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129499-78-1

Basic Information
CAS No.: 129499-78-1
Name: ASCORBYL GLUCOSIDE
Article Data: 7
Molecular Structure:
Molecular Structure of 129499-78-1 (ASCORBYL GLUCOSIDE)
Formula: C12H18O11
Molecular Weight: 338.268
Synonyms: 2-O-α-D-Glucopyranosyl-L-ascorbic acid;AA2G;Ascofresh;Ascorbyl glucoside;L-Ascorbic acid 2-glucoside;L-Ascorbic acid glucoside;
Density: 1.835 g/cm3
Melting Point: 158-163℃
Boiling Point: 717.451 °C at 760 mmHg
Flash Point: 271.813 °C
Solubility: Soluble in water. (879 g/L) at 25°C.
PSA: 186.37000
LogP: -4.14890
Synthetic route
50-81-7

ascorbic acid

57-50-1

Sucrose

129499-78-1

2-O-α-D-glucopyranosyl L-ascorbate

Conditions
ConditionsYield
With Bifidobacterium longum sucrose phosphorylase In aq. buffer at 40℃; for 72h; pH=5.2; Catalytic behavior; pH-value; Reagent/catalyst; Temperature; Enzymatic reaction; regioselective reaction;50%
50-81-7

ascorbic acid

dextrin

dextrin

129499-78-1

2-O-α-D-glucopyranosyl L-ascorbate

Conditions
ConditionsYield
Stage #1: ascorbic acid; dextrin With Geobacillus stearothermophilus Tc-62 cyclomaltodextrin glucanotransferase In water at 55℃; for 50h; pH=5.5; Enzymatic reaction;
Stage #2: With glucoamylase GLUCZYM AF6 In water for 24h; pH=4.5; Catalytic behavior; Reagent/catalyst; Time; Enzymatic reaction;
39%
134-03-2

sodium ascorbate

129499-78-1

2-O-α-D-glucopyranosyl L-ascorbate

Conditions
ConditionsYield
rat intestinal (or rice seed) α-glucosidase, maltose, thiourea, 0.1 M acetate buffer, 3 h, 50 deg C, in the dark;14%
134-03-2

sodium ascorbate

10016-20-3

alpha cyclodextrin

129499-78-1

2-O-α-D-glucopyranosyl L-ascorbate

Conditions
ConditionsYield
Stage #1: sodium ascorbate; alpha cyclodextrin With cyclodextrin glucanotransferase from Thermoanaerobacter sp. In aq. acetate buffer at 40℃; for 24h; pH=4.0; Enzymatic reaction;
Stage #2: With amyloglucosidase from Aspergillus niger In aq. acetate buffer at 60℃; for 2h; Enzymatic reaction; regioselective reaction;
0.27%
134-03-2

sodium ascorbate

7585-39-9

β‐cyclodextrin

129499-78-1

2-O-α-D-glucopyranosyl L-ascorbate

Conditions
ConditionsYield
Stage #1: sodium ascorbate; β‐cyclodextrin With cyclodextrin glucanotransferase from Thermoanaerobacter sp. In aq. acetate buffer at 40℃; for 24h; pH=4.0; Enzymatic reaction;
Stage #2: With amyloglucosidase from Aspergillus niger In aq. acetate buffer at 60℃; for 2h; Enzymatic reaction; regioselective reaction;
0.24%
134-03-2

sodium ascorbate

17465-86-0

cyclomaltooctaose

129499-78-1

2-O-α-D-glucopyranosyl L-ascorbate

Conditions
ConditionsYield
Stage #1: sodium ascorbate; cyclomaltooctaose With cyclodextrin glucanotransferase from Thermoanaerobacter sp. In aq. acetate buffer at 40℃; for 24h; pH=4.0; Enzymatic reaction;
Stage #2: With amyloglucosidase from Aspergillus niger In aq. acetate buffer at 60℃; for 2h; Enzymatic reaction; regioselective reaction;
0.21%
10016-20-3

alpha cyclodextrin

50-81-7

ascorbic acid

129499-78-1

2-O-α-D-glucopyranosyl L-ascorbate

Conditions
ConditionsYield
at 60℃; for 24h; cyclomaltodextrin glucanotransferase, pH 5.5;250 g
With Thermoanaerobacter sp. cyclodextringlucanotransferase; thiourea In aq. buffer at 50℃; pH=4.5; Temperature; Darkness;
7585-39-9

β‐cyclodextrin

50-81-7

ascorbic acid

129499-78-1

2-O-α-D-glucopyranosyl L-ascorbate

Conditions
ConditionsYield
Stage #1: β‐cyclodextrin; ascorbic acid at 45℃; for 120h; pH=5.5; aq. acetate buffer; Darkness; Molecular sieve;
Stage #2: With glucoamylase at 65℃; for 6h; pH=5.5; aq. acetate buffer;
129499-78-1

2-O-α-D-glucopyranosyl L-ascorbate

638-08-4

stearic anhydride

2-O-α-D-glucopyranosyl-6-O-octadecanoyl-L-ascorbic acid

Conditions
ConditionsYield
With pyridine at 60℃; for 0.5h;52.8%
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Specification

The Ascorbic acid 2-O-glucoside, with the CAS registry number 129499-78-1, is also known as 2-O-α-D-Glucopyranosyl-L-ascorbic acid. This chemical's molecular formula is C12H18O11 and molecular weight is 338.26. What's more, its systematic name is 2-O-α-D-Glucopyranosyl-L-threo-hex-1-enofuranos-3-ulose. 

Physical properties of Ascorbic acid 2-O-glucoside are: (1)ACD/LogP: -2.337; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): -3.38; (4)ACD/LogD (pH 7.4): -5.14; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 11; (10)#H bond donors: 7; (11)#Freely Rotating Bonds: 12; (12)Polar Surface Area: 186.37 Å2; (13)Index of Refraction: 1.67; (14)Molar Refractivity: 68.907 cm3; (15)Molar Volume: 184.388 cm3; (16)Polarizability: 27.317×10-24cm3; (17)Surface Tension: 114.2 dyne/cm; (18)Density: 1.835 g/cm3; (19)Flash Point: 271.813 °C; (20)Enthalpy of Vaporization: 119.772 kJ/mol; (21)Boiling Point: 717.451 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C2C(\O[C@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO)=C(\O)O[C@@H]2[C@@H](O)CO
(2)Std. 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/h3-7,9,12-18,20H,1-2H2/t3-,4+,5+,6-,7+,9+,12+/m0/s1
(3)Std. InChIKey: YEERNPPBIMJBHH-DCWMUDTNSA-N