decyl beta-D-maltopyranoside
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Basic information
- CAS
82494-09-5- Standard SMILES
CCCCCCCCCCO[C@@H]1O[C@H](CO)[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O- InChIKey
WOQQAWHSKSSAGF-WXFJLFHKSA-N- Molecular formula
- C22H42O11
- Average molar mass
- 482.6 g/mol
- Monoisotopic mass
- 482.27271215
Overview
Decyl beta-D-maltopyranoside is a glycoside resulting from attachment of a decyl group to the reducing-end anomeric centre of a beta-maltose molecule. It is a glycoside and a disaccharide derivative. It is functionally related to a beta-maltose.
Names & identifiers
- Preferred name
- decyl beta-D-maltopyranoside
- IUPAC
- (2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-6-decoxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
- English name
- N-DECYL-BETA-D-MALTOPYRANOSIDE
- Molecular formula
- C22H42O11
- Molecular weight
- 482.56
Names & synonyms
82494-09-5Decyl beta-D-maltopyranosideDECYL-BETA-D-MALTOPYRANOSIDEdecyl 4-O-alpha-D-glucopyranosyl-beta-D-glucopyranosiden-decyl-b-d-maltosiden-decyl beta-D-maltopyranosideCHEBI:67097DTXSID30415345decyl alpha-D-glucopyranosyl-(1->4)-beta-D-glucopyranosideRefChem:131354DTXCID80366196Decyl 4-O-a-D-glucopyranosyl-b-D-glucopyranoside
Show more names
decyl-β-d-maltosiden-Decyl-β-D-maltopyranosideN-DECYL-Β-D-MALTOSIDEDECYL-BETA-D-MALTOSIDEDecylb-D-maltopyranosidedecyl β-d-maltopyranosideDecyl β-D-Maltopyranoside1-O-Decyl-beta-D-maltosideDecyl beta-maltopyranoside
Decyl |A-D-maltopyranosideMFCD00061624n-Decyl-beta-D-maltosideDecyl b-D-maltopyranoside(2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-6-decoxy-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triolb-D-Glucopyranoside, decyl 4-O-a-D-glucopyranosyl-(2R,3R,4S,5S,6R)-2-(((2R,3S,4R,5R,6R)-6-(Decyloxy)-4,5-dihydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-trioln-Decyl-?-D-maltoside
Properties
Computed structural propertiesFilling in
- XLogP
- 0.3
- Topological polar surface area
- 179 Ų
- Hydrogen bond donors
- 7
- Hydrogen bond acceptors
- 11
- Rotatable bonds
- 14
- Heavy atoms
- 33
- Formal charge
- 0
- Complexity
- 525
Physicochemical properties
- Melting point
- 95 °C · >95°C (dec.)
- Boiling point
- 689.4 · 689.4±55.0 °C(Predicted)
- Density
- 1.32 · 1.32±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- solubility
- 2 O: · H2O: 50 mg/mL, clear
- form
- Powder
- pka
- 12.82 · 12.82±0.70(Predicted)
- color
- White
- Water Solubility
- 100 mg/mL · water: 100mg/mL
- BRN
- 4923334 · 4923334
- InChIKey
- WOQQAWHSKSSAGF-WXFJLFHKSA-N
- SMILES
- [C@@H]1([C@H](O)[C@H]([C@H](OCCCCCCCCCC)O[C@@H]1CO)O)O[C@@H]1[C@H](O)[C@H]([C@H](O)[C@@H](CO)O1)O |&1:0,1,3,4,17,22,23,25,26,28,r|
- CAS DataBase Reference
- 82494 · 82494-09-5(CAS DataBase Reference)
- UNSPSC Code
- 12161902 · 12161902
- NACRES
- 21 · NA.21
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- F
- 10-21
- wgk
- 3
- hs_code
- 29400090
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-37/39-24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P280-P304+P340-P305+P351+P338
Chemistry & industry
Applications
Descriptionn-Decyl-β-D-maltoside is a nonionic surfactant that is commonly used to solubilize and stabilize membrane proteins. It has a critical micelle concentration (CMC) value of 1.8 mM and has been used in the expression of functional recombinant GPCRs.
UsesDecyl beta-D-maltopyranoside is used in a study to assess α-helical membrane protein crystallization. It has also been used in a study to investigate enantiomer separation of drugs by micellar electrokinetic chromatography. It aids in solubilizing the active cytochrome oxidase from mitochondria.
Additional notes
DefinitionChEBI: A glycoside resulting from attachment of a decyl group to the reducing-end anomeric centre of a beta-maltose molecule.
Related reactions
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Compound notes
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