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Scopoletin

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Scopoletin Basic information

Product Name:
Scopoletin
Synonyms:
  • Escopoletin
  • Scopoletine
  • Scopoletol
  • 6-METHOXYCOUMARIN
  • 6-METHOXYUMBELLIFERONE
  • Scopoletin,6-Methoxyumbelliferone, 7-Hydroxy-5-methoxycoumarin, 7-Hydroxy-6-methoxy-2H-1-benzopyran-2-one, Chrysatropic acid, Esculetin-6-methyl ether, Gelseminic acid
  • Scopoletin (20 mg)
  • 7-Hydroxy-6-methoxy-2H-chromen-2-one, 6-Methoxyumbelliferone, Scopoletin
CAS:
92-61-5
MF:
C10H8O4
MW:
192.17
EINECS:
202-171-9
Product Categories:
  • Marker
  • sy
  • Coumarins
  • Aromatics
  • Heterocycles
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
92-61-5.mol
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Scopoletin Chemical Properties

Melting point:
203-205 °C (lit.)
Boiling point:
288.14°C (rough estimate)
Density 
1.2932 (rough estimate)
refractive index 
1.5430 (estimate)
storage temp. 
2-8°C
solubility 
Chloroform (Sightly, Heated), Ethyl Acetate (Slightly, Heated), Methanol (Slightly, Heated)
pka
7.91±0.20(Predicted)
form 
Crystalline Powder
color 
Beige
Water Solubility 
Slightly soluble
Merck 
14,8408
BRN 
156296
InChIKey
RODXRVNMMDRFIK-UHFFFAOYSA-N
LogP
1.280 (est)
CAS DataBase Reference
92-61-5(CAS DataBase Reference)
NIST Chemistry Reference
7-Hydroxy-6-methoxy-2h-1-benzopyran-2-one(92-61-5)
EPA Substance Registry System
Scopoletin (92-61-5)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
2
RTECS 
GN6930000
HS Code 
29322090

MSDS

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Scopoletin Usage And Synthesis

Chemical Properties

Crystalline Solid

Uses

Scopoletin is the aglucone of Scopolin. Used for cosmetics, topical formulations, and foods. Dyes and metabolites.

Uses

Scopoletin can be used for cosmetics, topical formulations, and foods.

Definition

ChEBI: A hydroxycoumarin that is umbelliferone bearing a methoxy substituent at position 6.

Synthesis Reference(s)

The Journal of Organic Chemistry, 27, p. 3083, 1962 DOI: 10.1021/jo01056a023

General Description

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

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.

Purification Methods

Crystallise it from water, acetic acid or *C6H6/MeOH. It is dimorphic with a second m at 193-195o. It sublimes at 120-130o/12mm. [Beilstein 18 H 99, 18 I 348, 18 II 68, 18 III/IV 1323, 18/3 V 203.]

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