- Rebaudioside A
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Cas Database |
| Name |
Rebaudioside A |
EINECS | 611-696-6 |
| CAS No. | 58543-16-1 | Density | 1.58 g/cm3 |
| PSA | 374.13000 | LogP | -5.11390 |
| Solubility | N/A | Melting Point |
242-244 °C |
| Formula | C44H70O23 | Boiling Point | 1103.5 °C at 760 mmHg |
| Molecular Weight | 967.026 | Flash Point | 320.2 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | 24/25 | Risk Codes | N/A |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
4G-S;Glycoside X;Rebaudioside A;Rebiana;Sooolite!-Pure;Stevioside a3;Sweetener 4G-S; |
Article Data | 5 |
Rebaudioside A Synthetic route
| Conditions | Yield |
|---|---|
| With Arabidopsis thaliana sucrose synthase gene; UDP-glucosyltransferase from Stevia rebaudiana, recombinant; magnesium chloride In aq. phosphate buffer at 30℃; for 30h; pH=7.2; Time; Enzymatic reaction; | 78% |
- 64849-39-4, 104873-42-9
13-O-β-D-glucopyranosyl-19-O-β-D-glucopyranosylsteviol
- 58543-16-1
rebaudioside A
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: magnesium chloride; UDP-glucosyltransferase UGTSL / aq. phosphate buffer / 1 h / 30 °C / pH 7.2 / Enzymatic reaction 2: magnesium chloride; UDP-glucosyltransferase UGT76G1 / aq. phosphate buffer / 30 °C / pH 7.2 / Enzymatic reaction View Scheme | |
| Multi-step reaction with 2 steps 1: magnesium chloride; UGT91D2 / aq. phosphate buffer / 1 h / 30 °C 2: magnesium chloride; UGT76G1 / aq. phosphate buffer / 30 °C View Scheme |
- 133-89-1
UDP-glucose
- 58543-16-1
rebaudioside A
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: magnesium chloride; UDP-glucosyltransferase UGTSL / aq. phosphate buffer / 1 h / 30 °C / pH 7.2 / Enzymatic reaction 2: magnesium chloride; UDP-glucosyltransferase UGT76G1 / aq. phosphate buffer / 30 °C / pH 7.2 / Enzymatic reaction View Scheme | |
| Multi-step reaction with 2 steps 1: magnesium chloride; UGT91D2 / aq. phosphate buffer / 1 h / 30 °C 2: magnesium chloride; UGT76G1 / aq. phosphate buffer / 30 °C View Scheme |
| Conditions | Yield |
|---|---|
| With UDP-glucosyltransferase UGT76G1; magnesium chloride In aq. phosphate buffer at 30℃; pH=7.2; Catalytic behavior; Kinetics; Enzymatic reaction; chemoselective reaction; | |
| With UGT76G1; magnesium chloride In aq. phosphate buffer at 30℃; |
| Conditions | Yield |
|---|---|
| With UDP-glucosyltransferase from Stevia rebaudiana, recombinant; magnesium chloride In aq. phosphate buffer at 30℃; for 1h; pH=7.2; Time; Enzymatic reaction; |
- 57817-89-7
stevioside
- 58543-16-1
rebaudioside A
| Conditions | Yield |
|---|---|
| With β-1,3-glucanase from Irpex lacteus In aq. buffer at 55℃; for 3h; pH=4.5; Enzymatic reaction; | 150 mg |
- 57-50-1
Sucrose
- 58543-16-1
rebaudioside A
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: sucrose synthase / Enzymatic reaction 2: magnesium chloride; UGT76G1 / aq. phosphate buffer / 30 °C View Scheme | |
| Multi-step reaction with 3 steps 1: sucrose synthase / Enzymatic reaction 2: magnesium chloride; UGT91D2 / aq. phosphate buffer / 1 h / 30 °C 3: magnesium chloride; UGT76G1 / aq. phosphate buffer / 30 °C View Scheme |
| Conditions | Yield |
|---|---|
| With naringinase In aq. acetate buffer at 30℃; for 3.3h; Enzymatic reaction; |
- 58543-16-1
rebaudioside A
| Conditions | Yield |
|---|---|
| With isolase In aq. acetate buffer at 30℃; for 18h; Enzymatic reaction; |
- 58543-16-1
rebaudioside A
| Conditions | Yield |
|---|---|
| Stage #1: 13-O-[2,3-di-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-4,6-O-benzylidene-β-D-glucopyranosyl]steviol (2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl) ester With toluene-4-sulfonic acid In methanol; dichloromethane at 20℃; Stage #2: With sodium methylate In methanol at 20℃; for 6h; | 34 mg |
Rebaudioside A Specification
The Kaur-16-en-18-oic acid,13-[(O-b-D-glucopyranosyl-(1®2)-O-[b-D-glucopyranosyl-(1®3)]-b-D-glucopyranosyl)oxy]-, b-D-glucopyranosyl ester, (4a)-, with the CAS registry number 58543-16-1, is also known as Rebaudioside A. It belongs to the product category of Miscellaneous Natural Products. This chemical's molecular formula is C44H70O23 and molecular weight is 967.01. Its systematic name is called 1-O-[(5β,9β,10α)-12-{[β-D-glucopyranosyl-(1->2)-[β-D-glucopyranosyl-(1->3)]-(3ξ)-β-D-ribo-hexopyranosyl]oxy}-18-oxokaur-16-en-18-yl]-D-glucopyranose. This chemical's classification code is Sweetening Agents. It should be stored in a sealed container which should be stored in a dry, cool place.
Physical properties of Kaur-16-en-18-oic acid,13-[(O-b-D-glucopyranosyl-(1®2)-O-[b-D-glucopyranosyl-(1®3)]-b-D-glucopyranosyl)oxy]-, b-D-glucopyranosyl ester, (4a)-: (1)ACD/LogP: -1.12; (2)# of Rule of 5 Violations: 3; (3)ACD/LogD (pH 5.5): -1.12; (4)ACD/LogD (pH 7.4): -1.12; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 5.84; (8)ACD/KOC (pH 7.4): 5.84; (9)#H bond acceptors: 23; (10)#H bond donors: 14; (11)#Freely Rotating Bonds: 27; (12)Index of Refraction: 1.657; (13)Molar Refractivity: 224.03 cm3; (14)Molar Volume: 608.5 cm3; (15)Surface Tension: 92.7 dyne/cm; (16)Density: 1.58 g/cm3; (17)Flash Point: 320.2 °C; (18)Enthalpy of Vaporization: 183.36 kJ/mol; (19)Boiling Point: 1103.5 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OC1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO)[C@]7(C)CCC[C@@]6(C)[C@@H]8CC(O[C@@H]4O[C@H](CO)[C@@H](O)C(O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]4O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C5C(=C )\CC8(C5)CC[C@@H]67
(2)InChI: InChI=1/C44H70O23/c1-16-10-44-8-5-23-42(2,6-4-7-43(23,3)41(59)67-39-34(58)31(55)27(51)21(14-47)63-39)24(44)9-18(17(16)11-44)60-40-36(66-38-33(57)30(54)26(50)20(13-46)62-38)35(28(52)22(15-48)64-40)65-37-32(56)29(53)25(49)19(12-45)61-37/h17-40,45-58H,1,4-15H2,2-3H3/t17?,18?,19-,20-,21-,22-,23+,24+,25-,26-,27-,28-,29+,30+,31+,32-,33-,34-,35?,36-,37+,38+,39?,40-,42-,43-,44?/m1/s1
(3)InChIKey: CHSPVGNDBQFQNR-VECHAMHWBM
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