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Cas Database

Name	Ascorbic acid 2-O-glucoside	EINECS	N/A
CAS No.	129499-78-1	Density	1.835 g/cm³
PSA	186.37000	LogP	-4.14890
Solubility	Soluble in water. (879 g/L) at 25°C.	Melting Point	158-163℃
Formula	C₁₂H₁₈O₁₁	Boiling Point	717.451 °C at 760 mmHg
Molecular Weight	338.268	Flash Point	271.813 °C
Transport Information	N/A	Appearance	N/A
Safety		Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	2-O-α-D-Glucopyranosyl-L-ascorbic acid;AA2G;Ascofresh;Ascorbyl glucoside;L-Ascorbic acid 2-glucoside;L-Ascorbic acid glucoside;	Article Data	7

Ascorbic acid 2-O-glucoside Synthetic route

: 50-81-7
ascorbic acid

: 57-50-1
Sucrose

: 129499-78-1
2-O-α-D-glucopyranosyl L-ascorbate

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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%

: 133-99-3, 490-37-9, 2152-98-9, 4482-75-1, 5965-66-2, 13299-27-9, 13360-52-6, 14641-93-1, 15548-43-3, 16462-44-5, 16984-36-4, 16984-38-6, 20869-27-6, 22688-72-8, 27452-49-9, 29276-55-9, 30608-12-9, 34481-13-5, 37169-60-1, 37169-64-5, 64234-01-1, 64234-02-2, 75281-88-8, 80446-85-1, 84413-57-0, 92344-56-4, 93221-87-5, 93301-77-0, 94799-29-8, 100427-98-3, 100428-00-0, 101312-82-7, 102046-24-2, 102046-25-3, 109432-00-0, 109432-02-2, 109432-04-4, 109432-08-8, 135268-49-4, 138231-26-2, 140461-59-2, 145414-22-8, 145414-26-2, 146339-75-5, 146339-76-6, 149116-55-2, 6363-53-7
Maltose

: 134-03-2
sodium ascorbate

: 129499-78-1
2-O-α-D-glucopyranosyl L-ascorbate

Conditions

Conditions	Yield
With acetate buffer; rice seed α-glucosidase; thiourea at 50℃; for 5h;

: 10016-20-3
alpha cyclodextrin

: 50-81-7
ascorbic acid

: 129499-78-1
2-O-α-D-glucopyranosyl L-ascorbate

Conditions

Conditions	Yield
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

Conditions	Yield
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

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

Ascorbic acid 2-O-glucoside 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

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