| Identification | More | [Name]
beta-D-Glucose pentaacetate | [CAS]
604-69-3 | [Synonyms]
1,2,3,4,6-PENTAACETYL-ALPHA-D-GLUCOSE
1,2,3,4,6-PENTA-O-ACETYL-B-D-GLUCOPYRANOSE
1,2,3,4,6-PENTA-O-ACETYL-BETA-D-GLUCOPYRANOSE
1,2,3,4,6-PENTA-O-ACETYL-BETA-D-GLUCOSE
B-D-1,2,3,4,6-PENTA-O-ACETYL-B-GLUCOPYRANOSE
B-D-GLUCOSE PENTAACETATE
BETA-DEXTROSE PENTAACETATE
BETA-D-GLUCOPYRANOSE-PENTAACETATE
BETA-D(+)-GLUCOSE PENTAACETATE
BETA-D-GLUCOSE PENTAACETATE
D-B-GLUCOSE PENTAACETATE
GLUCOSE PENTAACETATE
GLUCOSE PENTAACETATE, B-D-
PENTAACETYL-BETA-D-GLUCOSE
PENTA-O-ACETYL-BETA-D-GLUCOPYRANOSE
PENTA-O-ACETYL-BETA-D-GLUCOPYRANOSIDE
1,2,3,4,6-Penta-O-acetylhexopyranose
beta-D-Glucopyranosyl pentaacetate
Glucopyranose, pentaacetate, beta-D-
Pentaacetyl-beta-D-glucopyranose | [EINECS(EC#)]
210-074-8 | [Molecular Formula]
C16H22O11 | [MDL Number]
MFCD00006597 | [Molecular Weight]
390.34 | [MOL File]
604-69-3.mol |
| Chemical Properties | Back Directory | [Appearance]
white to off-white crystalline powder | [Melting point ]
130-132 °C
| [alpha ]
5 º (c=1, CHCl3) | [Boiling point ]
435.58°C (rough estimate) | [density ]
1,274 g/cm3 | [refractive index ]
4.5 ° (C=5, CHCl3) | [storage temp. ]
2-8°C | [solubility ]
chloroform: 0.1 g/mL, clear, colorless
| [form ]
Crystalline Powder | [color ]
White to off-white | [Odor]
at 100.00?%. odorless | [Optical Rotation]
[α]20/D +4.2°, c = 1 in chloroform | [Water Solubility ]
Soluble in chloroform and methanol. Insoluble in water. | [BRN ]
98851 | [InChI]
1S/C16H22O11/c1-7(17)22-6-12-13(23-8(2)18)14(24-9(3)19)15(25-10(4)20)16(27-12)26-11(5)21/h12-16H,6H2,1-5H3/t12-,13-,14+,15-,16-/m1/s1 | [InChIKey]
LPTITAGPBXDDGR-XJGFBQBWSA-N | [SMILES]
CC(O)O[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O | [LogP]
0.634 (est) | [CAS DataBase Reference]
604-69-3(CAS DataBase Reference) | [NIST Chemistry Reference]
Acetyl 2,3,4,6-tetra-o-acetyl-«beta»-D-glucopyranoside(604-69-3) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS05 | [Signal word ]
Danger | [Hazard statements ]
H314 | [Precautionary statements ]
P280-P305+P351+P338-P310 | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R21:Harmful in contact with skin.
R36/38:Irritating to eyes and skin .
R62:Possible risk of impaired fertility.
R63:Possible risk of harm to the unborn child. | [Safety Statements ]
S24/25:Avoid contact with skin and eyes .
S53:Avoid exposure-obtain special instruction before use .
S36/37:Wear suitable protective clothing and gloves .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S25:Avoid contact with eyes . | [WGK Germany ]
3
| [REACH Registrations]
Active | [HS Code ]
29400090 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Chemical Properties]
white to beige powder | [Uses]
beta-D-Glucose pentaacetate was reported to stimulate insulin release in rat pancreatic islets.
| [Definition]
ChEBI: Beta-d-glucose pentaacetate is an organooxygen compound. It is functionally related to a hexacarboxylic acid. | [Purification Methods]
Crystallise the pentaacetate from MeOH or EtOH. It is best purified by recrystallising 160g from 1L of hot 95% EtOH (charcoal) and filtering hot. It is important that as soon as the temperature of the filtrate cools to ~20o it is filtered off. Note that some -D-isomer will crystallise out if a prolonged crystallisation period is allowed. Further crystallisation in this manner and drying in a vacuum over CaCl2 will give pure -D-anomer which has m 132o, [] D 20 + 4o (c 5, CHCl3). [Wolfrom & Thompson Methods in Carbohydrate Chemistry II 212 1963, Academic Press, Krahl & Cori Biochemical Preparations 1 33 1955, Beilstein 17/7 V 319.] |
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