Esculin

Esculin Basic information
Description References
Product Name:Esculin
Synonyms:BICOLOIN;ESCULETIN-6-O-GLUCOSIDE;ESCULIN;ESCULETIN-6-GLUCOSIDE;ESCULOSIDE;Esculinsesquimonohydrate;2H-1-Benzopyran-2-one, 6-(beta-D-glucopyranosyloxy)-7-hydroxy-;6,7-DIHYDROXYCOUMARIN-6-O-GLUCOSIDE
CAS:531-75-9
MF:C15H16O9
MW:340.28
EINECS:208-517-5
Product Categories:Biochemistry;Glucose;Glycosides;Sugars;Functional Products;Natural Plant Extract;Pyrrolidonyl peptidase;Enzyme Substrates;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Inhibitors;Substrates by Enzyme
Mol File:531-75-9.mol
Esculin Structure
Esculin Chemical Properties
Melting point 203 °C
alpha -88 º (c=2,dioxane/water1:1)
Boiling point 396.1°C (rough estimate)
density 0.791 g/mL at 20 °C
vapor pressure 0Pa at 25℃
refractive index -79 ° (C=2.4, 50% Dioxane)
Fp 15 °C
storage temp. 2-8°C
solubility methanol: 50 mg/mL hot, clear to very faintly turbid, yellow-green fluoresc.
form Liquid
pka7.00±0.20(Predicted)
color Clear
optical activity[α]20/D 41±2°, c = 5% in pyridine
Water Solubility MODERATELY SOLUBLE
Merck 3698
Stability:Stable. Incompatible with strong oxidizing agents.
InChIKeyYRABYCJKUBFWQY-FHXAZYNBSA-N
LogP-1.307 (est)
CAS DataBase Reference531-75-9(CAS DataBase Reference)
NIST Chemistry Reference7-Hydroxy-2-oxo-2h-chromen-6-yl hexopyranoside(531-75-9)
EPA Substance Registry SystemEsculin (531-75-9)
Safety Information
Hazard Codes F,C,Xi
Risk Statements 11-20/21/22-34-68/20/21/22-36/37/38
Safety Statements 26-36/37/39-45-24/25-36/37-16
RIDADR UN 2924 3/PG 2
WGK Germany 3
RTECS DJ3085000
3-10-23
HS Code 29389090
MSDS Information
ProviderLanguage
6,7-Dihydroxycoumarin 6-glucoside English
SigmaAldrich English
Esculin Usage And Synthesis
DescriptionAesculin (also Esculin) is a glucoside compound, which occurs naturally in unprocessed seeds, leaves, bark, and flowers of horse chestnut. Aesculin is used for the identification of bacteria, for the treatment of hemorrhoids and venous peripheral diseases. In cosmetics, aesculin was found to be effective in the treatment of aging skin. Owing to its ultraviolet absorbing activity, aesculin is employed in tanning preparations. Aesculin can be also used as a substrate for the detection of ß-gluocosidase activity in polyacrylamide gels.
References[1] Anna D. Orla-Jensen, About the application of aesculin for the identification of bacteria, APMIS, 1934, vol. 11, 312-322
[2] S. Srijayanta, A. Raman and B. L. Goodwin, A comparative study of the constituents of Aesculus hippocastanum and Aesculus indica, Journal of Medical Food, 1999, vol. 2, 45-50
[3] Ki-Sun Kwon, Jaehoon Lee, Hyung Gyoo Kang and Yung Chil Hah, Detection of ß-Glucosidase Activity in Polyacrylamide Gels with Esculin as Substrate, Appl. Environ. Microbil., 1994, vol. 80, 4584-4586
[4] Dennis J Mckenna, Kenneth Jones, Kerry Hughes and Virginia M Tyler, Botanical Medicines: The Desk Reference for Major Herbal Supplements, Second Edition, 2011


Chemical PropertiesWhite to nearly white
Usesesculin is used as a skin protectant in ointments and creams. This is a glucoside compound originally obtained from the leaves and bark of the horse chestnut tree.
Usesesculoside is utilized in formulations for the treatment of cellulite. es culoside is apparently beneficial for impaired microcirculation.
UsesEsculin hydrate has been used as a component of sporulation-inducing esculin agar. It has also been used for esculin uptake assay.
DefinitionChEBI: A hydroxycoumarin that is the 6-O-beta-D-glucoside of esculetin.
General DescriptionEsculin hydrate has vasoprotective and venotonic properties.
Flammability and ExplosibilityNotclassified
Biochem/physiol ActionsEsculin is a coumarin glycoside that demonstrates antioxidant activitites and protection against chemically-induced carcinogenesis. Esculin is utilized in microbiology for the isolation and identification of Enterococcus (group D streptococci).
Esculin Preparation Products And Raw materials
2-(3-METHYLPHENOXY)ETHANOL 4-Ethoxyphenol DEXTROSE 2-(4-Methoxyphenoxy)ethan-1-ol LABOTEST-BB LT00848098 1-(METHOXYMETHOXY)BENZENE 3-Hydroxyphenyl acetate Arbutin Isofraxidin 4-Hydroxy-3-methoxystyrene Esculin 1,2,4-Benzenetriol OCTYL GLUCOSIDE PHENYL-BETA-D-GLUCOPYRANOSIDE 4-METHOXYPHENYL BETA-D-GLUCOPYRANOSIDE 4-ALLYLOXYANISOLE 2-Ethoxyphenol 2,4-DIHYDROXY-5-METHOXYTOLUENE

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