6-O-(trans-4-coumaroyl)-alpha-D-glucopyranose

Details

• Internal ID: 7c1c761d-8be0-46fa-bcc3-ba94c19dc5f9
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
• IUPAC Name: [(2R,3S,4S,5R,6S)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): C1=CC(=CC=C1C=CC(=O)OCC2C(C(C(C(O2)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@H](O2)O)O)O)O)O
• InChI: InChI=1S/C15H18O8/c16-9-4-1-8(2-5-9)3-6-11(17)22-7-10-12(18)13(19)14(20)15(21)23-10/h1-6,10,12-16,18-21H,7H2/b6-3+/t10-,12-,13+,14-,15+/m1/s1
• InChI Key: GKUSDFCBGXFHIL-QVLXMGEUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₈
• Molecular Weight: 326.30 g/mol
• Exact Mass: 326.10016753 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -0.80

Synonyms

• CHEBI:76092
• 6-(trans-4-coumaroyl)-alpha-D-glucose
• 6-O-(trans-4-coumaroyl)-alpha-D-glucose
• Q27145740
• 6-O-[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]-alpha-D-glucopyranose

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	96.84%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.30%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.20%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.96%	96.00%
CHEMBL3194	P02766	Transthyretin	90.14%	90.71%
CHEMBL226	P30542	Adenosine A1 receptor	88.92%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.81%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.59%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	87.27%	94.73%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	86.64%	89.67%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.68%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.30%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.43%	89.62%
CHEMBL4040	P28482	MAP kinase ERK2	80.77%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.68%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.67%	95.89%

Plants that contains it

• Petrorhagia dubia
• Prunus buergeriana
• Spiraea canescens

Cross-Links

• PubChem: 13915665
• LOTUS: LTS0103257
• wikiData: Q27145740