Name | 4,6-O-ethylidene-alpha-D-glucose |
Synonyms | NSC 89726 -D-glucopyranose Ethylideneglucose 4,6-O-ETHYLIDENE-A-D-GLUCOSE 4,6-O-ethylidenehexopyranose 4,6-O-ethylidene-alpha-D-glucose 4,6-O-ETHYLIDENE-ALPHA-D-GLUCOPYRANOSE 4,6-O-ethylidene-alpha-D-glucopyranose 4,6-O-[(1R)-ethylidene]-alpha-D-glucopyranose (4AR,7R,8R,8aS)-2-Methylhexahydropyrano-[3,2-d][1,3]dioxine-6,7,8-triol (4aR,6S,7R,8R,8aS)-2-Methylhexahydropyrano[3,2-d][1,3]dioxine-6,7,8-triol (2R,3R)-2,3-dihydroxy-3-((4R,5R)-5-hydroxy-2-methyl-1,3-dioxan-4-yl)propanal |
CAS | 13224-99-2 |
EINECS | 236-198-2 |
InChI | InChI=1/C8H14O6/c1-3-12-2-4-7(13-3)5(9)6(10)8(11)14-4/h3-11H,2H2,1H3/t3-,4-,5-,6-,7-,8+/m1/s1 |
Molecular Formula | C8H14O6 |
Molar Mass | 206.19 |
Density | 1.446±0.06 g/cm3(Predicted) |
Melting Point | 168-170°C(lit.) |
Boling Point | 386.6±42.0 °C(Predicted) |
Flash Point | >110°(230°F) |
Water Solubility | almost transparency |
Solubility | Ethanol, Water |
Vapor Presure | 0mmHg at 25°C |
Appearance | Powder |
Color | White to Off-white |
pKa | 12.01±0.70(Predicted) |
Storage Condition | 2-8℃ |
Refractive Index | 1.539 |
MDL | MFCD00006820 |
In vitro study | 4,6-O-ethylidene-α-D-glucose (Ethylidene-glucose) shows poor affinity for malarial hexose transporter (PfHT1; K i >50 mM). 4,6-O-ethylidene-α-D-glucose inhibits wild-type transport with a K i of approximately 12 mM, but this is increased to greater than 120 mM in the Gln282-Leu mutant. 4,6-O-ethylidene-α-D-glucose inhibits glucose exit competitively but its penetration into human red cells is unaffected by glucose in the medium. The potentiation of the development of FDNB inhibition by sugars in the incubating medium is absent when 4,6-O-ethylidene-α-D-glucose is used and there is a slight protective action. 4,6-O-ethylidene-α-D-glucose penetrates human red cells by simple diffusion supported by its penetration of guinea-pig red cells at similar rates, by the occurrence of osmotic haemolysis in isosmotic solutions which is unaffected by copper ions and by the relatively high ether/water partition of the compound. |
Safety Description | 24/25 - Avoid contact with skin and eyes. |
WGK Germany | 3 |
HS Code | 29400090 |
LogP | 0.54 |
biological activity | 4,6-O-ethylidene-α-D-glucose (Ethylidene-glucose) is a glucose derivative, a competitive glucose transporter 1 (GLUT1) facial binding site inhibitor, The Ki value for wild-type 2-deoxy-D-glucose transport is 12 mM. |