Dodecyl glucopyranoside - ≥99% , CAS No.59122-55-3

CAS: 59122-55-3 Cat. No.: D108812 Molecular Weight: 348.48 EC Number: 261-614-4

GRADE & PURITY ≥99%

Synonyms

DODECYL .BETA.-D-GLUCOPYRANOSIDE | D-Glucopyranoside, dodecyl | n-DODECYL-beta-D-GLUCOPYRANOSIDE | (2R,3R,4S,5S,6R)-2-dodecoxy-6-(hydroxymethyl)oxane-3,4,5-triol | Fluorescent Brightener CBS-X | Dodecylb-D-glucopyranoside | RWJ-387252 | Dodecyl b-D-glucop

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

DODECYL .BETA.-D-GLUCOPYRANOSIDE | D-Glucopyranoside, dodecyl | n-DODECYL-beta-D-GLUCOPYRANOSIDE | (2R, 3R, 4S, 5S, 6R)-2-dodecoxy-6-(hydroxymethyl)oxane-3, 4, 5-triol | Fluorescent Brightener CBS-X | Dodecylb-D-glucopyranoside | RWJ-387252 | Dodecyl b-D-glucop

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Non-ionic detergent for solubilization of membrane-bound proteins in their native state. Long chain alkyl glycopyranoside and a classical nonionic amphiphile surfactant.

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: 504756184
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504756184
• Canonical Smiles: CCCCCCCCCCCCOC1C(C(C(C(O1)CO)O)O)O
• IUPAC Name: (2R,3R,4S,5S,6R)-2-dodecoxy-6-(hydroxymethyl)oxane-3,4,5-triol
• InChIKey: PYIDGJJWBIBVIA-UYTYNIKBSA-N
• INCHI: 1S/C18H36O6/c1-2-3-4-5-6-7-8-9-10-11-12-23-18-17(22)16(21)15(20)14(13-19)24-18/h14-22H,2-13H2,1H3/t14-,15-,16+,17-,18-/m1/s1
• Isomeric SMILES: CCCCCCCCCCCCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• Molecular Weight: 348.48
• Reaxy-Rn: 8163724
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8163724&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty acyl glycosides

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty acyl glycosides
• Intermediate Tree Nodes: Not available
• Direct Parent: Fatty acyl glycosides of mono- and disaccharides
• Alternative Parents: Hexoses Alkyl glycosides O-glycosyl compounds Oxanes Secondary alcohols Polyols Oxacyclic compounds Acetals Primary alcohols Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Fatty acyl glycoside of mono- or disaccharide - Alkyl glycoside - Hexose monosaccharide - Glycosyl compound - O-glycosyl compound - Monosaccharide - Oxane - Secondary alcohol - Acetal - Organoheterocyclic compound - Oxacycle - Polyol - Organooxygen compound - Primary alcohol - Hydrocarbon derivative - Organic oxygen compound - Alcohol - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. These are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.
• 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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in methanol at 50mg/ml；
• Sensitivity: Heat sensitive
• Molecular Weight: 348.500 g/mol
• XLogP3: 3.500
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 13
• Exact Mass: 348.251 Da
• Monoisotopic Mass: 348.251 Da
• Topological Polar Surface Area: 99.400 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 301.000
• 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

References

1. Shaoying Dai, Tengda Wang, Jie Cui, Junfeng Xiang, Qing Shao, Yuchun Han, Yilin Wang.  (2024)  Enhancing osmotic stress tolerance of cell mimetics by modulating lipid bilayer.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:39186895] [10.1016/j.jcis.2024.08.152]

2. Jiangya Ma, Xue Fu, Wei Xia, Rui Zhang, Kun Fu, Genyu Wu, Bangtao Jia, Sha Li, Jincheng Li.  (2021)  Removal of emulsified oil from water by using recyclable chitosan based covalently bonded composite magnetic flocculant: Performance and mechanism.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:34323706] [10.1016/j.jhazmat.2021.126529]