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COCONUT Compound

nudiposide

CNP0165659.3 · C27H36O12 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Namenudiposide
IUPAC Name(2~{R},3~{R},4~{S},5~{R})-2-[[(1~{R},2~{S},3~{S})-7-hydroxy-1-(4-hydroxy-3,5-dimethoxy-phenyl)-3-(hydroxymethyl)-6,8-dimethoxy-tetralin-2-yl]methoxy]tetrahydropyran-3,4,5-triol
COCONUT IDCNP0165659.3
CAS62058-46-2
InChIKeyGWDZRGQRNHELQM-NHJKQUFYSA-N
InChIInChI=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-/m1/s1
SMILESCOC1=CC([C@@H]2C3=C(OC)C(O)=C(OC)C=C3C[C@H](CO)[C@H]2CO[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)=CC(OC)=C1O

Properties

Molecular FormulaC27H36O12
Molecular Weight552.57
Exact Mass552.22068
Log P (ALogP)0.50
TPSA176.76
H-Bond Donors / Acceptors6 / 12
Rotatable Bonds9
Lipinski's Rule of 5 Violations3
QED Drug-likeness0.25
NP-likeness1.95

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

Saraca asoca as “Saraca asoca” in COCONUT

References (15)

  1. 10.1002/HLCA.200900328
  2. 10.1007/BF02978256
  3. 10.1007/S11418-007-0182-3
  4. 10.1016/0031-9422(89)80369-3
  5. 10.1016/0031-9422(91)84145-I
  6. 10.1016/0031-9422(92)83297-C
  7. 10.1016/0031-9422(92)83751-J
  8. 10.1016/0031-9422(95)00057-E
  9. 10.1016/S0031-9422(00)83595-5
  10. 10.1016/S0960-894X(98)00528-9
  11. 10.1021/np070565+
  12. 10.1248/BPB.23.1328
  13. 10.1248/CPB.24.2102
  14. 10.1248/CPB.43.1937
  15. 10.1248/CPB.46.166

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.