(2R,3R,4S,5S,6R)-2-[[(1R,2S,3S)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: b524acc2-7845-4d94-8b22-c75225345484
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(1R,2S,3S)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): COC1=CC(=CC(=C1O)OC)C2C(C(CC3=CC(=C(C(=C23)OC)O)OC)CO)COC4C(C(C(C(O4)CO)O)O)O
• SMILES (Isomeric): COC1=CC(=CC(=C1O)OC)[C@H]2[C@@H]([C@H](CC3=CC(=C(C(=C23)OC)O)OC)CO)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
• InChI: InChI=1S/C28H38O13/c1-36-16-7-13(8-17(37-2)22(16)31)20-15(11-40-28-26(35)25(34)23(32)19(10-30)41-28)14(9-29)5-12-6-18(38-3)24(33)27(39-4)21(12)20/h6-8,14-15,19-20,23,25-26,28-35H,5,9-11H2,1-4H3/t14-,15-,19-,20+,23-,25+,26-,28-/m1/s1
• InChI Key: PQQRNPDHSJDAGV-UGJKOEBBSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₈O₁₃
• Molecular Weight: 582.60 g/mol
• Exact Mass: 582.23124126 g/mol
• Topological Polar Surface Area (TPSA): 197.00 Ų
• XlogP: 0.40

Synonyms

• (-)-Lyoniresinol 9'-O-glucoside
• (2R,3R,4S,5S,6R)-2-[[(1R,2S,3S)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• CHEMBL2332109
• SCHEMBL23202638
• AKOS040762007
• FS-8818

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	99.60%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.68%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.13%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.47%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.36%	92.94%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.68%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.13%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.51%	94.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.86%	89.62%
CHEMBL2581	P07339	Cathepsin D	86.38%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.18%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.05%	94.73%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.53%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.02%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.86%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.31%	95.89%

Plants that contains it

• Acanthus ebracteatus
• Aegle marmelos
• Alangium premnifolium
• Amphilophium paniculatum
• Betula pendula subsp. mandshurica
• Cordiera sessilis
• Spiraea canescens
• Walsura robusta

Cross-Links

• PubChem: 10031185
• LOTUS: LTS0076281
• wikiData: Q104888911