3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one

Details

• Internal ID: 82bb4ffe-dc5c-4472-805e-eeb393656b90
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
• IUPAC Name: 3-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
• SMILES (Canonical): C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(O4)CO)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(O4)CO)O)O)O)O
• InChI: InChI=1S/C20H18O11/c21-6-13-15(26)17(28)20(30-13)31-19-16(27)14-11(25)4-8(22)5-12(14)29-18(19)7-1-2-9(23)10(24)3-7/h1-5,13,15,17,20-26,28H,6H2
• InChI Key: BDCDNTVZSILEOY-UHFFFAOYSA-N
• Popularity: 40 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₁₁
• Molecular Weight: 434.30 g/mol
• Exact Mass: 434.08491139 g/mol
• Topological Polar Surface Area (TPSA): 186.00 Ų
• XlogP: 1.00

Synonyms

• Avicularine
• 3-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
• 3-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5,7-dihydroxychromen-4-one
• Quercetin 3-a-L-arabofuranoside
• SCHEMBL13182845
• 3-(a-L-Arabinofuranosyloxy)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one, 9CI

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	99.53%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.43%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.26%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.96%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.26%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	91.02%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	89.84%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.58%	99.17%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.58%	95.64%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.81%	86.33%
CHEMBL3194	P02766	Transthyretin	88.77%	90.71%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.38%	86.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.32%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.26%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.84%	95.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	84.25%	95.78%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.96%	97.09%

Plants that contains it

• Bupleurum falcatum
• Caragana spinosa
• Chaenomeles sinensis
• Cinnamomum philippinense
• Cosmos sulphureus
• Eucalyptus ovata
• Eugenia selloi
• Filipendula ulmaria
• Hedysarum alpinum
• Hedysarum sachalinense
• Hedysarum setigerum
• Hypericum perforatum
• Hypericum scabrum
• Hypericum sikokumontanum
• Ichthyothere terminalis
• Juglans regia
• Larix sibirica
• Pilularia minuta
• Pimenta dioica
• Pitavia punctata
• Pleroma semidecandrum
• Polygonum aviculare
• Prunus salicina
• Prunus spinosa
• Psidium cattleianum
• Psidium guajava
• Purshia mexicana
• Pyrola elliptica
• Rhododendron dauricum
• Rhododendron schlippenbachii
• Rhododendron spinuliferum
• Rhus coriaria
• Rodgersia podophylla
• Rosa canina
• Rosa rugosa
• Rumex acetosa
• Sorbus intermedia
• Vaccinium macrocarpon
• Vaccinium myrtillus
• Vaccinium ovalifolium
• Vaccinium vitis-idaea

Cross-Links

• PubChem: 12308704
• LOTUS: LTS0145172
• wikiData: Q104923824