Esculetin Chemical Properties

Melting point:

271-273 °C(lit.)

Boiling point:

270.35°C (rough estimate)

Density 

1.3431 (rough estimate)

refractive index 

1.4500 (estimate)

storage temp. 

2-8°C

solubility 

Solubility Almost insoluble in boiling water, ether; soluble in hot ethanol, glacial acetic acid

form 

powder

pka

1.71(at 25℃)

color 

Light yellow

PH Range

Weak blue uorescence (1.5) to strong blue uorescence (2.0)

Water Solubility 

slightly soluble

Merck 

14,3697

BRN 

152788

Major Application

antiinflammatory, Herbicides, cosmetics, teeth whitening agent, antifungal, neurodegenerative andfungal, antibacterial, antiviral, treating drug-induced weight gain, neurodegenerative and blood coagulation disorders, cancer, amyloidosis, skin impairments and baldness

InChIKey

ILEDWLMCKZNDJK-UHFFFAOYSA-N

LogP

0.980 (est)

CAS DataBase Reference

305-01-1(CAS DataBase Reference)

NIST Chemistry Reference

Coumarin, 6,7-dihydroxy-(305-01-1)

EPA Substance Registry System

Esculetin (305-01-1)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

3

RTECS 

GN6382500

HS Code 

29322090

MSDS

• Language:English Provider:6,7-Dihydroxycoumarin
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Esculetin Usage And Synthesis

Chemical Properties

YELLOWISH CRYSTALLINE POWDER

Uses

antifungal, hepatoprotective, IL-1 inhibitor

Uses

In the presence of esculetin and HA14-1 (sc-205911) expression of the death receptor 4 (DR4) has been observed to be upregulated and extracellular-regulated kinase (ERK) to be activated. Other studies suggest that esculetin upregulates death receptor 5 (DR5) protein expression, and enhances TRAIL-induced apoptosis. It also inhibits the activity of 12-LO (12-lipoxygenase), and decreases leukotriene biosynthesis during 5-LO inhibition.

Uses

In filters for absorption of ultraviolet light.

Definition

ChEBI: A hydroxycoumarin that is umbelliferone in which the hydrogen at position 6 is substituted by a hydroxy group. It is used in filters for absorption of ultraviolet light.

General Description

Esculetin is a derivative of coumarin, found in various plant species including Cichorium intybus (chicory), Bougainvillea spectabilis, Artemisia capillaris, etc and leaves of Citrus limonia (Rutaceae), Ceratostigma willmottianum, etc. It exhibits multiple pharmacological activities and is found to be a potent inhibitor of cyclooxygenase, 5-lipoxygenase, 12-lipoxygenase, catechol-O-methyl transferase, NADPH oxidase and xanthine oxidase enzymes.

Purification Methods

It forms prisms from AcOH, aqueous EtOH or aqueous MeOH, and provides leaflets on sublimation in a vacuum. [Kagan J Am Chem Soc 88 2617 1966, Marby et al. Phytochemistry 4 492 1965.] Esculin (the 6-glucoside) has m 215o(dec), [] D -41o (c 5, pyridine). [Beilstein 18 III/IV 1322, 18/3 V 202.]

Esculetin(305-01-1)Related Product Information

• 4-HYDROXY MEPHENYTOIN
• 1-Hydroxyethylidene-1,1-diphosphonic acid
• DICUMAROL
• 4-Methylumbelliferone
• Coumarin
• Chrysin
• 1,3-Dihydroxyacetone
• 4-Hydroxycoumarin
• 7-Hydroxycoumarin
• Butylated Hydroxytoluene
• Triclosan
• 6-Hydroxycoumarin
• Esculin
• ERIOCITRIN
• AESCIN IB(SH)
• Eribulin
• Erlotinib hydrochloride
• Eribulin Mesylate