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Esculetin

Esculetin Structure
CAS No.
305-01-1
Chemical Name:
Esculetin
Synonyms
6,7-DIHYDROXYCOUMARIN;AESCULETIN;Synonym;6,7-Dihydroxy-2H-chromen-2-one;Esculeti;ESCULETIN;ESCULETOL;Nsc 26428;Esculatin;Asculetine
CBNumber:
CB1456020
Molecular Formula:
C9H6O4
Molecular Weight:
178.14
MOL File:
305-01-1.mol
MSDS File:
SDS
Modify Date:
2024/6/7 16:07:22

Esculetin 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

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P305+P351+P338-P261-P280a-P304+P340-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-37/39
WGK Germany  3
RTECS  GN6382500
HS Code  29322090
NFPA 704
1
2 0

Esculetin price More Price(6)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 246573 6,7-Dihydroxycoumarin 98% 305-01-1 1G ₹2749.55 2022-06-14 Buy
Sigma-Aldrich(India) 68923 Esculetin analytical standard 305-01-1 50MG ₹5585.7 2022-06-14 Buy
Sigma-Aldrich(India) 246573 6,7-Dihydroxycoumarin 98% 305-01-1 5G ₹11701.83 2022-06-14 Buy
TCI Chemicals (India) E1287 Esculetin [Matrix for MALDI-TOF/MS] 305-01-1 200MG ₹2700 2022-05-26 Buy
TCI Chemicals (India) E1287 Esculetin [Matrix for MALDI-TOF/MS] 305-01-1 1G ₹7800 2022-05-26 Buy
Product number Packaging Price Buy
246573 1G ₹2749.55 Buy
68923 50MG ₹5585.7 Buy
246573 5G ₹11701.83 Buy
E1287 200MG ₹2700 Buy
E1287 1G ₹7800 Buy

Esculetin Chemical Properties,Uses,Production

Chemical Properties

YELLOWISH CRYSTALLINE POWDER

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.

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.]

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CICHORIGENIN CICHERINGENIN ESCULETOL ESCULETIN LABOTEST-BB LT00233229 AKOS 215-98 6,7-DIHYDROXY-CHROMEN-2-ONE 2H-1-BENZOPYRAN-2-ONE, 6,7-DIHYDROXY- 2H-1-Benzopyran-2-one, 6,7-dihydroxy- (9CI) Coumarin, 6,7-dihydroxy- Coumarin, 6,7-dihydroxy- Esculetin Esculeti Aesculetin(Esculetin) Nsc 26428 6,7-Dihydroxy-2-benzopyrone 6,7-dihydroxy-2h-1-benzopyran-2-on 6,7-dihydroxy-2h-1-benzopyran-2-one 6,7-dihydroxy-coumari Asculetine Cichoriin aglucon Cichoriin aglycon cichoriinaglycon Esculatin Esculin aglucon Esculin aglycon ESCULETIN(P) Esculetine ESCULETIN, 98+% 6,7-DIHYROXYCOUMARIN 6,7-Dihydroxycoumarin, 98+% Esculetin (=6,7-DihydroxycouMarin) Cichorigenin, Esculetin Esculetin,Esculetine,Cichorigenin Esculetin [Matrix for MALDI-TOF/MS] 6,7-dihydroxy-1-benzopyran-2-one Esculetin> Esculetin CRS Esculetin USP/EP/BP TIANFU-CHEM - Esculetin AESCULETIN 6,7-DIHYDROXYCOUMARIN 6,7-Dihydroxy-2H-chromen-2-one Synonym Esculetin (6CI) Aesculetin Powder Dimethylacetamide Impurity 2 (Dimethylacetamide EP Impurity B)(N,N-Dimethylformamide) 305-01-1 C9H4O2OH2 C9H6O4 Matrix Materials (MALDI-TOF-MS) Mass Spectrometry BioChemical Biochemicals and Reagents Antitumor Agents Cancer Research Fluorescent Probes, Labels, Particles and Stains Fluorescent Labels DNA Modification / Repair