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COCONUT Compound

Laurycolactone A

CNP0121689.2 · C18H22O5 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameLaurycolactone A
IUPAC Name(1~{S},2~{R},5~{S},9~{S},10~{S},11~{R},12~{R},15~{R})-11-hydroxy-2,6,9,15-tetramethyl-13-oxatetracyclo[10.2.1.0^{2,10}.0^{5,9}]pentadec-6-ene-3,8,14-trione
COCONUT IDCNP0121689.2
InChIKeyWDYBZQLVYRBSPT-ZICNYRAQSA-N
InChIInChI=1S/C18H22O5/c1-7-5-10(19)17(3)9(7)6-11(20)18(4)12-8(2)14(23-16(12)22)13(21)15(17)18/h5,8-9,12-15,21H,6H2,1-4H3/t8-,9+,12-,13+,14-,15-,17-,18+/m1/s1
SMILESCC1=CC(=O)[C@]2(C)[C@H]3[C@@H](O)[C@@H]4OC(=O)[C@@H]([C@H]4C)[C@]3(C)C(=O)C[C@@H]12

Properties

Molecular FormulaC18H22O5
Molecular Weight318.37
Exact Mass318.14672
Log P (ALogP)1.29
TPSA80.67
H-Bond Donors / Acceptors1 / 5
Rotatable Bonds0
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.68
NP-likeness3.17

Classification

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

Reported in GR-MAPs Plants

Vitex negundo as “Vitex negundo” in COCONUT

References (7)

  1. 10.1016/J.BMC.2003.11.017
  2. 10.1016/S0031-9422(01)00480-0
  3. 10.1016/S0040-4039(00)85785-8
  4. 10.1021/NP400701K
  5. 10.1021/NP900486F
  6. 10.1021/np400701k
  7. 10.1021/np900486f

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.