1-[3-[(2R,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-1,6-dimethoxy-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-2-yl]ethanone

Details

• Internal ID: c38c7bd3-98f0-4325-b6ff-1b7c4b7bc1b4
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 1-[3-[(2R,3S,4S)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-1,6-dimethoxy-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-2-yl]ethanone
• SMILES (Canonical): CC(=O)C1=C(C2=C(C=C(C=C2C=C1OC3C(C(CO3)(CO)O)O)OC)OC4C(C(C(C(O4)CO)O)O)O)OC
• SMILES (Isomeric): CC(=O)C1=C(C2=C(C=C(C=C2C=C1O[C@@H]3[C@H]([C@@](CO3)(CO)O)O)OC)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)OC
• InChI: InChI=1S/C25H32O14/c1-10(28)16-13(38-24-22(32)25(33,8-27)9-36-24)5-11-4-12(34-2)6-14(17(11)21(16)35-3)37-23-20(31)19(30)18(29)15(7-26)39-23/h4-6,15,18-20,22-24,26-27,29-33H,7-9H2,1-3H3/t15-,18-,19+,20-,22-,23-,24-,25+/m1/s1
• InChI Key: PGDDDJBSORSPAG-NCAJNNROSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₂O₁₄
• Molecular Weight: 556.50 g/mol
• Exact Mass: 556.17920569 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: -1.20

Synonyms

• BDBM50133040

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
CHEMBL2409	P34913	Epoxide hydratase	600 nM	Ki	via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.26%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.79%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	94.15%	96.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.46%	94.00%
CHEMBL226	P30542	Adenosine A1 receptor	91.31%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.04%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.84%	97.09%
CHEMBL4208	P20618	Proteasome component C5	87.60%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.54%	92.94%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.93%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.90%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.72%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.07%	96.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.62%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.55%	91.24%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.06%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	82.98%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.46%	92.62%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.42%	97.21%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.77%	86.92%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.70%	85.14%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.43%	95.83%

Plants that contains it

• Senna tora

Cross-Links

• PubChem: 122196301
• LOTUS: LTS0017297
• wikiData: Q105208323