Page last updated: 2024-12-06

octyl glucoside

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Occurs in Manufacturing Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Octyl glucoside (OG) is a non-ionic surfactant derived from glucose and octyl alcohol. It is synthesized through a reaction between glucose and octyl alcohol in the presence of a catalyst, typically a strong acid. OG is widely used in various applications due to its mildness, biodegradability, and low toxicity. It is commonly found in cosmetics, pharmaceuticals, and detergents. OG is known for its excellent detergency, foaming properties, and emulsifying abilities. It exhibits good compatibility with other surfactants and is often used in combination with other ingredients to enhance their performance. The biodegradability of OG makes it an environmentally friendly alternative to conventional surfactants. Research on OG focuses on its potential applications in different industries, its impact on human health and the environment, and its effectiveness in various formulations. The study of OG aims to optimize its performance, develop new and innovative applications, and explore its potential benefits in various fields.'

octyl-beta-D-glucoside: RN given refers to (beta)-isomer [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

octyl beta-D-glucopyranoside : An beta-D-glucoside in which the anomeric hydrogen of beta-D-glucopyranose is substituted by an octyl group. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID62852
CHEMBL ID446037
CHEBI ID136667
CHEBI ID41128
SCHEMBL ID61562
MeSH IDM0070330

Synonyms (84)

Synonym
(2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-octoxy-tetrahydropyran-3,4,5-triol
b-octylglucoside
octyl beta-d-glucopyranoside
BOG ,
(2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-octoxyoxane-3,4,5-triol
n-octyl beta-d-glucopyranoside
beta-d-glucopyranoside, octyl
1-o-n-octyl-beta-d-glucopyranoside
1-n-octyl beta-d-glucopyranoside
1-o-octyl-.beta.-d-glucopyranoside
1-octyl beta-d-glucopyranoside
n-octyl glucoside
glc-(1-1)oct ,
beta-d-octyl glucoside
1-o-octyl-beta-d-glucopyranoside
beta-octyl monoglucoside
beta-d-glucopyranoside, octyl (9ci)
octyl beta-d-glucoside
octyl beta-glucopyranoside
ogp
n-octyl beta-d-glucoside
1-o-octyl-beta-d-glucopyranose
1-octyl beta-d-glucoside
29836-26-8
glucopyranoside, octyl, beta-d- (8ci)
octyl beta-d-glucopyranoside, >=98% (gc)
octyl beta-d-glucopyranoside, bioxtra, >=98% (gc)
og
octylglucoside
CHEBI:136667
n-octyl |a-d-glucopyranoside
O0232
CHEMBL446037
octyl-beta-d-glucopyranoside ,
dtxsid6042234 ,
dtxcid4022234
NCGC00255887-01
cas-29836-26-8
tox21_302162
AKOS015919434
(2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-(octyloxy)-tetrahydro-2h-pyran-3,4,5-triol
A15461
octyl-beta-d-glucoside
unii-v109wut6rl
v109wut6rl ,
einecs 249-887-8
sucraph ag-8
n-octyl-.beta.-d-glucoside [mi]
caprylyl glucoside
caprylyl glucoside [inci]
n-octyl-beta-d-glucoside
SCHEMBL61562
(2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-(octyloxy)tetrahydro-2h-pyran-3,4,5-triol
octyl hexopyranoside #
octyl-.beta.-d-glucopyranoside
octyl .beta.-glucoside
.beta.-d-glucopyranoside, octyl
n-octyl-.beta.-d-glucopyranoside
octyl-i(2)-d-glucopyranoside
CCG-233290
1-o-octyl-?-d-glucopyranoside
n-octylglucoside, non-ionic
CS-0064659
octyl beta-d-glucopyranoside, vetec(tm) reagent grade, 98%
ncgc00385963-01!(2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-octoxyoxane-3,4,5-triol
1174225-19-4
n-octyl--d-glucopyranoside;og;ogp
beta-octylglucoside; octyl beta-d-glucoside; octyl d-glucoside; octyl glucoside
octyl-glucoside
CHEBI:41128
beta-octylglucoside
1-octyl-beta-d-glucopyranoside
oct beta-glc
octyl beta-d-glucose
F14806
144388-20-5
AS-18093
Q7077127
n-octyl-ss-d-glucopyranoside
M02217
2-[4-[acetyl[[2-(acetylamino)-3,4-dihydro-4-oxo-6-pteridinyl]methyl]amino]phenyl]-4,5-dihydro-5-oxo-
n-octyl- beta -d-glucopyranoside
HY-116285
(2r,3s,4s,5r,6r)-2-(hydroxymethyl)-6-(octyloxy)oxane-3,4,5-triol

Research Excerpts

Overview

Octyl glucoside (OG) is a detergent widely employed in structural and functional studies of membrane proteins. It is an effective, nonionic, solubilizing agent for membrane proteins with the advantage of ease of removal by dialysis.

