2-O-(beta-D-glucosyl)glycerol

Details

• Internal ID: ffd18070-5555-4114-8c21-fe04f24dc43f
• Taxonomy: Lipids and lipid-like molecules > Glycerolipids > Glycosylglycerols
• IUPAC Name: (2R,3R,4S,5S,6R)-2-(1,3-dihydroxypropan-2-yloxy)-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): C(C1C(C(C(C(O1)OC(CO)CO)O)O)O)O
• SMILES (Isomeric): C([C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)OC(CO)CO)O)O)O)O
• InChI: InChI=1S/C9H18O8/c10-1-4(2-11)16-9-8(15)7(14)6(13)5(3-12)17-9/h4-15H,1-3H2/t5-,6-,7+,8-,9-/m1/s1
• InChI Key: AQTKXCPRNZDOJU-SYHAXYEDSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₈O₈
• Molecular Weight: 254.23 g/mol
• Exact Mass: 254.10016753 g/mol
• Topological Polar Surface Area (TPSA): 140.00 Ų
• XlogP: -3.50

Synonyms

• 2-O-(beta-D-glucosyl)glycerol
• 2-(beta-Glucosyl)glycerol
• glycerol 2-O-beta-D-glucoside
• 2-(beta-D-Glucopyranosyloxy)-1,3-propanediol
• 2-O-(beta-D-glucosyl)-sn-glycerol
• 1,3-dihydroxypropan-2-yl beta-D-glucopyranoside
• (2R,3R,4S,5S,6R)-2-(1,3-dihydroxypropan-2-yloxy)-6-(hydroxymethyl)oxane-3,4,5-triol
• beta,beta'-dihydroxyisopropyl beta-D-glucopyranoside
• Lilioside B
• 2-glyceryl beta-D-glucoside
• 2-O-beta-d-glucosyl-glycerol
• SCHEMBL2300084
• CHEBI:17765
• DTXSID201219430
• sn-glycerol 2-O-beta-D-glucoside
• 2-O-(beta-D-glucopyranosyl)-glycerol
• W-200746
• Q27102591
• 2-hydroxy-1-(hydroxymethyl)ethyl beta-D-glucopyranoside
• WURCS=2.0/2,2,1/[h2h][a2122h-1b_1-5]/1-2/a2-b1
• WURCS=2.0/2,2,1/[hxh][a2122h-1b_1-5]/1-2/a2-b1
• (2R,3R,4S,5S,6R)-2-[(1,3-dihydroxypropan-2-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.85%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.96%	91.11%
CHEMBL3589	P55263	Adenosine kinase	87.07%	98.05%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	84.99%	86.92%
CHEMBL226	P30542	Adenosine A1 receptor	83.69%	95.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.31%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.12%	97.09%

Plants that contains it

• Arabidopsis thaliana

Cross-Links

• PubChem: 443265
• LOTUS: LTS0145875
• wikiData: Q27102591