methyl 8-[(1~{R},5~{S})-4-oxo-5-[(~{Z})-pent-2-enyl]cyclopent-2-en-1-yl]octanoate
CNP0243813.1 · C19H30O3 · View on COCONUT ↗
Identifiers
| IUPAC Name | methyl 8-[(1~{R},5~{S})-4-oxo-5-[(~{Z})-pent-2-enyl]cyclopent-2-en-1-yl]octanoate |
|---|
| COCONUT ID | CNP0243813.1 |
|---|
| InChIKey | AXDNONFPXLVMOY-YFKBFVAJSA-N |
|---|
| InChI | InChI=1S/C19H30O3/c1-3-4-8-12-17-16(14-15-18(17)20)11-9-6-5-7-10-13-19(21)22-2/h4,8,14-17H,3,5-7,9-13H2,1-2H3/b8-4-/t16-,17+/m1/s1 |
|---|
| SMILES | CC/C=C\C[C@@H]1C(=O)C=C[C@H]1CCCCCCCC(=O)OC |
|---|
Properties
| Molecular Formula | C19H30O3 |
|---|
| Molecular Weight | 306.45 |
|---|
| Exact Mass | 306.21949 |
|---|
| Log P (ALogP) | 4.62 |
|---|
| TPSA | 43.37 |
|---|
| H-Bond Donors / Acceptors | 0 / 3 |
|---|
| Rotatable Bonds | 11 |
|---|
| Lipinski's Rule of 5 Violations | 0 |
|---|
| QED Drug-likeness | 0.32 |
|---|
| NP-likeness | 1.92 |
|---|
Classification
| NP Pathway | Fatty acids |
|---|
| NP Superclass | Octadecanoids |
|---|
| NP Class | 12-oxophytodienoic acid metabolites |
|---|
| Chemical Superclass | Lipids and lipid-like molecules |
|---|
| Chemical Class | Fatty Acyls |
|---|
| Chemical Subclass | Fatty acid esters |
|---|
Reported in GR-MAPs Plants
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.
