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COCONUT Compound

Pelargonin

CNP0533557.1 · [C27H31O15]+ · View on COCONUT ↗

2D Structure

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Identifiers

NamePelargonin
IUPAC Name(2~{S},3~{R},4~{S},5~{S},6~{R})-2-[7-hydroxy-2-(4-hydroxyphenyl)-3-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromenylium-5-yl]oxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
COCONUT IDCNP0533557.1
CAS58751-31-8
InChIKeySLCKJKWFULXZBD-ZOTFFYTFSA-O
InChIInChI=1S/C27H30O15/c28-8-17-19(32)21(34)23(36)26(41-17)39-15-6-12(31)5-14-13(15)7-16(25(38-14)10-1-3-11(30)4-2-10)40-27-24(37)22(35)20(33)18(9-29)42-27/h1-7,17-24,26-29,32-37H,8-9H2,(H-,30,31)/p+1/t17-,18-,19-,20-,21+,22+,23-,24-,26-,27-/m1/s1
SMILESOC[C@H]1O[C@@H](OC2=CC3=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C(O)C=C3[O+]=C2C2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

Properties

Molecular Formula[C27H31O15]+
Molecular Weight595.53
Exact Mass595.16575
Log P (ALogP)-1.85
TPSA250.52
H-Bond Donors / Acceptors10 / 14
Rotatable Bonds7
Lipinski's Rule of 5 Violations3
QED Drug-likeness0.13
NP-likeness1.49

Classification

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

Reported in GR-MAPs Plants

Lagerstroemia speciosa as “Lagerstroemia speciosa” in COCONUT
Commiphora wightii as “Commiphora mukul” in COCONUT

References (25)

  1. 10.1007/BF00393505
  2. 10.1007/BF00579163
  3. 10.1007/BF00579660
  4. 10.1007/BF01192733
  5. 10.1007/S00217-007-0799-1
  6. 10.1007/bf00599982
  7. 10.1007/s00217-007-0799-1
  8. 10.1016/0305-1978(87)90011-1
  9. 10.1016/J.FOODCHEM.2004.11.038
  10. 10.1016/J.FOODCHEM.2011.01.077
  11. 10.1016/J.FOODCHEM.2019.125629
  12. 10.1016/J.JFF.2015.05.043
  13. 10.1016/S0031-9422(00)83656-0
  14. 10.1016/S0031-9422(00)88960-8
  15. 10.1016/S0031-9422(00)97774-4
  16. 10.1016/S0031-9422(97)00595-5
  17. 10.1016/j.foodchem.2011.01.077
  18. 10.1016/s0031-9422(00)88960-8
  19. 10.1021/JF00020A009
  20. 10.1021/jf00020a009
  21. 10.1038/187240A0
  22. 10.1111/J.1365-2621.1987.TB06698.X
  23. 10.2503/JJSHS.60.395
  24. 10.3109/13880207609081906
  25. 10.3177/jnsv.58.272

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.