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COCONUT Compound

Procyanidin B3

CNP0192174.2 · C30H26O12 · View on COCONUT ↗

2D Structure

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Identifiers

NameProcyanidin B3
IUPAC Name(2~{R},3~{S},4~{S})-2-(3,4-dihydroxyphenyl)-4-[(2~{R},3~{S})-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-8-yl]chromane-3,5,7-triol
COCONUT IDCNP0192174.2
CAS23567-23-9
InChIKeyXFZJEEAOWLFHDH-AVFWISQGSA-N
InChIInChI=1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26-,27-,28+,29+/m0/s1
SMILESOC1=CC(O)=C2C(=C1)O[C@H](C1=CC=C(O)C(O)=C1)[C@@H](O)[C@@H]2C1=C(O)C=C(O)C2=C1O[C@H](C1=CC=C(O)C(O)=C1)[C@@H](O)C2

Properties

Molecular FormulaC30H26O12
Molecular Weight578.53
Exact Mass578.14243
Log P (ALogP)3.00
TPSA220.76
H-Bond Donors / Acceptors10 / 12
Rotatable Bonds3
Lipinski's Rule of 5 Violations3
QED Drug-likeness0.16
NP-likeness1.93

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassFlavonoids
NP ClassProanthocyanins
Chemical SuperclassPhenylpropanoids and polyketides
Chemical ClassFlavonoids
Chemical SubclassBiflavonoids and polyflavonoids

Reported in GR-MAPs Plants

Ocimum sanctum as “Ocimum tenuiflorum” in COCONUT
Daucus carota as “Daucus carota” in COCONUT
Ocimum tenuiflorum as “Ocimum tenuiflorum” in COCONUT

References (93)

  1. 10.1002/(SICI)1099-1565(199801/02)9:1<21::AID-PCA377>3.0.CO;2-W
  2. 10.1002/JSFA.7075
  3. 10.1002/food.19880321030
  4. 10.1007/BF00580451
  5. 10.1007/BF00833411
  6. 10.1007/BF02249631
  7. 10.1007/BF02262390
  8. 10.1007/BF02490789
  9. 10.1007/S10600-009-9289-Y
  10. 10.1007/S10600-010-9700-8
  11. 10.1007/S10600-011-9956-7
  12. 10.1016/0031-9422(75)85197-1
  13. 10.1016/0031-9422(82)80150-7
  14. 10.1016/0031-9422(84)83041-1
  15. 10.1016/0031-9422(88)80042-6
  16. 10.1016/0031-9422(89)80060-3
  17. 10.1016/0031-9422(89)80370-X
  18. 10.1016/0031-9422(90)80054-K
  19. 10.1016/0031-9422(90)85341-C
  20. 10.1016/0031-9422(91)80011-O
  21. 10.1016/0031-9422(91)83714-V
  22. 10.1016/0031-9422(92)80317-8
  23. 10.1016/0031-9422(92)80375-O
  24. 10.1016/0031-9422(93)85229-K
  25. 10.1016/0031-9422(93)85250-U
  26. 10.1016/0031-9422(96)00122-7
  27. 10.1016/0031-9422(96)00926-0
  28. 10.1016/J.BMCL.2013.12.098
  29. 10.1016/J.FITOTE.2009.08.015
  30. 10.1016/J.FOODCHEM.2005.11.053
  31. 10.1016/J.JFF.2014.08.013
  32. 10.1016/J.TETLET.2009.01.158
  33. 10.1016/S0021-9673(99)00281-2
  34. 10.1016/S0031-9422(00)00192-8
  35. 10.1016/S0031-9422(00)81446-6
  36. 10.1016/S0031-9422(00)81581-2
  37. 10.1016/S0031-9422(00)82297-9
  38. 10.1016/S0031-9422(00)82371-7
  39. 10.1016/S0031-9422(00)82468-1
  40. 10.1016/S0031-9422(00)83128-3

Showing 40 of 93. See all references on COCONUT.

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.