ExcerptReferenceRelevance
"Octyl glucoside (OG) is a detergent widely employed in structural and functional studies of membrane proteins. "( Molecular dynamics simulations of GlpF in a micelle vs in a bilayer: conformational dynamics of a membrane protein as a function of environment.
Bond, PJ; Deol, SS; Patargias, G; Sansom, MS, 2005
)
1.77
"Octyl glucoside is an effective, nonionic, solubilizing agent for membrane proteins with the advantage of ease of removal by dialysis. "( Alkyl glycoside detergents: a simpler synthesis and their effects on kinetic and physical properties of cytochrome c oxidase.
Baxter, J; Ferguson-Miller, S; Rosevear, P; VanAken, T, 1980
)
1.7
"Thus octyl glucoside seems to be a useful tool for solubilization and purification of brush border membranes proteins."( The use of octyl beta-D-glucoside as detergent for hog kidney brush border membrane.
Kinne, R; Lin, JT; Riedel, S, 1979
)
0.71

Compound-Compound Interactions

ExcerptReferenceRelevance
"Detergent removal from mixed micelles was combined with preparative size exclusion chromatography (SEC) on Sephacryl S 500 HR to prepare unilamellar and spherical liposomes of defined sizes between 50 and 100 nm with a very narrow size distribution (RSD of vesicle diameter between 13% and 25%)."( Preparative size exclusion chromatography combined with detergent removal as a versatile tool to prepare unilamellar and spherical liposomes of highly uniform size distribution.
Barnert, S; Holzer, M; Momm, J; Schubert, R, 2009
)
0.35

Bioavailability

ExcerptReferenceRelevance
"The results indicate OG has potential as a permeability enhancer for poorly absorbed drugs with no significant damage to monolayers at low concentrations."( Permeability enhancing effects of the alkylglycoside, octylglucoside, on insulin permeation across epithelial membrane in vitro.
Eley, JG; Tirumalasetty, PP, 2006
)
0.33
") Second, a cosurfactant may enhance the bioavailability of a poorly soluble peptide."( Additive and synergistic membrane permeabilization by antimicrobial (lipo)peptides and detergents.
Bärlehner, D; Heerklotz, H; Huynh, Q; Patel, H, 2014
)
0.4
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Occurs in Manufacturing (15 Product(s))

Product Categories

Product CategoryProducts
Household Essentials14
Baby & Kids Products1

Products

ProductBrandCategoryCompounds Matched from IngredientsDate Retrieved
Attitude All Purpose Cleaner Citrus Zest -- 27 fl ozAttitudeHousehold EssentialsCaprylyl glucoside2024-11-29 10:47:42
Attitude All Purpose Cleaner Unscented -- 27.1 fl ozAttitudeHousehold Essentialscaprylyl glucoside, propanediol, sodium citrate2024-11-29 10:47:42
Attitude Baby Leaves Laundry Detergent Unscented 80 Loads -- 67.6 fl ozAttitudeBaby & Kids Productscitric acid, citric acid, sodium gluconate, glycerin, caprylyl glucoside, sodium benzoate2024-11-29 10:47:42
Attitude Bathroom Cleaner Citrus Zest -- 27.1 fl ozAttitudeHousehold Essentials1,3-propanediol, citric acid, terpineol, saponins, citric acid, decanal, caprylyl glucoside, citrus2024-11-29 10:47:42
Attitude Daily Shower & Tile Cleaner Citrus Zest -- 27.1 fl ozAttitudeHousehold Essentialsterpineol, saponins, decanal, sodium gluconate, caprylyl glucoside, citrus2024-11-29 10:47:42
Attitude Dishwashing Liquid Unscented -- 23.7 fl ozAttitudeHousehold EssentialsCitric Acid, Citric Acid, Lauramine Oxide, Sodium Gluconate, Glycerin, Caprylyl Glucoside, Sodium Benzoate2024-11-29 10:47:42
Attitude Fabric Softener 80 Loads - Wildflowers -- 67.6 fl ozAttitudeHousehold Essentialsfloral, glycerin, methyldihydrojasmonate, caprylyl glucoside2024-11-29 10:47:42
Attitude Floor Surface Cleaner - For Tiles & Wood Floors Citrus Zest -- 35.2 fl ozAttitudeHousehold Essentialsterpineol, saponins, decanal, sodium gluconate, caprylyl glucoside, citrus2024-11-29 10:47:42
Attitude Fruit & Vegetable Wash Fragrance Free -- 27 fl ozAttitudeHousehold Essentialscaprylyl glucoside, sodium bicarbonate, sodium citrate2024-11-29 10:47:42
Attitude Liquid Laundry Detergent 4X Concentrated HE Unscented -- 135.3 fl oz - 160 LoadsAttitudeHousehold Essentialscitric acid, citric acid, glycerin, caprylyl glucoside2024-11-29 10:47:42
Attitude Liquid Laundry Detergent HE Unscented -- 67.6 fl oz -- 40 LoadsAttitudeHousehold Essentialscitric acid, citric acid, glycerin, caprylyl glucoside2024-11-29 10:47:42
Attitude Window & Mirror Cleaner Citrus Zest -- 27 fl ozAttitudeHousehold Essentialsacetic acid, terpineol, saponins, decanal, caprylyl glucoside, citrus2024-11-29 10:47:42
Package Free All Natural Multi-Purpose Cleaning Spray Lavender -- 16 fl ozPackage FreeHousehold Essentialscaprylyl glucoside, sodium carbonate2024-11-29 10:47:42
Package Free All Natural Multi-Purpose Cleaning Spray Refill Lavender -- 16 fl ozPackage FreeHousehold Essentialscaprylyl glucoside, sodium carbonate2024-11-29 10:47:42
Package Free All Natural Multi-Purpose Cleaning Spray Rosemary Eucalyptus -- 16 fl ozPackage FreeHousehold Essentialscaprylyl glucoside, sodium carbonate2024-11-29 10:47:42

