58846-77-8, n-Decyl β-D-glucopyranoside,CAS:58846-77-8

58846-77-8,
n-Decyl β-D-glucopyranoside,
CAS:58846-77-8
C16H32O6 / 320.42
MFCD00063297

癸基-β-D-吡喃葡萄糖苷, n-Decyl β-D-glucopyranoside

Decyl b-D-glucopyranoside is a cationic surfactant, which inhibits bacterial growth by disrupting the lipid bilayer of the cell membrane. It has been used as an antimicrobial agent in the treatment of autoimmune diseases and as a preservative in cosmetics. Decyl b-D-glucopyranoside has also been shown to be effective against citric acid and sodium citrate, two common components of biofilm formation. Decyl b-D-glucopyranoside has chemical stability in both acidic and alkaline environments and is not affected by pH levels. It is also a fatty acid with a hydroxyl group and an ethylene diamine side chain.

CAS Number	58846-77-8
Product Name	Decyl beta-D-glucopyranoside
IUPAC Name	(2R,3R,4S,5S,6R)-2-decoxy-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular Formula	C16H32O6
Molecular Weight	320.42 g/mol
InChI	InChI=1S/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
InChI Key	JDRSMPFHFNXQRB-IBEHDNSVSA-N
SMILES	CCCCCCCCCCOC1C(C(C(C(O1)CO)O)O)O
Solubility	Soluble in DMSO
Synonyms	Decyl glucoside; Decyl beta-D-glucoside; EINECS 261-469-7; UNII-Z17H97EA6Y; beta-D-Glucopyranoside, decyl; Decyl beta-D-glucopyranoside; n-Decyl glucoside.
Canonical SMILES	CCCCCCCCCCOC1C(C(C(C(O1)CO)O)O)O
Isomeric SMILES	CCCCCCCCCCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O

Product name: n-Decyl β-D-glucopyranoside CAS: 58846-77-8

M.F.: C₁₆H₃₂O₆M.W.: 320.42

Batch No: 20120318 Quantity:50g

*Items*	*Standards*	*Results*
Appearance	White powder	Complies
MS and NMR	Should comply	Complies
Identification	IR and TLC	Complies
A (UV, at 260 nm)	<0.3	Complies
Optical activity [a ] ²⁰_D (c=1%, C₂H₅OH)	From -26° to -28°	-27.2°
Loss weight on dryness	Max. 1%	0.2%
Residue on ignition	Max. 0.5%	0.1%
TLC	One spot	One spot
Assay (HPLC)	Min. 98%	99.1%

References:

1. Helenius A, McCaslin DR, Fries E, Tanford C, Methods Enzymol. 1979, 56, p734-749
2. Brito RMM, Vaz WLC, Anal. Biochem. 1986, 152, 250-255
3. Brown GM, Dubreuil P, Ichhaporia FM, Desnoyers JE, Can. J. Chem. 1970, 48, 2525-2531

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