Decyl glucoside

Short description: Non-ionic surfactant

Decyl glucoside

Names
IUPAC name

Decyl β-D-glucopyranoside

Systematic IUPAC name

(2R,3R,4S,5S,6R)-2-(Decyloxy)-6-(hydroxymethyl)oxane-3,4,5-triol

Identifiers

CAS Number

* 58846-77-8 Y

3D model (JSmol)

* Interactive image

ChemSpider |

* 55973

PubChem CID

* 62142

UNII |

* Z17H97EA6Y Y

InChI

* InChI=1/C16H32O6/c1-2-3-4-5-6-7-8-9-10-21-16-15(20)14(19)13(18)12(11-17)22-16/h12-20H,2-11H2,1H3/t12-,13-,14+,15-,16-/m1/s1

Key: JDRSMPFHFNXQRB-IBEHDNSVBI

SMILES

* O(CCCCCCCCCC)[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO

Properties

Chemical formula

| C16H32O6
Molar mass | 320.426 g·mol−1
Hazards
Safety data sheet | MSDS

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Infobox references

Tracking categories (test):

* SizeSet

Decyl glucoside is a mild non-ionic surfactant used in cosmetic formularies,[1] including baby shampoo and in products for individuals with a sensitive skin. Many natural personal care companies use this cleanser because it is plant-derived, biodegradable, and gentle for all hair types.

Decyl glucoside was invented by Robert Prairie in 1934.

## Synthesis

Decyl glucoside is produced by the reaction of glucose from corn starch with the fatty alcohol decanol, which is derived from coconut.

## See also

* Lauryl glucoside
* Octyl glucoside

## References

1. ↑ Fiume, MM; Heldreth, B; Bergfeld, WF; Belsito, DV; Hill, RA; Klaassen, CD; Liebler, D; Marks, JG Jr et al. (2013). "Safety assessment of decyl glucoside and other alkyl glucosides as used in cosmetics". Int J Toxicol 32: 22S–48S. doi:10.1177/1091581813497764. PMID 24174472.

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Glycosides

Bond|

* O-glycosidic bond
* N-glycosidic bond
* S-glycosidic bond
* C-glycosidic bond

Geometry|

* α-Glycoside
* β-Glycoside
* 1,4-Glycoside
* 1,6-Glycoside

Glycone|

* Fructoside
* Galactoside
* Glucoside
* Glucuronide
* Rhamnoside
* Riboside

Aglycone|

* Alcoholic glycoside
* Cardiac glycoside
* Bufadienolide
* Cardenolide
* Cyanogenic glycoside
* Glycosylamine
* Phenolic glycoside
* Anthraquinone glycoside
* Coumarin glycoside
* Flavonoid glycoside
* Saponin
* Steviol glycoside
* Thioglycoside

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