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)

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

• Language:English Provider:6-Methoxyumbelliferone
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

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.

Definition

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

benefits

Scopoletin is a coumarin synthesized by diverse medicinal and edible plants, which plays a vital role as a therapeutic and chemopreventive agent in the treatment of a variety of diseases. Scopoletin is indicated to have antimicrobial, anticancer, anti-inflammation, anti-angiogenesis, anti-oxidation, antidiabetic, antihypertensive, hepatoprotective, and neuroprotective properties and immunomodulatory effects in both in vitro and in vivo experimental trials. In addition, it is an inhibitor of various enzymes, including choline acetyltransferase, acetylcholinesterase, and monoamine oxidase. 

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.]

Scopoletin(92-61-5)Related Product Information

• 6-Methylcoumarin
• 3-Methoxyacetophenone
• 4-Methoxybenzylchloride
• 4'-Methoxyacetophenone
• p-Anisidine
• 7-Hydroxycoumarin
• Tetrahydro-4H-pyran-4-one
• 4'-Hydroxyacetophenone
• 2,2',4,4'-Tetrahydroxybenzophenone
• Coumarin
• p-Anisaldehyde
• SCOPARONE
• HYOSCINE HYDROCHLORIDE
• 2-Methoxyethanol
• (Trifluoromethoxy)benzene
• 4-HYDROXY MEPHENYTOIN
• Scopine
• 3,4-Dihydroxyacetophenone