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COCONUT Compound

[(3~{R},3~{a}~{R},4~{S},9~{a}~{R},9~{b}~{S})-3,6,9-trimethyl-2,7-dioxo-3,3~{a},4,5,9~{a},9~{b}-hexahydroazuleno[4,5-b]furan-4-yl] (~{Z})-2-methylbut-2-enoate

CNP0189324.2 · C20H24O5 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

IUPAC Name[(3~{R},3~{a}~{R},4~{S},9~{a}~{R},9~{b}~{S})-3,6,9-trimethyl-2,7-dioxo-3,3~{a},4,5,9~{a},9~{b}-hexahydroazuleno[4,5-b]furan-4-yl] (~{Z})-2-methylbut-2-enoate
COCONUT IDCNP0189324.2
InChIKeyKRHKMQZMQZFVBI-ZCGJXKNNSA-N
InChIInChI=1S/C20H24O5/c1-6-9(2)19(22)24-14-8-11(4)15-13(21)7-10(3)16(15)18-17(14)12(5)20(23)25-18/h6-7,12,14,16-18H,8H2,1-5H3/b9-6-/t12-,14+,16-,17-,18+/m1/s1
SMILESC/C=C(/C)C(=O)O[C@H]1CC(C)=C2C(=O)C=C(C)[C@H]2[C@@H]2OC(=O)[C@H](C)[C@@H]21

Properties

Molecular FormulaC20H24O5
Molecular Weight344.41
Exact Mass344.16237
Log P (ALogP)2.91
TPSA69.67
H-Bond Donors / Acceptors0 / 5
Rotatable Bonds2
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.57
NP-likeness2.99

Classification

NP PathwayTerpenoids
NP SuperclassSesquiterpenoids
NP ClassGuaiane sesquiterpenoids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassFatty Acyls
Chemical SubclassFatty acid esters

Reported in GR-MAPs Plants

Daucus carota as “Daucus carota” in COCONUT

References (2)

  1. 10.1002/HLCA.200900126
  2. 10.1002/hlca.200900126/abstract

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.