Ascorbic acid 2-O-glucoside supplier

Name
ASCORBYL GLUCOSIDE
EINECS
CAS No. 129499-78-1
Article Data7
CAS DataBase
Density 1.835 g/cm³
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
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2-O-α-D-Glucopyranosyl-L-ascorbic acid;AA2G;Ascofresh;Ascorbyl glucoside;L-Ascorbic acid 2-glucoside;L-Ascorbic acid glucoside;
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

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%

: 645-66-9
lauric anhydride

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

: 6‐O‐dodecanoyl‐2‐O‐α‐D‐glucopyranosyl‐Lascorbicacid

Conditions

Conditions	Yield
With poly(4-vinylpyridine) In N,N-dimethyl-formamide at 45℃; for 21h; regioselective reaction;	49.7%
With pyridine at 60℃; for 1h;	45.7%
With pyridine at 60℃;

: 623-65-4
palmitic anhydride

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

: 2-O-α-D-glucopyranosyl-6-O-hexadecanoyl-L-ascorbic acid

Conditions

Conditions	Yield
With pyridine at 60℃; for 0.5h;	49.5%

: 2082-76-0
capric anhydride

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

: 2-O-α-D-glucopyranosyl-6-O-decanoyl-L-ascorbic acid

Conditions

Conditions	Yield
With pyridine at 60℃; for 1h;	39.5%

: 2146-71-6
vinyl laurate

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

A: 1242146-27-5
5-O-dodecanoyl-2-O-α-D-glucopyranosyl-L-ascorbic acid

B: 1242146-28-6
2-O-(6'-O-dodecanoyl-α-D-glucopyranosyl)-L-ascorbic acid

C: 6‐O‐dodecanoyl‐2‐O‐α‐D‐glucopyranosyl‐Lascorbicacid

Conditions

Conditions	Yield
With Bacillus subtilis alkaline protease In 1,4-dioxane; water; N,N-dimethyl-formamide at 45℃; for 46h; Enzymatic reaction; regioselective reaction;	A n/a B n/a C 38.1%

...Expand

: 818-44-0
vinyl octanoate

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

: 6‐O‐octanoyl‐2‐O‐α‐D‐glucopyranosyl‐L-ascorbic acid

Conditions

Conditions	Yield
With pyridine; Bacillus subtilis protease at 45℃; for 18h;	37.2%

: 623-66-5
octanoic acid anhydride

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

: 6‐O‐octanoyl‐2‐O‐α‐D‐glucopyranosyl‐L-ascorbic acid

Conditions

Conditions	Yield
With pyridine at 60℃; for 1h;	30%
With pyridine at 60℃;

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

: 626-29-9
myristic anhydride

: 2-O-α-D-glucopyranosyl-6-O-tetradecanoyl-L-ascorbic acid

Conditions

Conditions	Yield
With pyridine at 60℃; for 1h;	29.8%

: 54502-37-3
2-ethylbutyric anhydride

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

: 6-O-(2-ethylbutyryl)-2-O-α-D-glucopyranosyl-L-ascorbic acid

Conditions

Conditions	Yield
With pyridine at 60℃; for 2h;	24.9%

: 2051-49-2
n-hexanoic anhydride

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

: 2-O-α-D-glucopyranosyl-6-O-hexanoyl-L-ascorbic acid

Conditions

Conditions	Yield
With pyridine at 60℃; for 1h;	24.6%
With pyridine at 60℃;

: 51660-44-7
2-propylpentanoic anhydride

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

: 2‐O‐α‐D‐glucopyranosyl‐6‐O‐(2‐propylpentanoyl)‐L‐ascorbic acid

Conditions

Conditions	Yield
With pyridine at 60℃;	21.4%

: 2146-71-6
vinyl laurate

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

A: 1242146-27-5
5-O-dodecanoyl-2-O-α-D-glucopyranosyl-L-ascorbic acid

B: 6‐O‐dodecanoyl‐2‐O‐α‐D‐glucopyranosyl‐Lascorbicacid

Conditions

Conditions	Yield
With Bacillus subtilis alkaline protease In water; N,N-dimethyl-formamide at 45℃; for 54h;	A 5.5% B 20.4%

...Expand

: 106-31-0
butanoic acid anhydride

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

: 6-O-butyryl-2-O-α-D-glucopyranosyl-L-ascorbic acid

Conditions

Conditions	Yield
With pyridine at 60℃; for 1h;	17.2%

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

: 577772-84-0
2-pentylheptanoic anhydride

: 2-O-α-D-glucopyranosyl-6-O-(2-pentylheptanoyl)-L-ascorbic acid

Conditions

Conditions	Yield
With pyridine at 60℃;	14.3%

: 623-65-4
palmitic anhydride

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

A: (S)-2-hydroxy-2-((R)-3-hydroxy-5-oxo-4-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-2,5-dihydrofuran-2-yl)ethyl palmitate

B: ((2R,3S,4S,5R,6S)-6-((R)-5-((S)-1,2-dihydroxyethyl)-4-hydroxy-2-oxo-2,5-dihydrofuran-3-yloxy)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)methyl palmitate

Conditions

Conditions	Yield
With pyridine at 60℃;	A 3.9% B 1.9%

...Expand

: 123-20-6
vinyl n-butyrate

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

: 6-O-butyryl-2-O-α-D-glucopyranosyl-L-ascorbic acid

Conditions

Conditions	Yield
With pyridine; Bacillus subtilis protease at 45℃; for 24h;

: 3050-69-9
vinyl caproate

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

: 2-O-α-D-glucopyranosyl-6-O-hexanoyl-L-ascorbic acid

Conditions

Conditions	Yield
With pyridine; Bacillus subtilis protease at 45℃; for 24h;

: 4704-31-8
vinyl caprate

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

: 2-O-α-D-glucopyranosyl-6-O-decanoyl-L-ascorbic acid

Conditions

Conditions	Yield
With pyridine; Bacillus subtilis protease at 45℃; for 24h;

: 2146-71-6
vinyl laurate

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

: 6‐O‐dodecanoyl‐2‐O‐α‐D‐glucopyranosyl‐Lascorbicacid

Conditions

Conditions	Yield
With pyridine; Bacillus subtilis protease at 45℃; for 24h;

: 693-38-9
vinyl palmitate

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

: 2-O-α-D-glucopyranosyl-6-O-hexadecanoyl-L-ascorbic acid

Conditions

Conditions	Yield
With pyridine; Bacillus subtilis protease at 45℃; for 24h;

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

: 2-O-α-D-glucosyl-L-ascorbic acid, sodium salt

Conditions

Conditions	Yield
With sodium hydroxide In methanol at 4℃; for 504h;	35 g

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

Product Name

ASCORBYL GLUCOSIDE

Synthetic route

Ascorbic acid 2-O-glucoside Specification

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