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COCONUT Compound

(-)-Isolariciresinol 9'-O-glucoside

CNP0218396.3 · C26H34O11 · View on COCONUT ↗

2D Structure

Identifiers

Name(-)-Isolariciresinol 9'-O-glucoside
IUPAC Name(2~{R},3~{R},4~{S},5~{S},6~{R})-2-[[(1~{R},2~{S},3~{S})-7-hydroxy-1-(4-hydroxy-3-methoxy-phenyl)-3-(hydroxymethyl)-6-methoxy-tetralin-2-yl]methoxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
COCONUT IDCNP0218396.3
CAS143236-04-8
InChIKeyAHYOMNWKYGMYMB-PBJGOBETSA-N
InChIInChI=1S/C26H34O11/c1-34-19-6-12(3-4-17(19)29)22-15-8-18(30)20(35-2)7-13(15)5-14(9-27)16(22)11-36-26-25(33)24(32)23(31)21(10-28)37-26/h3-4,6-8,14,16,21-33H,5,9-11H2,1-2H3/t14-,16-,21-,22-,23-,24+,25-,26-/m1/s1
SMILESCOC1=CC([C@@H]2C3=CC(O)=C(OC)C=C3C[C@H](CO)[C@H]2CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O

Properties

Molecular FormulaC26H34O11
Molecular Weight522.55
Exact Mass522.21011
Log P (ALogP)-0.16
TPSA178.53
H-Bond Donors / Acceptors7 / 11
Rotatable Bonds8
Lipinski's Rule of 5 Violations3
QED Drug-likeness0.25
NP-likeness2.05

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassLignans
NP ClassArylnaphthalene and aryltetralin lignans
Chemical SuperclassLignans, neolignans and related compounds
Chemical ClassLignan glycosides
Chemical SubclassLignan glycosides

Reported in GR-MAPs Plants

Salvia officinalis as “Salvia officinalis” in COCONUT

References (8)

  1. 10.1002/HLCA.200590212
  2. 10.1016/J.PHYTOCHEM.2009.07.013
  3. 10.1016/S0031-9422(03)00219-X
  4. 10.1016/j.bse.2012.06.019
  5. 10.1016/j.phytol.2019.04.022
  6. 10.1021/JF980614B
  7. 10.1021/NP0100845
  8. 10.1248/CPB.52.638

Data from COCONUT (COlleCtion of Open Natural prodUcTs), released under CC0. Chandrasekhar V. et al. COCONUT 2.0: a comprehensive overhaul and curation of the collection of open natural products database. Nucleic Acids Research (2024), doi:10.1093/nar/gkae1063. COCONUT release 2026-10.