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COCONUT Compound
[(3~{S},3~{a}~{R},4~{S},9~{a}~{R},9~{b}~{S})-3,6,9-trimethyl-2,7-dioxo-4-propanoyloxy-4,5,9~{a},9~{b}-tetrahydro-3~{a}~{H}-azuleno[4,5-b]furan-3-yl] (~{Z})-2-methylbut-2-enoate
CNP0176536.1 · C23H28O7 · View on COCONUT ↗
2D Structure
Identifiers
| IUPAC Name | [(3~{S},3~{a}~{R},4~{S},9~{a}~{R},9~{b}~{S})-3,6,9-trimethyl-2,7-dioxo-4-propanoyloxy-4,5,9~{a},9~{b}-tetrahydro-3~{a}~{H}-azuleno[4,5-b]furan-3-yl] (~{Z})-2-methylbut-2-enoate |
|---|---|
| COCONUT ID | CNP0176536.1 |
| InChIKey | AYWUJPCNTAUFOA-DFCGMIGISA-N |
| InChI | InChI=1S/C23H28O7/c1-7-11(3)21(26)30-23(6)19-15(28-16(25)8-2)10-13(5)17-14(24)9-12(4)18(17)20(19)29-22(23)27/h7,9,15,18-20H,8,10H2,1-6H3/b11-7-/t15-,18+,19+,20-,23-/m0/s1 |
| SMILES | C/C=C(/C)C(=O)O[C@]1(C)C(=O)O[C@H]2[C@@H]3C(C)=CC(=O)C3=C(C)C[C@H](OC(=O)CC)[C@H]21 |
Properties
| Molecular Formula | C23H28O7 |
|---|---|
| Molecular Weight | 416.47 |
| Exact Mass | 416.18350 |
| Log P (ALogP) | 2.98 |
| TPSA | 95.97 |
| H-Bond Donors / Acceptors | 0 / 7 |
| Rotatable Bonds | 4 |
| Lipinski's Rule of 5 Violations | 0 |
| QED Drug-likeness | 0.39 |
| NP-likeness | 2.87 |
Classification
| NP Pathway | Terpenoids |
|---|---|
| NP Superclass | Sesquiterpenoids |
| NP Class | Guaiane sesquiterpenoids |
| Chemical Superclass | Organic acids and derivatives |
| Chemical Class | Carboxylic acids and derivatives |
| Chemical Subclass | Tricarboxylic acids and derivatives |
Reported in GR-MAPs Plants
| Daucus carota | as “Daucus carota” in COCONUT |
|---|
References (2)
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.