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COCONUT Compound

Peonidin-3-glucoside

CNP0487201.1 · [C22H23O11]+ · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NamePeonidin-3-glucoside
IUPAC Name(2~{S},3~{R},4~{S},5~{S},6~{R})-2-[5,7-dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
COCONUT IDCNP0487201.1
CAS68795-37-9
InChIKeyZZWPMFROUHHAKY-OUUKCGNVSA-O
InChIInChI=1S/C22H22O11/c1-30-15-4-9(2-3-12(15)25)21-16(7-11-13(26)5-10(24)6-14(11)31-21)32-22-20(29)19(28)18(27)17(8-23)33-22/h2-7,17-20,22-23,27-29H,8H2,1H3,(H2-,24,25,26)/p+1/t17-,18-,19+,20-,22-/m1/s1
SMILESCOC1=CC(C2=[O+]C3=CC(O)=CC(O)=C3C=C2O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=CC=C1O

Properties

Molecular Formula[C22H23O11]+
Molecular Weight463.42
Exact Mass463.12349
Log P (ALogP)0.68
TPSA180.60
H-Bond Donors / Acceptors7 / 10
Rotatable Bonds5
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.26
NP-likeness2.00

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassFlavonoids
NP ClassAnthocyanidins
Chemical SuperclassPhenylpropanoids and polyketides
Chemical ClassFlavonoids
Chemical SubclassFlavonoid glycosides

Reported in GR-MAPs Plants

Oryza sativa as “Oryza sativa” in COCONUT

References (18)

  1. 10.1002/(SICI)1097-0010(199702)73:2<207::AID-JSFA703>3.0.CO;2-8
  2. 10.1002/JSFA.1885
  3. 10.1002/JSSC.200401822
  4. 10.1016/J.CBI.2006.08.003
  5. 10.1016/J.FOODRES.2012.02.008
  6. 10.1016/J.JFCA.2004.02.010
  7. 10.1016/S0023-6438(03)00143-9
  8. 10.1016/S0308-8146(01)00231-X
  9. 10.1016/j.foodres.2012.02.008
  10. 10.1016/j.ifset.2007.03.007
  11. 10.1021/JF00050A015
  12. 10.1021/JF020728U
  13. 10.1021/JF0346612
  14. 10.1021/JF0346612.S001
  15. 10.1021/JF0486850
  16. 10.1080/09571260120095030
  17. 10.1111/J.1365-2621.1994.TB08189.X
  18. 10.21548/25-2-2143

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.