CAS 64291-41-4

β-D-Glucopyranoside, 4-(hydroxymethyl)phenyl, 2,3,4,6-tetraacetate

Description:

β-D-Glucopyranoside, 4-(hydroxymethyl)phenyl, 2,3,4,6-tetraacetate, with the CAS number 64291-41-4, is a glycoside compound characterized by its glucopyranoside structure, which consists of a glucose unit linked to a phenolic moiety. This compound features four acetyl groups attached to the hydroxyl groups of the glucose, enhancing its lipophilicity and stability. The presence of the 4-(hydroxymethyl)phenyl group contributes to its aromatic characteristics and potential biological activity. β-D-Glucopyranosides are known for their role in various biochemical processes, including serving as substrates for glycosidases and participating in cell signaling. The acetylation of the hydroxyl groups can influence the solubility and reactivity of the compound, making it useful in synthetic organic chemistry and potentially in pharmaceutical applications. Its structural features suggest that it may exhibit specific interactions with biological targets, which could be explored for therapeutic purposes. Overall, this compound exemplifies the complexity and versatility of glycosides in chemical and biological systems.

Formula: C₂₁H₂₆O₁₁

InChI: InChI=1S/C21H26O11/c1-11(23)27-10-17-18(28-12(2)24)19(29-13(3)25)20(30-14(4)26)21(32-17)31-16-7-5-15(9-22)6-8-16/h5-8,17-22H,9-10H2,1-4H3/t17-,18-,19+,20-,21-/m1/s1

InChI key: InChIKey=HGUDVDQXCUHOED-YMQHIKHWSA-N

SMILES: O(C(C)=O)[C@@H]1[C@@H](OC(C)=O)[C@H](OC2=CC=C(CO)C=C2)O[C@H](COC(C)=O)[C@H]1OC(C)=O

Synonyms:

• Acetagastrodin
• Acetagastrodine
• β-<span class="text-smallcaps">D</span>-Glucopyranoside, 4-(hydroxymethyl)phenyl, 2,3,4,6-tetraacetate
• β-D-Glucopyranoside, 4-(hydroxymethyl)phenyl, 2,3,4,6-tetraacetate
• 4-(Hydroxymethyl)phenyl β-D-glucopyranoside 2,3,4,6-tetraacetate
• 2,3,4,6-Tetra-O-acetyl-4-(hydroxymethyl)phenyl-b-D-glucopyranoside
• (2R,3R,4S,5R,6S)-2-(AcetoxyMethyl)-6-(4-(hydroxyMethyl)phenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
• Acegastrodine
• ACETAGASTRODINE USP/EP/BP
• [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[4-(hydroxymethyl)phenoxy]oxan- 2-yl]methyl acetate

b-D-Glucopyranoside, 4-(hydroxymethyl)phenyl, 2,3,4,6-tetraacetate

CAS: 64291-41-4

Formula: C₂₁H₂₆O₁₁

Purity: 98%

Color and Shape: Solid

Molecular weight: 454.4245

Ref: IN-DA00EHLK

Acetagastrodin

CAS: 64291-41-4

Acetagastrodin

Purity: ≥95%

Molecular weight: 454.42g/mol

Ref: 54-BUP16448

2,3,4,6-Tetra-O-acetyl-4-(hydroxymethyl)phenyl-b-D-glucopyranoside

CAS: 64291-41-4

Ref: 7W-GC1765

Acetagastrodin

CAS: 64291-41-4

Formula: C₂₁H₂₆O₁₁

Purity: 95%~99%

Molecular weight: 454.428

Ref: BP-BP4580

Gastrodin Impurity 8

CAS: 64291-41-4

Formula: C₂₁H₂₆O₁₁

Molecular weight: 454.43

Ref: 4Z-G-054009

Acetagastrodin

CAS: 64291-41-4

Acetagastrodin (Acegastrodine) has an antispasmodic effect on vascular smooth muscle.

Formula: C₂₁H₂₆O₁₁

Purity: 95.39% - 99.36%

Color and Shape: Solid

Molecular weight: 454.42

Ref: TM-T8178

4-(Hydroxymethyl)phenyl-β-D-glucopyranoside tetraacetate

CAS: 64291-41-4

4-(Hydroxymethyl)phenyl-beta-D-glucopyranoside tetraacetate is a drug that has been shown to have antidiabetic effects in diabetic patients. It has been shown to inhibit tyrosinase activity and increase the production of gamma-aminobutyric acid (GABA) in brain cells. This compound also has a protective effect against glutamate toxicity, and is being studied as a potential treatment for epilepsy. 4-(Hydroxymethyl)phenyl-beta-D-glucopyranoside tetraacetate inhibits the production of tyrosinase, which is an enzyme responsible for the conversion of tyrosine to melanin. This process can be inhibited by inhibiting tyrosinase activity with 4-(hydroxymethyl)phenyl-beta-D-glucopyranoside tetraacetate.

Formula: C₂₁H₂₆O₁₁

Molecular weight: 454.43 g/mol

Ref: 3D-H-6652

2,3,4,6-Tetra-O-acetyl-4-(hydroxymethyl)phenyl-b-D-glucopyranoside

CAS: 64291-41-4

2,3,4,6-Tetra-O-acetyl-4-(hydroxymethyl)phenyl-b-D-glucopyranoside is a chemical that is extracted from the rhizoma gastrodiae. It is used to treat symptoms of damaged ganglion cells in diabetic patients. 2,3,4,6-Tetra-O-acetyl-4-(hydroxymethyl)phenyl-b-D-glucopyranoside inhibits chloride channels in neurons by binding with the extracellular receptor site and thereby preventing the influx of chloride ions. This leads to reduced neuronal excitability and decreased symptoms of damaged ganglion cells in diabetic patients. 2,3,4,6 Tetra O acetyl 4 (hydroxymethyl) phenyl b D glucopyranoside has been shown to have an inhibitory effect on structural formula and environmental pollution.

Formula: C₂₁H₂₆O₁₁

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 454.42 g/mol

Ref: 3D-MT15465