54549-27-8

Basic information

• Product Name: hexadecyl D-glucoside
• Synonyms: hexadecyl D-glucoside;D-Glucopyranoside, hexadecyl;Hexadecyl D-glucopyranoside
• CAS NO: 54549-27-8
• Molecular Formula: C₂₂H₄₄O₆
• Molecular Weight: 404.58116
• EINECS: 259-220-2
• Mol File: 54549-27-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 543.6°C at 760 mmHg
• Flash Point: 282.6°C
• Appearance: /
• Density: 1.07g/cm³
• Vapor Pressure: 4.38E-14mmHg at 25°C
• Refractive Index: 1.504
• PKA: 12.95±0.70(Predicted)
• CAS DataBase Reference: hexadecyl D-glucoside(CAS DataBase Reference)
• NIST Chemistry Reference: hexadecyl D-glucoside(54549-27-8)
• EPA Substance Registry System: hexadecyl D-glucoside(54549-27-8)

Safety Data

• Hazardous Substances Data: 54549-27-8(Hazardous Substances Data)

Usage

General Description

Hexadecyl D-glucoside, also known as cetyl glucoside, is a chemical compound that belongs to the class of organic compounds known as O-glycosyl compounds. It can be used as a non-ionic surfactant in various personal care and cosmetic products such as shampoos, body washes, and skincare formulations. It is derived from glucose and cetyl alcohol and is known for its excellent foaming properties and mildness. Hexadecyl D-glucoside exhibits low toxicity, making it an attractive component in environmentally-friendly cleaning products as well.

InChI:InChI=1/C22H44O6/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-27-22-21(26)20(25)19(24)18(17-23)28-22/h18-26H,2-17H2,1H3/t18-,19-,20+,21-,22?/m1/s1

Upstream product

• 685841-27-4 peracetylated 1-O-palmityl-D-glucose 
• 2280-44-6 D-Glucose 
• 36653-82-4 1-Hexadecanol 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 

Downstream Products

• 75319-63-0 hexadecyl β-D-glucopyranoside 

Relevant articles and documents

Catalytic glycosylation of glucose with alkyl alcohols over sulfonated mesoporous carbons

Herein we investigated the catalytic performances of sulfonated mesoporous carbons in the glycosylation of carbohydrates with alkyl alcohols. Catalytic performances were compared to common solid acid catalysts previously reported for this reaction. Under optimized conditions, the targeted alkyl glycosides were obtained in 85% yield, together with a turn over frequency and a space time yield higher than those of the best heterogeneous catalysts reported so far in such reaction. Furthermore, the presence of mesoporous channels significantly lowered the deactivation rate of the catalyst in comparison to a non-porous sulfonated carbon.

Medicament comprising a reducing alkyl-sugar monomer for the treatment of inflammatory disorders

The invention relates to a medicament comprising at least one reducing alkyl-sugar monomer having a hydroxyl function which is substituted by an alkoxy radical at C2-C40, said medicament being preferably intended to regulate inflammatory mechanisms. The reducing sugar is preferably selected from the group containing rhamnose, fucose and glucose. The invention also relates to a cosmetic treatment method involving the topical application of a composition comprising at least one reducing alkyl-sugar monomer having a hydroxyl function which is substituted by an alkoxy radical at C2-C40.

1-O-Palmityl-D-glucuronate Endows Liposomes with Long Half-Life In Vivo

More liposomes containing 1-O-palmityl-D-glucuronic acid (PGA), a synthetic glycolipid, bound to macrophages than those containing phosphatidylglycerol did in vitro; however, PGA-liposomes circulated longer in vivo.PGA-liposomes did not aggregate in the presence of serum, but liposomes containing 1-O-palmityl-D-glucose or myristic acid aggregated rapidly, suggesting that both carbohydrate and carboxyl group of PGA are important for preventing liposomal aggregation in serum.This low agglutinative character may be one of the factors for long circulation of PGA-liposomes in vivo.