1-O-feruloyl-beta-D-glucose

Details

• Internal ID: 3cc732e7-ef79-459e-8ed8-b8365aaed20a
• Taxonomy: Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Hydroxycinnamic acid glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OC2C(C(C(C(O2)CO)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O
• InChI: InChI=1S/C16H20O9/c1-23-10-6-8(2-4-9(10)18)3-5-12(19)25-16-15(22)14(21)13(20)11(7-17)24-16/h2-6,11,13-18,20-22H,7H2,1H3/b5-3+/t11-,13-,14+,15-,16+/m1/s1
• InChI Key: JWRQVQWBNRGGPK-PMQCXRHVSA-N
• Popularity: 19 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₉
• Molecular Weight: 356.32 g/mol
• Exact Mass: 356.11073221 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: -0.30

Synonyms

• 7196-71-6
• 1-Feruloyl-D-glucose
• CHEBI:81321
• Ferulic acid acyl-|A-D-glucoside
• Ferulic Acid Acyl-beta-D-glucoside
• trans-p-feruloyl-beta-D-glucopyranoside
• 1-[3-(4-Hydroxy-3-Methoxyphenyl)-2-propenoate] beta-D-Glucopyranose
• (2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl 3-(4-hydroxy-3-methoxyphenyl)acrylate
• 1-O-feruloyl-beta-glucose
• Ferulic acid 7-O-glucoside
• 1-O-feruloyl-beta-D-glucoside
• CHEMBL1778418
• SCHEMBL20944781
• DTXSID501289981
• Ferulic acid acyl-??-D-glucoside
• 1-O-(E)-feruloyl-beta-D-glucose
• HY-N7715
• 1-O-[(E)-feruloyl]-beta-D-glucose
• AKOS040758313
• trans-p-Feruloyl beta-D-glucopyranoside
• (E)-1-O-feruloyl-beta-D-glucopyranose
• ferulic acid beta-D-glucopyranosyl ester
• NCGC00385766-01
• 1-O-(E)-p-feruloyl-beta-D-glucopyranose
• AS-78421
• 1-O-trans-feruloyl-beta-D-glucopyranoside
• CS-0135611
• C17759
• D93553
• Q27155259
• (E)-4'-hydroxy-3'-methoxycinnamoyl-beta-D-glucopyranose
• 3-(4-Hydroxy-3-methoxyphenyl)acryloyl beta-D-glucopyranoside
• 1-[3-(4-Hydroxy-3-Methoxyphenyl)-2-propenoate] ss-D-Glucopyranose
• 1-O-[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]-beta-D-glucopyranose
• [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• 64625-37-2

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	99.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.10%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.93%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.52%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.26%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.20%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.81%	89.00%
CHEMBL3194	P02766	Transthyretin	91.59%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	87.73%	94.73%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.97%	89.62%
CHEMBL4208	P20618	Proteasome component C5	84.01%	90.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.49%	97.36%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.22%	95.50%

Plants that contains it

• Adina racemosa
• Ananas comosus
• Aruncus dioicus
• Baccharis dracunculifolia
• Bacopa monnieri
• Balanophora fungosa
• Balanophora japonica
• Beta vulgaris
• Camellia sinensis
• Capsicum annuum
• Coussarea hydrangeifolia
• Digitalis lanata
• Ligustrum obtusifolium
• Linaria japonica
• Raphanus raphanistrum subsp. sativus
• Rheum rhabarbarum
• Rosmarinus officinalis
• Salix cheilophila

Cross-Links

• PubChem: 13962928
• NPASS: NPC157554
• ChEMBL: CHEMBL1778418
• LOTUS: LTS0045837
• wikiData: Q27155259