Geranyl beta-D-glucopyranoside

Details

• Internal ID: d6bd7e3c-f304-4a62-9d0d-b377ea2250be
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[(2E)-3,7-dimethylocta-2,6-dienoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCCC(=CCOC1C(C(C(C(O1)CO)O)O)O)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)/C)C
• InChI: InChI=1S/C16H28O6/c1-10(2)5-4-6-11(3)7-8-21-16-15(20)14(19)13(18)12(9-17)22-16/h5,7,12-20H,4,6,8-9H2,1-3H3/b11-7+/t12-,13-,14+,15-,16-/m1/s1
• InChI Key: RMMXLHZEVYNSJO-QYSJADTOSA-N
• Popularity: 14 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₈O₆
• Molecular Weight: 316.39 g/mol
• Exact Mass: 316.18858861 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 1.20

Synonyms

• Geranyl b-D-glucoside
• 22850-13-1
• (2R,3R,4S,5S,6R)-2-[(2E)-3,7-dimethylocta-2,6-dienoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• geranyl beta-D-glucoside
• geranyl glucoside
• geraniol beta-d-glucopyranoside
• SCHEMBL8424804
• CHEBI:177422
• DTXSID801316488
• NCGC00385690-01
• (2E)-3,7-Dimethyl-2,6-octadien-1-yl beta-D-glucopyranoside
• (2R,3R,4S,5S,6R)-2-(((E)-3,7-Dimethylocta-2,6-dien-1-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.93%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.79%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.46%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	87.15%	92.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.89%	99.17%
CHEMBL2581	P07339	Cathepsin D	82.47%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.12%	91.24%

Plants that contains it

• Rhodiola rosea
• Zingiber officinale

Cross-Links

• PubChem: 10710515
• LOTUS: LTS0116837
• wikiData: Q104375940