CAS 83-87-4

D-Glucopyranose,1,2,3,4,6-pentaacetate

Description:

D-Glucopyranose, 1,2,3,4,6-pentaacetate is a derivative of D-glucose, where all five hydroxyl groups are acetylated, resulting in a fully acetylated sugar. This compound is characterized by its molecular structure, which includes a pyranose ring, a six-membered cyclic form of glucose, and five acetyl groups attached to the hydroxyl positions. The acetylation enhances the lipophilicity of the molecule, making it less polar compared to its parent sugar, which can influence its solubility and reactivity. D-Glucopyranose pentaacetate is typically a white to off-white crystalline solid, and it is soluble in organic solvents like chloroform and acetone, but less soluble in water due to the presence of the bulky acetyl groups. This compound is often used in organic synthesis and as an intermediate in the preparation of various glycosides and other carbohydrate derivatives. Additionally, it may serve as a model compound in studies related to carbohydrate chemistry and enzymatic reactions involving glycosylation.

Formula: C₁₆H₂₂O₁₁

InChI: 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

InChI key: InChIKey=LPTITAGPBXDDGR-IWQYDBTJSA-N

SMILES: O(C(C)=O)[C@H]1[C@H](OC(C)=O)[C@@H](COC(C)=O)OC(OC(C)=O)[C@@H]1OC(C)=O

Synonyms:

• 1,2,3,4,6-Penta-O-acetyl-<span class="text-smallcaps">D</span>-glucopyranose
• 1,2,3,4,6-Penta-O-acetyl-D-glucopyranose
• <span class="text-smallcaps">D</span>-Glucopyranose, 1,2,3,4,6-pentaacetate
• <span class="text-smallcaps">D</span>-Glucopyranose, pentaacetate
• <span class="text-smallcaps">D</span>-Glucose pentaacetate
• <span class="text-smallcaps">D</span>-Glucose, 1,2,3,4,6-pentaacetate
• D-Glucopyranose,pentaacetate (9CI)
• D-Glucose, 1,2,3,4,6-pentaacetate (7CI)
• D-Glucosepentaacetate
• Glucopyranose pentaacetate
• Glucopyranose, pentaacetate, <span class="text-smallcaps">D</span>-
• Glucopyranose,pentaacetate, D- (6CI,8CI)
• Glucose pentaacetate
• Pagosten-1
• Penta-O-acetyl-<span class="text-smallcaps">D</span>-glucopyranose
• Penta-O-acetyl-<span class="text-smallcaps">D</span>-glucopyranoside
• Penta-O-acetyl-D-glucopyranose
• Pentaacetyl-<span class="text-smallcaps">D</span>-glucose
• Pentaacetyl-D-glucose
• Pentaacetylglucose
• Peracetyl-<span class="text-smallcaps">D</span>-glucose
• Peracetyl-D-glucose
• Peracetylated <span class="text-smallcaps">D</span>-glucose
• D-Glucopyranose, 1,2,3,4,6-pentaacetate
• D-Glucopyranose, pentaacetate
• Glucopyranose, pentaacetate, D-
• D-Glucose, 1,2,3,4,6-pentaacetate
• Acetyl 2,3,4,6-tetra-o-acetyl-beta-D-glucopyranoside
• PENTA-O-ACETYL-BETA-D-GLUCOPYRANOSE
• GLUCOSE PENTAACETATE, B-D-
• PENTA-O-ACETYL-BETA-D-GLUCOPYRANOSIDE
• BETA-D(+)-GLUCOSE PENTAACETATE
• 1,2,3,4,6-PENTA-O-ACETYL-BETA-D-GLUCOSE
• BETA-D-GLUCOSE PENTAACETATE
• D-B-GLUCOSE PENTAACETATE
• 1,2,3,4,6-PENTAACETYL-ALPHA-D-GLUCOSE
• BETA-D-GLUCOPYRANOSE-PENTAACETATE
• B-D-1,2,3,4,6-PENTA-O-ACETYL-B-GLUCOPYRANOSE
• PENTAACETYL-BETA-D-GLUCOSE
• B-D-GLUCOSE PENTAACETATE
• 1,2,3,4,6-PENTA-O-ACETYL-BETA-D-GLUCOPYRANOSE
• BETA-DEXTROSE PENTAACETATE

D-Glucose pentaacetate

CAS: 83-87-4

D-Glucose pentaacetate

Formula: C₁₆H₂₂O₁₁

Purity: 98%

Molecular weight: 390.34

Ref: 54-OR1037877

D-Glucose pentaacetate

CAS: 83-87-4

D-Glucose pentaacetate is a peracetylated hexose ester that enhances insulin secretion from pancreatic islets in a receptor-mediated, anomer-specific manner. At 1.7 mM, both alpha and beta anomers augment insulin release induced by 10.0 mM succinic acid dimethyl ester, with a secretory response far exceeding that of unesterified D-glucose at the same concentration. This compound serves as a research tool for investigating anomeric specificity in the insulinotropic action of hexose esters, independent of carbohydrate catabolism.

Formula: C₁₆H₂₂O₁₁

Molecular weight: 390.3393

Ref: TM-TSW-00058

1,2,3,4,6-Penta-O-acetyl-D-glucopyranose

CAS: 83-87-4

Ref: 7W-GC2521

(3R,4S,5R,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate

CAS: 83-87-4

Formula: C₁₆H₂₂O₁₁

Purity: 95%

Color and Shape: Solid

Molecular weight: 390.3393

Ref: IN-DA008HUJ

Peracetylated D-glucose

CAS: 83-87-4

Purity: 98%

Molecular weight: 390.341

Ref: 10-F986473

1,2,3,4,6-Penta-O-acetyl-D-glucopyranose

CAS: 83-87-4

Benzoate is a carboxylic acid that is found in many fruits and vegetables. Benzoate can be metabolized by the body to form hydrogen chloride, which may cause irritation of the mucous membranes of the respiratory tract. This chemical has been shown to have cytotoxic activity against human cancer cells in vitro. Benzoate also has an anti-inflammatory effect on insulin resistance and can be used as a topical treatment for psoriasis. The mechanism by which benzoate exerts its anticancer activity is not fully understood, but it may involve the production of reactive oxygen species or induction of apoptosis.

Formula: C₁₆H₂₂O₁₁

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 390.34 g/mol

Ref: 3D-MP05825

(3R,4S,5R,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate

CAS: 83-87-4

(3R,4S,5R,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate

Formula: C₁₆H₂₂O₁₁

Purity: 95%

Molecular weight: 390.34

Ref: IN-DG328457