Decyl glucoside

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 ;
3D model (JSmol)	Interactive image;
ChemSpider	55973;
ECHA InfoCard	100.055.863
PubChem CID	62142;
UNII	Z17H97EA6Y ;
CompTox Dashboard (EPA)	DTXSID2041208 ;
	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 (SDS)	MSDS
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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[edit]

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

References[edit]

^ 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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[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

[1]

v t e 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

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
ECHA InfoCard	100.055.863
PubChem CID	62142
UNII	Z17H97EA6Y^Y
CompTox Dashboard (EPA)	DTXSID2041208
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 (SDS)	MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Decyl glucoside

Synthesis[edit]

See also[edit]

References[edit]

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