Basic information
- CAS
29836-26-8- Standard SMILES
CCCCCCCCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O- InChIKey
HEGSGKPQLMEBJL-RKQHYHRCSA-N- Molecular formula
- C14H28O6
- Average molar mass
- 292.37 g/mol
- Monoisotopic mass
- 292.18858861
Overview
Octyl beta-D-glucopyranoside is an beta-D-glucoside in which the anomeric hydrogen of beta-D-glucopyranose is substituted by an octyl group. It has a role as a plant metabolite.
Names & identifiers
- Preferred name
- octyl beta-D-glucopyranoside
- IUPAC
- (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-octoxyoxane-3,4,5-triol
- English name
- n-Octyl-β-D-glucopyranoside
- Molecular formula
- C14H28O6
- Molecular weight
- 292.37
Names & synonyms
29836-26-8OCTYL BETA-D-GLUCOPYRANOSIDEn-Octyl-beta-D-glucopyranosidecaprylyl glucoside1-O-n-Octyl-beta-D-glucopyranosidebeta-D-Octyl glucosideOctyl-beta-D-glucosideoctylglucoside(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-octoxyoxane-3,4,5-triolbeta-D-Glucopyranoside, octylDTXSID6042234octylglucopyranoside
Show more names
OGOCTYL GLUCOSIDEN-OCTYL-B-D-GLUCOSIDEOctyl β-D-GlucopyranosideOGDOGP1-O-octyl-B21-O-octyl-β
V109WUT6RLDTXCID4022234CHEBI:41128beta-octyl-d-glucosideoctyl-alpha-D-glucosidebeta-octylglucopyranosideRefChem:856084249-887-8
Database identifiers
- CAS
29836-26-8、54549-23-4- PubChem CID
- 62852
- DTXSID
DTXSID6042234
Properties
Computed structural properties
- XLogP
- 1.4
- Topological polar surface area
- 99.4 Ų
- Hydrogen bond donors
- 4
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 9
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 250
Experimental & physicochemical properties
Chemical ClassesBiological Agents -> Monosaccharides and Derivatives
CosmeticsCosmetic ingredients (Caprylyl Glucoside) -> CIR (Cosmetic Ingredient Review)
Physical DescriptionWhite solid; [Merck Index] White to off-white hygroscopic powder; [Alfa Aesar MSDS]
Collision Cross Section180.1 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID6042234]
Physicochemical properties
- Melting point
- 105 °C · 105 °C
- alpha
- -32 · -32 º (c=5, water)
- Boiling point
- 354.3 °C · 354.3°C (rough estimate)
- Density
- 1.0869 · 1.0869 (rough estimate)
- refractive index
- -27 ° · -27 ° (C=1, MeOH)
- storage temp.
- -20 °C · -20°C
- solubility
- DMSO (Slightly), Water (Slightly)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 50% (3 of 6) of reports.
Warning
H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 6 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: .beta.-D-Glucopyranoside, octyl
.beta.-D-Glucopyranoside, octyl: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryMay cause irritation; [Alfa Aesar MSDS] See Octyl glucoside and alpha-Methylglucoside.
EPA Safer ChemicalChemical: Octyl-beta-D-glucoside
Hazard Classes and CategoriesSkin Irrit. 2 (50%)
Toxicology
Toxicity Summary
The CIR Expert Panel concluded that the 19 alkyl glucosides listed below are safe in the present practices of use and concentrations when formulated to be nonirritating...Caprylyl Glucoside...
Safe for use in cosmetics, with qualifications
Safety data
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Purifying or cleansing agents, usually salts of long-chain aliphatic bases or acids, that exert cleansing (oil-dissolving) and antimicrobial effects through a surface action that depends on possessing both hydrophilic and hydrophobic properties.
Uses & manufacturing
Uses
CIR ingredient: Caprylyl Glucoside
Used as a detergent and surfactant for biological systems; [Merck Index] Permitted for use as an inert ingredient in non-food pesticide products; [EPA]
Household ProductsInformation on 3 consumer products that contain Caprylyl Glucoside in the following categories is provided:
Use Classification
EPA Safer Chemical Functional Use Classes -> Surfactants
Safer Chemical Classes -> Green circle - The chemical has been verified to be of low concern
Applications
Descriptionn-Octyl-β-D-glucopyranoside is a non–ionic detergent intended for solubilizing membrane–bound proteins in their native state and for the preparation of lipid vesicles. n-Octyl-β-D-glucopyranoside has a well–defined chemical structure, small uniform micelles, and high water solubility, which make n-Octyl-β-D-glucopyranoside superior to most other nonionic detergents for membrane solubilization. Because of the high critical micelle concentration (20-25 mM), n-Octyl-β-D-glucopyranoside has the additional advantage of being removed easily by dialysis when compared to bile salts. n-Octyl-β-D-glucopyranoside is also known as N-Octyl glucoside, OGP, OG, n-Octylglucoside, and octyl-β-D-glucopyranoside.
UsesA nonionic detergent for the solubilization of membrane bound protein.
UsesUnlike many other detergents, octyl glucoside is a pure, single compound of defined structure. Very effective for insulin binding and solubilization studies of membran
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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