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COCONUT Compound

Delphinidin 3-glucoside

CNP0586863.2 · [C21H21O12]+ · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameDelphinidin 3-glucoside
IUPAC Name(2~{S},3~{R},4~{S},5~{S},6~{R})-2-[5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol
COCONUT IDCNP0586863.2
CAS50986-17-9
InChIKeyXENHPQQLDPAYIJ-PEVLUNPASA-O
InChIInChI=1S/C21H20O12/c22-6-15-17(28)18(29)19(30)21(33-15)32-14-5-9-10(24)3-8(23)4-13(9)31-20(14)7-1-11(25)16(27)12(26)2-7/h1-5,15,17-19,21-22,28-30H,6H2,(H4-,23,24,25,26,27)/p+1/t15-,17-,18+,19-,21-/m1/s1
SMILESOC[C@H]1O[C@@H](OC2=CC3=C(O)C=C(O)C=C3[O+]=C2C2=CC(O)=C(O)C(O)=C2)[C@H](O)[C@@H](O)[C@@H]1O

Properties

Molecular Formula[C21H21O12]+
Molecular Weight465.39
Exact Mass465.10275
Log P (ALogP)0.09
TPSA211.83
H-Bond Donors / Acceptors9 / 11
Rotatable Bonds4
Lipinski's Rule of 5 Violations2
QED Drug-likeness0.19
NP-likeness2.08

Classification

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

Reported in GR-MAPs Plants

Crocus sativus as “Crocus sativus” in COCONUT

References (52)

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  2. 10.1002/0471684228.EGP06715
  3. 10.1002/CBDV.201000088
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  12. 10.1016/0305-1978(85)90082-1
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  14. 10.1016/0305-1978(92)90036-D
  15. 10.1016/J.FOODCHEM.2019.125629
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  22. 10.1016/j.ifset.2007.03.007
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  24. 10.1021/JF00056A027
  25. 10.1021/JF011102R
  26. 10.1021/JF020728U
  27. 10.1021/JF030014Z
  28. 10.1021/JF030278L
  29. 10.1021/JF0307402
  30. 10.1021/JF0346612
  31. 10.1021/JF0346612.S001
  32. 10.1021/JF0347517
  33. 10.1021/JF0486850
  34. 10.1021/JF0512095
  35. 10.1021/JF0614140
  36. 10.1021/JF4057023
  37. 10.1021/JF9505335
  38. 10.1021/JF970264D
  39. 10.1021/NP0600999
  40. 10.1021/np0600999

Showing 40 of 52. 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.