2-Hydroxy-1-(hydroxymethyl)ethyl beta-D-glucopyranoside
Basic information
- CAS
10588-30-4- Standard SMILES
OCC(CO)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O- InChIKey
AQTKXCPRNZDOJU-SYHAXYEDSA-N- Molecular formula
- C9H18O8
- Average molar mass
- 254.23 g/mol
- Monoisotopic mass
- 254.10016753
Overview
2-O-(beta-D-glucosyl)glycerol is a glucosylglycerol consisting of a beta-D-glucosyl residue attached at position 2 of glycerol via a glycosidic bond. It has a role as an Arabidopsis thaliana metabolite and a human blood serum metabolite. It is a beta-D-glucoside and a glucosylglycerol.
Names & identifiers
- Preferred name
- 2-Hydroxy-1-(hydroxymethyl)ethyl beta-D-glucopyranoside
- IUPAC
- (2R,3R,4S,5S,6R)-2-(1,3-dihydroxypropan-2-yloxy)-6-(hydroxymethyl)oxane-3,4,5-triol
- English name
- 2-(β-D-Glucopyranosyloxy)-1,3-propanediol
- Molecular formula
- C9H18O8
- Molecular weight
- 254.23
Names & synonyms
10588-30-4DTXSID201219430RefChem:935475GlyTouCan:G08545ST2-hydroxy-1-(hydroxymethyl)ethyl beta-D-glucopyranosideDTXCID601650735G08545ST2-(b-Glucosyl)glycerol2-O-(beta-D-glucosyl)glycerol2-(beta-Glucosyl)glycerol2-(beta-D-Glucopyranosyloxy)-1,3-propanediolglycerol 2-O-beta-D-glucoside
Show more names
2-(β-Glucosyl)glycerol2-(β-D-Glucopyranosyloxy)-1,3-propanediol2-Hydroxy-1-(hydroxymethyl)ethyl β-D-glucopyranosideβ-D-Glucopyranoside, 2-hydroxy-1-(hydroxymethyl)ethyl
1,3-dihydroxypropan-2-yl beta-D-glucopyranoside2-O-(beta-D-glucosyl)-sn-glycerol(2R,3R,4S,5S,6R)-2-(1,3-dihydroxypropan-2-yloxy)-6-(hydroxymethyl)oxane-3,4,5-triolbeta,beta'-dihydroxyisopropyl beta-D-glucopyranosideLilioside B(2R,3R,4S,5S,6R)-2-((1,3-Dihydroxypropan-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol2-(|A-Glucosyl)glycerol2-glyceryl beta-D-glucoside
Properties
Computed structural properties
- XLogP
- -3.5
- Topological polar surface area
- 140 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 5
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 221
Experimental & physicochemical properties
Collision Cross Section157.27 Ų [M-H]- [CCS Type: DT; Method: stepped-field]
Physicochemical properties
- Melting point
- 130 · 130-135 °C
- Boiling point
- 606.1 · 606.1±55.0 °C(Predicted)
- Density
- 1.58 · 1.58±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Hygroscopic, -20°C Freezer, Under Inert Atmosphere
- solubility
- Methanol (Slightly), Water (Slightly)
- form
- Solid
- pka
- 12.85 · 12.85±0.70(Predicted)
- color
- Off-White to Pale Yellow
- Stability
- Very Hygroscopic
Chemistry & industry
Applications
UsesA component contained in cosmetic formulation. Diesters of glycosylglycerols are active in cancer chemo-prevention.
Additional notes
DefinitionChEBI: 2-O-(beta-D-glucosyl)glycerol is a glucosylglycerol consisting of a beta-D-glucosyl residue attached at position 2 of glycerol via a glycosidic bond. It has a role as an Arabidopsis thaliana metabolite and a human blood serum metabolite. It is a beta-D-glucoside and a glucosylglycerol.
Related reactions
0 records
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Compound notes
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