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HomeProduct name listEsculin

Esculin

Synonym(s):Esculin;Aesculin;Bicolorin;Crataegin;Enallachrome

  • CAS NO.:531-75-9
  • Empirical Formula: C15H16O9
  • Molecular Weight: 340.28
  • MDL number: MFCD00006879
  • EINECS: 208-517-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-08-15 16:24:08
Esculin Structural

What is Esculin?

Absorption

Rarely, absorbed into the blood stream if used as a combination with other ingredients in suppository form. But, Applying cream or ointment form to open wound or skin may lead this drug to absorb and circulate into blood stream.

Toxicity

Organism : Mouse Test type : LD50 Route: Intraperitoneal Reported dose: 1900mg/kg No reported effects known other than LD50

Chemical properties

White to nearly white

The Uses of Esculin

Esculin hydrate has been used as a component of sporulation-inducing esculin agar. It has also been used for esculin uptake assay.

The Uses of Esculin

esculin 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.

The Uses of Esculin

esculoside is utilized in formulations for the treatment of cellulite. es culoside is apparently beneficial for impaired microcirculation.

Indications

As medication, esculin is sometimes used as a vasoprotective agent. Esculin is also used in a microbiology laboratory to aid in the identification of bacterial species (especially Enterococci and Listeria), as all strains of Group D Streptococci hydrolyze ?sculin in 40% bile.

Background

Esculin is found in barley. Vitamin C2 is generally considered a bioflavanoid, related to vitamin P esculin is a glucoside that naturally occurs in the horse chestnut (Aesculus hippocastanum), California Buckeye (Aesculus californica) and in daphnin (the dark green resin of Daphne mezereum). Esculin belongs to the family of Glycosyl Compounds. These are carbohydrate derivatives in which a sugar group is bonded through its anmoeric carbonA to another group via a C-, S-,N-,O-, or Se- glycosidic bond.

What are the applications of Application

Esculin is an antioxidant that displays vitamin P activity

Definition

ChEBI: A hydroxycoumarin that is the 6-O-beta-D-glucoside of esculetin.

General Description

Esculin hydrate has vasoprotective and venotonic properties.

Flammability and Explosibility

Not classified

Biochem/physiol Actions

Esculin 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).

Pharmacokinetics

Topically applied Esculine increases the “capillary density” (the number of capillaries open to flow per surface unit) and improves the morphological aspect of the smallest blood vessels.

Metabolism

After oral administration of esculin (100 mg/kg) for rats, plasma, urine, feces and bile samples were collected to screen metabolites. As a result, a total of 19 metabolites (10 phase I metabolites and 9 phase II metabolites) were found and identified. It was also found that after oral administration of esculin, the esculin could be metabolized to esculetin in vivo via deglycosylation, and esculetin was found in all biological samples.

Properties of Esculin

Melting point: 203 °C
Boiling point: 396.1°C (rough estimate)
alpha  -88 º (c=2,dioxane/water1:1)
Density  0.791 g/mL at 20 °C
vapor pressure  0Pa at 25℃
refractive index  -79 ° (C=2.4, 50% Dioxane)
Flash point: 15 °C
storage temp.  2-8°C
solubility  methanol: 50 mg/mL hot, clear to very faintly turbid, yellow-green fluoresc.
form  Liquid
pka 7.00±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.
CAS DataBase Reference 531-75-9(CAS DataBase Reference)
NIST Chemistry Reference 7-Hydroxy-2-oxo-2h-chromen-6-yl hexopyranoside(531-75-9)
EPA Substance Registry System Esculin (531-75-9)

Safety information for Esculin

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P501:Dispose of contents/container to..…

Computed Descriptors for Esculin

InChIKey YRABYCJKUBFWQY-FHXAZYNBSA-N

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