n-Octyl-β-D-Thioglucopyranoside - ≥99% , CAS No.85618-21-9

CAS: 85618-21-9 Cat. No.: O108834 Molecular Weight: 308.43 Beilstein Registry Number: 4182783 EC Number: 617-729-0

GRADE & PURITY ≥99%

Synonyms

(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-octylsulanyloxane-3,4,5-triol | HY-W040224 | (2R,3S,5R,6S)-2-(hydroxymethyl)-6-octylsulfanyloxane-3,4,5-triol | 2-HYDROXYMETHYL-6-OCTYLSULFANYL-TETRAHYDRO-PYRAN-3,4,5-TRIOL | Octyl beta-D-1-thioglucopyranoside, >=98.0%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Octyl β-D-1-thioglucopyranoside can be used as a non-ionic detergent for solubilization and reconstitution of membrane proteins. It has been used in a study to assess the crystallization and preliminary x-ray analysis of human plasma apolipoprotein C-I. It has also been used in a study that investigated the identification of Chlamydia pneumoniae proteins. 

Specifications

Synonyms

(2R, 3S, 4S, 5R, 6S)-2-(hydroxymethyl)-6-octylsulanyloxane-3, 4, 5-triol | HY-W040224 | (2R, 3S, 5R, 6S)-2-(hydroxymethyl)-6-octylsulfanyloxane-3, 4, 5-triol | 2-HYDROXYMETHYL-6-OCTYLSULFANYL-TETRAHYDRO-PYRAN-3, 4, 5-TRIOL | Octyl beta-D-1-thioglucopyranoside, >=98.0%

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

APG surfactant. Reagent for the solubilisation and isolation of membranes.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 504759790
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504759790
• Canonical Smiles: CCCCCCCCSC1C(C(C(C(O1)CO)O)O)O
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-octylsulfanyloxane-3,4,5-triol
• InChIKey: CGVLVOOFCGWBCS-RGDJUOJXSA-N
• INCHI: 1S/C14H28O5S/c1-2-3-4-5-6-7-8-20-14-13(18)12(17)11(16)10(9-15)19-14/h10-18H,2-9H2,1H3/t10-,11-,12+,13-,14+/m1/s1
• Isomeric SMILES: CCCCCCCCS[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• WGK Germany: 3
• Molecular Weight: 308.43
• Beilstein: 4182783
• Reaxy-Rn: 34011505
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=34011505&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Glycosyl compounds
          • Level6 Thioglycosides

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Glycosyl compounds
• Direct Parent: Thioglycosides
• Alternative Parents: Oxanes Monosaccharides Monothioacetals Secondary alcohols Sulfenyl compounds Polyols Oxacyclic compounds Primary alcohols Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: S-glycosyl compound - Oxane - Monosaccharide - Monothioacetal - Secondary alcohol - Oxacycle - Organoheterocyclic compound - Sulfenyl compound - Polyol - Hydrocarbon derivative - Primary alcohol - Organosulfur compound - Alcohol - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as thioglycosides. These are glycoside in which a sugar group is bonded through one carbon to another group via a S-glycosidic bond.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in ethanol, water or methanol
• Specific Rotation[α]: [α]25/D -51 to -49 °, c = 1% (w/v) in ethanol
• Melt Point(°C): 128°C
• Molecular Weight: 308.440 g/mol
• XLogP3: 2.200
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 308.166 Da
• Monoisotopic Mass: 308.166 Da
• Topological Polar Surface Area: 115.000 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 254.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 5
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1