3-(beta-D-Glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-4H-1-benzopyran-4-one

Details

• Internal ID: 4b83f290-5e7c-40c7-80f6-12c1a4bddb07
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• SMILES (Canonical): COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(O2)C=C(C(=C3O)OC)O)OC4C(C(C(C(O4)CO)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C2=C(C(=O)C3=C(O2)C=C(C(=C3O)OC)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
• InChI: InChI=1S/C23H24O13/c1-32-11-5-8(3-4-9(11)25)20-22(36-23-19(31)18(30)15(27)13(7-24)35-23)17(29)14-12(34-20)6-10(26)21(33-2)16(14)28/h3-6,13,15,18-19,23-28,30-31H,7H2,1-2H3/t13-,15-,18+,19-,23+/m1/s1
• InChI Key: MPUCOEGUJZQKTC-XCSGUALTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₁₃
• Molecular Weight: 508.40 g/mol
• Exact Mass: 508.12169082 g/mol
• Topological Polar Surface Area (TPSA): 205.00 Ų
• XlogP: 0.70

Synonyms

• DTXSID601113159
• 3-(beta-D-Glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-methoxy-4H-1-benzopyran-4-one
• 81563-84-0

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	99.38%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.29%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.80%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.82%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.53%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.28%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.48%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.29%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.78%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.63%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.66%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.50%	86.92%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.50%	95.64%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.18%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	85.16%	94.73%
CHEMBL220	P22303	Acetylcholinesterase	82.73%	94.45%

Plants that contains it

• Arnica longifolia
• Coleogyne ramosissima

Cross-Links

• PubChem: 14539906
• LOTUS: LTS0128043
• wikiData: Q105169751