About this product
2, 3, 4, 5, 6-Penta-O-acetyl-D-glucose, also known as b-D-glucopyranose pentaacetic acid or glucose pentaacetate, belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups. Within the cell, 2, 3, 4, 5, 6-penta-O-acetyl-D-glucose is primarily located in the cytoplasm. 2, 3, 4, 5, 6-Penta-O-acetyl-D-glucose has a bitter taste.
CAS Number
154395-36-5
Product Name
beta-D-Glucose pentaacetate
IUPAC Name
[(2R,3R,4S,5R,6S)-3,4,5,6-tetraacetyloxyoxan-2-yl]methyl acetate
Molecular Formula
C16H22O11
Molecular Weight
390.34 g/mol
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
LPTITAGPBXDDGR-IBEHDNSVSA-N
SMILES
CC(=O)OCC1C(C(C(C(O1)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
Solubility
1.5 mg/mL at 18 ?C
Synonyms
1,2,3,4,6-penta-O-acetyl-alpha-D-glucopyranoside, beta-D-glucose pentaacetate, glucose pentaacetate, glucose pentaacetate, (alpha-D)-isomer, glucose pentaacetate, (beta-(D))-isomer, glucose pentaacetate, (D)-isomer, penta-O-acetyl-alpha-D-glucopyranose, penta-O-acetylglucopyranose
Canonical SMILES
CC(=O)OCC1C(C(C(C(O1)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
Isomeric SMILES
CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
CAS No: 604-69-3,154395-36-5 Synonyms: b-D-Glucose pentaacetate MDL No: MFCD00006597 Chemical Formula: C16H22O11 Molecular Weight: 390.34
COA:
Product name : Beta-D-Glucose pentaacetate;Beta-1,2,3,4,6-Pentacetyl-D-glucose CAS: 604-69-3
M .F. : C 16 H 22 O 11 M .W. : 390.34 Batch No : 20130913 Quantity: 23kg
Items
Standards
Results
Appearance
White crystal powder
Complies
Solubility
Soluble in CHCl 3 , insoluble in water
Complies
Identification
IR and TLC
Complies
Melting point
129 ? ~ 133?C
130 ? ~132 ?
Specific rotation
[a]D/20 (c=5% in CHCl 3 )
+4 o ~ +6 o
+4.8 o
Water content (K.F.)
Max.0.5%
0.2%
Residue on ignition
Max. 0.5%
0.1%
TLC
Should be one spot
One spot
Alpha-isomer
Max.0.5%
0.21%
Assay (HPLC)*
Min. 98%
98.6%
References:
1. Leclercq-Meyer V, Kadiata MM, Malaisse WJ, Am. J. Physiol. Endocrinol. Metabol. 1999, 276, pE689
2. Hendricks SB, Wulf OR, Liddel U, J. Am. Chem. Soc. 1936, p1997
3. Horita DA, Hajduk PJ, Lerner LE, Glycoconjugate J. 1997, 14, 5, p691