanthus nitens Oliv. by ultra-high performance liquid chromatography/tandem quadrupole-time-of-flight mass spectrometry (UHPLC-QTOF-MS/MS) equipped with modified mass deflect filter or diagnostic product ions/neutral loss filter.
  • Canscora decussate (South Indian Shankhpushpi) extracts by high performance thin layer chromatography (HPTLC).
  • Morinda tinctoria Roxb. leaf by HPTLC in conjunction with HPLC and gas chromatography with MS.

Biochem/physiol Actions

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.

General description

Scopoletin is a coumarin compound and pharmacologically active chemical that is found in various plant species.

Other Notes

This compound is commonly found in plants of the genus: achillea angelica glycyrrhiza lycium pimpinella

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable


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Comprehensive profiling and characterization of coumarins from roots, stems, leaves, branches, and seeds of Chimonanthus nitens Oliv. using ultra-performance liquid chromatography/quadrupole-time-of-flight mass spectrometry combined with modified mass defect filter.
Tan T, et al.
Journal of Pharmaceutical and Biomedical Analysis, 141(2-3), 140-148 (2017)
Structural characterization and discrimination of Chimonanthus nitens Oliv. leaf from different geographical origins based on multiple chromatographic analysis combined with chemometric methods.
Huang WP, et al.
Journal of Pharmaceutical and Biomedical Analysis, 154(2-3), 236-244 (2018)
HPTLC Finger print analysis and Phytochemical Investigation of Morinda tinctoria Roxb. Leaf extracts by HPLC and GS MS.
Arunachalam KD, et al.
International Journal of Pharmacy and Pharmaceutical Sciences, 7(2), 360-366 (2015)
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
Fazeelat Karamat et al.
BMC plant biology, 12, 152-152 (2012-08-31)
Furanocoumarins are molecules with proven therapeutic properties and are produced in only a small number of medicinal plant species such as Ruta graveolens. In vivo, these molecules play a protective role against phytophageous insect attack. Furanocoumarins are members of the

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