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COCONUT Compound

Costunolide

CNP0160574.2 · C15H20O2 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameCostunolide
IUPAC Name(3~{a}~{S},6~{Z},10~{Z},11~{a}~{R})-6,10-dimethyl-3-methylene-3~{a},4,5,8,9,11~{a}-hexahydrocyclodeca[b]furan-2-one
COCONUT IDCNP0160574.2
CAS553-21-9, 125514-73-0
InChIKeyHRYLQFBHBWLLLL-IKTIWSOHSA-N
InChIInChI=1S/C15H20O2/c1-10-5-4-6-11(2)9-14-13(8-7-10)12(3)15(16)17-14/h5,9,13-14H,3-4,6-8H2,1-2H3/b10-5-,11-9-/t13-,14+/m0/s1
SMILESC=C1C(=O)O[C@@H]2/C=C(/C)CC/C=C(/C)CC[C@@H]12

Properties

Molecular FormulaC15H20O2
Molecular Weight232.32
Exact Mass232.14633
Log P (ALogP)3.55
TPSA26.30
H-Bond Donors / Acceptors0 / 2
Rotatable Bonds0
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.36
NP-likeness3.38

Classification

NP PathwayTerpenoids
NP SuperclassSesquiterpenoids
NP ClassGermacrane 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 (8)

  1. 10.1002/9780470744307.gat218
  2. 10.1002/biuz.19840140514
  3. 10.1002/food.19880321030
  4. 10.1002/ptr.2650090202
  5. 10.1016/0031-9422(88)83027-9
  6. 10.1016/S0031-9422(97)00412-3
  7. 10.1016/j.foodchem.2007.02.019
  8. 10.1016/s0968-0896(00)00127-9

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.