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COCONUT Compound

Cannabiscitrin

CNP0206487.1 · C21H20O13 · View on COCONUT ↗

2D Structure

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Identifiers

NameCannabiscitrin
IUPAC Name2-[3,4-dihydroxy-5-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]-3,5,7-trihydroxy-chromen-4-one
COCONUT IDCNP0206487.1
CAS520-14-9
InChIKeyZJYAVUPWMNHHEU-GFOOFYSOSA-N
InChIInChI=1S/C21H20O13/c22-5-12-15(27)17(29)19(31)21(34-12)33-11-2-6(1-9(25)14(11)26)20-18(30)16(28)13-8(24)3-7(23)4-10(13)32-20/h1-4,12,15,17,19,21-27,29-31H,5H2/t12-,15-,17+,19-,21-/m1/s1
SMILESO=C1C(O)=C(C2=CC(O)=C(O)C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=C2)OC2=CC(O)=CC(O)=C12

Properties

Molecular FormulaC21H20O13
Molecular Weight480.38
Exact Mass480.09039
Log P (ALogP)-0.83
TPSA230.74
H-Bond Donors / Acceptors9 / 13
Rotatable Bonds4
Lipinski's Rule of 5 Violations2
QED Drug-likeness0.21
NP-likeness2.30

Classification

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

Reported in GR-MAPs Plants

Canabis Sativa as “Cannabis Sativa” in COCONUT

References (6)

  1. 10.1007/BF03046067
  2. 10.1021/JF0347517
  3. 10.1021/JF9800211
  4. 10.1037/10946-009
  5. 10.1080/00032710701566941
  6. 10.1248/CPB.40.1943

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.