2H-1-Benzopyran-2-one, 6-(beta-D-glucopyranosyloxy)-7-hydroxy-

Details

• Internal ID: 635463e1-c35a-4604-86d8-67f989740bac
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Coumarin glycosides
• IUPAC Name: 7-hydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-2-one
• SMILES (Canonical): C1=CC(=O)OC2=CC(=C(C=C21)OC3C(C(C(C(O3)CO)O)O)O)O
• SMILES (Isomeric): C1=CC(=O)OC2=CC(=C(C=C21)OC3C(C(C(C(O3)CO)O)O)O)O
• InChI: InChI=1S/C15H16O9/c16-5-10-12(19)13(20)14(21)15(24-10)23-9-3-6-1-2-11(18)22-8(6)4-7(9)17/h1-4,10,12-17,19-21H,5H2
• InChI Key: XHCADAYNFIFUHF-UHFFFAOYSA-N
• Popularity: 224 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₉
• Molecular Weight: 340.28 g/mol
• Exact Mass: 340.07943208 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: -0.60

Synonyms

• SCHEMBL2894
• Oprea1_018958
• 2H-1-Benzopyran-2-one, 6-(.beta.-D-glucopyranosyloxy)-7-hydroxy-
• CHEMBL359043
• SCHEMBL13096303
• SCHEMBL20179973
• DTXSID50859464
• BDBM237203
• HMS3651K16
• 6,7-Dihydroxycoumarin-6-glucoside
• ZINC00001368
• AKOS024282472
• NCGC00017242-02
• NCGC00142472-01
• 7-hydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)(2H-3,4,5,6-tetrahydropyran-2-y loxy)]chromen-2-one
• LS-14393
• FT-0603455
• 7-Hydroxy-2-oxo-2H-1-benzopyran-6-yl hexopyranoside
• 6-(beta-D-Glucopyranosyloxy)-7-hydroxy-2H-1- benzopyran-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL3577	P00352	Aldehyde dehydrogenase 1A1	707.9 nM	Potency	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.79%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	98.11%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.31%	94.00%
CHEMBL2581	P07339	Cathepsin D	91.37%	98.95%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	86.03%	83.57%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.79%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.35%	89.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.53%	86.92%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.38%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.34%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	83.29%	94.73%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.26%	99.15%

Plants that contains it

• Althaea officinalis
• Artemisia jacutica
• Crataegus monogyna
• Delphinium bicolor
• Delphinium nuttallianum
• Ficus septica
• Fraxinus chinensis subsp. rhynchophylla
• Fraxinus insularis
• Olea europaea
• Olea europaea subsp. cuspidata
• Peucedanum japonicum
• Phaseolus vulgaris
• Rhododendron groenlandicum

Cross-Links

• PubChem: 5351506
• LOTUS: LTS0201261
• wikiData: Q104397911