Ascorbyl glucoside

Ascorbyl glucoside
Names
	IUPAC name (2R)-2-[(1S)-1,2-Dihydroxyethyl]-3-hydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2H-furan-5-one
	Other names Ascorbic acid 2-O-glucoside; 2-O-alpha-D-Glucopyranosyl-L-ascorbic acid; AA-2G; L-Ascorbic acid 2-O-alpha-glucoside
Identifiers
CAS Number	129499-78-1 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:81685;
ChEMBL	ChEMBL2011961;
ChemSpider	18678797;
DrugBank	DB11335;
ECHA InfoCard	100.114.373
EC Number	603-337-7;
KEGG	C18339;
PubChem CID	54693473;
UNII	2V52R0NHXW;
CompTox Dashboard (EPA)	DTXSID50926423 ;
	InChI InChI=1S/C12H18O11/c13-1-3(15)9-8(19)10(11(20)22-9)23-12-7(18)6(17)5(16)4(2-14)21-12/h3-7,9,12-19H,1-2H2/t3-,4+,5+,6-,7+,9+,12+/m0/s1 Key: MLSJBGYKDYSOAE-DCWMUDTNSA-N;
	SMILES C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OC2=C([C@H](OC2=O)[C@H](CO)O)O)O)O)O)O;
Properties
Chemical formula	C12H18O11
Molar mass	338.265 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Ascorbyl glucoside (AA-2G) is an ascorbic acid derivative that contains at least one glycosyl group. Ascorbyl glucoside is commonly used in cosmetic products to administer vitamin C topically. Ascorbyl glucoside exhibits superior stability and penetration ability compared to ascorbyl phosphate salts, but the rate of its in vivo conversion to ascorbic acid is not known.^[1] Ascorbyl glucosides such as AA-2G, like many other derivatives of the ascorbic acid, show antiscorbutic effects.^[2] It is also sometimes used in skin whitening products.^[3]