SMB00390
2-O-a-D-Glucopyranosyl-L-ascorbic Acid
≥98% (HPLC)
Synonym(s):
Ascorbyl Glucoside, Ascorbic acid 2-glucoside
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About This Item
Empirical Formula (Hill Notation):
C12H18O11
CAS Number:
Molecular Weight:
338.26
NACRES:
NA.79
PubChem Substance ID:
UNSPSC Code:
12352205
MDL number:
Quality Segment
assay
≥98% (HPLC)
form
powder
technique(s)
HPLC: suitable, tissue processing: suitable
color
white to off-white
mp
158-163 °C
storage temp.
2-8°C
SMILES string
OC([C@]([C@@H](O)CO)([H])O1)=C(C1=O)O[C@H]([C@@H]([C@@H](O)[C@@H]2O)O)O[C@@H]2CO
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
InChI key
MLSJBGYKDYSOAE-DCWMUDTNSA-N
General description
2-O-a-D-glucopyranosyl-L-ascorbic acid, generally known as ascorbyl glucoside, is a relatively novel compound and is a stable vitamin C derivative. Over a long period of time, it gradually is converted into ascorbic acid.
2-O-a-D -Glucopyranosyl-L -ascorbic Acid is derived from L -ascorbic acid and α-glucosyl donor saccharide, in the presence of α-isomaltosylglucosaccharide producing enzyme.
2-O-a-D-Glucopyranosyl-L-ascorbic acid is a form of vitamin C combined with glucose.
Application
2-O-a-D -Glucopyranosyl-L -ascorbic acid has been used to develop an in vitro 3D model of the stromal-nerve interactions of the human cornea.
Biochem/physiol Actions
2-O-a-D-glucopyranosyl-L-ascorbic acid or ascorbyl glucoside functions as a skin whitener and radical scavenger in cosmetics. It is responsible for the bleaching action of bleaching cosmetics. This compound is activated in a manner identical to that of vitamin C. The enzyme present in the epidermal basal membrane, ascorbyl phosphatase, slowly converts 2-O-a-D-glucopyranosyl-L-ascorbic acid into vitamin C, thereby maintaining a high vitamin C level in skin throughout the day.
2-O-a-D-Glucopyranosyl-L-ascorbic acid can function as an antioxidant, an antineoplastic, and a tyrosine kinase inhibitor.
Storage Class
11 - Combustible Solids
WGK
WGK 3
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
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