Maltotriose
Basic information
- CAS
1109-28-0- Standard SMILES
O=C[C@H](O)[C@@H](O)[C@H](O[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)[C@H](O)CO- InChIKey
RXVWSYJTUUKTEA-CGQAXDJHSA-N- Molecular formula
- C18H32O16
- Average molar mass
- 504.4 g/mol
- Monoisotopic mass
- 504.16903493
Overview
Maltotriose is a maltotriose trisaccharide in which the glucose residue at the reducing end is in the aldehydo open-chain form.
Names & identifiers
- Preferred name
- Maltotriose
- IUPAC
- (2R,3R,4R,5R)-4-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,3,5,6-tetrahydroxyhexanal
- English name
- Maltotriose
- Molecular formula
- C18H32O16
- Molecular weight
- 504.44
Names & synonyms
DTXSID6048963639K0T34IKCHEBI:61993DTXCID00809616NSC-170180alpha-D-glucopyranosyl-(1->4)-alpha-D-glucopyranosyl-(1->4)-D-glucose(2R,3R,4R,5R)-4-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,3,5,6-tetrahydroxyhexanal(2R,3R,4R,5R)-4-((2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyoxan-2-yl)oxy-2,3,5,6-tetrahydroxyhexanalRefChem:155495G71709GU214-174-2(2R,3R,4S,5S,6R)-2-(((2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-(((2R,3S,4R,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl)oxy)oxan-3-yl)oxy)-6-(hydroxymethyl)oxane-3,4,5-triol
Show more names
MaltotriseTRIOMALTOSEMaltotriose - TechnicalO-α-D-glucopyranosyl-(1→4)-O-α-D-glucopyranosyl-(1→4)-O-...D-Glucose, O-α-D-glucopyranosyl-(1→4)-O-α-D-glucopyranosyl-(1→4)-yyqhj112NSC 170180
Properties
Computed structural properties
- XLogP
- -7.2
- Topological polar surface area
- 277 Ų
- Hydrogen bond donors
- 11
- Hydrogen bond acceptors
- 16
- Rotatable bonds
- 11
- Heavy atoms
- 34
- Formal charge
- 0
- Complexity
- 625
Physicochemical properties
- Melting point
- 132 · 132-135 °C
- Boiling point
- 513.84 °C · 513.84°C (rough estimate)
- Density
- 1.4403 · 1.4403 (rough estimate)
- refractive index
- 1.676 · 1.6760 (estimate)
- storage temp.
- 2 · Sealed in dry,2-8°C
- solubility
- 2 O: · H2O: 50 mg/mL, clear, colorless
- form
- Powder
- pka
- 12.39 · 12.39±0.20(Predicted)
- color
- White to Off-white
- optical activity
- 160 · +160
- Water Solubility
- Soluble in water.
- BRN
- 1443481 · 1443481
- Stability
- Stable. Combustible. Incompatible with strong oxidizing agents.
- Major Application
- agriculture
- InChIKey
- FYGDTMLNYKFZSV-DZOUCCHMSA-N
- SMILES
- [H][C@]1(O)O[C@H](CO)[C@@H](O[C@@]2([H])O[C@H](CO)[C@@H](O[C@@]3([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O
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 100% (4 of 4) of all reports.
Not Classified
Aggregated GHS information provided per 4 reports by companies from 1 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory InformationD-Glucose, O-.alpha.-D-glucopyranosyl-(1â4)-O-.alpha.-D-glucopyranosyl-(1â4)-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesNot Classified
Safety data
- F
- 10
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 29400090
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
UsesA trisaccharide resulting from the digestion of Amalose by α-Amalase.
Usesdisplays potent and selective in vitro anti-human immunodeficiency virus type 1 activity. Prepared by modification of lysine e-amino groups
UsesMaltotriose is a matrose regulon inducer in Escherichia coli. Maltotriose has been used in a study to investigate the influence of fourth generation poly(propyleneimine) dendrimers on blood cells.
Preparation methods
PreparationIn nature, maltose is mainly found in germinated grains, especially malt, hence its name. Under the action of amylase, starch undergoes hydrolysis to produce maltodextrin, which further undergoes hydrolysis to produce two glucose molecules. Maltodextrin is a series of low-molecular-weight sugars obtained from starch hydrolysis; it is a group of linear α(1-4)-linked D-glucose polymers. Industrial-grade maltodextrin is typically produced by the acidic hydrolysis of potato starch. Maltotriose is composed of α(1-4)-linked D-glucose monomers with a degree of polymerization of 3.
Additional notes
DefinitionChEBI: A maltotriose trisaccharide in which the glucose residue at the reducing end is in the aldehydo open-chain form.
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Compound notes
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