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

Details

• Internal ID: 379432ad-9720-4cd3-a983-99469f7eac67
• Taxonomy: Lignans, neolignans and related compounds > Lignan glycosides
• IUPAC Name: (2R,3R,4S,5R)-2-[[(1S,2R,3R)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]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(CO4)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](CO4)O)O)O
• InChI: InChI=1S/C27H36O12/c1-34-17-7-13(8-18(35-2)23(17)31)20-15(10-38-27-25(33)22(30)16(29)11-39-27)14(9-28)5-12-6-19(36-3)24(32)26(37-4)21(12)20/h6-8,14-16,20,22,25,27-33H,5,9-11H2,1-4H3/t14-,15-,16+,20+,22-,25+,27+/m0/s1
• InChI Key: GWDZRGQRNHELQM-VEKSOEEBSA-N
• Popularity: 296 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₆O₁₂
• Molecular Weight: 552.60 g/mol
• Exact Mass: 552.22067658 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 0.50

Synonyms

• 34425-25-7
• (2R,3R,4S,5R)-2-[[(1S,2R,3R)-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]oxane-3,4,5-triol
• CHEMBL583884
• DTXSID001318597
• HY-N3348
• BDBM50378458
• AKOS032962464
• FS-9782
• CID 14521039
• CS-0023957
• Lyoniresinol, -D-xyloside ; -D-Xylopyranoside, [1,2,3,4-tetrahydro-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-2-naphthalenyl]methyl, [1S-(1,2,3)]-

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	98.38%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.89%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.97%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	91.60%	92.94%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.94%	89.62%
CHEMBL2581	P07339	Cathepsin D	88.49%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.76%	92.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.93%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.81%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.57%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.76%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.44%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.28%	96.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.72%	94.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.72%	95.89%
CHEMBL2535	P11166	Glucose transporter	80.32%	98.75%

Plants that contains it

• Ampelopsis glandulosa var. brevipedunculata
• Betula papyrifera
• Betula pendula
• Elliottia paniculata
• Epimedium diphyllum
• Ficus glumosa
• Laurus nobilis
• Litsea glutinosa
• Lyonia ovalifolia
• Machilus thunbergii
• Prunus padus
• Quercus petraea
• Saraca asoca
• Ulmus davidiana
• Vaccinium myrtillus
• Viburnum dilatatum

Cross-Links

• PubChem: 14521039
• LOTUS: LTS0201451
• wikiData: Q104396245