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Details

Stereochemistry ABSOLUTE
Molecular Formula C8H16O6
Molecular Weight 208.209
Optical Activity ( - )
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETHYL GLUCOSIDE

SMILES

CCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI

InChIKey=WYUFTYLVLQZQNH-JAJWTYFOSA-N
InChI=1S/C8H16O6/c1-2-13-8-7(12)6(11)5(10)4(3-9)14-8/h4-12H,2-3H2,1H3/t4-,5-,6+,7-,8-/m1/s1

HIDE SMILES / InChI

Description

Ethyl glucoside (alpha-anomer) is a component of rice wine and sake and can be found in human urine after exposure to the compound, which is present in these beverages. Ethyl-alpha-D-glucoside was shown to be involved in the maintenance and improvement of skin homeostasis and moisturizing functions. A topical application of ethanol solution of ethyl-alpha-D-glucoside to mice had a positive effect on the epidermis and increased the intercellular lipid content, thus strengthening the barrier function of the epidermis.

Originator

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
1% ethanol solution of ethyl glucoside (alpha anomer) was applied on the dorsal surface of the mice, once a day, 5 times a week, for 4 weeks.
Route of Administration: Topical
In Vitro Use Guide
In a cell viability assay, normal human dermal fibroblasts were seeded at 2.0 × 10(4) cells/well into a 96-well culture plate containing 0.1 mL/well of low glucose Dulbecco’s modified Eagle’s medium supplemented with 10% (v/v) fetal bovine serum and were cultured for 24 h. After removing this medium, DMEM containing 1% (v/v) FBS with various concentrations of ethyl glucoside (alpha anomer) from 0.048 to 480 uM was added, and the culture was continued for 72 h. In MTT assay, cells were seeded at 5.0 × 10(3) cells/well into a 24-well culture plate containing 1 mL/well of DMEM with 10% (v/v) FBS and cultured for 24 h. After removing the medium, DMEM containing 10% (v/v) FBS with various concentrations of α-EG (0.048–4.8 μM) was added, and the cells were cultured for another 7 days. At 0.48 uM ethyl glucoside was found to increase the proliferation of normal human dermal fibroblasts by 121.0%, and the amount of collagen I produced by cells increased by 159.6%