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COCONUT Compound

Chrysanin

CNP0321448.1 · C20H26O5 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameChrysanin
IUPAC Name[(3~{a}~{R},4~{R},4~{a}~{S},8~{R},8~{a}~{R},9~{a}~{S})-8-hydroxy-8~{a}-methyl-3,5-dimethylene-2-oxo-3~{a},4,4~{a},6,7,8,9,9~{a}-octahydrobenzo[f]benzofuran-4-yl] (~{Z})-2-methylbut-2-enoate
COCONUT IDCNP0321448.1
InChIKeyCCJPWAPOFONQQT-KMJRVMNLSA-N
InChIInChI=1S/C20H26O5/c1-6-10(2)18(22)25-17-15-12(4)19(23)24-13(15)9-20(5)14(21)8-7-11(3)16(17)20/h6,13-17,21H,3-4,7-9H2,1-2,5H3/b10-6-/t13-,14+,15+,16+,17-,20-/m0/s1
SMILESC=C1C(=O)O[C@H]2C[C@@]3(C)[C@H](O)CCC(=C)[C@@H]3[C@@H](OC(=O)/C(C)=C\C)[C@H]12

Properties

Molecular FormulaC20H26O5
Molecular Weight346.42
Exact Mass346.17802
Log P (ALogP)2.70
TPSA72.83
H-Bond Donors / Acceptors1 / 5
Rotatable Bonds2
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.47
NP-likeness3.67

Classification

NP PathwayTerpenoids
NP SuperclassSesquiterpenoids
NP ClassEudesmane sesquiterpenoids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassPrenol lipids
Chemical SubclassTerpene lactones

Reported in GR-MAPs Plants

Tanacetum cinerariifolium as “Tanacetum cinerariifolium (Trevir.) Sch. Bip.” in COCONUT

References (6)

  1. 10.1002/food.19880321030
  2. 10.1002/ptr.2650090202
  3. 10.1007/S10600-011-9963-8
  4. 10.1016/0031-9422(83)80100-9
  5. 10.1021/NP800474V
  6. 10.1055/S-0029-1185942

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.