Scopoletin

Synonym(s):7-Hydroxy-6-methoxy-2H-1-benzopyran-2-one;7-Hydroxy-6-methoxycoumarin;Chrysatropic acid;Gelseminic acid;6-Methylesculetin

CAS NO.：92-61-5
Empirical Formula: C10H8O4
Molecular Weight: 192.17
MDL number: MFCD00006872
EINECS: 202-171-9
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-19 23:02:33

What is Scopoletin?

Chemical properties

Crystalline Solid

The Uses of Scopoletin

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

The Uses of Scopoletin

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

What are the applications of Application

Scopoletin is a dye used to detect release of reactive oxygen species such as peroxynitrite & inhibits acetylcholinesterase

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.]

Properties of Scopoletin

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 (Sightl
form	Crystalline Powder
pka	7.91±0.20(Predicted)
color	Beige
Water Solubility	Slightly soluble
Merck	14,8408
BRN	156296
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)

Safety information for Scopoletin

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.