Roles (1)

RoleDescription
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (1)

ClassDescription
beta-D-glucosideAny D-glucoside in which the anomeric centre has beta-configuration.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (6)

PathwayProteinsCompounds
phosphatidylcholine resynthesis via glycerophosphocholine310
dopamine degradation431
phosphatidylcholine biosynthesis I816
phosphatidylcholine biosynthesis V510
choline biosynthesis411
phospholipid biosynthesis (Kennedy pathway)414

Protein Targets (3)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
RAR-related orphan receptor gammaMus musculus (house mouse)Potency5.44830.006038.004119,952.5996AID1159521
vitamin D (1,25- dihydroxyvitamin D3) receptorHomo sapiens (human)Potency30.89560.023723.228263.5986AID743223
nuclear factor of kappa light polypeptide gene enhancer in B-cells 1 (p105), isoform CRA_aHomo sapiens (human)Potency21.872419.739145.978464.9432AID1159509
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (9)

Assay IDTitleYearJournalArticle
AID1347082qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: LASV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347086qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lymphocytic Choriomeningitis Arenaviruses (LCMV): LCMV Primary Screen - GLuc reporter signal2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID1347083qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: Viability assay - alamar blue signal for LASV Primary Screen2020Antiviral research, 01, Volume: 173A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity.
AID500279Ratio of Kcat to Km for Neisseria meningitidis lgtC2006Nature chemical biology, Dec, Volume: 2, Issue:12
Using substrate engineering to harness enzymatic promiscuity and expand biological catalysis.
AID374351Antiviral activity against BKV Gardner ATCC VR837 infected in human WI38 cells assessed as reduction in viral DNA level preincubated for 2 hrs before viral infection measured after 7 days by real time PCR assay2007Antimicrobial agents and chemotherapy, Dec, Volume: 51, Issue:12
BK Virus replication in vitro: limited effect of drugs interfering with viral uptake and intracellular transport.
AID374353Cytotoxicity against human WI38 cells assessed as reduction in cellular DNA level preincubated for 2 hrs before viral infection measured after 7 days by real time PCR assay2007Antimicrobial agents and chemotherapy, Dec, Volume: 51, Issue:12
BK Virus replication in vitro: limited effect of drugs interfering with viral uptake and intracellular transport.
AID1373943Inhibition of Escherichia coli Heptosyltransferase I assessed as reduction in ADP release at 1 mM using ODLA and ADP-heptose substrates in presence of phospho(enol)pyruvate and NADH by pyruvate kinase and LDH based ADP/NADH coupling assay2018Bioorganic & medicinal chemistry letters, 02-15, Volume: 28, Issue:4
Synthesis, kinetics and inhibition of Escherichia coli Heptosyltransferase I by monosaccharide analogues of Lipid A.
AID1373942Substrate activity at Escherichia coli Heptosyltransferase I assessed as ADP release at 100 uM using phospho(enol)pyruvate and NADH by pyruvate kinase and LDH based ADP/NADH coupling assay2018Bioorganic & medicinal chemistry letters, 02-15, Volume: 28, Issue:4
Synthesis, kinetics and inhibition of Escherichia coli Heptosyltransferase I by monosaccharide analogues of Lipid A.
AID1159607Screen for inhibitors of RMI FANCM (MM2) intereaction2016Journal of biomolecular screening, Jul, Volume: 21, Issue:6
A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (613)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990196 (31.97)18.7374
1990's196 (31.97)18.2507
2000's143 (23.33)29.6817
2010's65 (10.60)24.3611
2020's13 (2.12)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 37.02

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index37.02 (24.57)
Research Supply Index6.44 (2.92)
Research Growth Index4.33 (4.65)
Search Engine Demand Index57.45 (26.88)
Search Engine Supply Index2.05 (0.95)

This Compound (37.02)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews5 (0.80%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other620 (99.20%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]