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154395-36-5 , Beta-D-Glucose pentaacetate , CAS:154395-36-5

154395-36-5, Beta-D-Glucose pentaacetate, CAS:154395-36-5
C16H22O11 / 390.34
MFCD00006597

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

1,2,3,4,6-beta-D-葡萄糖五乙酸酯,

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 Number154395-36-5
Product Namebeta-D-Glucose pentaacetate
IUPAC Name[(2R,3R,4S,5R,6S)-3,4,5,6-tetraacetyloxyoxan-2-yl]methyl acetate
Molecular FormulaC16H22O11
Molecular Weight390.34 g/mol
InChIInChI=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 KeyLPTITAGPBXDDGR-IBEHDNSVSA-N
SMILESCC(=O)OCC1C(C(C(C(O1)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
Solubility1.5 mg/mL at 18 °C
Synonyms1,2,3,4,6-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 SMILESCC(=O)OCC1C(C(C(C(O1)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
Isomeric SMILESCC(=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.: C16H22O11      M.W.: 390.34                 Batch No: 20130913                            Quantity: 23kg

Items

Standards

Results

Appearance

White crystal powder

Complies

Solubility

Soluble in CHCl3, insoluble in water

Complies

Identification

IR and TLC

Complies

Melting point

129 ~  133°C

130 ~132 

Specific rotation

[a]D/20 (c=5% in CHCl3)

+4~  +6o

+4.8o

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

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