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, Shank RC, Slaga TJ, Snyder PW, Andersen FA. Safety assessment of decyl glucoside and other alkyl glucosides as used in cosmetics. Int J Toxicol. 2013 Sep-Oct;32(5 Suppl):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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